1,3-Butanediol

1,3-Butanediol
Ball and stick model of 1,3-butanediol (S)	Spacefill model of 1,3-butanediol (S)
Names
	IUPAC name Butane-1,3-diol[1]
	Other names 1,3-butylene glycol, butane-1,3-diol, or 1,3-dihydroxybutane
Identifiers
CAS Number	107-88-0 ; 6290-03-5 (R) ; 24621-61-2 (S) ;
3D model (JSmol)	Interactive image;
Beilstein Reference	1731276; 1718944 (R); 1718943 (S)
ChEBI	CHEBI:52683 ;
ChEMBL	ChEMBL1231503 ;
ChemSpider	7608 ; 553103 (R) ; 394191 (S) ;
DrugBank	DB02202 ;
ECHA InfoCard	100.003.209
EC Number	203-529-7;
E number	E1502 (additional chemicals)
Gmelin Reference	2409; 2493173 (R); 1994384 (S)
KEGG	D10695 ;
MeSH	1,3-Butylene+glycol
PubChem CID	7896; 637497 (R); 446973 (S);
RTECS number	EK0440000;
UNII	3XUS85K0RA ;
CompTox Dashboard (EPA)	DTXSID8026773 ;
	InChI InChI=1S/C4H10O2/c1-4(6)2-3-5/h4-6H,2-3H2,1H3 Key: PUPZLCDOIYMWBV-UHFFFAOYSA-N ;
	SMILES CC(O)CCO;
Properties
Chemical formula	C4H10O2
Molar mass	90.122 g·mol−1
Appearance	Colourless liquid
Density	1.0053 g cm−3
Melting point	−50 °C (−58 °F; 223 K)
Boiling point	204 to 210 °C; 399 to 410 °F; 477 to 483 K
Solubility in water	1 kg dm−3
log P	−0.74
Vapor pressure	8 Pa (at 20 °C)
Refractive index (nD)	1.44
Thermochemistry
Std molar; entropy (So298)	227.2 J K−1 mol−1
Std enthalpy of; formation (ΔfH⦵298)	−501 kJ mol−1
Std enthalpy of; combustion (ΔcH⦵298)	−2.5022 MJ mol−1
Hazards
GHS pictograms
GHS Signal word	Warning
GHS hazard statements	H319, H413
GHS precautionary statements	P305+351+338
NFPA 704 (fire diamond)	1 1 0
Flash point	108 °C (226 °F; 381 K)
Autoignition; temperature	394 °C (741 °F; 667 K)
Related compounds
Related butanediol	1,2-Butanediol; 1,4-Butanediol; 2,3-Butanediol
Related compounds	2-Methylpentane
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
	verify (what is ?)
	Infobox references

1,3-Butanediol is an organic compound with the formula HOCH₂CH₂CH(OH)CH₃. It is a chiral diol. The compound is a colorless, water-soluble liquid. It has no large scale uses.[2][3] It is one of four stable structural isomers of butanediol.

In biology, 1,3-butanediol is used as a hypoglycaemic agent. 1,3-Butanediol can be converted into β-hydroxybutyrate and serve as a substrate for brain metabolism.[4]

References

"1,3-butylene glycol - Compound Summary". PubChem Compound. USA: National Center for Biotechnology Information. 26 March 2005. Identification and Related Records. Retrieved 7 October 2011.
Heinz Gräfje, Wolfgang Körnig, Hans-Martin Weitz, Wolfgang Reiß, Guido Steffan, Herbert Diehl, Horst Bosche, Kurt Schneider and Heinz Kieczka "Butanediols, Butenediol, and Butynediol" in Ullmann's Encyclopedia of Industrial Chemistry, 2000, Wiley-VCH, Weinheim. doi:10.1002/14356007.a04_455
Parchem, fine & specialty chemicals. "1,3 Butylene Glycol".
Marie, Christine; Bralet, Anne-Marie; Bralet, Jean (1987). "Protective Action of 1,3-Butanediol in Cerebral Ischemia. A Neurologic, Histologic, and Metabolic Study". Journal of Cerebral Blood Flow & Metabolism. 7 (6): 794–800. doi:10.1038/jcbfm.1987.136. PMID 3693436.

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[1] "1,3-butylene glycol - Compound Summary". PubChem Compound. USA: National Center for Biotechnology Information. 26 March 2005. Identification and Related Records. Retrieved 7 October 2011.

[Ullmann-2] Heinz Gräfje, Wolfgang Körnig, Hans-Martin Weitz, Wolfgang Reiß, Guido Steffan, Herbert Diehl, Horst Bosche, Kurt Schneider and Heinz Kieczka "Butanediols, Butenediol, and Butynediol" in Ullmann's Encyclopedia of Industrial Chemistry, 2000, Wiley-VCH, Weinheim. doi:10.1002/14356007.a04_455

[3] Parchem, fine & specialty chemicals. "1,3 Butylene Glycol".

[4] Marie, Christine; Bralet, Anne-Marie; Bralet, Jean (1987). "Protective Action of 1,3-Butanediol in Cerebral Ischemia. A Neurologic, Histologic, and Metabolic Study". Journal of Cerebral Blood Flow & Metabolism. 7 (6): 794–800. doi:10.1038/jcbfm.1987.136. PMID 3693436.