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237639

(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

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About This Item

Linear Formula:
CH3CH(OH)CH(OH)CH3
CAS Number:
24347-58-8
Molecular Weight:
90.12
UNSPSC Code:
12352001
NACRES:
NA.22
PubChem Substance ID:
24854259
EC Number:
246-186-9
Beilstein/REAXYS Number:
1718901
MDL number:
MFCD00064267
Assay:
97%
Form:
liquid

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assay

97%

form

liquid

InChI key

OWBTYPJTUOEWEK-QWWZWVQMSA-N

InChI

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

SMILES string

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

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.)

functional group

hydroxyl

Quality Level

200

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This Item
300349B8490442038
(2R,3R)-(−)-2,3-Butanediol 97%

Sigma-Aldrich

237639

(2R,3R)-(−)-2,3-Butanediol

(2S,3S)-(+)-2,3-Butanediol 97%

Sigma-Aldrich

300349

(2S,3S)-(+)-2,3-Butanediol

2,3-Butanediol 98%

Sigma-Aldrich

B84904

2,3-Butanediol

2,3-Butanediol analytical standard, mixture of racemic and meso forms

Supelco

42038

2,3-Butanediol

assay

97%

assay

97%

assay

98%

assay

≥97.0% (GC)

Quality Level

200

Quality Level

100

Quality Level

200

Quality Level

100

bp

77.3-77.4 °C/10 mmHg (lit.)

bp

179-182 °C (lit.)

bp

183-184 °C (lit.)

bp

183-184 °C (lit.)

refractive index

n20/D 1.433 (lit.)

refractive index

n20/D 1.433 (lit.)

refractive index

n20/D 1.433 (lit.)

refractive index

n20/D 1.433 (lit.), n20/D 1.438

form

liquid

form

liquid

form

liquid

form

-

density

0.987 g/mL at 25 °C (lit.)

density

0.987 g/mL at 25 °C (lit.)

density

1.002 g/mL at 20 °C (lit.)

density

1.002 g/mL at 20 °C (lit.)

General description

(2R,3R)-(-)-2,3-Butanediol is a key building block in pharmaceutical industry.[1]

Application

C2 symmetric chiral diol with versatile applications as a chiral auxiliary,[2][3] building block,[4][5][6] and chiral ligand.[7][8] Cyclocondenses with ketones[9] for 13C NMR determination of optical purity.[10][11]

Storage Class

10 - Combustible liquids

wgk

WGK 3

flash_point_f

185.0 °F - closed cup

flash_point_c

85 °C - closed cup

ppe

Eyeshields, Gloves, multi-purpose combination respirator cartridge (US)

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Certificates of Analysis (COA)

Lot/Batch Number
BCCM6376
BCCM5017
BCCL3985
BCCJ8115
BCCJ1135

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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)
Marshall, J.A. Xie, S.
The Journal of Organic Chemistry, 60, 7230-7230 (1995)
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