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301272

Sigma-Aldrich

2-Bromoacetamide

98%

Synonym(s):

α-Bromoacetamide

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About This Item

Linear Formula:
BrCH2CONH2
CAS Number:
683-57-8
Molecular Weight:
137.96
Beilstein:
1739073
MDL number:
MFCD00008025
UNSPSC Code:
12352100
PubChem Substance ID:
24858176
NACRES:
NA.22

Quality Level

200

Assay

98%

mp

87-91 °C (lit.)

SMILES string

NC(=O)CBr

InChI

1S/C2H4BrNO/c3-1-2(4)5/h1H2,(H2,4,5)

InChI key

JUIKUQOUMZUFQT-UHFFFAOYSA-N

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General description

Kinetics of reaction of 2-bromoacetamide with a 39 base pair duplex DNA sequence was studied.

Application

2-Bromoacetamide was used in preparation of (2-carbamoylmethoxy-5-chloro-benzyl)-carbamic acid tert-butyl ester. It was aslo used as precursor to dehydropeptidase I inactivator.

Pictograms

Skull and crossbonesCorrosion
GHS06,GHS05

Signal Word

Danger

Hazard Statements

H301,H314

Hazard Classifications

Acute Tox. 3 Oral - Eye Dam. 1 - Skin Corr. 1B

Storage Class Code

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

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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Targeting renal dipeptidase (dehydropeptidase I) for inactivation by mechanism-based inactivators.
Y Q Wu et al.
Journal of medicinal chemistry, 34(6), 1914-1916 (1991-06-01)
Shunke Ding et al.
Water research, 143, 325-333 (2018-07-10)
The effective removal of haloacetamides (HAMs) as a group of emerging disinfection by-products is essential for drinking water safety. This study investigated the degradation of 10 HAMs, including chlorinated, brominated, and iodinated analogues, by sodium sulfite (S(IV)) and the mechanism
M J Taylor et al.
Bioconjugate chemistry, 8(3), 354-364 (1997-05-01)
Attachment of a nondiffusible bromoacetyl electrophile to the 5-position of a thymine at the 5'-end of a pyrimidine oligodeoxyribonucleotide affords sequence-specific alkylation of a guanine base in duplex DNA two base pairs to the 5'-side of a local triple-helical complex.
Ni Cheng et al.
Journal of colloid and interface science, 511, 215-221 (2017-10-14)
Studies on supramolecular gel aggregates via supramolecular interactions are very fascinating and impressive. The interactions of gelator with solvent and inorganic salt can functionalize, activate, or control the properties of supramolecular gels. A lot of work on this area has
Yunkun Qian et al.
Water research, 186, 116346-116346 (2020-09-01)
Haloacetonitriles (HANs) and haloacetamides (HAMs) are nitrogenous disinfection byproducts that are present in filter backwash water (FBW) and sedimentation sludge water (SSW). In many cases FBW and SSW are recycled to the head of drinking water treatment plants. HAN and
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