(R,R)-2,3-Butanediol

(R,R)-2,3-Butanediol Basic information
Product Name:(R,R)-2,3-Butanediol
Synonyms:D-Butane-2,3-diol;(2R,3R)-2,3-BUTANEDIOL;(R,R)-(-)-2,3-BUTANEDIOL;(R,R)-2,3-BUTANEDIOL;(R,R)-(-)-2,3-BUTYLENE GLYCOL;(R,R)-(-)-2,3-DIHYDROXYBUTANE;(R-(R,R))-butane-2,3-diol;Dg-threo-butane-2,3-diol
CAS:24347-58-8
MF:C4H10O2
MW:90.12
EINECS:246-186-9
Product Categories:Polyols;Enantiomer Excess & Absolute Configuration Determination;Simple Alcohols (Chiral);Synthetic Organic Chemistry;Chiral Compound;Chiral Building Blocks;Organic Building Blocks;Analytical Chemistry;Chiral Building Blocks;e.e. / Absolute Configuration Determination (NMR);Chiral Compounds;Diols
Mol File:24347-58-8.mol
(R,R)-2,3-Butanediol Structure
(R,R)-2,3-Butanediol Chemical Properties
Melting point 16 °C
Boiling point 77.3-77.4 °C/10 mmHg (lit.)
alpha -13 º (neat)
density 0.987 g/mL at 25 °C (lit.)
vapor pressure 82.8Pa at 25℃
refractive index n20/D 1.433
Fp 185 °F
storage temp. Sealed in dry,Store in freezer, under -20°C
pka14.67±0.20(Predicted)
form Liquid
color Clear colorless
optical activity[α]23/D 13.2°, neat
Water Solubility soluble
Sensitive Hygroscopic
Merck 14,1568
BRN 4290593
Stability:Stable. Hygroscopic, air sensitive. Incompatible with strong oxidizing agents, acid anhydrides, acid chlorides, chloroformates, reducing agents. Combustible.
InChIKeyOWBTYPJTUOEWEK-QWWZWVQMSA-N
LogP-0.72 at 22℃
CAS DataBase Reference24347-58-8(CAS DataBase Reference)
NIST Chemistry Reference2,3-Butanediol, [R-(R*,R*)]-(24347-58-8)
Safety Information
Hazard Codes Xi
Safety Statements 24/25
WGK Germany 3
3-10
HS Code 29053980
MSDS Information
ProviderLanguage
(R,R)-Butane-2,3-diol English
SigmaAldrich English
ACROS English
ALFA English
(R,R)-2,3-Butanediol Usage And Synthesis
Chemical Propertiescolourless or slightly brown liquid
UsesC2 symmetric chiral diol with versatile applications as a chiral auxiliary, building block, and chiral ligand. Cyclocondenses with ketones for 13C NMR determination of optical purity.
Uses(2R,3R)-(-)-2,3-Butanediol is used as a chiral auxiliary, chiral ligand and building block. Cyclocondenses with ketones for (13)C NMR determination of optical purity. It is used in the resolution of carbonyl compounds in gas chromatography.
DefinitionChEBI: The (R,R) diastereoisomer of butane-2,3-diol.
General Description(2R,3R)-(-)-2,3-Butanediol is a key building block in pharmaceutical industry.
Flammability and ExplosibilityNotclassified
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.]
(R,R)-2,3-Butanediol Preparation Products And Raw materials
Hexanedioicacid,polymerwith1,4-butanedio Hexanedioic acid, polymer with 1,4-butanediol, 1,2-ethanediol and 1,1-methylenebis4-isocyanatobenzene 1,2:5,6-Bis-O-(1-methylethylidene)-D-mannitol HEXA(2-CYANOETHOXY) CYCLOHEXANE EPI-INOSITOL (R,R)-2,3-Butanediol 2-Naphthyl-beta-D-galactopyranoside SODIUM DIHYDROXYTARTRATE 1,4-Benzenedicarboxylic acid, dimethyl ester, polymer with 1,4-butanediol and .alpha.-hydro-.omega.-hydroxypoly(oxy-1,4-butanediyl) 2-Oxepanone, polymer with 1,4-butanediol, 2,2-dimethyl-1,3-propanediol and 1,1'-methylenebis(4-isocyanatobenzene) PROPYLENE GLYCOL 1,4-Butanediol,p,p-diphenylmethanediisocyanate,polytetramethyletherglycolpolyme (S,S)-(+)-2,3-BUTANEDIOL,(S,S)-2,3-BUTANEDIOL Hexanedioic acid, polymer with 1,4-butanediol, 1,2-ethanediol, 1,1'-methylenebis[4-isocyanatobenzene] and 1,2-propanediol 2-KETO-D-GLUCONIC ACID HEMICALCIUM SALT SUCCINATE 1,4-BUTANEDIOL POLYESTER N-BUTANE 2,5-O-METHYLENE-D-MANNITOL

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