(2R,3R)-(-)-2,3-butane diol
(R,R)-butane-2,3-diol
Identification
| Name | (2R,3R)-(-)-2,3-butane diol |
| IUPAC | (2R,3R)-butane-2,3-diol |
| CAS Number | 24347-58-8 |
| FDA UNII | OR02B2286A |
| Molecular Formula | C4 H10 O2 |
| Molecular Weight | 90.12210000 |
| MDL Number | MFCD00064267 |
| Nikkaji Number | J9.308D |
| Beilstein | 1718901 |
| XlogP3 | -0.90 (est) |
Regulatory
Physical Properties
| Appearance | colorless to pale yellow clear liquid (est) |
| Assay | 97.00 to 100.00 |
| Food Chemicals Codex Listed | No |
| Specific Gravity | 0.99200 to 0.99500 @ 20.00 °C. |
| Pounds per Gallon - (est). | 8.264 to 8.289 |
| Refractive Index | 1.43200 to 1.43400 @ 20.00 °C. |
| Optical Rotation | -14.0 to -12.0 |
| Boiling Point | 77.00 to 78.00 °C. @ 10.00 mm Hg |
| Vapor Pressure | 0.550000 mmHg @ 25.00 °C. |
| Flash Point | 185.00 °F. TCC ( 85.00 °C. ) |
| logP (o/w) | -0.655 (est) |
| Soluble in | alcohol |
No sensory data available
Safety Information
| Preferred SDS | View |
| Oral/Parenteral Toxicity | Not determined |
| Dermal Toxicity | Not determined |
| Inhalation Toxicity | Not determined |
GHS Classification
['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']
Safety in Use
| Category | information only not used for fragrances or flavors |
| Recommendation for (2R,3R)-(-)-2,3-butane diol usage levels up to | not for fragrance use. |
| Recommendation for (2R,3R)-(-)-2,3-butane diol flavor usage levels up to | not for flavor use. |
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Potential Uses
Natural Occurrence
Synonyms
(2R,3R)-
butane-2,3-diol
(R,R)-
butane-2,3-diol
(R,R)-(-)-
butane-2,3-diol
(2R,3R)-(-)-2,3-
butanediol
(2R,3R)-(-)2,3-
butanediol
(2R,3R)-2,3-
butanediol
(R,R)-(-)-2,3-
butanediol
(R,R)-2,3-
butanediol
2,3-
butanediol, (2R,3R)-
(R,R)-(-)-2,3-
butylene glycol
(R,R)-2,3-
butylene glycol
PubMed:
Cloning, expression and characterization of glycerol dehydrogenase involved in 2,3-butanediol formation in Serratia marcescens H30.
PubMed:
Glycerol dehydrogenase plays a dual role in glycerol metabolism and 2,3-butanediol formation in Klebsiella pneumoniae.
PubMed:
Efficient bioconversion of 2,3-butanediol into acetoin using Gluconobacter oxydans DSM 2003.
PubMed:
Crystallization and preliminary X-ray study of a (2R,3R)-2,3-butanediol dehydrogenase from Bacillus coagulans 2-6.
PubMed:
Enantiomeric recognition of amino acid salts by macrocyclic crown ethers derived from enantiomerically pure 1,8,9,16-tetrahydroxytetraphenylenes.
PubMed:
A new NAD(H)-dependent meso-2,3-butanediol dehydrogenase from an industrially potential strain Serratia marcescens H30.
PubMed:
Cloning, expression and characterization of meso-2,3-butanediol dehydrogenase from Klebsiella pneumoniae.
PubMed:
Identification and characterization of a mycobacterial (2R,3R)-2,3-butanediol dehydrogenase.
PubMed:
Novel (2R,3R)-2,3-butanediol dehydrogenase from potential industrial strain Paenibacillus polymyxa ATCC 12321.
PubMed:
Characterization of a zinc-containing alcohol dehydrogenase with stereoselectivity from the hyperthermophilic archaeon Thermococcus guaymasensis.
PubMed:
A novel whole-cell biocatalyst with NAD+ regeneration for production of chiral chemicals.
PubMed:
Role of Saccharomyces cerevisiae oxidoreductases Bdh1p and Ara1p in the metabolism of acetoin and 2,3-butanediol.
PubMed:
Air-stable titanium alkoxide based metal-organic framework as an initiator for ring-opening polymerization of cyclic esters.
PubMed:
Identification of enzyme responsible for erythritol utilization and reaction product in yeast Lipomyces starkeyi.
PubMed:
Investigation of the asymmetric ionic Diels-Alder reaction for the synthesis of cis-decalins.
PubMed:
Male-specific EAD active compounds produced by female European chafer Rhizotrogus majalis (Razoumowsky).
PubMed:
Diastereoselective tandem Michael-intramolecular Wittig reactions of a cyclic phosphonium ylide with 8-phenylmenthyl enoates.
PubMed:
Characterization and functional role of Saccharomyces cerevisiae 2,3-butanediol dehydrogenase.
PubMed:
Characterization of a (2R,3R)-2,3-butanediol dehydrogenase as the Saccharomyces cerevisiae YAL060W gene product. Disruption and induction of the gene.
PubMed:
Structural analysis of diols by electrospray mass spectrometry on boric acid complexes.
PubMed:
Purification and characterization of human liver sorbitol dehydrogenase.
PubMed:
Resolution of monoterpene enantiomers by gas chromatography.