Skip to Content
Merck
All Photos(1)

Documents

237639

Sigma-Aldrich

(2R,3R)-(−)-2,3-Butanediol

97%

Synonym(s):

(2R,3R)-2,3-butanediol, (2R,3R)-butane-2,3-diol, (R,R)-2,3-butanediol, (R,R)-2,3-butylene glycol, (R,R)-butane-2,3-diol, D-(-)-2,3-Butanediol

Sign Into View Organizational & Contract Pricing


About This Item

Linear Formula:
CH3CH(OH)CH(OH)CH3
CAS Number:
Molecular Weight:
90.12
Beilstein:
1718901
EC Number:
MDL number:
UNSPSC Code:
12352001
PubChem Substance ID:
NACRES:
NA.22

Assay

97%

form

liquid

optical activity

[α]23/D −13.2°, neat

optical purity

ee: 99% (GLC)

refractive index

n20/D 1.433 (lit.)

bp

77.3-77.4 °C/10 mmHg (lit.)

density

0.987 g/mL at 25 °C (lit.)

SMILES string

C[C@@H](O)[C@@H](C)O

InChI

1S/C4H10O2/c1-3(5)4(2)6/h3-6H,1-2H3/t3-,4-/m1/s1

InChI key

OWBTYPJTUOEWEK-QWWZWVQMSA-N

General description

(2R,3R)-(-)-2,3-Butanediol is a key building block in pharmaceutical industry.

Application

C2 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.

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

185.0 °F - closed cup

Flash Point(C)

85 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Raman optical activity of tartaric acid and related molecules.
Barron LD.
Tetrahedron, 34(5), 607-610 (1978)
Tetrahedron Asymmetry, 17, 993-993 (2006)
Synlett, 275-275 (1993)
Journal of the American Chemical Society, 115, 4602-4602 (1993)
Yuanzhi He et al.
Molecules (Basel, Switzerland), 23(3) (2018-03-23)
(3S)-Acetoin and (2S,3S)-2,3-butanediol are important platform chemicals widely applied in the asymmetric synthesis of valuable chiral chemicals. However, their production by fermentative methods is difficult to perform. This study aimed to develop a whole-cell biocatalysis strategy for the production of

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service