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(R)-(-)-2-butanol

Chemical Structure

General Material Information

Preferred name (R)-(-)-2-butanol
Trivial Name (-)-2-Butanol
Short Description (R)-(-)-sec-butyl alcohol
Formula C4 H10 O
CAS Number 14898-79-4
ECHA Number 238-967-8
FDA UNII DLH38K423J
Nikkaji Number J9.277K
Beilstein Number 1718764
MDL MFCD00064280
NMR Predictor External link
Synonyms
  • (2R)- butan-2-ol
  • (R)- butan-2-ol
  • (-)-2-butanol
  • (2R)-2-butanol
  • (R)-2-butanol
  • 2-butanol, (2R)-
  • 2-butanol, (R)-
  • (R)-(-)-sec- butyl alcohol
  • 2-Butanol, (2R)-
  • sec-Butyl alcohol, (R)-(-)-
  • 2-Butanol, (R)-
  • (-)-2-Butanol
  • (R)-2-Butanol
  • D-2-Butanol
  • (2R)-2-Butanol
  • (R)-(-)-sec-Butanol
  • (2R)-Butan-2-ol
  • (R)-sec-Butanol
  • R-(-)-Butan-2-ol

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Literature & References

Leffingwell:Chirality or Article
(2R)-butan-2-ol
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):84682
Pubchem (sid):135041444
Publications by PubMed
Chemical and Physical Cues Synergistically Affect Mating Behavior Sequences of Male Dasylepida ishigakiensis (Coleoptera: Scarabaeidae).
Enantioselective, continuous (R)- and (S)-2-butanol synthesis: Achieving high space-time yields with recombinant E. coli cells in a micro-aqueous, solvent-free reaction system.
Age-dependent changes in the ratio of (R)- and (S)-2-butanol released by virgin females of Dasylepida ishigakiensis (Coleoptera: Scarabaeidae).
Synthesis of short-chain diols and unsaturated alcohols from secondary alcohol substrates by the Rieske nonheme mononuclear iron oxygenase MdpJ.
Intermolecular chiral assemblies in R(-) and S(+) 2-butanol detected by microcalorimetry measurements.
Mating disruption by a synthetic sex pheromone in the white grub beetle Dasylepida ishigakiensis (Coleoptera: Scarabaeidae) in the laboratory and sugarcane fields.
The substrate binding cavity of particulate methane monooxygenase from Methylosinus trichosporium OB3b expresses high enantioselectivity for n-butane and n-pentane oxidation to 2-alcohol.
Mechanistic studies of C-C bond cleavage of nitriles by dinuclear metal cryptates.
Compound-specific nitrogen isotope analysis of D-alanine, L-alanine, and valine: application of diastereomer separation to delta15N and microbial peptidoglycan studies.
Influence of water-miscible organic solvents on kinetics and enantioselectivity of the (R)-specific alcohol dehydrogenase from Lactobacillus brevis.
Modelling neurotransmitter functions: a laser spectroscopic study of (1S,2S)-N-methyl pseudoephedrine and its complexes with achiral and chiral molecules.
Separation of enantiomers in microemulsion electrokinetic chromatography using chiral alcohols as cosurfactants.
The stereoselectivity and catalytic properties of Xanthobacter autotrophicus 2-[(R)-2-Hydroxypropylthio]ethanesulfonate dehydrogenase are controlled by interactions between C-terminal arginine residues and the sulfonate of coenzyme M.
Enantioselective chemisorption on a chirally modified surface in ultrahigh vacuum: adsorption of propylene oxide on 2-butoxide-covered palladium(111).
R2PI Study of intermolecular hydrogen bond in solvent-free chiral complexes.
Short-range interactions within molecular complexes formed in supersonic beams: structural effects and chiral discrimination
The enantiomeric purity of alcohols formed by enzymatic reduction of ketones can be improved by optimisation of the temperature and by using a high co-substrate concentration.
Substrate specificity and stereoselectivity of horse liver alcohol dehydrogenase. Kinetic evaluation of binding and activation parameters controlling the catalytic cycles of unbranched, acyclic secondary alcohols and ketones as substrates of the native and active-site-specific Co(II)-substituted enzyme.
Simultaneous determination of D- and L-malic acids in apple juice by gas chromatography.
Occurrence of multiple forms of alcohol dehydrogenase in Penicillium supplemented with 2,3-butanediol.

Other Information

(IUPAC):Atomic Weights of the Elements 2011 (pdf)
Videos:The Periodic Table of Videos
tgsc:Atomic Weights use for this web site
(IUPAC):Periodic Table of the Elements
CHEBI:View
Golm Metabolome Database:Search
HMDB (The Human Metabolome Database):Search
Export Tariff Code:2905.14.5050
VCF-Online:VCF Volatile Compounds in Food
ChemSpider:View
Wikipedia:View

PhysChem Properties

Material listed in food chemical codex No
Molecular weight 74.122901916504
Specific gravity @ 20 °C
Pounds per Gallon 6.723 to 6.748
Refractive Index 1.396 to 1.398 @ 20 °C
Optical Rotation -14 to -11
Boiling Point 97 to 100°C @ 760 mm Hg
Vapor Pressure 12.5 mmHg @ 20 °C
Vapor Density 2.6
Flash Point TCC Value 22 °C TCC
logP (o/w) 0.683 est
Solubility
alcohol Yes
water Yes
water, 1.304e+005 mg/L @ 25 °C (est) Yes

Organoleptic Properties

Odor Type: Oily
oily, winey, fruity
General comment At 100.00 %. oily wine

Safety Information

Safety information

Preferred SDS: View
Hazards identification
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
Pictogram
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined

Safety in use information

Category:
information only not used for fragrances or flavors
Recommendation for (R)-(-)-2-butanol usage levels up to:
not for fragrance use.
Recommendation for (R)-(-)-2-butanol flavor usage levels up to:
not for flavor use.

Safety references

EPI System: View
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :84682
National Institute of Allergy and Infectious Diseases:Data
WISER:UN 1120
WGK Germany:3
(2R)-butan-2-ol
Chemidplus:0014898794