Difference between revisions of "Butane-1,2-diol"
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Revision as of 11:42, 29 August 2009
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Butane-1,2-diol is a vic-diol (glycol) first described by Charles-Adolphe Wurtz in 1859.[6] It is produced industrially as a byproduct of the production of butane-1,4-diol from butadiene,[7] and is also a byproduct of the catalytic hydrocracking of starches and sugars such as sorbitol to ethylene glycol and propylene glycol.[8][note 2] It is used to produced polyester resins and plasticizers,[3][7] and is a potential feedstock for the industrial production of α-ketobutyric acid, a precursor to many amino acids.[9]
Notes
- ↑ The value of −50 ºC for the melting point is taken from Ullmann's Encyclopedia of Industrial Chemistry and used by the Hazardous Substances Data Bank and the OECD Screening Information Dataset. Other reported values of the melting point range from −114 °C to −30 °C.
- ↑ It should be noted that the catalytic hydrocracking of starches and sugars is not currently a major industrial route to ethylene glycol and propylene glycol, partly because of the complexity of the mixtures of polyhydric alcohols which is formed.
References
- ↑ CRC Handbook of Chemistry and Physics, 62nd ed.; Weast, Robert C., Ed.; CRC Press: Boca Raton, FL, 1981; p C-190. ISBN 0-8493-0462-8.
- ↑ Ullmann’s Encyclopedia of Industrial Chemistry, 5th ed.; Wiley-VCH: Weinheim, 2005; Vol. A1, p VA4 461.
- ↑ 3.0 3.1 1,2-Butanediol; SIDS Initial Assessment Report; Organisation for Economic Co-operation and Development, February 1995, <http://www.inchem.org/documents/sids/sids/584032.pdf>.
- ↑ Moureu, H.; Dode, M. Chaleurs de formation de l'oxyde d'ethylene, de l'ethanediol et de quelques homologues. Bull. Soc. Chim. Fr. 1937, 4, 637–47.
- ↑ 1,2-Butanediol; International Chemical Safety Card 0395; International Labour Organization: Geneva, March 1996, <http://www.inchem.org/documents/icsc/icsc/eics0395.htm>.
- ↑ Wurtz, A. Ann. Chim. Phys. 1859, 55, 400.
- ↑ 7.0 7.1 Hasegawa, Ryuichi; Hayashi, Kohji (Mitsubishi Monsanto Chemical Company) Polyester containing impure 1,2-butanediol. US Patent 4596886, published 23 November 1986.
- ↑ Berg, Lloyd Recovery of ethylene glycol from butanediol isomers by azeotropic distillation. US Patent 4966658, published 23 November 1990. Berg, Lloyd Separation of propylene glycol from 1,2-butanediol by azeotropic distillation. US Patent 5423955, published 23 November 1995.
- ↑ Imanari, Makoto; Iwane, Hiroshi; Suzuki, Masashi, et al. (Mitsubishi Petrochemical Co., Ltd.) Process for preparing α-ketobutyric acid. US Patent 5155263, published 23 November 1992.
External links
- International Chemical Safety Card 0395
- SIDS Initial Assessment Report for 1,2-Butanediol from the Organisation for Economic Co-operation and Development (OECD)
- NLM Hazardous Substances Data Bank entry for 1,2-butanediol
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