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237639

(2R,3R)-(−)-2,3-Butanediol

Name: (2<I>R</I>,3<I>R</I>)-(−)-2,3-Butanediol
Brand: ALDRICH

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

Beilstein:

1718901

EC Number:

246-186-9

MDL number:

MFCD00064267

UNSPSC Code:

12352001

PubChem Substance ID:

24854259

NACRES:

NA.22

Quality Level

200

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

Related Categories

Chiral Catalysts & Ligands

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.

WGK

WGK 3

Flash Point(F)

185.0 °F

Flash Point(C)

85 °C

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’.

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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)

Burk, M.J. et al.

Tetrahedron Asymmetry, 2, 569-569 (1991)

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