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361461

meso-2,3-Butanediol

Name: <I>meso</I>-2,3-Butanediol
Brand: ALDRICH

99%

Synonym(s):

(2R,3S)-2,3-Butanediol, (R,S)-2,3-Butanediol, (erythro-) 2,3-Butanediol, rel-(2R,3S)-2,3-Butanediol

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About This Item

Linear Formula:

CH₃CH(OH)CH(OH)CH₃

CAS Number:

5341-95-7

Molecular Weight:

90.12

Beilstein/REAXYS Number:

1718900

MDL number:

MFCD00077669

UNSPSC Code:

12352100

PubChem Substance ID:

24862226

NACRES:

NA.22

Pricing and availability is not currently available.

Quality Level

200

assay

99%

form

solid

bp

183-184 °C (lit.)

mp

32-34 °C (lit.)

functional group

hydroxyl

storage temp.

2-8°C

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+

InChI key

OWBTYPJTUOEWEK-ZXZARUISSA-N

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Show Differences

1 of 4

This Item	06536	C80687	C80857
8.02505 trans-Cinnamaldehyde	06536 trans-Cinnamaldehyde	C80687 trans-Cinnamaldehyde	C80857 trans-Cinnamic acid
assay ≥98.0% (GC)	assay ≥95.0% (GC)	assay 97%	assay ≥99%
Quality Level 200	Quality Level 100	Quality Level 100	Quality Level 100
density 1.05 g/cm³ at 20 °C	density 1.05 g/mL at 25 °C (lit.)	density 1.05 g/mL at 25 °C (lit.)	density -
storage temp. 2-30°C	storage temp. 2-8°C	storage temp. -	storage temp. -
form liquid	form -	form liquid	form crystals
mp -8 °C	mp −9-−4 °C (lit.)	mp −9-−4 °C (lit.)	mp 132-135 °C (lit.)

General description

meso-2,3-Butanediol is a diol. 2,3-Butanediol (2,3-DB) exists in three stereoisomeric forms: dextro, levo and meso. 2,3-DB is a crucial chemical feedstock and has wide applications in industry.[1] Production of meso-2,3-butanediol under low oxygen condition by metabolically engineered Escherichia coli is reported.[2] 2,3-Butanediol can be converted to 1,3-butadiene, which is used in the preparation of synthetic rubber.[3] meso-2,3-Butanediol is the source of production of 2-butanol by isolates of lactic acid bacteria.[1]

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

No data available

flash_point_c

No data available

ppe

Eyeshields, Gloves, type N95 (US)

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Enantioselective Brønsted base catalysis with chiral cyclopropenimines.

Jeffrey S Bandar et al.

Journal of the American Chemical Society, 134(12), 5552-5555 (2012-03-16)

Cyclopropenimines are shown to be a highly effective new class of enantioselective Brønsted base catalysts. A chiral 2,3-bis(dialkylamino)cyclopropenimine catalyzes the rapid Michael reaction of a glycine imine substrate with high levels of enantioselectivity. A preparative scale reaction to deliver 25

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