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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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About This Item

Linear Formula:
BrCH2CH(OH)CH(OH)CH2Br
CAS Number:
14396-65-7
Molecular Weight:
247.91
MDL number:
MFCD00151324
UNSPSC Code:
12352100
PubChem Substance ID:
24854254
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
GHS05,GHS07

Signal Word

Danger

Hazard Statements

H315,H318,H335

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

237574-VAR:
237574-5G:
237574-25G:
237574-BULK:

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Certificates of Analysis (COA)

Lot/Batch Number
BGBC2994V
BGBB4412V
14922CU
03523EW
10518HR

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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.
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
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
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)

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