Zeolite-assisted regioselective synthesis of dinitronaphthalene
The nitration selectivity of naphthalene was studied in different organic solvents with 95 % fuming nitric acid as nitration reagent. The yield of dinitronaphthalene can achieve 78 % in hexane. With nitrogen dioxide as nitration reagent in oxygen, the selectivity of dinitronaphthalene in different t...
Saved in:
Published in | Research on chemical intermediates Vol. 40; no. 4; pp. 1495 - 1500 |
---|---|
Main Authors | , , , , , |
Format | Journal Article |
Language | English |
Published |
Dordrecht
Springer Netherlands
01.04.2014
|
Subjects | |
Online Access | Get full text |
Cover
Loading…
Abstract | The nitration selectivity of naphthalene was studied in different organic solvents with 95 % fuming nitric acid as nitration reagent. The yield of dinitronaphthalene can achieve 78 % in hexane. With nitrogen dioxide as nitration reagent in oxygen, the selectivity of dinitronaphthalene in different types of molecular sieve catalyst was studied. When HBEA zeolite catalyst was used, the yield of dinitronaphthalene was up to 61 %. This method is easy to carry out, environmentally benign, and economical. |
---|---|
AbstractList | The nitration selectivity of naphthalene was studied in different organic solvents with 95 % fuming nitric acid as nitration reagent. The yield of dinitronaphthalene can achieve 78 % in hexane. With nitrogen dioxide as nitration reagent in oxygen, the selectivity of dinitronaphthalene in different types of molecular sieve catalyst was studied. When HBEA zeolite catalyst was used, the yield of dinitronaphthalene was up to 61 %. This method is easy to carry out, environmentally benign, and economical. |
Author | Dong, Xiongzi Tai, Yanfang Liu, Hongtao Wang, Haocai Shi, Chunjie Peng, Xinhua |
Author_xml | – sequence: 1 givenname: Haocai surname: Wang fullname: Wang, Haocai organization: School of Chemical Engineering, Hefei University of Technology – sequence: 2 givenname: Xinhua surname: Peng fullname: Peng, Xinhua email: orgpeng@gmail.com organization: School of Chemical Engineering, Hefei University of Technology – sequence: 3 givenname: Chunjie surname: Shi fullname: Shi, Chunjie organization: School of Chemical Engineering, Hefei University of Technology – sequence: 4 givenname: Xiongzi surname: Dong fullname: Dong, Xiongzi organization: School of Chemical Engineering, Hefei University of Technology – sequence: 5 givenname: Yanfang surname: Tai fullname: Tai, Yanfang organization: School of Chemical Engineering, Hefei University of Technology – sequence: 6 givenname: Hongtao surname: Liu fullname: Liu, Hongtao organization: School of Chemical Engineering, Hefei University of Technology |
BookMark | eNp9kMtOwzAQRS1UJNrCB7DLDxhm4kfcFUIVUKRKbGDDxkriSesq2JUdkPL3pCprVrO4c66uzoLNQgzE2C3CHQJU9xkRteSAgiMoyccLNkelDVe6UjM2h1VZco3aXLFFzgcAVMbAnD18Uuz9QLzO2eeBXJFo52OmntrB_1CRxzDsacqK2BXOBz-kGOrjftjXPQW6Zpdd3We6-btL9vH89L7e8O3by-v6ccvb0piBOyWqSpaiEQ6wMUpAKVFDrSQYYRq1ImiodVUrpes6DQ6ka6tGaHSr2nQklgzPvW2KOSfq7DH5rzqNFsGeDNizATsZsCcDdpyY8szk6TfsKNlD_E5hmvkP9AvGt2HY |
CitedBy_id | crossref_primary_10_1002_cjce_23194 crossref_primary_10_1002_cjce_25252 crossref_primary_10_1016_j_jct_2016_06_019 crossref_primary_10_1039_D1RE00269D crossref_primary_10_1007_s11164_023_05029_z crossref_primary_10_1016_j_molliq_2016_06_062 crossref_primary_10_1002_cjce_23246 crossref_primary_10_1007_s11164_021_04502_x crossref_primary_10_1016_j_jct_2015_10_015 crossref_primary_10_1007_s11164_014_1893_1 crossref_primary_10_1016_j_jct_2015_07_010 |
Cites_doi | 10.1039/B204088C 10.1016/j.catcom.2005.12.017 10.1016/S0040-4039(01)00750-X 10.1039/b307146d 10.1126/science.1209678 10.1016/S0040-4039(01)01378-8 10.1021/cr010289i 10.1021/jo00096a042 10.1016/S0920-5861(99)00234-5 10.1021/jo102113t 10.1039/a908011b 10.1021/jo300137w 10.1021/ol016283x 10.1039/c1cc15484b 10.1021/ol300325t 10.1016/S1566-7367(03)00097-9 |
ContentType | Journal Article |
Copyright | Springer Science+Business Media Dordrecht 2013 |
Copyright_xml | – notice: Springer Science+Business Media Dordrecht 2013 |
DBID | AAYXX CITATION |
DOI | 10.1007/s11164-013-1054-y |
DatabaseName | CrossRef |
DatabaseTitle | CrossRef |
DatabaseTitleList | |
DeliveryMethod | fulltext_linktorsrc |
Discipline | Chemistry |
EISSN | 1568-5675 |
EndPage | 1500 |
ExternalDocumentID | 10_1007_s11164_013_1054_y |
GroupedDBID | -EM -~X 06D 0R~ 0VY 123 1N0 2.D 203 29P 2JN 2JY 2KG 2LR 2VQ 30V 4.4 406 408 40D 53G 5VS 63Z 67Z 78A 8TC 8UJ 95. 96X AAAVM AABHQ AABYN AAFGU AAFNC AAGCJ AAHNG AAIAL AAIKT AAJKR AANZL AAOTM AAPBV AARHV AARTL AATNV AATVU AAUCO AAUYE AAWCG AAXJT AAYFA AAYIU AAYQN AAYTO AAZMS ABDBF ABDZT ABECU ABEFU ABFGW ABFTV ABHLI ABJNI ABJOX ABKAS ABKCH ABMQK ABPTK ABQBU ABSXP ABTEG ABTHY ABTKH ABTMW ABUBZ ABULA ABXPI ACBMV ACBRV ACBXY ACBYP ACGFS ACHSB ACHXU ACIGE ACIPQ ACIWK ACKNC ACMDZ ACMLO ACOKC ACTTH ACVWB ACWMK ADHIR ADINQ ADKNI ADKPE ADMDM ADOXG ADRFC ADTPH ADURQ ADYFF ADYHW ADZKW AEBTG AEEQQ AEFTE AEGNC AEJHL AEJRE AEKMD AENEX AEOHA AEPYU AESKC AESTI AETCA AEVLU AEVTX AEVUW AEXYK AFGCZ AFLOW AFNRJ AFQWF AFWTZ AFZKB AGAYW AGDGC AGGBP AGJBK AGMZJ AGQMX AGWZB AGYKE AHAVH AHBYD AHSBF AHYZX AIAKS AIIXL AILAN AIMYW AITGF AJBLW AJDOV AJGSW AJRNO AJZVZ AKQUC ALMA_UNASSIGNED_HOLDINGS AMFWP AMKLP AMXSW AMYLF ANMIH AOCGG ARMRJ ASPBG AVWKF AXYYD AYJHY AZFZN B0M BA0 BBWZM BGNMA CAG COF CS3 CSCUP DDRTE DNIVK DPUIP DU5 EAD EAP EAS EBLON EBS EDH EIOEI EJD EMK EPL ESBYG EST ESX FEDTE FERAY FFXSO FIGPU FINBP FNLPD FRRFC FSGXE GGCAI GGRSB GJIRD GNWQR GQ6 GQ7 HF~ HG6 HMJXF HRMNR HVGLF HZ~ I-F IKXTQ ITM IWAJR IXC I~X J-C J0Z JBSCW JZLTJ KC5 KOV LLZTM M4Y MA- ML- MM1 N2Q NDZJH NF0 NPVJJ NQJWS NU0 O9- O93 O9G O9I O9J P19 P2P P9N PT4 PT5 R4W R89 R9I RHV RIG ROL RSV S1Z S26 S27 S28 S3B SCG SCLPG SCM SDH SHX SISQX SNE SNPRN SNX SOHCF SOJ SPISZ SQXTU SRMVM SSLCW STPWE T13 T16 TSG TUS U2A UG4 UOJIU UTJUX UZXMN VC2 VFIZW W48 W4F WK8 Z45 Z5O Z7R Z7U Z7V Z7W Z7X Z7Y Z7Z Z83 ZMTXR ~8M AACDK AAEOY AAJBT AASML AAYXX ABAKF ACAOD ACDTI ACMRT ACZOJ AEFQL AEMSY AFBBN AGJZZ AGQEE AGRTI AIGIU CITATION H13 SJYHP |
ID | FETCH-LOGICAL-c288t-d5377423b3d01b853024160a540838b59e0becd7c44dff60d04dc7b361d9a8fe3 |
IEDL.DBID | AGYKE |
ISSN | 0922-6168 |
IngestDate | Fri Sep 13 08:00:13 EDT 2024 Sat Dec 16 11:59:46 EST 2023 |
IsPeerReviewed | true |
IsScholarly | true |
Issue | 4 |
Keywords | Nitration Regioselective Zeolite Dinitronaphthalene |
Language | English |
LinkModel | DirectLink |
MergedId | FETCHMERGED-LOGICAL-c288t-d5377423b3d01b853024160a540838b59e0becd7c44dff60d04dc7b361d9a8fe3 |
PageCount | 6 |
ParticipantIDs | crossref_primary_10_1007_s11164_013_1054_y springer_journals_10_1007_s11164_013_1054_y |
PublicationCentury | 2000 |
PublicationDate | 2014-04-01 |
PublicationDateYYYYMMDD | 2014-04-01 |
PublicationDate_xml | – month: 04 year: 2014 text: 2014-04-01 day: 01 |
PublicationDecade | 2010 |
PublicationPlace | Dordrecht |
PublicationPlace_xml | – name: Dordrecht |
PublicationTitle | Research on chemical intermediates |
PublicationTitleAbbrev | Res Chem Intermed |
PublicationYear | 2014 |
Publisher | Springer Netherlands |
Publisher_xml | – name: Springer Netherlands |
References | PatilPTMalsheKMDagadeSPDongareMKCatal. Commun.200344294341:CAS:528:DC%2BD3sXlvVCnt7o%3D10.1016/S1566-7367(03)00097-9 KevinSFrancescoLMarkJMJ. Org. Chem.2011761285129410.1021/jo102113t SmithKAlmeerSBlackSJPetersCJ. Mater. Chem.200212328532891:CAS:528:DC%2BD38XotFGht7k%3D10.1039/b204088c KogelbauerAVassenaDPrinsRArmorJNCatal. Today2000551511601:CAS:528:DyaK1MXnvVWit7w%3D10.1016/S0920-5861(99)00234-5 ChaubalNSSawantMRCatal. Commun.200674434491:CAS:528:DC%2BD28XkvVSltrk%3D10.1016/j.catcom.2005.12.017 MauryaSKGurjarMKMalsheKMPatilPTDongareMKKemnitzEGreen Chem.200357207231:CAS:528:DC%2BD3sXpsFyms7s%3D10.1039/b307146d B.M. Choudary, M. Sateesh, M.L. Kantam, K.K. Rao, K.V.R. Prasad, K.V. Raghavan, J.A.R.P. Sarma, Chem. Commun. 25–26 (2000) GiselleAOJoshuaLCarolinaBMScience201233585685910.1126/science.1209678 PengXSuzukiHLuCTetrahedron Lett.200142435743591:CAS:528:DC%2BD3MXkt1Kjurk%3D10.1016/S0040-4039(01)00750-X MohammadAZArdeshirKAhmadRMAbdolkarimZHendrikGKZhilaAVahidKMasoudKRJ. Org. Chem.2012773640364510.1021/jo300137w SchofieldKAromatic Nitration1980CambridgeCambridge University Press BakRRSmallridgeAJTetrahedron Lett.200142676767691:CAS:528:DC%2BD3MXmt1yqtLk%3D10.1016/S0040-4039(01)01378-8 KowokTJJayasuriyaKJ. Org. Chem.1994594939494210.1021/jo00096a042 WuXFSchranckJNeumannbHBellerMChem. Commun.20114712462124631:CAS:528:DC%2BC3MXhsVGrs7zL10.1039/c1cc15484b PengXSuzukiHOrg. Lett.2001223431343410.1021/ol016283x KobayashiSSugiuraMKitagawaHChem. Rev.2002102222723021:CAS:528:DC%2BD38Xktl2gs7w%3D10.1021/cr010289i OlahGAMalhotraRNarangSCNitration Methods and Mechanism1989New YorkVCH SrimantaMSohamMSujoyRSoumitraADebabrataMOrg. Lett.2012141736173910.1021/ol300325t A Kogelbauer (1054_CR8) 2000; 55 K Schofield (1054_CR6) 1980 TJ Kowok (1054_CR18) 1994; 59 NS Chaubal (1054_CR11) 2006; 7 PT Patil (1054_CR15) 2003; 4 M Srimanta (1054_CR12) 2012; 14 AO Giselle (1054_CR4) 2012; 335 X Peng (1054_CR10) 2001; 42 K Smith (1054_CR17) 2002; 12 XF Wu (1054_CR5) 2011; 47 S Kobayashi (1054_CR7) 2002; 102 X Peng (1054_CR16) 2001; 22 GA Olah (1054_CR2) 1989 AZ Mohammad (1054_CR3) 2012; 77 S Kevin (1054_CR13) 2011; 76 SK Maurya (1054_CR14) 2003; 5 RR Bak (1054_CR9) 2001; 42 1054_CR1 |
References_xml | – volume: 12 start-page: 3285 year: 2002 ident: 1054_CR17 publication-title: J. Mater. Chem. doi: 10.1039/B204088C contributor: fullname: K Smith – volume: 7 start-page: 443 year: 2006 ident: 1054_CR11 publication-title: Catal. Commun. doi: 10.1016/j.catcom.2005.12.017 contributor: fullname: NS Chaubal – volume: 42 start-page: 4357 year: 2001 ident: 1054_CR10 publication-title: Tetrahedron Lett. doi: 10.1016/S0040-4039(01)00750-X contributor: fullname: X Peng – volume: 5 start-page: 720 year: 2003 ident: 1054_CR14 publication-title: Green Chem. doi: 10.1039/b307146d contributor: fullname: SK Maurya – volume: 335 start-page: 856 year: 2012 ident: 1054_CR4 publication-title: Science doi: 10.1126/science.1209678 contributor: fullname: AO Giselle – volume: 42 start-page: 6767 year: 2001 ident: 1054_CR9 publication-title: Tetrahedron Lett. doi: 10.1016/S0040-4039(01)01378-8 contributor: fullname: RR Bak – volume-title: Nitration Methods and Mechanism year: 1989 ident: 1054_CR2 contributor: fullname: GA Olah – volume: 102 start-page: 2227 year: 2002 ident: 1054_CR7 publication-title: Chem. Rev. doi: 10.1021/cr010289i contributor: fullname: S Kobayashi – volume: 59 start-page: 4939 year: 1994 ident: 1054_CR18 publication-title: J. Org. Chem. doi: 10.1021/jo00096a042 contributor: fullname: TJ Kowok – volume: 55 start-page: 151 year: 2000 ident: 1054_CR8 publication-title: Catal. Today doi: 10.1016/S0920-5861(99)00234-5 contributor: fullname: A Kogelbauer – volume: 76 start-page: 1285 year: 2011 ident: 1054_CR13 publication-title: J. Org. Chem. doi: 10.1021/jo102113t contributor: fullname: S Kevin – ident: 1054_CR1 doi: 10.1039/a908011b – volume: 77 start-page: 3640 year: 2012 ident: 1054_CR3 publication-title: J. Org. Chem. doi: 10.1021/jo300137w contributor: fullname: AZ Mohammad – volume-title: Aromatic Nitration year: 1980 ident: 1054_CR6 contributor: fullname: K Schofield – volume: 22 start-page: 3431 year: 2001 ident: 1054_CR16 publication-title: Org. Lett. doi: 10.1021/ol016283x contributor: fullname: X Peng – volume: 47 start-page: 12462 year: 2011 ident: 1054_CR5 publication-title: Chem. Commun. doi: 10.1039/c1cc15484b contributor: fullname: XF Wu – volume: 14 start-page: 1736 year: 2012 ident: 1054_CR12 publication-title: Org. Lett. doi: 10.1021/ol300325t contributor: fullname: M Srimanta – volume: 4 start-page: 429 year: 2003 ident: 1054_CR15 publication-title: Catal. Commun. doi: 10.1016/S1566-7367(03)00097-9 contributor: fullname: PT Patil |
SSID | ssj0015880 |
Score | 2.0905454 |
Snippet | The nitration selectivity of naphthalene was studied in different organic solvents with 95 % fuming nitric acid as nitration reagent. The yield of... |
SourceID | crossref springer |
SourceType | Aggregation Database Publisher |
StartPage | 1495 |
SubjectTerms | Catalysis Chemistry Chemistry and Materials Science Inorganic Chemistry Physical Chemistry |
Title | Zeolite-assisted regioselective synthesis of dinitronaphthalene |
URI | https://link.springer.com/article/10.1007/s11164-013-1054-y |
Volume | 40 |
hasFullText | 1 |
inHoldings | 1 |
isFullTextHit | |
isPrint | |
link | http://utb.summon.serialssolutions.com/2.0.0/link/0/eLvHCXMwlV1LT8JAEJ7wOOjFtxEfpAdPmiV9bbs9GSAg0chJEvTStN1pICSF2HLAX-9saSFEPXDeTdPM7M58s_P4AO6R4lg9EDGzEDmzJSc7GEUE5ASXaDpm5Iaq3_lt6AxG9suYjytgbp4uklmrzEjmhnrb62YQsmeKjIAggc1WVahzxUpdg3r7-eO1t8kdcJHzpekehVmO4Ygyl_nXR3a90W4qNPcw_eN111-aDyZUhSWz1jILW9H377GNe_z8CRwVgFNrr0_IKVQwOYODbsnzdg5Pn6hq4JARjFY6l5oia5inOUEO2UItXSWEEmlNm8caubqpej0PFpNsQs4lwQsY9Xvv3QEraBVYZAqRMcktV-VnQ0vqRigUbRChMj0g7CYsEXIPdVKsdCPblnHs6FK3JanMcgzpkVbRuoRaMk_wCjQXKWDiMS0jUpwdiEDZTtsLpSMJOPAGPJTi9Rfr6Rn-dk6ykolPMvGVTPxVAx5L4fnFRUr_33291-4bOCSkU5Tc3EIt-1riHaGJLGzS8el3OsNmcYyaUB2Z7R_lrMRL |
link.rule.ids | 315,786,790,27957,27958,41116,41558,42185,42627,52146,52269 |
linkProvider | Springer Nature |
linkToHtml | http://utb.summon.serialssolutions.com/2.0.0/link/0/eLvHCXMwlV1LT8JAEJ4oHPDi24jPHjxplhS6225PhhAQ5XGCBL00bXcajEkhthzw1ztbWglGD5x302xmdme-6Tw-gDukONb0ZcQsRMG4EmQHw5CAnBQKG3YjdALd7zwY2t0xf5mISd7HnRTV7kVKMrPU62a3OkF7ptkICBNwttyFMicHJUpQbj699to_yQMhM8I006U4y67bskhm_vWRTXe0mQvNXEznAEbF4VaVJR-1RRrUwq9fcxu3PP0h7OeQ02iu7sgR7GB8DJVWwfR2Ao9vqKvgkBGQ1lpXhqZrmCUZRQ5ZQyNZxoQTac2YRQY5u3f9_9yfT9MpuZcYT2HcaY9aXZYTK7CwIWXKlLAcnaENLGXWA6mJgwiXmT6hN2nJQLhokmqVE3Kuosg2lckVKc2y68olvaJ1BqV4FuM5GA5SyCQiWkakSNuXvrae3A2UrQg6iCrcF_L15qv5Gd56UrKWiUcy8bRMvGUVHgrheflTSv7ffbHV7luodEeDvtd_HvYuYY9wT16AcwWl9HOB14Qt0uAmv0vfu9PFug |
linkToPdf | http://utb.summon.serialssolutions.com/2.0.0/link/0/eLvHCXMwpV1LT4NAEJ5om6gX38b65OBJs-1SdmE5maa2VquNB5tULwjskhoT2gg91F_vbAGbGj0Yr-yGwMww8w0zOx_AmcI8lvoiIpZSnDDJ0Q-GIQI5waWq2_XQCfR55_ue3emz2wEf5DynSdHtXpQkszMNekpTnNbGMqrND76ZCPOJZiZAfMDIdBnKTF8rQblx_dRtfRUSuJiRp1EXcy7btEVR2PzpJouhabEuOgs37Q14KR406zJ5q07SoBp-fJvh-I832YT1HIoajcx2tmBJxduw2iwY4Hbg8lnp7jhFEGBra5CGpnEYJTPqHPSSRjKNET_imjGKDAyCr_q_uj8epkMMO7HahX679djskJxwgYR1IVIiueXoym1gSWoGQhMKIV6jPqI6YYmAu4qiyqUTMiajyKaSMonKtGxTuqhvZe1BKR7Fah8MR2EqxSNcVgozcF_42qsyN5C2REjBK3BeyNobZ3M1vPkEZS0TD2XiaZl40wpcFIL08k8s-X33wZ92n8LKw1Xbu7vpdQ9hDeFQ3pdzBKX0faKOEXKkwUluVp_6iM6V |
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=Zeolite-assisted+regioselective+synthesis+of+dinitronaphthalene&rft.jtitle=Research+on+chemical+intermediates&rft.au=Wang%2C+Haocai&rft.au=Peng%2C+Xinhua&rft.au=Shi%2C+Chunjie&rft.au=Dong%2C+Xiongzi&rft.date=2014-04-01&rft.issn=0922-6168&rft.eissn=1568-5675&rft.volume=40&rft.issue=4&rft.spage=1495&rft.epage=1500&rft_id=info:doi/10.1007%2Fs11164-013-1054-y&rft.externalDBID=n%2Fa&rft.externalDocID=10_1007_s11164_013_1054_y |
thumbnail_l | http://covers-cdn.summon.serialssolutions.com/index.aspx?isbn=/lc.gif&issn=0922-6168&client=summon |
thumbnail_m | http://covers-cdn.summon.serialssolutions.com/index.aspx?isbn=/mc.gif&issn=0922-6168&client=summon |
thumbnail_s | http://covers-cdn.summon.serialssolutions.com/index.aspx?isbn=/sc.gif&issn=0922-6168&client=summon |