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Key Documents

535079

Sigma-Aldrich

Bromomalonaldehyde

97%

Synonym(s):

Bromomalondialdehyde

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About This Item

Linear Formula:
BrCH(CHO)2
CAS Number:
Molecular Weight:
150.96
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

97%

mp

132-136 °C (lit.)

SMILES string

[H]C(=O)C(Br)C([H])=O

InChI

1S/C3H3BrO2/c4-3(1-5)2-6/h1-3H

InChI key

SURMYNZXHKLDFO-UHFFFAOYSA-N

Application

Used in the formation of glyoxal-derived adducts from substituted guanines
Used to construct a 1,4-dihydroquinoline bearing a C-3 chiral sulfoxide group which functions as an annelated NADH model in the enantioselective reduction of methyl benzoylformate to methyl mandelate.

Pictograms

CorrosionExclamation mark

Signal Word

Danger

Hazard Statements

Hazard Classifications

Acute Tox. 4 Oral - Eye Dam. 1

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Synlett, 441-441 (2005)
E C Taylor et al.
Investigational new drugs, 14(3), 281-285 (1996-01-01)
A new and extremely efficient synthesis of DDATHF from 4-vinylbenzoic acid and bromomalondialdehyde as precursors has been developed which proceeds in 48% overall yield.
Anne-Mari Ruohola et al.
Organic & biomolecular chemistry, 2(13), 1943-1950 (2004-07-01)
Reactions of 9-ethylguanine, 2'-deoxyguanosine and guanosine with bromomalondialdehyde in aqueous buffers over a wide pH-range were studied. The main products were isolated and characterized by (1)H and (13)C NMR and mass spectroscopy. The final products formed under acidic and basic
L Kronberg et al.
Chemical research in toxicology, 6(4), 495-499 (1993-07-01)
Mucochloric acid, a genotoxic compound formed during chlorine disinfection of drinking water, was reacted with adenosine and cytidine at pH 4.0, 90 degrees C. HPLC analyses with UV detection at 325 nm showed that one previously unidentified product peak was

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