4-Amino-2-chlorobenzoic acid
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Basic information
- CAS
2457-76-3- Standard SMILES
Nc1ccc(C(=O)O)c(Cl)c1- InChIKey
MBDUKNCPOPMRJQ-UHFFFAOYSA-N- Molecular formula
- C7H6ClNO2
- Average molar mass
- 171.58 g/mol
- Monoisotopic mass
- 171.00870611
Overview
4-amino-2-chlorobenzoic acid is 4-Aminobenzoic acid in which one of the hydrogens ortho- to the carboxylic acid group is substituted by chlorine. It is an aminobenzoic acid and a member of monochlorobenzenes.
Names & identifiers
- Preferred name
- 4-Amino-2-chlorobenzoic acid
- IUPAC
- 4-amino-2-chlorobenzoic acid
- English name
- 4-Amino-2-chlorobenzoic acid
- Molecular formula
- C7H6ClNO2
- Molecular weight
- 171.58
Names & synonyms
4-AMINO-2-CHLOROBENZOIC ACID2457-76-32-Chloro-4-aminobenzoic acidBenzoic acid, 4-amino-2-chloro-o-Chloro-p-aminobenzoic acid2-Chloro-p-aminobenzoic acidY3S6924IA6NSC-33944NSC-53160NSC-64328DTXSID9062431CHEBI:59472
Show more names
usafnb-1BUTTPARK 44\09-94RARECHEM AL BO 1298RARECHEM AL BO 0877TIMTEC-BB SBB008581Procaine Impurity 82-chloro-4-AMino acid4-Amino-2-chlorobenzoic4-CARBOXY-3-CHLOROANILINE
2-chloro-GABARefChem:97694DTXCID8037099219-540-54-amino-2-chloro-benzoic acidUSAF NB-1MFCD00007772NSC33944
Database identifiers
- CAS
2457-76-3- PubChem CID
- 17154
- DTXSID
DTXSID9062431- ChEMBL
CHEMBL3278354- ChEBI
CHEBI:59472- UNII
- Y3S6924IA6
- EC Number
- 219-540-5
- Nikkaji
- J1.811B
Properties
Computed structural propertiesFilling in
- XLogP
- 1.5
- Topological polar surface area
- 63.3 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 1
- Heavy atoms
- 11
- Formal charge
- 0
- Complexity
- 163
Experimental & physicochemical properties
LogP1.33
Physicochemical properties
- Melting point
- 211 °C · 211 °C (dec.) (lit.)
- Boiling point
- 250 °C · 250°C (rough estimate)
- Density
- 1.3246 · 1.3246 (rough estimate)
- refractive index
- 1.556 · 1.5560 (estimate)
- storage temp.
- Keep in dark place,Inert atmosphere,Room temperature
- solubility
- DMSO (Slightly), Methanol (Slightly)
- form
- Powder
- pka
- 3.81 · 3.81±0.25(Predicted)
- color
- Beige to light brown
- BRN
- 2803668 · 2803668
- Major Application
- peptide synthesis
- InChI
- InChI=1S/C7H6ClNO2/c8-6-3-4(9)1-2-5(6)7(10)11/h1-3H,9H2,(H,10,11)
- InChIKey
- MBDUKNCPOPMRJQ-UHFFFAOYSA-N
- SMILES
- C(O)(=O)C1=CC=C(N)C=C1Cl
- CAS DataBase Reference
- 2457 · 2457-76-3(CAS DataBase Reference)
- EWG's Food Scores
- 1 · 1
- FDA UNII
- 3 S6924IA6 · Y3S6924IA6
- NIST Chemistry Reference
- 4 · Benzoic acid, 4-amino-2-chloro-(2457-76-3)
- EPA Substance Registry System
- 4 · Benzoic acid, 4-amino-2-chloro- (2457-76-3)
- UNSPSC Code
- 12352106 · 12352106
- NACRES
- 22 · NA.22
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 315 · H315-H319-H335
- 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 · dust mask type N95 (US), Eyeshields, Gloves
- Hazard Codes
- Xi
- Risk Statements
- 36 · 36/37/38
- Safety Statements
- 26 · 26-36-37/39
- WGK Germany
- 3 · 3
- RTECS
- 1575000 · DG1575000
- TSCA
- TSCA listed
- HazardClass
- IRRITANT
- HS Code
- 29224995 · 29224995
- Storage Class
- 11 · 11 - Combustible Solids
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Warning
H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
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 (click each P-code to see the statement)
Aggregated GHS information provided per 48 reports by companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Hazard Classes and CategoriesSkin Irrit. 2 (100%)
Safety data
- PPE
- dust mask type N95 (US), Eyeshields, Gloves
- wgk
- 3
- tsca
- TSCA listed
- rtecs
- DG1575000
- hs_code
- 29224995
- risk_code
- 36/37/38
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xi
- safety_code
- 26-36-37/39
- hazard_class
- IRRITANT
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H315-H319-H335
- 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
Uses & manufacturing
General Manufacturing InformationBenzoic acid, 4-amino-2-chloro-: INACTIVE
Applications
Uses4-Amino-2-chlorobenzoic acid is the principal metabolite of 2-Chloroprocaine, a compound that is widely used for epidural analgesia in obstetrics.
Upstream & downstream products
Upstream raw materials
Downstream products
Additional notes
DefinitionChEBI: 4-Aminobenzoic acid in which one of the hydrogens ortho- to the carboxylic acid group is substituted by chlorine.
Related reactions
52 records
Compound notes
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