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2-Amino-6-chlorobenzoic acid

HCID 75071
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Basic information

CAS
2148-56-3
Standard SMILES
Nc1cccc(Cl)c1C(=O)O
InChIKey
SZCPTRGBOVXVCA-UHFFFAOYSA-N
Molecular formula
C7H6ClNO2
Average molar mass
171.58 g/mol
Monoisotopic mass
171.00870611

Names & identifiers

Preferred name
2-Amino-6-chlorobenzoic acid
IUPAC
2-amino-6-chlorobenzoic acid
English name
2-Amino-6-chlorobenzoic acid
Molecular formula
C7H6ClNO2
Molecular weight
171.58

Names & synonyms

2-Amino-6-chlorobenzoic acid2148-56-3DTXSID401757616CABA cpdRefChem:85309DTXCID1098252218-416-86-Chloroanthranilic acidMFCD00051530Benzoic acid, 2-amino-6-chloro-2-amino-6-chloro-benzoic acid6-Chloranthranilsaure
Show more names
LAQU-001RARECHEM AL BO 1514TIMTEC-BB SBB0017352-Amino-6-chlorobenz6-chloro-2-aMino acidAMino-6-chlorobenzoic acid6-AMINO-2-CHLOROBENZOC ACID2-choro-6-Aminobenzoic Acid2 mino-6-chlorobenzoic acid
NSC171896-chloro anthranilic acid2Amino-6-chlorobenzoic acidSCHEMBL1474372-amino-6-chloro benzoic acidorb2939778SCHEMBL1803965CS-D1462

Database identifiers

CAS
2148-56-3
PubChem CID
75071
DTXSID
DTXSID40175761
EC Number
218-416-8
Nikkaji
J80.401K

Properties

Computed structural properties

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

Physicochemical properties

Melting point
158 · 158-160 °C (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
pka
0.97 · 0.97±0.10(Predicted)
form
Crystalline Powder
color
Light yellow to beige
Water Solubility
Very soluble in water. Soluble in methanol.
BRN
2804041 · 2804041
Major Application
peptide synthesis
InChI
InChI=1S/C7H6ClNO2/c8-4-2-1-3-5(9)6(4)7(10)11/h1-3H,9H2,(H,10,11)
InChIKey
SZCPTRGBOVXVCA-UHFFFAOYSA-N
SMILES
C(O)(=O)C1=C(Cl)C=CC=C1N
CAS DataBase Reference
2148 · 2148-56-3(CAS DataBase Reference)

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 · 4 items

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 54 reports by companies from 9 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Regulatory InformationStatus: Active Update: 30-05-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/26144
Hazard Classes and CategoriesSkin Irrit. 2 (100%)

Safety data

PPE
dust mask type N95 (US), Eyeshields, Gloves
wgk
3
hs_code
29224999
risk_code
36/37/38
Signal word
Warning
Symbol(GHS)
GHS07
hazard_code
Xi
hazard_note
Irritant
safety_code
26-36-37/39
Storage Class
11 - Combustible Solids
target organs
Respiratory system
Hazard statements
H315-H319-H335
REACH Registrations

Chemistry & industry

Applications

Uses2-Amino-6-chlorobenzoic acid is used as intermediate for medicine.

Preparation methods · 1 item

PreparationA, in the reaction vessel being provided with agitator, thermometer, reflux condenser, Dropping funnel, add cerium chloride 0.16mol, 4-hydroxy 3-methoxybenzene ethanol solution 0.19mol, Klorvess Liquid 400-500ml, control mixing speed and exist 160-190rpm, rising solution temperature, to 60-65°C, is slowly added to 2-chloro-6-nitrobenzoyl acid solution 0.13mol, sulfurous acid Hydrogen potassium solution 200ml, raises mixing speed to 260-310rpm, back flow reaction 5-7h;B, reduction solution temperature, to 15-19°C, separate out solid, filter, and add diammonium hydrogen citrate solution 150-in filtrate 180ml, concentrating under reduced pressure, separate out solid, filter, dehydrant is dehydrated, brine, and pyridine solution washs, ethyl acetate solution Middle recrystallization, obtains crystal 2-amino-6-chlorobenzoic acid (C7H6ClNO2).

Upstream & downstream products

Upstream raw materials

2-Chloro-6-nitrobenzoic acid2-Amino-6-chlorobenzonitrile

Downstream products

QUINMERAC5-Chloro-2-methylquinazolin-4(3H)-one6-Amino-3-bromo-2-chlorobenzoic acid

Related reactions

137 records
New reaction record
HRID 3101 reaction equation
HRID 3101As reactantuspto-grants-1998_03
HRID 59284 reaction equation
HRID 59284As reactantuspto-grants-2016_09
HRID 97844 reaction equation
HRID 97844As reactantTraining data from https://doi.org/10.1039/C8SC04228D (2/10)
HRID 98713 reaction equation
HRID 98713As reactantTraining data from https://doi.org/10.1039/C8SC04228D (2/10)
HRID 119499 reaction equation
HRID 119499As reactantTraining data from https://doi.org/10.1039/C8SC04228D (2/10)
HRID 166681 reaction equation
HRID 166681As reactantTraining data from https://doi.org/10.1039/C8SC04228D (9/10)
HRID 221310 reaction equation
HRID 221310As reactantuspto-grants-2012_06
HRID 227554 reaction equation
HRID 227554As reactantuspto-grants-2009_07
Page 1 of 18

Compound notes

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NIST Chemistry Reference
2 · 2-Amino-6-chlorobenzoic acid(2148-56-3)
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-P264-P271-P280-P302+P352-P305+P351+P338
target organs
Respiratory system
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
Hazard Note
Irritant
HS Code
29224999 · 29224999
Storage Class
11 · 11 - Combustible Solids
Hazard Classifications
2 Skin · Eye Irrit. 2Skin Irrit. 2STOT SE 3
REACH Registrations
Active
Active
Hazard Classifications
Eye Irrit. 2Skin Irrit. 2STOT SE 3
Precautionary statements
P261-P264-P271-P280-P302+P352-P305+P351+P338