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Merck
CN

691321

2-Bromoacrolein

95%

Synonym(s):

2-Bromo-acrylaldehyde, 2-Bromopropenal

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About This Item

Empirical Formula (Hill Notation):
C3H3BrO
CAS Number:
14925-39-4
Molecular Weight:
134.96
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
329761399
MDL number:
MFCD00061520
Beilstein/REAXYS Number:
1698247

Key Documents

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InChI

1S/C3H3BrO/c1-3(4)2-5/h2H,1H2

SMILES string

BrC(=C)C=O

InChI key

MDSPECLCFVWIGQ-UHFFFAOYSA-N

assay

94.0-106.0% (AT), 95%

contains

~0.2% hydroquinone as stabilizer

storage temp.

−20°C

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

signalword

Danger

Hazard Classifications

Acute Tox. 2 Oral - Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Aquatic Acute 1 - Eye Dam. 1 - Skin Corr. 1B

Storage Class

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

wgk

WGK 3

flash_point_f

207.0 °F

flash_point_c

97.2 °C

ppe

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

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Certificates of Analysis (COA)

Lot/Batch Number
BCBR9302V
BCBB7929V
BCBB7929
1450511
1446069

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G J van Beerendonk et al.
Mutagenesis, 7(1), 19-24 (1992-01-01)
DNA-adduct formation by the mutagen 2-bromoacrolein (2BA) with DNA was studied. [3-3H]2BA was reacted with single-stranded (ss) DNA or double-stranded (ds) DNA and subsequently incubated with methoxylamine to convert an unstable 2BA:thymidine adduct (Meerman et al., Cancer Res., 49, 6174-6179
P G Pearson et al.
Toxicology and applied pharmacology, 118(2), 186-195 (1993-02-01)
Analogs of tris(2,3-dibromopropyl)phosphate (Tris-BP) either labeled at specific positions with carbon-14, phosphorus-32, or oxygen-18 or dual-labeled with both deuterium and tritium were used as metabolic probes to study the chemical and metabolic events in the bioactivation of Tris-BP to chemically
A Chenna et al.
Carcinogenesis, 13(12), 2361-2365 (1992-12-01)
Thymidine was permitted to react with the known mutagens acrolein and 2-bromoacrolein under physiological conditions. The products of these reactions were separated by HPLC and characterized by UV, FAB/MS, electrospray MS, 1H NMR and chemical transformation. The reaction with acrolein
Ming Wah Wong
The Journal of organic chemistry, 70(14), 5487-5493 (2005-07-02)
[structures: see text] Ab initio and density functional calculations were employed to examine the structures and binding energies of various complexes between 2-bromolacrolein and N-tosyl-(S)-tryptophan-derived B-butyl-1,3,2-oxazaborolidin-5-one (NTOB), a catalyst commonly used for Diels-Alder reactions. Our calculations show that the chiral
E Eder et al.
Archives of toxicology, 68(8), 471-479 (1994-01-01)
The reaction of the mutagenic 2-haloacroleins, 2-fluoroacrolein, -2-chloroacrolein and 2-bromoacrolein, with nucleosides and 5'-mononucleotides was studied. We found two different regioisomers of 1,N2-cyclic deoxyguanosine adducts of 2-chloroacrolein and 2-bromoacrolein: type A, the 6-hydroxy, 7-haloadduct in which the OH-substituent is vicinal
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