CAS 13280-60-9 5-Amino-2-nitrobenzoic acid (HCID 83298)

Names & identifiers

Preferred name: 5-Amino-2-nitrobenzoic acid
IUPAC: 5-amino-2-nitrobenzoic acid
English name: 5-Amino-2-nitrobenzoic acid
Molecular formula: C7H6N2O4
Molecular weight: 182.13

Names & synonyms

5-Amino-2-nitrobenzoic acid13280-60-9Benzoic acid, 5-amino-2-nitro-AI3-52550NSC-74455XF6GS4UH6BDTXSID40157805RefChem:101942DTXCID0080296236-283-42-Nitro-5-aminobenzoic acidMFCD00035748

Show more names

ANBATIMTEC-BB SBB008583(Purified) [for gamma-GT]5-Amino-2-nitrobenzoicaci3-AMINO-6-NITROBENZOIC ACID

5-amino-2-nitro-benzoic acidNSC 744553-Carboxy-4-nitroaniline5-Amino-2-nitrobenzoicacidNSC74455EINECS 236-283-46-Nitro-m-anthranilic acid5-amino-2-nitrobenzoic-acid

Database identifiers

CAS: 13280-60-9
PubChem CID: 83298
DTXSID: DTXSID40157805
UNII: XF6GS4UH6B
EC Number: 236-283-4
Nikkaji: J81.587J

Properties

Computed structural properties

XLogP: 0.8
Topological polar surface area: 109 Å²
Hydrogen bond donors: 2
Hydrogen bond acceptors: 5
Rotatable bonds: 1
Heavy atoms: 13
Formal charge: 0
Complexity: 225

Physicochemical properties

Melting point: 236 · 236-238 °C (lit.)
Boiling point: 481.3 · 481.3±35.0 °C(Predicted)
Density: 1.568 · 1.568±0.06 g/cm3(Predicted)
vapor pressure: 0 · 0-0Pa at 20-50℃
storage temp.: Keep in dark place,Inert atmosphere,Room temperature
solubility: DMSO, Methanol
pka: 2.28 · 2.28±0.25(Predicted)
form: Solid
color: Yellow-Brown
Water Solubility: Insoluble
BRN: 2107512 · 2107512
Major Application: peptide synthesis
InChI: 1S/C7H6N2O4/c8-4-1-2-6(9(12)13)5(3-4)7(10)11/h1-3H,8H2,(H,10,11)
InChIKey: KZZWQCKYLNIOBT-UHFFFAOYSA-N
SMILES: Nc1ccc(c(c1)C(O)=O)[N+]([O-])=O
LogP: -1.48 at · -1.48 at pH7
Surface tension: 70.53 mN/m · 70.53mN/m at 1g/L and 20℃
CAS DataBase Reference: 13280 · 13280-60-9(CAS DataBase Reference)
FDA UNII: 6 GS4UH6B · XF6GS4UH6B
UNSPSC Code: 12352106 · 12352106
NACRES: 22 · NA.22
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 335 · H335-H315-H319
Precautionary statements: 261 · P261-P280a-P304+P340-P305+P351+P338-P405-P501a-P264-P280-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313
PPE: 95 · Eyeshields, Gloves, type N95 (US)
Hazard Codes: Xn
Risk Statements: 36 · 36/37/38-22-20/21/22
Safety Statements: 26 · 26-36/37/39-37/39-36
WGK Germany: 3 · 3
HS Code: 29224999 · 29224999
Storage Class: 5.1 B · 5.1B - Oxidizing hazardous materials
Hazard Classifications: 2 · Ox. Sol. 2
REACH Registrations: Active

Safety & regulation

Safety data

PPE: Eyeshields, Gloves, type N95 (US)
wgk: 3
hs_code: 29224999
risk_code: 36/37/38-22-20/21/22
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xn
safety_code: 26-36/37/39-37/39-36
Storage Class: 5.1B - Oxidizing hazardous materials
Hazard statements: H335-H315-H319
REACH Registrations: Active
Hazard Classifications: Ox. Sol. 2
Precautionary statements: P261-P280a-P304+P340-P305+P351+P338-P405-P501a-P264-P280-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313

Chemistry & industry

Applications · 3 items

Description5-Amino-2-nitrobenzoic acid is a reagent used in preparation of polymer-bound diazonium salts and insulin receptor tyrosine kinase activator. It is also used in 2-component dendritic chain reactions and activation of hydrophobic dendrimers.

Uses5-Amino-2-nitrobenzoic acid can be used as a standard for the determination of γ-GT activity using 5-amino-2-nitrobenzoic acid as a standard. 5-Amino-2-nitrobenzoic acid (ANB) can also be used for spectroscopic studies by determining the FTIR and FT-Raman spectra of ANB in the 400-4000 cm-1 range and calculating the theoretically constructed spectra in good agreement with the experimental spectra.

UsesReactant for:Two-component dendritic chain reactionsEnzymic activation of hydrophobic self-immolative dendrimersPreparation of insulin receptor tyrosine kinase activatorPreparation of polymer-bound diazonium salts using Merrifield resin-bound piperazine