Description

4-Nitrophenyl bromoacetate (CAS No. 19199-82-7) is a high-purity organic compound with the molecular formula C₈H₆BrNO₄, widely used in biochemical and pharmaceutical research. This reagent serves as a versatile building block for synthesizing esters and other derivatives due to its reactive bromoacetate group and nitrophenyl moiety. It is particularly valuable in peptide coupling reactions, enzyme inhibition studies, and as an intermediate in organic synthesis. Supplied as a crystalline solid with >98% purity, it is ideal for precision applications requiring consistent performance. Proper storage under inert conditions ensures stability and longevity.

Properties

• CAS Number: 19199-82-7
• Complexity: 220
• IUPAC Name: (4-nitrophenyl) 2-bromoacetate
• InChI: InChI=1S/C8H6BrNO4/c9-5-8(11)14-7-3-1-6(2-4-7)10(12)13/h1-4H,5H2
• InChI Key: HVNXGOPARVAZNX-UHFFFAOYSA-N
• Exact Mass: 258.94802
• Molecular Formula: C8H6BrNO4
• Molecular Weight: 260.04
• SMILES: C1=CC(=CC=C1[N+](=O)[O-])OC(=O)CBr
• Topological: 72.1
• Monoisotopic Mass: 258.94802
• Synonyms: 4-Nitrophenyl bromoacetate, 19199-82-7, p-Nitrophenyl bromoacetate, 1WE7149NTC, NSC 341921, NSC-341921, UNII-1WE7149NTC, DTXSID10172747, Acetic acid, bromo-, 4-nitrophenyl ester, ACETIC ACID, 2-BROMO-, 4-NITROPHENYL ESTER, DTXCID7095238, 691-772-3, 919-989-3, hvnxgoparvaznx-uhfffaoysa-n, 4-NITROPHENYL 2-BROMOACETATE, (4-nitrophenyl) 2-bromoacetate, MFCD00051840, p-nitrophenylbro-moacetate, SCHEMBL692252, Bromoacetic acid p-nitrophenyl ester, NSC341921, Bromoacetic acid 4-nitro-phenyl ester, Bromoacetic acid, 4-nitrophenyl ester, Bromoacetic acid, p-nitrophenyl ester, AKOS005206994, CS-0449159, NS00026262, E78179

4-Nitrophenyl bromoacetate is primarily employed in peptide synthesis as an acylating agent for amino acid protection. Researchers utilize it in enzyme inhibition assays to study serine hydrolases and esterases. Its nitrophenyl group facilitates spectrophotometric monitoring of reaction kinetics. The compound also serves as a precursor in the development of prodrugs and bioactive molecules.

Safety and Hazards

GHS Hazard Statements

• H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
• H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
• H335 (100%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

Precautionary Statements

• P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501

Hazard Classes and Categories

• Skin Irrit. 2 (100%)
• Eye Irrit. 2 (100%)
• STOT SE 3 (100%)

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