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Volumn 48, Issue 20, 2007, Pages 3595-3597

New, optimized preparation of 1,2-dichlorocyclobuten-3,4-dione (C4O2Cl2) from squaric acid and oxalyl chloride

(1)  Lunelli, Bruno a  

a CNR   (Italy)

Author keywords

1,2 Dichlorocyclobuten 3,4 dione; Acyl halides; Catalysis by dimethylformamide; Cyclobutenes; Oxalyl chloride; Reactive intermediates

Indexed keywords

1,2 DICHLOROCYCLOBUTEN 3,4 DIONE; ALKENE DERIVATIVE; CYCLOBUTANE DERIVATIVE; N,N DIMETHYLFORMAMIDE; OXALIC ACID DERIVATIVE; OXALYL CHLORIDE; SQUARIC ACID DERIVATIVE; UNCLASSIFIED DRUG;

EID: 34247127829     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2007.03.091     Document Type: Article
Times cited : (16)

References (32)
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    • Biological reactions of carbonyl halides
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    • (1972) The Chemistry of Acyl Halides , pp. 313
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    • Barton D., and Ollis W.D. (Eds), Pergamon, London
    • Colvin E.W. In: Barton D., and Ollis W.D. (Eds). Comprehensive Organic Chemistry (1972), Pergamon, London 634
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  • 18
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    • and references cited therein
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    • (1920) J. Am. Chem. Soc. , vol.42 , pp. 599-611
    • Adams, R.1    Ulich, L.H.2
  • 19
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    • Aldrich 2005-2006 Catalog, p 1809.
  • 20
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    • Lunelli, B. Italian Patent BO99A 000702 of 22.12.1999.
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    • U.S.A. Patent n.6495576.
  • 23
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    • note
    • Evalutated from log P(Atm) ≈ 11.8 - 8000/T with the coefficients determined in the 442-504 K range. Private communication from Dr. Daniela Ferro, ISMN-CNR Roma, 1993.
  • 24
    • 34247156444 scopus 로고    scopus 로고
    • note
    • Beilstein 2, II Suppl., p 509; phosgene is also a normal component of the reagent-grade commercial product, see, for example, Ref. 10.
  • 25
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    • By comparison of the IR spectrum in acetonitrile of the oil with that of squaric acid monochloride (prepared according to Schmidt, A. H.; Maibaum, H. Synthesis 1987, 134-137) in the same solvent.
  • 32
    • 34247129852 scopus 로고    scopus 로고
    • note
    • The use of ice-cold water returns to the flask most of the oxalyl chloride carried by the evolved gases, decreasing its unreacted fraction.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.