CAS 55715-03-2 4-Bromomethyl-3-nitrobenzoic acid (HCID 132386)

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Basic information

CAS: 55715-03-2
Standard SMILES: O=C(O)c1ccc(CBr)c([N+](=O)[O-])c1
InChIKey: QMAHVAFURJBOFV-UHFFFAOYSA-N
Molecular formula: C8H6BrNO4
Average molar mass: 260.04 g/mol
Monoisotopic mass: 258.94802

Names & identifiers

Preferred name: 4-Bromomethyl-3-nitrobenzoic acid
IUPAC: 4-(bromomethyl)-3-nitrobenzoic acid
English name: 4-Bromomethyl-3-nitrobenzoic acid
Molecular formula: C8H6BrNO4
Molecular weight: 260.04

Names & synonyms

55715-03-24-Bromomethyl-3-nitrobenzoic acidBNBADTXSID30204251RefChem:98203DTXCID301267424-(bromomethyl)-3-nitrobenzoic acidMFCD00216575Benzoic acid, 4-(bromomethyl)-3-nitro-4-(Bromomethyl)-3-nitrobenzoicacid3-nitro-4-bromomethylbenzoic acid4-(bromomethyl)-3-nitro-benzoic acid

Show more names

SKL251TIMTEC-BB SBB003091α-BroMo-3-nitro-p-toluic acid4-CARBOXY-2-NITROBENZYLBROMID4-Carboxy-2-nitrobenzylbromide4-(BROMOETHYL)-3-NITROBENZOIC ACID4-Bromomethyl-3-nitrobenzoic acid,97%

SCHEMBL40979CHEMBL1834878SCHEMBL138015453-nitro-4-bromomethyl benzoic acid4-bromomethyl-3-nitro benzoic acid4-bromomethyl-3-nitro-benzoic acidSTR05282SBB003091

Database identifiers

CAS: 55715-03-2
PubChem CID: 132386
DTXSID: DTXSID30204251
ChEMBL

Properties

Computed structural properties

XLogP: 1.8
Topological polar surface area: 83.1 Å²
Hydrogen bond donors: 1
Hydrogen bond acceptors: 4
Rotatable bonds: 2
Heavy atoms: 14
Formal charge: 0
Complexity: 240

Physicochemical properties

Melting point: 127 · 127-130 °C (lit.)
Boiling point: 392 °C · 392°C
Density: 1.814 · 1.814
refractive index: 1.65 · 1.6500 (estimate)
Flash point: 191 °C · 191°C
storage temp.: Keep in dark place,Sealed in dry,Room Temperature
solubility: DMF: soluble(lit.)
pka: 3.42 · 3.42±0.10(Predicted)
form: solid
Water Solubility: Soluble in DMF and dichloromethane. Insoluble in water.
BRN: 1970939 · 1970939
InChI: 1S/C8H6BrNO4/c9-4-6-2-1-5(8(11)12)3-7(6)10(13)14/h1-3H,4H2,(H,11,12)
InChIKey: QMAHVAFURJBOFV-UHFFFAOYSA-N
SMILES: OC(=O)c1ccc(CBr)c(c1)[N+]([O-])=O
CAS DataBase Reference: 55715 · 55715-03-2(CAS DataBase Reference)

Safety & regulation

GHS classification

GHS Classification · 5 items

Danger

H314 (97.8%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]

P260, P264, P280, P301+P330+P331, P302+P361+P354, P304+P340, P305+P354+P338, P316, P321, P363, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 46 reports by companies from 3 notifications to the ECHA C&L Inventory.；Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.

Hazard information

Hazard Classes and CategoriesSkin Corr. 1B (97.8%)

Safety data

F: 19
PPE: Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges
wgk: 3
ridadr: UN 3261 8/PG 2
hs_code: 29163990
risk_code: 34
Signal word: Danger
Symbol(GHS): GHS05
hazard_code: C
safety_code: 26-36/37/39-45-25
hazard_class: 8
Storage Class: 8A - Combustible corrosive hazardous materials
packing_group: III
Hazard statements: H314

Chemistry & industry

Applications · 3 items

UsesPhotolabile Nbb handle employed in solid-phase peptide synthesis:

Uses4-Bromomethyl-3-nitrobenzoic acid is used as a reactant in the synthesis of 4-bromomethyl-3-nitrobenzoic acid succinimide ester, 4-((2-(hydroxymethyl)phenyl amino)methyl)-3-nitrobenzoic acid, 4-(2-hydroxyethylmercaptylmethyl)-3-nitrobenzoic acid. It is also used as a thiol photo-deprotection reagent, a starting material in the synthesis of 2H-indazole based library using parallel solution-phase methods.

General Description4-Bromomethyl-3-nitrobenzoic acid (BNBA) is a benzoic acid derivative. It has been synthesized by the nitration of 4-bromomethylbenzoic acid using fuming nitric acid. It participates in the synthesis of 3,4-dihydro-2(1H)-quinazolinones and 3,4-dihydro-1H-quinazolin-2-thiones.