Perfluoroalkyl ethyl alcohols via perfluoroalkyl acetaldehydes
[Display omitted] •Sulfinitodehalogenation reaction of RfI and ethyl vinyl ether gives aldehyde and hemiacetal addition products.•Catalytic hydrogenation of this mixture gives the perfluoroalkylethanol in high overall yield.•These alcohols are important intermediates in the commercial production of...
Saved in:
| Published in | Journal of fluorine chemistry Vol. 201; pp. 7 - 10 |
|---|---|
| Main Authors | , |
| Format | Journal Article |
| Language | English |
| Published |
Lausanne
Elsevier B.V
01.09.2017
Elsevier BV |
| Subjects | |
| Online Access | Get full text |
Cover
Loading…
| Abstract | [Display omitted]
•Sulfinitodehalogenation reaction of RfI and ethyl vinyl ether gives aldehyde and hemiacetal addition products.•Catalytic hydrogenation of this mixture gives the perfluoroalkylethanol in high overall yield.•These alcohols are important intermediates in the commercial production of surfactants and polymers.
A new route to commercially important perfluoroalkyl ethyl alcohols (RfCH2CH2OH) is described. This route involves the addition of perfluoroalkyl iodides to alkyl vinyl ethers using sulfinatodehalogenation chemistry, followed by catalytic hydrogenation of the intermediate mixture of perfluoroalkylacetaldehyde and perfluoroalkylacetaldehyde hemiacetal to the desired alcohol. |
|---|---|
| AbstractList | [Display omitted]
•Sulfinitodehalogenation reaction of RfI and ethyl vinyl ether gives aldehyde and hemiacetal addition products.•Catalytic hydrogenation of this mixture gives the perfluoroalkylethanol in high overall yield.•These alcohols are important intermediates in the commercial production of surfactants and polymers.
A new route to commercially important perfluoroalkyl ethyl alcohols (RfCH2CH2OH) is described. This route involves the addition of perfluoroalkyl iodides to alkyl vinyl ethers using sulfinatodehalogenation chemistry, followed by catalytic hydrogenation of the intermediate mixture of perfluoroalkylacetaldehyde and perfluoroalkylacetaldehyde hemiacetal to the desired alcohol. A new route to commercially important perfluoroalkyl ethyl alcohols (RfCH2CH2OH) is described. This route involves the addition of perfluoroalkyl iodides to alkyl vinyl ethers using sulfinatodehalogenation chemistry, followed by catalytic hydrogenation of the intermediate mixture of perfluoroalkylacetaldehyde and perfluoroalkylacetaldehyde hemiacetal to the desired alcohol. |
| Author | Moloy, Kenneth G. Peng, Sheng |
| Author_xml | – sequence: 1 givenname: Sheng surname: Peng fullname: Peng, Sheng email: sheng.peng@chemours.com organization: Chemours Company, Fluoroproducts, Experimental Station, PO Box 80262, Wilmington, DE 19880-0262, USA – sequence: 2 givenname: Kenneth G. surname: Moloy fullname: Moloy, Kenneth G. organization: DuPont Central Research and Development, Experimental Station, PO Box 80328, Wilmington, DE 19880-0328, USA |
| BookMark | eNqFUE1Lw0AQXaSCtfoXpOA5cSaT7CYXUYpfUNCDnpd0d0oS027dTQv9926pHjwJjxl4vPeGeeditHZrFuIKIUVAedOl3bLfmoZXaQaoUohAOhFjLBUlRFk5EmOALEsQqToT5yF0AKBAlWNx-8Y-up13df-576c8NHHWvXGN68N019bTzV9FbXioe8vN3nK4EKfLug98-bMn4uPx4X32nMxfn15m9_PEUA5DwhUqgxmRNUylqWSBVpVykRu7UJGlwha5wVzZDCCnosKsyJUhMjLylaSJuD7mbrz72nIYdOe2fh1PaqykIgmyoKiSR5XxLgTPS73x7ar2e42gD13pTv92pQ9daYjAg_HuaOT4w65lr4NpeW3Ytp7NoK1r_4v4BsaJdyk |
| CitedBy_id | crossref_primary_10_1021_acs_orglett_3c00651 |
| Cites_doi | 10.1016/j.jfluchem.2005.08.002 10.1002/cjoc.19910090212 10.1016/j.jfluchem.2007.08.005 10.1016/j.chemosphere.2014.08.039 10.1021/op4002565 10.1016/S0040-4039(00)92222-6 10.1002/cjoc.19900080110 10.1016/j.chemosphere.2004.11.078 10.1016/S0022-1139(00)80531-X 10.1002/adsc.201400940 10.1016/0022-1139(93)02924-4 10.1039/c2cs15352a 10.1016/j.jfluchem.2004.07.001 10.1002/ieam.258 10.1039/P19770001365 10.1016/S0040-4039(00)92713-8 10.1016/j.jfluchem.2010.09.004 10.1039/C4GC01149J 10.1016/S0022-1139(00)82223-X 10.1021/jo00059a035 10.1016/S0022-1139(00)82787-6 10.1016/S0022-1139(00)80090-1 |
| ContentType | Journal Article |
| Copyright | 2017 Elsevier B.V. Copyright Elsevier BV Sep 2017 |
| Copyright_xml | – notice: 2017 Elsevier B.V. – notice: Copyright Elsevier BV Sep 2017 |
| DBID | AAYXX CITATION 7QF 7QO 7QP 7QQ 7SC 7SE 7SP 7SR 7TA 7TB 7U5 7U7 8BQ 8FD C1K F28 FR3 H8D H8G JG9 JQ2 KR7 L7M L~C L~D P64 |
| DOI | 10.1016/j.jfluchem.2017.07.013 |
| DatabaseName | CrossRef Aluminium Industry Abstracts Biotechnology Research Abstracts Calcium & Calcified Tissue Abstracts Ceramic Abstracts Computer and Information Systems Abstracts Corrosion Abstracts Electronics & Communications Abstracts Engineered Materials Abstracts Materials Business File Mechanical & Transportation Engineering Abstracts Solid State and Superconductivity Abstracts Toxicology Abstracts METADEX Technology Research Database Environmental Sciences and Pollution Management ANTE: Abstracts in New Technology & Engineering Engineering Research Database Aerospace Database Copper Technical Reference Library Materials Research Database ProQuest Computer Science Collection Civil Engineering Abstracts Advanced Technologies Database with Aerospace Computer and Information Systems Abstracts Academic Computer and Information Systems Abstracts Professional Biotechnology and BioEngineering Abstracts |
| DatabaseTitle | CrossRef Materials Research Database Technology Research Database Computer and Information Systems Abstracts – Academic Mechanical & Transportation Engineering Abstracts ProQuest Computer Science Collection Computer and Information Systems Abstracts Materials Business File Environmental Sciences and Pollution Management Aerospace Database Copper Technical Reference Library Engineered Materials Abstracts Biotechnology Research Abstracts Advanced Technologies Database with Aerospace ANTE: Abstracts in New Technology & Engineering Civil Engineering Abstracts Aluminium Industry Abstracts Toxicology Abstracts Electronics & Communications Abstracts Ceramic Abstracts METADEX Biotechnology and BioEngineering Abstracts Computer and Information Systems Abstracts Professional Solid State and Superconductivity Abstracts Engineering Research Database Calcium & Calcified Tissue Abstracts Corrosion Abstracts |
| DatabaseTitleList | Materials Research Database |
| DeliveryMethod | fulltext_linktorsrc |
| Discipline | Chemistry |
| EISSN | 1873-3328 |
| EndPage | 10 |
| ExternalDocumentID | 10_1016_j_jfluchem_2017_07_013 S0022113917303056 |
| GroupedDBID | --K --M -~X .HR .~1 0R~ 1B1 1RT 1~. 1~5 29K 4.4 457 4G. 5GY 5VS 7-5 71M 8P~ 9JM 9JN AABXZ AACTN AAEDT AAEDW AAEPC AAIAV AAIKJ AAKOC AALRI AAOAW AAQFI AAQXK AARLI AAXUO ABEFU ABFNM ABFYP ABJNI ABLST ABMAC ABXDB ABXRA ABYKQ ACDAQ ACGFS ACIWK ACNNM ACPRK ACRLP ADBBV ADECG ADEZE ADMUD AEBSH AEKER AENEX AEZYN AFFNX AFKWA AFRAH AFRZQ AFTJW AFXIZ AFZHZ AGHFR AGUBO AGYEJ AHEUO AHHHB AIEXJ AIKHN AITUG AJBFU AJOXV AJSZI AKIFW ALMA_UNASSIGNED_HOLDINGS AMFUW AMRAJ ASPBG AVWKF AXJTR AZFZN BKOJK BLECG BLXMC CS3 D-I DU5 EBS EFJIC EFLBG EJD EO8 EO9 EP2 EP3 F5P FDB FEDTE FGOYB FIRID FLBIZ FNPLU FYGXN G-Q GBLVA HMS HVGLF HZ~ H~9 IHE J1W KCYFY KOM M2Z M41 MAGPM MO0 N9A O-L O9- OAUVE OZT P-8 P-9 P2P PC. Q38 R2- RIG RNS ROL RPZ SCB SCC SDF SDG SDP SES SEW SOC SPC SPCBC SSJ SSK SSM SSZ T5K TN5 WH7 WUQ XPP YK3 YQT ZCG ZMT ~02 ~G- AAXKI AAYXX AFJKZ AKRWK CITATION 7QF 7QO 7QP 7QQ 7SC 7SE 7SP 7SR 7TA 7TB 7U5 7U7 8BQ 8FD C1K F28 FR3 H8D H8G JG9 JQ2 KR7 L7M L~C L~D P64 |
| ID | FETCH-LOGICAL-c340t-e917c1233dce38c9651d786b4cdb733d35d54c147d200435912547c33c654c963 |
| IEDL.DBID | AIKHN |
| ISSN | 0022-1139 |
| IngestDate | Thu Oct 10 16:41:34 EDT 2024 Thu Sep 26 17:09:32 EDT 2024 Fri Feb 23 02:20:24 EST 2024 |
| IsPeerReviewed | true |
| IsScholarly | true |
| Keywords | Hydrogenation Sulfinatodehalogenation |
| Language | English |
| LinkModel | DirectLink |
| MergedId | FETCHMERGED-LOGICAL-c340t-e917c1233dce38c9651d786b4cdb733d35d54c147d200435912547c33c654c963 |
| PQID | 1967360653 |
| PQPubID | 2045451 |
| PageCount | 4 |
| ParticipantIDs | proquest_journals_1967360653 crossref_primary_10_1016_j_jfluchem_2017_07_013 elsevier_sciencedirect_doi_10_1016_j_jfluchem_2017_07_013 |
| PublicationCentury | 2000 |
| PublicationDate | September 2017 2017-09-00 20170901 |
| PublicationDateYYYYMMDD | 2017-09-01 |
| PublicationDate_xml | – month: 09 year: 2017 text: September 2017 |
| PublicationDecade | 2010 |
| PublicationPlace | Lausanne |
| PublicationPlace_xml | – name: Lausanne |
| PublicationTitle | Journal of fluorine chemistry |
| PublicationYear | 2017 |
| Publisher | Elsevier B.V Elsevier BV |
| Publisher_xml | – name: Elsevier B.V – name: Elsevier BV |
| References | Huang, Meng, Qing (bib0120) 2007; 128 (bib0010) 2012 Lehmler (bib0015) 2005; 58 Rylander (bib0055) 1985 Huang, Lu (bib0110) 1991; 9 Bagal, Bhanage (bib0130) 2015; 357 Prat, Hayler, Wells (bib0140) 2014; 16 Brace (bib0035) 1986; 31 Laurent, Blancou, Commeyras (bib0070) 1992; 33 Kissa (bib0030) 2001; 97 Laurent, Blancou, Commeyras (bib0075) 1993; 62 Brace (bib0065) 1982; 20 Calleja, Laurent, Blancou (bib0085) 2005; 126 Napoli, Scipioni, Conte, Legnaro, Krotz (bib0080) 1994; 66 Rylander (bib0050) 2012 Paterova, Skalicky, Rybackova, Kvicalova, Cvacka, Kvicala (bib0045) 2010; 131 Huang, Lu, Zhang (bib0105) 1990 Huang, Lu, Zhang (bib0115) 1990 Brace (bib0040) 1993; 58 Rylander (bib0150) 1979 Huang (bib0100) 1992; 58 Prat, Pardigon, Flemming, Letestu, Ducandas, Isnard, Guntrum, Senac, Ruisseau, Cruciani, Hosek (bib0135) 2013; 17 Cantacuzene, Wakselman, Dorme (bib0060) 1977; 1 Forsyth (bib0155) 2014; 37 Buck, Franklin, Berger, Conder, Cousins, de Voogt, Jensen, Kannan, Mabury, van Leeuwen (bib0020) 2011; 7 (bib0005) 1994 Krafft, Riess (bib0025) 2015; 129 Zhang, Chen, Guo, Xiao, Gu (bib0095) 2012; 41 Nishimura (bib0125) 2001 Uneyama, Kitagawa (bib0090) 1991; 32 Zoghlami, Chehidi, Chaabouni, Baklouti (bib0145) 2004; 125 Brace (10.1016/j.jfluchem.2017.07.013_bib0035) 1986; 31 Zhang (10.1016/j.jfluchem.2017.07.013_bib0095) 2012; 41 Prat (10.1016/j.jfluchem.2017.07.013_bib0140) 2014; 16 Huang (10.1016/j.jfluchem.2017.07.013_bib0110) 1991; 9 (10.1016/j.jfluchem.2017.07.013_bib0010) 2012 Napoli (10.1016/j.jfluchem.2017.07.013_bib0080) 1994; 66 Brace (10.1016/j.jfluchem.2017.07.013_bib0040) 1993; 58 Huang (10.1016/j.jfluchem.2017.07.013_bib0105) 1990 Huang (10.1016/j.jfluchem.2017.07.013_bib0115) 1990 Calleja (10.1016/j.jfluchem.2017.07.013_bib0085) 2005; 126 Laurent (10.1016/j.jfluchem.2017.07.013_bib0070) 1992; 33 Prat (10.1016/j.jfluchem.2017.07.013_bib0135) 2013; 17 Nishimura (10.1016/j.jfluchem.2017.07.013_bib0125) 2001 Kissa (10.1016/j.jfluchem.2017.07.013_bib0030) 2001; 97 Rylander (10.1016/j.jfluchem.2017.07.013_bib0055) 1985 Brace (10.1016/j.jfluchem.2017.07.013_bib0065) 1982; 20 Forsyth (10.1016/j.jfluchem.2017.07.013_bib0155) 2014; 37 Bagal (10.1016/j.jfluchem.2017.07.013_bib0130) 2015; 357 Rylander (10.1016/j.jfluchem.2017.07.013_bib0050) 2012 Huang (10.1016/j.jfluchem.2017.07.013_bib0120) 2007; 128 Paterova (10.1016/j.jfluchem.2017.07.013_bib0045) 2010; 131 Uneyama (10.1016/j.jfluchem.2017.07.013_bib0090) 1991; 32 (10.1016/j.jfluchem.2017.07.013_bib0005) 1994 Rylander (10.1016/j.jfluchem.2017.07.013_bib0150) 1979 Laurent (10.1016/j.jfluchem.2017.07.013_bib0075) 1993; 62 Krafft (10.1016/j.jfluchem.2017.07.013_bib0025) 2015; 129 Cantacuzene (10.1016/j.jfluchem.2017.07.013_bib0060) 1977; 1 Lehmler (10.1016/j.jfluchem.2017.07.013_bib0015) 2005; 58 Buck (10.1016/j.jfluchem.2017.07.013_bib0020) 2011; 7 Huang (10.1016/j.jfluchem.2017.07.013_bib0100) 1992; 58 Zoghlami (10.1016/j.jfluchem.2017.07.013_bib0145) 2004; 125 |
| References_xml | – volume: 1 start-page: 1365 year: 1977 end-page: 1371 ident: bib0060 publication-title: J. Chem. Soc. Perkin Trans. contributor: fullname: Dorme – year: 1994 ident: bib0005 publication-title: Organofluorine Chemistry: Principles and Commercial Applications – volume: 7 start-page: 513 year: 2011 end-page: 541 ident: bib0020 publication-title: Integr. Environ. Assess. Manage. contributor: fullname: van Leeuwen – volume: 129 start-page: 4 year: 2015 end-page: 19 ident: bib0025 publication-title: Chemosphere contributor: fullname: Riess – volume: 41 start-page: 4536 year: 2012 end-page: 4559 ident: bib0095 publication-title: Chem. Soc. Rev. contributor: fullname: Gu – volume: 62 start-page: 161 year: 1993 end-page: 171 ident: bib0075 publication-title: J. Fluorine Chem. contributor: fullname: Commeyras – volume: 97 start-page: 1 year: 2001 end-page: 615 ident: bib0030 publication-title: Surfactant Sci. Ser. contributor: fullname: Kissa – volume: 357 start-page: 883 year: 2015 end-page: 900 ident: bib0130 publication-title: Adv. Synth. Catal. contributor: fullname: Bhanage – year: 2012 ident: bib0050 article-title: Catalytic Hydrogenation over Platinum Metals contributor: fullname: Rylander – volume: 126 start-page: 1493 year: 2005 end-page: 1495 ident: bib0085 publication-title: J. Fluorine Chem. contributor: fullname: Blancou – volume: 37 year: 2014 ident: bib0155 publication-title: Science of Synthesis: Houben-Weyl Methods of Molecular Transformations; Ethers contributor: fullname: Forsyth – volume: 20 start-page: 313 year: 1982 end-page: 327 ident: bib0065 publication-title: J. Fluorine Chem. contributor: fullname: Brace – volume: 16 start-page: 4546 year: 2014 end-page: 4551 ident: bib0140 publication-title: Green Chem. contributor: fullname: Wells – volume: 58 start-page: 1804 year: 1993 end-page: 1811 ident: bib0040 publication-title: J. Org. Chem. contributor: fullname: Brace – start-page: 68 year: 1990 end-page: 74 ident: bib0115 publication-title: Chin. J. Chem. contributor: fullname: Zhang – volume: 128 start-page: 1469 year: 2007 end-page: 1477 ident: bib0120 publication-title: J. Fluorine Chem. contributor: fullname: Qing – year: 1985 ident: bib0055 article-title: Best Synthetic Methods: Hydrogenation Methods contributor: fullname: Rylander – year: 2012 ident: bib0010 publication-title: Polyfluorinated Chemicals and Transformation Products – volume: 58 start-page: 1 year: 1992 end-page: 8 ident: bib0100 publication-title: J. Fluorine Chem. contributor: fullname: Huang – start-page: 281 year: 1990 end-page: 288 ident: bib0105 publication-title: Chin. J. Chem. contributor: fullname: Zhang – volume: 31 start-page: 151 year: 1986 end-page: 174 ident: bib0035 publication-title: J. Fluorine Chem. contributor: fullname: Brace – volume: 17 start-page: 1517 year: 2013 end-page: 1525 ident: bib0135 publication-title: Org. Process Res. Dev. contributor: fullname: Hosek – volume: 125 start-page: 1887 year: 2004 end-page: 1892 ident: bib0145 publication-title: J. Fluorine Chem. contributor: fullname: Baklouti – year: 2001 ident: bib0125 article-title: Handbook of Heterogeneous Catalytic Hydrogenation for Organic Synthesis contributor: fullname: Nishimura – volume: 58 start-page: 1471 year: 2005 end-page: 1496 ident: bib0015 publication-title: Chemosphere contributor: fullname: Lehmler – volume: 131 start-page: 1338 year: 2010 end-page: 1343 ident: bib0045 publication-title: J. Fluorine Chem. contributor: fullname: Kvicala – volume: 9 start-page: 174 year: 1991 end-page: 180 ident: bib0110 publication-title: Chin. J. Chem. contributor: fullname: Lu – volume: 32 start-page: 3385 year: 1991 end-page: 3386 ident: bib0090 publication-title: Tetrahedron Lett. contributor: fullname: Kitagawa – year: 1979 ident: bib0150 article-title: Catalytic Hydrogenation in Organic Syntheses contributor: fullname: Rylander – volume: 33 start-page: 2489 year: 1992 end-page: 2492 ident: bib0070 publication-title: Tetrahedron Lett. contributor: fullname: Commeyras – volume: 66 start-page: 249 year: 1994 end-page: 252 ident: bib0080 publication-title: J. Fluorine Chem. contributor: fullname: Krotz – volume: 126 start-page: 1493 year: 2005 ident: 10.1016/j.jfluchem.2017.07.013_bib0085 publication-title: J. Fluorine Chem. doi: 10.1016/j.jfluchem.2005.08.002 contributor: fullname: Calleja – volume: 37 year: 2014 ident: 10.1016/j.jfluchem.2017.07.013_bib0155 contributor: fullname: Forsyth – volume: 9 start-page: 174 year: 1991 ident: 10.1016/j.jfluchem.2017.07.013_bib0110 publication-title: Chin. J. Chem. doi: 10.1002/cjoc.19910090212 contributor: fullname: Huang – volume: 128 start-page: 1469 year: 2007 ident: 10.1016/j.jfluchem.2017.07.013_bib0120 publication-title: J. Fluorine Chem. doi: 10.1016/j.jfluchem.2007.08.005 contributor: fullname: Huang – year: 2012 ident: 10.1016/j.jfluchem.2017.07.013_bib0050 contributor: fullname: Rylander – year: 2001 ident: 10.1016/j.jfluchem.2017.07.013_bib0125 contributor: fullname: Nishimura – volume: 129 start-page: 4 year: 2015 ident: 10.1016/j.jfluchem.2017.07.013_bib0025 publication-title: Chemosphere doi: 10.1016/j.chemosphere.2014.08.039 contributor: fullname: Krafft – year: 1994 ident: 10.1016/j.jfluchem.2017.07.013_bib0005 – start-page: 281 year: 1990 ident: 10.1016/j.jfluchem.2017.07.013_bib0105 publication-title: Chin. J. Chem. contributor: fullname: Huang – volume: 17 start-page: 1517 year: 2013 ident: 10.1016/j.jfluchem.2017.07.013_bib0135 publication-title: Org. Process Res. Dev. doi: 10.1021/op4002565 contributor: fullname: Prat – volume: 33 start-page: 2489 year: 1992 ident: 10.1016/j.jfluchem.2017.07.013_bib0070 publication-title: Tetrahedron Lett. doi: 10.1016/S0040-4039(00)92222-6 contributor: fullname: Laurent – start-page: 68 year: 1990 ident: 10.1016/j.jfluchem.2017.07.013_bib0115 publication-title: Chin. J. Chem. doi: 10.1002/cjoc.19900080110 contributor: fullname: Huang – year: 1985 ident: 10.1016/j.jfluchem.2017.07.013_bib0055 contributor: fullname: Rylander – volume: 58 start-page: 1471 year: 2005 ident: 10.1016/j.jfluchem.2017.07.013_bib0015 publication-title: Chemosphere doi: 10.1016/j.chemosphere.2004.11.078 contributor: fullname: Lehmler – volume: 31 start-page: 151 year: 1986 ident: 10.1016/j.jfluchem.2017.07.013_bib0035 publication-title: J. Fluorine Chem. doi: 10.1016/S0022-1139(00)80531-X contributor: fullname: Brace – volume: 357 start-page: 883 year: 2015 ident: 10.1016/j.jfluchem.2017.07.013_bib0130 publication-title: Adv. Synth. Catal. doi: 10.1002/adsc.201400940 contributor: fullname: Bagal – volume: 66 start-page: 249 year: 1994 ident: 10.1016/j.jfluchem.2017.07.013_bib0080 publication-title: J. Fluorine Chem. doi: 10.1016/0022-1139(93)02924-4 contributor: fullname: Napoli – volume: 41 start-page: 4536 year: 2012 ident: 10.1016/j.jfluchem.2017.07.013_bib0095 publication-title: Chem. Soc. Rev. doi: 10.1039/c2cs15352a contributor: fullname: Zhang – year: 1979 ident: 10.1016/j.jfluchem.2017.07.013_bib0150 contributor: fullname: Rylander – volume: 125 start-page: 1887 year: 2004 ident: 10.1016/j.jfluchem.2017.07.013_bib0145 publication-title: J. Fluorine Chem. doi: 10.1016/j.jfluchem.2004.07.001 contributor: fullname: Zoghlami – volume: 7 start-page: 513 year: 2011 ident: 10.1016/j.jfluchem.2017.07.013_bib0020 publication-title: Integr. Environ. Assess. Manage. doi: 10.1002/ieam.258 contributor: fullname: Buck – volume: 1 start-page: 1365 year: 1977 ident: 10.1016/j.jfluchem.2017.07.013_bib0060 publication-title: J. Chem. Soc. Perkin Trans. doi: 10.1039/P19770001365 contributor: fullname: Cantacuzene – volume: 32 start-page: 3385 year: 1991 ident: 10.1016/j.jfluchem.2017.07.013_bib0090 publication-title: Tetrahedron Lett. doi: 10.1016/S0040-4039(00)92713-8 contributor: fullname: Uneyama – volume: 131 start-page: 1338 year: 2010 ident: 10.1016/j.jfluchem.2017.07.013_bib0045 publication-title: J. Fluorine Chem. doi: 10.1016/j.jfluchem.2010.09.004 contributor: fullname: Paterova – volume: 16 start-page: 4546 year: 2014 ident: 10.1016/j.jfluchem.2017.07.013_bib0140 publication-title: Green Chem. doi: 10.1039/C4GC01149J contributor: fullname: Prat – volume: 20 start-page: 313 year: 1982 ident: 10.1016/j.jfluchem.2017.07.013_bib0065 publication-title: J. Fluorine Chem. doi: 10.1016/S0022-1139(00)82223-X contributor: fullname: Brace – volume: 58 start-page: 1804 year: 1993 ident: 10.1016/j.jfluchem.2017.07.013_bib0040 publication-title: J. Org. Chem. doi: 10.1021/jo00059a035 contributor: fullname: Brace – year: 2012 ident: 10.1016/j.jfluchem.2017.07.013_bib0010 – volume: 58 start-page: 1 year: 1992 ident: 10.1016/j.jfluchem.2017.07.013_bib0100 publication-title: J. Fluorine Chem. doi: 10.1016/S0022-1139(00)82787-6 contributor: fullname: Huang – volume: 62 start-page: 161 year: 1993 ident: 10.1016/j.jfluchem.2017.07.013_bib0075 publication-title: J. Fluorine Chem. doi: 10.1016/S0022-1139(00)80090-1 contributor: fullname: Laurent – volume: 97 start-page: 1 year: 2001 ident: 10.1016/j.jfluchem.2017.07.013_bib0030 publication-title: Surfactant Sci. Ser. contributor: fullname: Kissa |
| SSID | ssj0007078 |
| Score | 2.2222848 |
| Snippet | [Display omitted]
•Sulfinitodehalogenation reaction of RfI and ethyl vinyl ether gives aldehyde and hemiacetal addition products.•Catalytic hydrogenation of... A new route to commercially important perfluoroalkyl ethyl alcohols (RfCH2CH2OH) is described. This route involves the addition of perfluoroalkyl iodides to... |
| SourceID | proquest crossref elsevier |
| SourceType | Aggregation Database Publisher |
| StartPage | 7 |
| SubjectTerms | Alcohol Alcohols Catalysis Chemistry Ethers Fluorine Hydrogenation Iodides Sulfinatodehalogenation Vinyl ethers |
| Title | Perfluoroalkyl ethyl alcohols via perfluoroalkyl acetaldehydes |
| URI | https://dx.doi.org/10.1016/j.jfluchem.2017.07.013 https://www.proquest.com/docview/1967360653 |
| Volume | 201 |
| hasFullText | 1 |
| inHoldings | 1 |
| isFullTextHit | |
| isPrint | |
| link | http://utb.summon.serialssolutions.com/2.0.0/link/0/eLvHCXMwpV1LS8NAEB5qe9CL-MRHLTl4TZt1N6-LUIqlKhYPFnpbkt0Jtpa29CH04m93NsmKFcSDkEuWTB7fZL_5FnZmAK5Rx1mAxgMRpq4QGXMpCCtX8chXnJsVgckdfuoHvYF4GPrDCnRsLozZVllyf8HpOVuXI60SzdZ8NDI5vje0euG03uC5EN6BGoUjIapQa98_9vpfhGwK2tii4cbgW6LwuDnOJmuCxySlszCv48n4bzHqB1vnIah7APuldnTaxesdQgWnR7DbsS3bjuH2GRf0oNlilkzeNhMHyQsTJym64C6d91HizLevSBSS-tb4utG4PIFB9-6l03PLBgkEpfBWLtK3Kwo9XCvkkYoDn-kwClKhdBrSKPe1LxQToTZzgfsxqRkRkgtUQOM09U6hOp1N8QwcHaMiNYRxyBLhoZ8yT2URExkJlohY8RxaFhI5L-pgSLtBbCwtiNKAKD06GFnEFjm55VFJZP2nbd1CLcs5tZTEFSEPTC3di3_c-hL2zFmxTawO1dVijVekK1ZpA3aaH6xR_j2fe8HMIQ |
| link.rule.ids | 315,786,790,4521,24144,27955,27956,45618,45712 |
| linkProvider | Elsevier |
| linkToHtml | http://utb.summon.serialssolutions.com/2.0.0/link/0/eLvHCXMwpV3NS8MwFA9zHuZF_MSPqT147daYtGkvggxl6jY8bLBbaJNX3Czb2Iewi3-7L22DThAPQk9p0qa_1_zeL_DeCyHXoKM0AGOBEBKX85S66ISVq1joK8bMjsDkDnd7QXvAn4b-sEJaNhfGhFWW3F9wes7WZUuzRLM5G41Mju8N7l4Y7jdYLoS3yLZRAyauq_HxFedhytnYkuGm-7c04XFjnGYrBMekpFORV_Gk7DcP9YOrcwf0sEd2S-Xo3BWT2ycVmByQWsse2HZIbl9gji-azqdx9rbOHEAbZE5cnIG7cN5HsTPb7BErQO2t4XWtYXFEBg_3_VbbLY9HQCC5t3QBv1yh42FaAQtVFPhUizBIuNKJwFbma58ryoU2K4H5EWoZLtAAKsB2XHjHpDqZTuCEODoChVoIIkFj7oGfUE-lIeUpypUQOfGUNC0kclZUwZA2PGwsLYjSgCg9vCiOiCxycsOeEqn6z7F1C7UsV9RCIlMIFphKumf_ePQVqbX73Y7sPPaez8mOuVMEjNVJdTlfwQUqjGVymf9Bn0ZzzPY |
| openUrl | ctx_ver=Z39.88-2004&ctx_enc=info%3Aofi%2Fenc%3AUTF-8&rfr_id=info%3Asid%2Fsummon.serialssolutions.com&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.atitle=Perfluoroalkyl+ethyl+alcohols+via+perfluoroalkyl+acetaldehydes&rft.jtitle=Journal+of+fluorine+chemistry&rft.au=Peng%2C+Sheng&rft.au=Moloy%2C+Kenneth+G.&rft.date=2017-09-01&rft.pub=Elsevier+B.V&rft.issn=0022-1139&rft.eissn=1873-3328&rft.volume=201&rft.spage=7&rft.epage=10&rft_id=info:doi/10.1016%2Fj.jfluchem.2017.07.013&rft.externalDocID=S0022113917303056 |
| thumbnail_l | http://covers-cdn.summon.serialssolutions.com/index.aspx?isbn=/lc.gif&issn=0022-1139&client=summon |
| thumbnail_m | http://covers-cdn.summon.serialssolutions.com/index.aspx?isbn=/mc.gif&issn=0022-1139&client=summon |
| thumbnail_s | http://covers-cdn.summon.serialssolutions.com/index.aspx?isbn=/sc.gif&issn=0022-1139&client=summon |