2,5-Hexanediol

2,5-Hexandiol Formula V1.svg 150px 2,5-Hexanediol 3D.png 200px Hexane-2,5-diol 2935-44-6 84894 17052 220-910-3 18049 1S/C6H14O2/c1-5(7)3-4-6(2)8/h5-8H,3-4H2,1-2H3 OHMBHFSEKCCCBW-UHFFFAOYSA-N CC(CCC(C)O)O 6 14 2 07 Warning 302 315 319 335 261 264 264+265 270 271 280 301+317 302+352 304+340 305+351+338 319 321 330 332+317 337+317 362+364 403+233 405 501 2,5-Hexanediol is an organic compound with the formula CH3CH(OH)CH2CH2CH(OH)CH3. It is both a glycol and a secondary alcohol.PubChem 2,5-Hexanediol https://pubchem.ncbi.nlm.nih.gov/compound/18049 2024-01-04 pubchem.ncbi.nlm.nih.gov en It is a colorless water-soluble viscous liquid.hexane-2,5-diol properties https://materials.springer.com/substanceprofile/docs/smsid_zkzsrmzhnvfzrfoa 2024-01-04 materials.springer.comPeter Werle Marcus Morawietz Stefan Lundmark Kent Sörensen Esko Karvinen Juha Lehtonen Alcohols, Polyhydric 2008 10.1002/14356007.a01_305.pub22,5-Hexanediol (CAS 2935-44-6) https://www.chemeo.com/cid/62-543-0/2-5-Hexanediol 2024-01-04 Cheméo en The chemical properties are well understood and have been extensively reported and studied.2,5-Hexanediol (CAS 2935-44-6) https://www.chemeo.com/cid/62-543-0/2-5-Hexanediol 2024-01-04 Cheméo en It has the IUPAC name of hexane-2,5-diolPubChem 2,5-Hexanediol https://pubchem.ncbi.nlm.nih.gov/compound/18049 2024-01-04 pubchem.ncbi.nlm.nih.gov en and the CAS Registry Number CAS 2935-44-6.2,5-Hexanediol https://webbook.nist.gov/cgi/cbook.cgi?ID=2935-44-6 nist.gov Other names (2R,5R)-2,5-hexanediol 2,5-Dihydroxyhexane Diisopropanol Hexan-2,5-diol [R-(R*,R*)]-2,5-hexanediol hexane-2,5-diol Manufacture One common method of manufacture of the compound is from yeast.Xiao Meitian Ye Jing Zhang Yawu Huang Yayan 2009-06-01 Reaction Characteristics of Asymmetric Synthesis of (2S,5S)-2,5-Hexanediol Catalyzed with Baker's Yeast Number 6 https://www.sciencedirect.com/science/article/pii/S1004954108602360 Chinese Journal of Chemical Engineering 17 3 493–499 10.1016/S1004-9541(08)60236-0 1004-9541 subscription Another method involves the reduction of acetonylacetone.Lieser Joan K. July 1983 A Simple Synthesis of (S, S)-2, 5-Hexanediol http://www.tandfonline.com/doi/abs/10.1080/00397918308063707 Synthetic Communications en 13 9 765–767 10.1080/00397918308063707 0039-7911 subscription The material has two chiral carbons and thus has a number of enantiomers. Processes have been researched and developed to produce enantiopure products and by a continuous process.Haberland Jürgen Hummel Werner Daussmann Thomas Liese Andreas 2002-07-01 New Continuous Production Process for Enantiopure (2 R ,5 R )-Hexanediol https://pubs.acs.org/doi/10.1021/op020023t Organic Process Research & Development en 6 4 458–462 10.1021/op020023t 1083-6160 subscription Schroer Kirsten Lütz Stephan 2009-11-20 A Continuously Operated Bimembrane Reactor Process for the Biocatalytic Production of (2 R ,5 R )-Hexanediol https://pubs.acs.org/doi/10.1021/op9001643 Organic Process Research & Development en 13 6 1202–1205 10.1021/op9001643 1083-6160 subscription Some synthesis has been carried out from keto hexanoates.Rudloff E. von 1958-03-01 Synthesis of Some Hexanediols http://www.nrcresearchpress.com/doi/10.1139/v58-069 Canadian Journal of Chemistry en 36 3 486–491 10.1139/v58-069 0008-4042 subscription Uses One of the uses of the material is to synthesize polyesters.O'Malley James J. Stauffer Walter J. April 1974 Synthesis and characterization of isomeric polyesters based on sebacic acid and hexanediols https://onlinelibrary.wiley.com/doi/10.1002/pol.1974.170120416 Journal of Polymer Science: Polymer Chemistry Edition en 12 4 865–874 10.1002/pol.1974.170120416 1974JPoSA..12..865O 0360-6376 subscription and also fine chemicals.https://onlinelibrary.wiley.com/doi/book/10.1002/9783527809080 Catalysis from A to Z: A Concise Encyclopedia 2019-04-08 Wiley 978-3-527-34311-9 Herrmann Wolfgang 1 en 10.1002/9783527809080.cataz09294 219100145 Cornils Boy Zanthoff Horst Xu Jian-He Toxicity The toxicity of the material has been studied and is reasonably well understood.Kannan K. Singh K. P. Goel S. K. Shanker Ravi 1985-02-01 Effect of 2,5-hexanediol on immunocompetence of mice https://dx.doi.org/10.1016/0013-9351%2885%2990003-9 Environmental Research 36 1 14–25 10.1016/0013-9351(85)90003-9 3967636 1985ER.....36...14K 0013-9351 subscription Abou-Donia Mohamed B. Makkawy H. M. Campbell Gerald M. January 1985 Pattern of neurotoxicity of n -hexane, methyl n -butyl ketone, 2,5-hexanediol, and 2,5-hexanedione alone and in combination with O -ethyl O -4-nitrophenyl phenylphosphonothioate in hens http://www.tandfonline.com/doi/abs/10.1080/15287398509530721 Journal of Toxicology and Environmental Health en 16 1 85–100 10.1080/15287398509530721 4068058 1985JTEH...16...85A 0098-4108 subscription Abou-Donia Mohamed B. Makkawy Hany-Anwar M. Graham Doyle G. 1982-03-15 The relative neurotoxicities of n-hexane, methyl n-butyl ketone, 2,5-hexanediol, and 2,5-hexanedione following oral or intraperitoneal administration in hens https://dx.doi.org/10.1016/0041-008X%2882%2990139-9 Toxicology and Applied Pharmacology 62 3 369–389 10.1016/0041-008X(82)90139-9 7071856 1982ToxAP..62..369A 0041-008X subscription Eben Anneliese Flucke Winfried Mihail Florin Thyssen Jürgen Kimmerle Georg 1979-06-01 Toxicological and metabolic studies of methyl n-butylketone, 2,5-hexanedione, and 2,5-hexanediol in male rats https://dx.doi.org/10.1016/0147-6513%2879%2990012-5 Ecotoxicology and Environmental Safety 3 2 204–217 10.1016/0147-6513(79)90012-5 540560 1979EcoES...3..204E 0147-6513 subscription It can affect the eyes and has some neurotoxic effects.Jones H. B. Cavanagh J. B. 1982-12-01 Recovery from 2,5-hexanediol intoxication of the retinotectal tract of the rat https://doi.org/10.1007/BF00688611 Acta Neuropathologica en 58 4 286–290 10.1007/BF00688611 6891552 39467729 1432-0533 subscription References Category:Alkanediols