(S,S)-2,3-Butanediol

(S,S)-2,3-Butanediol Basic information
Description Reference
Product Name:(S,S)-2,3-Butanediol
Synonyms:(2S,3S)-(+)-2,3-BUTANEDIOL;(2S,3S)-2,3-BUTANEDIOL;L(+)-2,3-BUTANEDIOL;(S,S)-(+)-2,3-DIHYDROXYBUTANE;(S,S)-(+)-2,3-BUTANEDIOL;(S,S)-2,3-BUTANEDIOL;(S,S)-(+)-2,3-BUTYLENE GLYCOL;(S,S)-(+)-1,3-Butaneiol
CAS:19132-06-0
MF:C4H10O2
MW:90.12
EINECS:
Product Categories:organic alcohol;Chiral Compounds;Diols;Analytical Chemistry;Chiral Building Blocks;e.e. / Absolute Configuration Determination (NMR);Enantiomer Excess & Absolute Configuration Determination;Simple Alcohols (Chiral);Synthetic Organic Chemistry;Chiral Compound;Chiral Building Blocks;Organic Building Blocks;Polyols;19132-06-0
Mol File:19132-06-0.mol
(S,S)-2,3-Butanediol Structure
(S,S)-2,3-Butanediol Chemical Properties
Melting point 20°C
Boiling point 179-182 °C (lit.)
alpha 13 º (c=neat)
density 0.987 g/mL at 25 °C (lit.)
refractive index n20/D 1.433
Fp 185 °F
storage temp. 2-8°C
solubility Chloroform (Slightly), Methanol (Slightly)
pka14.67±0.20(Predicted)
form Oily Liquid
color Slightly yellow
Specific Gravity0.987
PH9-10 (500g/l, H2O, 20℃)
explosive limit3.1-11.4%(V)
optical activity[α]20/D +13°, neat
Water Solubility soluble
BRN 1718899
Stability:hygroscopic
LogP-0.655 (est)
CAS DataBase Reference19132-06-0(CAS DataBase Reference)
NIST Chemistry Reference2,3-Butanediol, [S-(R*,R*)]-(19132-06-0)
Safety Information
Hazard Codes Xi
Safety Statements 24/25
RIDADR NA 1993 / PGIII
WGK Germany 3
HS Code 29053995
MSDS Information
ProviderLanguage
ACROS English
SigmaAldrich English
(S,S)-2,3-Butanediol Usage And Synthesis
Description2, 3-Butanediol, which is very important for a variety of chemical feedstocks and liquid fuels, can be derived from the bioconversion of natural resources1-2. It may be used in the production of antifreeze solvents, extraction solvents, butadiene, polymers, polyurethane and diacetyl and may also be used as a fuel1, 2. It can be used as a precursor in the manufacture of a range of chemical products, various plastics and pesticides, including the solvents methyl ethyl ketone (MEK), gamma-butyrolactone (GBL), and 1, 3-butadiene3. Methyl ethyl ketone can be used as a liquid fuel additive. Many other derivatives for potential uses as antifreeze agent (levo-form of 2,3 BDL), solvents, and plastic can also be prepared from 2.3-BDL. Furthermore, it can be added as a flavoring agent in food products when converted to a diacetyl by dehydrogenation2. Nowadays, it has been more and more applied of microbial fermentation for the production of 2.3-BDL2,4.
Reference
  1. https://www.sigmaaldrich.com/catalog/product/sial/18967?lang=en&region=US
  2. Lee, Jinwon, et al. "Biological production of 2,3-butanediol." Applied Microbiology & Biotechnology 55.1(2001):10-8.
  3. https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3147483/
  4. Oliver, John W. K., et al. "Cyanobacterial conversion of carbon dioxide to 2, 3-butanediol. PNAS 110.4(2013):1249-1254.
Chemical PropertiesSLIGHTLY YELLOW OILY LIQUID
Uses(S,S)-2,3-Butanediol is the (S,S)-isomer of 2,3-Butanediol (B690020), a naturally occurring compound found in cocoa butter.
DefinitionChEBI: The (S,S) diastereoisomer of butane-2,3-diol.
General DescriptionL-(+)-2,3-Butanediol is a stereoisomer of 2,3-Butanediol (2,3-BD). 2,3-BD may be used in the production of antifreeze solvents, extraction solvents, butadiene, polymers, polyurethane and diacetyl and may also be used as a fuel.
Purification MethodsPurify it by fractional distillation. The bis-(4-nitrobenzoate) has m 141-142o and [] (-) or (+) 52o (c 4 CHCl3). [Ghirardelli & Lucas J Am Chem Soc 79 734 1957, Rubin et al. J Am Chem Soc 74 425 1952, Neish Can J Res 27 6 1949, Neish & Ledingham Can J Res 27 694 1949, Beilstein 1 IV 2524-2525.]
(S,S)-2,3-Butanediol Preparation Products And Raw materials
Preparation ProductsSuccinic acid-->CC-2SH adhesive composite used in anterior teeth-->conductive coating-composite system of acrylic copolymer and cuprous iodide
5BETA-PREGNANE-3ALPHA,17ALPHA,20ALPHA-TRIOL Hexanedioic acid, polymer with 1,4-butanediol, 1,2-ethanediol and 1,1-methylenebis4-isocyanatobenzene 1,4-Benzenedicarboxylic acid, dimethyl ester and dimethylisophthalate, polymer with 1,4-butanediol (-)-1,4-DI-O-TOSYL-2,3-O-ISOPROPYLIDENETHREITOL C8E3 HEXA(2-CYANOETHOXY) CYCLOHEXANE GlycolEthers EPI-INOSITOL TRANS-1,2-CYCLOOCTANEDIOL (S,S)-(-)-1,4-BIS-(4-CHLOROBENZYLOXY)-2,3-BUTANEDIOL 2-Naphthyl-beta-D-galactopyranoside Dibenzoyltartaric acid SODIUM DIHYDROXYTARTRATE 1,4-Benzenedicarboxylic acid, dimethyl ester, polymer with 1,4-butanediol and .alpha.-hydro-.omega.-hydroxypoly(oxy-1,4-butanediyl) PROPYLENE GLYCOL (S,S)-2,3-Butanediol Hexanedioic acid, polymer with 1,4-butanediol, 1,2-ethanediol, 1,1'-methylenebis[4-isocyanatobenzene] and 1,2-propanediol N-BUTANE

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