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212970

Sigma-Aldrich

2-(Bromomethyl)acrylic acid

98%

Synonym(s):

α-(Bromomethyl)acrylic acid, 2-(Bromomethyl)-2-propenoic acid, Bromomethylacrylic acid

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About This Item

Linear Formula:
CH2=C(CH2Br)COOH
CAS Number:
72707-66-5
Molecular Weight:
164.99
Beilstein:
2426204
EC Number:
276-774-0
MDL number:
MFCD00004259
UNSPSC Code:
12162002
PubChem Substance ID:
24852758
NACRES:
NA.23

Assay

98%

form

solid

mp

70-73 °C (lit.)

storage temp.

2-8°C

SMILES string

OC(=O)C(=C)CBr

InChI

1S/C4H5BrO2/c1-3(2-5)4(6)7/h1-2H2,(H,6,7)

InChI key

NOOYFQLPKUQDNE-UHFFFAOYSA-N

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Application

Reacts with aldehydes and ketones to form α-methylene-butyrolactones. Used in the synthesis of methotrexate analogues.

Pictograms

Corrosion
GHS05

Signal Word

Danger

Hazard Statements

H314

Hazard Classifications

Skin Corr. 1B

Storage Class Code

8A - Combustible, corrosive hazardous materials

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Synthesis, 530-530 (1990)
A Abraham et al.
Journal of medicinal chemistry, 34(1), 222-227 (1991-01-01)
Five analogues of methotrextate (MTX), 10-deazaaminopterin (10-DAM), and 10-ethyl-10-deazaaminopterin (10-EDAM) in which the glutamate moiety was replaced by either a gamma-methyleneglutamate or beta-hydroxyglutamate were synthesized and evaluated for their antifolate activity. These analogous are 4-amino-4-deoxy-N10-methylpteroyl-beta-hydroxyglutamic acid (1), 4-amino-4-deoxy-10-deazapteroyl-beta-hydroxyglutamic acid (2)

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