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E1012

Sigma-Aldrich

Epibromohydrin

98%

Synonym(s):

1-Bromo-2,3-epoxypropane

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About This Item

Empirical Formula (Hill Notation):
C3H5BrO
CAS Number:
3132-64-7
Molecular Weight:
136.98
Beilstein/REAXYS Number:
79786
EC Number:
221-525-3
MDL number:
MFCD00005130
UNSPSC Code:
12352100
PubChem Substance ID:
24894378
NACRES:
NA.22

Quality Level

200

assay

98%

form

liquid

refractive index

n20/D 1.482 (lit.)

bp

134-136 °C (lit.)

mp

−40 °C (lit.)

density

1.601 g/mL at 25 °C (lit.)

SMILES string

BrCC1CO1

InChI

1S/C3H5BrO/c4-1-3-2-5-3/h3H,1-2H2

InChI key

GKIPXFAANLTWBM-UHFFFAOYSA-N

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Application

Epibromohydrin can be used:
  • As an alkylating agent.
  • As a reactant in the multistep synthesis of analogs of febrifugine and P7C3.
  • To synthesize cyclic carbonates by coupling with CO2 in the presence of bis(triphenylphosphine)immium(PPN)-manganese carbonyl catalyst.
  • For the synthesis of triazole-oxazolidinones possessing antibacterial activities.

signalword

Danger

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Carc. 2 - Eye Dam. 1 - Flam. Liq. 3 - Skin Corr. 1B - Skin Sens. 1 - STOT SE 3

target_organs

Respiratory system

Storage Class

3 - Flammable liquids

wgk_germany

WGK 2

flash_point_f

138.2 °F - closed cup

flash_point_c

59 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

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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Cyclin-dependent kinase 4 inhibitors as a treatment for cancer. Part 1: identification and optimisation of substituted 4, 6-bis anilino pyrimidines.
Beattie JF, et al.
Bioorganic & Medicinal Chemistry, 13(18), 2955-2960 (2003)
Development of proneurogenic, neuroprotective small molecules.
MacMillan KS, et al.
Journal of the American Chemical Society, 133(5), 1428-1437 (2011)
Coupling reactions of CO2 with neat epoxides catalyzed by PPN salts to yield cyclic carbonates.
Sit WN, et al.
The Journal of Organic Chemistry, 70(21), 8583-8586 (2005)
Exploration of a new type of antimalarial compounds based on febrifugine.
Kikuchi H, et al.
Journal of Medicinal Chemistry, 49(15), 4698-4706 (2006)
Synthesis of triazole-oxazolidinones via a one-pot reaction and evaluation of their antimicrobial activity.
Demaray JA, et al.
Bioorganic & Medicinal Chemistry Letters, 18(17), 4868-4871 (2008)
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