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107794

Sigma-Aldrich

2-Nitrobenzyl bromide

98%

Sinônimo(s):

α-Bromo-2-nitrotoluene

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About This Item

Fórmula linear:
O2NC6H4CH2Br
Número CAS:
3958-60-9
Peso molecular:
216.03
Beilstein:
638991
Número CE:
223-558-9
Número MDL:
MFCD00007184
Código UNSPSC:
12352100
ID de substância PubChem:
24846780
NACRES:
NA.22

Ensaio

98%

forma

solid

pf

44-46 °C (lit.)

cadeia de caracteres SMILES

[O-][N+](=O)c1ccccc1CBr

InChI

1S/C7H6BrNO2/c8-5-6-3-1-2-4-7(6)9(10)11/h1-4H,5H2

chave InChI

HXBMIQJOSHZCFX-UHFFFAOYSA-N

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Aplicação

2-Nitrobenzyl bromide was used for caging unprotected cysteine-containing or thiophosphorylated peptides in aqueous solution. It can be used in the synthesis of (R)- and (S)-3-amino-3,4-dihydro-1H-quinolin-2-one.

Ações bioquímicas/fisiológicas

2-Nitrobenzyl bromide reacts with L-cysteine to form S-2-nitrobenzyl-cysteine which was used for modification of ultra-low-gelling-temperature (ULGT) agarose.

Pictogramas

Corrosion
GHS05

Palavra indicadora

Danger

Frases de perigo

H314

Classificações de perigo

Eye Dam. 1 - Skin Corr. 1B

Código de classe de armazenamento

8A - Combustible corrosive hazardous materials

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

230.0 °F - closed cup

Ponto de fulgor (°C)

110 °C - closed cup

Equipamento de proteção individual

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

Certificados de análise (COA)

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Ying Luo et al.
Nature materials, 3(4), 249-253 (2004-03-23)
Tissue engineering aims to replace, repair or regenerate tissue/organ function, by delivering signalling molecules and cells on a three-dimensional (3D) biomaterials scaffold that supports cell infiltration and tissue organization. To control cell behaviour and ultimately induce structural and functional tissue
P Pan et al.
FEBS letters, 405(1), 81-85 (1997-03-17)
Photoreleasable molecules are important in studies of various biological phenomena, especially cell signaling. Here we report a generally applicable approach for 'caging' unprotected cysteine-containing or thiophosphorylated peptides in aqueous solution with 2-nitrobenzyl bromides. Photolysis of the caged peptides was achieved
Kyoung-Ho Park et al.
International journal of molecular sciences, 20(16) (2019-08-21)
A kinetic study was carried out on the solvolysis of o-nitrobenzyl bromide (o-isomer, 1) and p-nitrobenzyl bromide (p-isomer, 3), and o-nitrobenzoyl chloride (o-isomer, 2) in a wide range of solvents under various temperatures. In all of the solvents without aqueous
A practical synthesis of (R)-and (S)-3-amino-3, 4-dihydro-1H-quinolin-2-one.
Hulin B and Lopaze MG.
Tetrahedron Asymmetry, 15(12), 1957-1958 (2004)
Xu Yang et al.
Polymers, 12(4) (2020-04-09)
Photoresponsive polymers have attracted increasing interest for a variety of applications. Here, we report a family of photoresponsive polypeptoid-based copolymer poly(ethylene glycol)-b-poly(N-(S-(o-nitrobenzyl)-thioethyl) glycine)-co-poly(N-(2-phenylethyl) glycine) (PEG-b-PNSN-co-PNPE) synthesized by the controlled ring-opening polymerization (ROP) technique. The key feature of the design is
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