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237574

Sigma-Aldrich

1,4-Dibromo-2,3-butanediol

95%, mixture of R,R and S,S isomers

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Linear Formula:
BrCH2CH(OH)CH(OH)CH2Br
CAS Number:
Molecular Weight:
247.91
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Assay

95%

form

solid

mp

82-84 °C (lit.)

SMILES string

BrCC(O)C(O)CBr

InChI

1S/C4H8Br2O2/c5-1-3(7)4(8)2-6/h3-4,7-8H,1-2H2/t3-,4-/m1/s1

InChI key

XOWDQAHYPSENAC-QWWZWVQMSA-N

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General description

1,4-Dibromo-2,3-butanediol reacts with aqueous alkaline sodium arsenite to yield mixture of DL-2,3,4-trihydroxybutylarsonic acid and DL-2,3-dihydroxybutane-1,4-bis(arsonic acid).

Application

1,4-Dibromo-2,3-butanediol has been used in the preparation of diquaternary gemini surfactants.

Pictograms

CorrosionExclamation mark

Signal Word

Danger

Hazard Statements

Hazard Classifications

Eye Dam. 1 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Riikka Mäkelä et al.
The Journal of clinical endocrinology and metabolism, 88(8), 3823-3828 (2003-08-14)
Myeloperoxidase (MPO) is an oxidative enzyme present in phagocytes and atherosclerotic lesions. The MPO gene has a promoter polymorphism -463G/A, which leads to high (GG) and low expression (AG, AA) genotypes. We investigated the effect of long-term hormone replacement therapy
Gerasimos M Tsivgoulis et al.
Chemistry and physics of lipids, 148(2), 97-104 (2007-06-09)
The reaction of DL-1,3-butadiene diepoxide and of DL-1,4-dibromo-2,3-butanediol with aqueous alkaline sodium arsenite, "Na(3)AsO(3)", gave mixtures of the title arsonic acids which can be separated by anion exchange resin. Characterization of by-products leads to a better understanding of these reactions.
Surface activity and premicellar aggregation of some novel diquaternary gemini surfactants.
Rosen MJ and Liu L.
Journal of the American Oil Chemists' Society, 73(7), 885-890 (1996)
A M Kessling et al.
American journal of human genetics, 42(3), 458-467 (1988-03-01)
We have investigated the frequencies of RFLPs of the apolipoprotein (apo) AII gene and of the apo AI-CIII-AIV gene cluster in 109 men, selected from a random sample of 1,910 men aged 45-59 years, to cover a wide range of

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