107794

2-Nitrobenzyl bromide

98%

• Synonym(s): α-Bromo-2-nitrotoluene
• Linear Formula: O₂NC₆H₄CH₂Br
• CAS Number: 3958-60-9
• Molecular Weight: 216.03
• Beilstein/REAXYS Number: 638991
• EC Number: 223-558-9
• MDL number: MFCD00007184
• UNSPSC Code: 12352100
• PubChem Substance ID: 24846780
• NACRES: NA.22

Properties

• Quality Level: 100
• assay: 98%
• form: solid
• mp: 44-46 °C (lit.)
• functional group: bromo; nitro
• SMILES string: [O-][N+](=O)c1ccccc1CBr
• InChI: 1S/C7H6BrNO2/c8-5-6-3-1-2-4-7(6)9(10)11/h1-4H,5H2
• InChI key: HXBMIQJOSHZCFX-UHFFFAOYSA-N

Description

Application

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.

Biochem/physiol Actions

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.

Safety Information

• pictograms: GHS05
• signalword: Danger
• hcodes: H314
• pcodes: P260 - P280 - P303 + P361 + P353 - P304 + P340 + P310 - P305 + P351 + P338 - P363
• Hazard Classifications: Eye Dam. 1 - Skin Corr. 1B
• Storage Class: 8A - Combustible corrosive hazardous materials
• wgk_germany: WGK 3
• flash_point_f: 230.0 °F - closed cup
• flash_point_c: 110 °C - closed cup
• ppe: Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges