메뉴 건너뛰기




Volumn 48, Issue 4, 2009, Pages 1831-1839

Strong organic acids as efficient catalysts for the chloromethylation of m-xylene: The synthesis of 1,3-bis(chloromethyl)-4,6-dimethylbenzene

Author keywords

[No Author keywords available]

Indexed keywords

AROMATIC HYDROCARBONS; CATALYSIS; HYDROCHLORIC ACID; ORGANIC ACIDS; TERNARY SYSTEMS;

EID: 61649123551     PISSN: 08885885     EISSN: None     Source Type: Journal    
DOI: 10.1021/ie8014022     Document Type: Article
Times cited : (6)

References (37)
  • 2
    • 0004237371 scopus 로고    scopus 로고
    • Ghosh, M. K, Ghosh, Mittal, K. L, Eds, Marcel Dekker: New York
    • Ghosh, M. K., Ghosh, Mittal, K. L., Eds.; Polyimides: Fundamentals and Applications; Marcel Dekker: New York, 1996.
    • (1996) Polyimides: Fundamentals and Applications
  • 3
    • 61649085499 scopus 로고
    • Synthesis of Trimellitic Anhydride and Pyromellitic Anhydride
    • Yoshida, K.; Horie, T. Synthesis of Trimellitic Anhydride and Pyromellitic Anhydride. Sekiyu Gakkaishi 1973, 16, 20.
    • (1973) Sekiyu Gakkaishi , vol.16 , pp. 20
    • Yoshida, K.1    Horie, T.2
  • 4
    • 61649115504 scopus 로고    scopus 로고
    • Innovative Synthetic Reaction: Production of Pyromellitic Dianhydride by Vapor Phase Method
    • Takahashi, T. Innovative Synthetic Reaction: Production of Pyromellitic Dianhydride by Vapor Phase Method. Petrotech 2001, 24, 832.
    • (2001) Petrotech , vol.24 , pp. 832
    • Takahashi, T.1
  • 5
    • 61649108882 scopus 로고
    • Development of New Processes for Manufacturing of Aromatic Polycarboxylic Acids
    • Komatsu, M. Development of New Processes for Manufacturing of Aromatic Polycarboxylic Acids. Shokubai 1993, 35, 171.
    • (1993) Shokubai , vol.35 , pp. 171
    • Komatsu, M.1
  • 6
    • 61649112311 scopus 로고
    • Pyromellitic acid from pseudocumene.
    • Jpn. Kokai Tokkyo Koho, JP-48-026,739
    • Horie, T.; Yoshida, K.; Takayama, N.; Kaysuyama, Y. Pyromellitic acid from pseudocumene. Jpn. Kokai Tokkyo Koho 1973, JP-48-026,739.
    • (1973)
    • Horie, T.1    Yoshida, K.2    Takayama, N.3    Kaysuyama, Y.4
  • 7
    • 85008031213 scopus 로고
    • Synthesis and Application of Organic Acids. III. Synthesis of Benzenepolycarboxylic Acids from m-Xylene
    • Hirao, I.; Matsuura, T.; Ota, K. Synthesis and Application of Organic Acids. III. Synthesis of Benzenepolycarboxylic Acids from m-Xylene. Yuki Gosei Kagaku Kyoukaishi 1965, 23, 248.
    • (1965) Yuki Gosei Kagaku Kyoukaishi , vol.23 , pp. 248
    • Hirao, I.1    Matsuura, T.2    Ota, K.3
  • 8
    • 61849175359 scopus 로고    scopus 로고
    • Yamauchi, K, Iwai, K, Kishida, T, Yonetani, T, Hashimoto, K, Sugi, Y, Kubota, Y. Manufacture of Pyromellitic Acid from 1,2,4,5-(Halomethyl) alkylbenzenes. Jpn. Kokai Tokkyo Koho 2005, JP-2005-239,643
    • Yamauchi, K.; Iwai, K.; Kishida, T.; Yonetani, T.; Hashimoto, K.; Sugi, Y.; Kubota, Y. Manufacture of Pyromellitic Acid from 1,2,4,5-(Halomethyl) alkylbenzenes. Jpn. Kokai Tokkyo Koho 2005, JP-2005-239,643.
  • 9
    • 61649117418 scopus 로고    scopus 로고
    • Manufacture of pyromellitic acid.
    • Jpn. Kokai Tokkyo Koho, JP-2006-266,549
    • Yamauchi, K.; Yonetani, T.; Iwai, K.; Sugi, Y.; Komura, K. Manufacture of pyromellitic acid. Jpn. Kokai Tokkyo Koho 2006, JP-2006-266,549.
    • (2006)
    • Yamauchi, K.1    Yonetani, T.2    Iwai, K.3    Sugi, Y.4    Komura, K.5
  • 11
    • 61649105630 scopus 로고
    • Alkylation and Related Reactions
    • Olah, G. A, Ed, Interscience: New York
    • Olah, G. A. Alkylation and Related Reactions. In Friedel Crafts and Related Reactions, Part 2; Olah, G. A., Ed.; Interscience: New York, 1964; Vol. 2, pp 658-703.
    • (1964) Friedel Crafts and Related Reactions , vol.2 , Issue.PART 2 , pp. 658-703
    • Olah, G.A.1
  • 12
    • 0343004878 scopus 로고    scopus 로고
    • Wood, J. H.; Perry, M. A.; Tung, C. C. Bis-chloromethylation of Aromatic Compounds. J. Am. Chem. Soc. 1950, 72, 2989.
    • Wood, J. H.; Perry, M. A.; Tung, C. C. Bis-chloromethylation of Aromatic Compounds. J. Am. Chem. Soc. 1950, 72, 2989.
  • 13
    • 1442270004 scopus 로고
    • Application of the Chloromethylation Reaction to Syntheses of Certain Polymethyl Benzenes
    • Shacklett, C. D.; Smith, H. A. Application of the Chloromethylation Reaction to Syntheses of Certain Polymethyl Benzenes. J. Am. Chem. Soc. 1951, 73, 766.
    • (1951) J. Am. Chem. Soc , vol.73 , pp. 766
    • Shacklett, C.D.1    Smith, H.A.2
  • 14
    • 0037421482 scopus 로고    scopus 로고
    • Rhodium(III) and Rhodium(II) Complexes of Novel Bis(oxazoline) Pincer Ligands
    • Gerisch, M.; Krumper, J. R.; Bergman, R. G.; Don Tilley, T. Rhodium(III) and Rhodium(II) Complexes of Novel Bis(oxazoline) Pincer Ligands. Organometallics 2003, 22, 47.
    • (2003) Organometallics , vol.22 , pp. 47
    • Gerisch, M.1    Krumper, J.R.2    Bergman, R.G.3    Don Tilley, T.4
  • 16
    • 33947456270 scopus 로고
    • The Chloromethylation of Toluene and Conversion of p-Xylyl Chloride to Terephthaloyl chloride
    • Rabjohn, N. The Chloromethylation of Toluene and Conversion of p-Xylyl Chloride to Terephthaloyl chloride. J. Am. Chem. Soc. 1954, 76, 5479.
    • (1954) J. Am. Chem. Soc , vol.76 , pp. 5479
    • Rabjohn, N.1
  • 17
    • 61849108753 scopus 로고    scopus 로고
    • De Pierri, W. G, Jr, Eahart, H. W. Bis(chloromethylation) of xylenes. U.S. Patent 2,964,573, 1960
    • De Pierri, W. G., Jr.; Eahart, H. W. Bis(chloromethylation) of xylenes. U.S. Patent 2,964,573, 1960.
  • 20
    • 61849090887 scopus 로고    scopus 로고
    • Sasaki, T, Hasebe, Y, Okada, S, Arai, T. Manufacture of 2,5-di-(chloromethyl)-p-xylene with recycle of mother liquor. Jpn. Kokai Tokkyo Koho 1988, JP-63-048,234
    • Sasaki, T.; Hasebe, Y.; Okada, S.; Arai, T. Manufacture of 2,5-di-(chloromethyl)-p-xylene with recycle of mother liquor. Jpn. Kokai Tokkyo Koho 1988, JP-63-048,234.
  • 22
    • 61649128105 scopus 로고
    • Aromatic chloromethylation.
    • Jpn. Kokai Tokkyo Koho, JP-53-009,724
    • Suyama, S.; Ishigaki, H. Aromatic chloromethylation. Jpn. Kokai Tokkyo Koho 1978, JP-53-009,724.
    • (1978)
    • Suyama, S.1    Ishigaki, H.2
  • 24
    • 61649122939 scopus 로고    scopus 로고
    • Chloromethylation of monosubstituted aromatic hydrocarbons. IT
    • Patent, IT-518,545, 1955
    • Muench, W.; Notorbartolo, L.; Coen, C. Chloromethylation of monosubstituted aromatic hydrocarbons. IT Patent, IT-518,545, 1955.
    • Muench, W.1    Notorbartolo, L.2    Coen, C.3
  • 25
    • 61849145218 scopus 로고    scopus 로고
    • Vansheidt, A. A.; Mel'nikova, E. P.; A. Tallier, Yu. Chloromethylation of Derivatives of Benzene and m- and p-Xylenes with Paraformaldehyde and Hydrogen Chloride in the Presence of Stannic Chloride. Zh. Prikl. Khim. 1961, 34, 705.
    • Vansheidt, A. A.; Mel'nikova, E. P.; A. Tallier, Yu. Chloromethylation of Derivatives of Benzene and m- and p-Xylenes with Paraformaldehyde and Hydrogen Chloride in the Presence of Stannic Chloride. Zh. Prikl. Khim. 1961, 34, 705.
  • 26
    • 61849089888 scopus 로고    scopus 로고
    • Yamauchi, K, Kishida, T, Sugi, Y, Kubota, Y. Manufacture of pyromellitic acid from 1,2,4,5-(halomethyl)alkylbenzenes. Jpn. Kokai Tokkyo Koho 2004, JP-2004-002,333
    • Yamauchi, K.; Kishida, T.; Sugi, Y.; Kubota, Y. Manufacture of pyromellitic acid from 1,2,4,5-(halomethyl)alkylbenzenes. Jpn. Kokai Tokkyo Koho 2004, JP-2004-002,333.
  • 27
    • 1442351243 scopus 로고    scopus 로고
    • Rare Earth Metal Triflates as Versatile Catalysts for the Chloromethylation of Aromatic Hydrocarbons
    • Kishida, T.; Yamauchi, T.; Kubota, Y.; Sugi, Y. Rare Earth Metal Triflates as Versatile Catalysts for the Chloromethylation of Aromatic Hydrocarbons. Green Chem. 2004, 6, 57.
    • (2004) Green Chem , vol.6 , pp. 57
    • Kishida, T.1    Yamauchi, T.2    Kubota, Y.3    Sugi, Y.4
  • 28
    • 32844454845 scopus 로고    scopus 로고
    • The Chloromethylation of Biphenyls Catalyzed by Group 3 and 4 Metal Triflates
    • Kishida, T.; Yamauchi, T.; Komura, K.; Kubota, Y.; Sugi, Y. The Chloromethylation of Biphenyls Catalyzed by Group 3 and 4 Metal Triflates. J. Mol. Catal., A: Chem. 2006, 46, 268.
    • (2006) J. Mol. Catal., A: Chem , vol.46 , pp. 268
    • Kishida, T.1    Yamauchi, T.2    Komura, K.3    Kubota, Y.4    Sugi, Y.5
  • 29
    • 33750081736 scopus 로고    scopus 로고
    • 4-Promoted Chloromethylation of Aromatic Hydrocarbons
    • 4-Promoted Chloromethylation of Aromatic Hydrocarbons. Synth. Commun. 2006, 36, 3053.
    • (2006) Synth. Commun , vol.36 , pp. 3053
    • Wang, Y.1    Shang, Z.-C.2    Wu, T.-X.3
  • 30
    • 61649117858 scopus 로고
    • Chloromethylation of monoalkyl-substituted benzene
    • JP-38-002,863
    • Motoyama, R.; Fujimoto, T.; Kakehi, T. Chloromethylation of monoalkyl-substituted benzene. Jpn. Tokkyo Koho 1963, JP-38-002,863.
    • (1963) Jpn. Tokkyo Koho
    • Motoyama, R.1    Fujimoto, T.2    Kakehi, T.3
  • 32
    • 0003669158 scopus 로고
    • Ionization Constants of Organic Acids in Solution
    • Serjeant, E. P, Dempsey, B, Eds, Pergamon Press: Oxford, U.K
    • Serjeant, E. P., Dempsey, B., Eds. Ionization Constants of Organic Acids in Solution; IUPAc Chemical Data Series No. 23; Pergamon Press: Oxford, U.K., 1979.
    • (1979) IUPAc Chemical Data Series , vol.23
  • 33
    • 61849101878 scopus 로고    scopus 로고
    • accessed November 19, 2008
    • Collected from (a) http://chemweb.unp.ac.za/chemistry/Physical-Data/pKa- values.htm (accessed November 19, 2008).
    • Collected from (a)
  • 34
    • 61849172425 scopus 로고    scopus 로고
    • accessed November 19, 2008
    • (b) http://www. zirchrom.com/organic.htm (accessed November 19, 2008).
  • 35
    • 61849105473 scopus 로고    scopus 로고
    • accessed November 19, 2008
    • (c) http:// www.uaf.edu/chem/322Sp06/pkas.html (accessed November 19, 2008).
  • 36
    • 61849132249 scopus 로고    scopus 로고
    • accessed November 19, 2008
    • (d) http://www.chem.wisc.edu/areas/reich/pkatable/index.htm (accessed November 19, 2008).
  • 37
    • 33947452405 scopus 로고
    • The Solubility of Aromatic Hydrocarbons in Water
    • Bohon, R. L.; Claussen, W. F. The Solubility of Aromatic Hydrocarbons in Water. J. Am. Chem. Soc. 1951, 73, 1571.
    • (1951) J. Am. Chem. Soc , vol.73 , pp. 1571
    • Bohon, R.L.1    Claussen, W.F.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.