2-Chloro-6-methylaniline (HCID 6897)

Names & identifiers

Preferred name: 2-Chloro-6-methylaniline
IUPAC: 2-chloro-6-methylaniline
English name: 2-Chloro-6-methylaniline
Molecular formula: C7H8ClN
Molecular weight: 141.6

Names & synonyms

2-Chloro-6-methylaniline6-Chloro-o-toluidine2-Amino-3-chlorotoluene6-CHLORO-2-METHYLANILINEBenzenamine, 2-chloro-6-methyl-2-Methyl-6-chloroaniline3-Chloro-2-aminotoluene6-Chloro-2-toluidine2-CHLORO-6-METHYL-ANILINEo-Toluidine, 6-chloro-6-Chloro-o-toluidine (NH2=1)EINECS 201-759-2

Show more names

6COToro-6-methyLTIMTEC-BB SBB0041536-chloro-o-toluidin2-Chloro-6-methylani6-ChIoro-o-toluidine

UNII-76F11RQ7TBNSC 60121BRN 0774624Benzenamine, 6-chloro-2-methyl-NSC-601212-chloro-6-methylbenzenamine(2-Chloro-6-methylphenyl)amineDTXSID8058956

Database identifiers

CAS: 87-63-8
PubChem CID: 6897
DTXSID: DTXSID8058956
UNII: 76F11RQ7TB
EC Number: 201-759-2
Nikkaji: J3.539D

Properties

Computed structural properties

XLogP: 2.2
Topological polar surface area: 26 Å²
Hydrogen bond donors: 1
Hydrogen bond acceptors: 1
Rotatable bonds: 0
Heavy atoms: 9
Formal charge: 0
Complexity: 94.9

Experimental & physicochemical properties

SpringerMaterials PropertiesOptical coefficient

Physicochemical properties

Melting point: 10 · 10-12 °C(lit.)
Boiling point: 215 °C · 215 °C(lit.)
Density: 1.152 g/mL · 1.152 g/mL at 25 °C(lit.)
refractive index: 20 · n20/D 1.576(lit.)
Flash point: 210 °F · 210 °F
storage temp.: Keep in dark place,Sealed in dry,Room Temperature
solubility: Chloroform (Slightly), Ethyl Acetate (Slightly)
form: Oil
pka: 2.51 · 2.51±0.10(Predicted)
color: Clear Colourless to Pale Purple
Water Solubility: Immiscible
BRN: 774624 · 774624
InChIKey: WFNLHDJJZSJARK-UHFFFAOYSA-N
CAS DataBase Reference: 87 · 87-63-8(CAS DataBase Reference)
EWG's Food Scores: 1 · 1
FDA UNII: 76 F11RQ7TB · 76F11RQ7TB
NIST Chemistry Reference: 2 · Benzenamine, 2-chloro-6-methyl-(87-63-8)
EPA Substance Registry System: 6 · 6-Chloro-2-methylaniline (87-63-8)
Symbol(GHS): 6 · GHS06,GHS08,GHS09
Signal word: Danger
Hazard statements: 301 · H301+H311+H331-H341-H373-H410
Precautionary statements: 201 · P201-P273-P280-P301+P310+P330-P302+P352+P312-P304+P340+P311
Hazard Codes: Xi,Xn
Risk Statements: 36 · 36/37/38-20/21/22
Safety Statements: 26 · 26-36-36/37/39
RIDADR: 3429 · UN 3429 6.1/PG 3
WGK Germany: 3 · 3
RTECS: 5100000 · XU5100000
TSCA: TSCA listed
HazardClass: 6.1 · 6.1
PackingGroup: III
HS Code: 29214300 · 29214300
REACH Registrations: Active
Limited Quantities: 5 L · 5.0 L (1.3 gallons) (liquid) or 5.0 kg (11 lbs) (solid)
Excepted Quantities: Max Inner Pack (30g or 30ml) and Max Outer Pack (1Kg or 1L)

Safety & regulation

GHS classification

GHS Classification · 4 items

Danger

H301 (16%): Toxic if swallowed [Danger Acute toxicity, oral]

P203, P260, P261, P262, P264, P264+P265, P270, P271, P280, P301+P316, P302+P352, P304+P340, P305+P351+P338, P316, P317, P318, P319, P321, P330, P332+P317, P337+P317, P361+P364, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 50 reports by companies from 10 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Regulatory Information · 2 items

S - indicates a substance that is identified in a final Significant New Use Rule.

Status: Active Update: 09-11-2017 https://echa.europa.eu/registration-dossier/-/registered-dossier/21012

Hazard Classes and CategoriesAcute Tox. 3 (16%)

Safety data

wgk: 3
tsca: TSCA listed
rtecs: XU5100000
ridadr: UN 3429 6.1/PG 3
hs_code: 29214300
risk_code: 36/37/38-20/21/22
Signal word: Danger
Symbol(GHS): GHS06,GHS08,GHS09
hazard_code: Xi,Xn
safety_code: 26-36-36/37/39
hazard_class: 6.1
packing_group: III
Hazard statements: H301+H311+H331-H341-H373-H410
Limited Quantities: 5.0 L (1.3 gallons) (liquid) or 5.0 kg (11 lbs) (solid)
Excepted Quantities: Max Inner Pack (30g or 30ml) and Max Outer Pack (1Kg or 1L)
REACH Registrations: Active
Precautionary statements: P201-P273-P280-P301+P310+P330-P302+P352+P312-P304+P340+P311

Chemistry & industry

Uses & manufacturing

General Manufacturing InformationBenzenamine, 2-chloro-6-methyl-: ACTIVE

Applications · 2 items

Description2-chloro-6-methylaniline is an important organic synthesis intermediate widely applied to chemical pharmacy, pesticides, and organic synthesis. In the aspects of chemical pharmacy and pesticides, 2-chloro-6-methylaniline can be used as a reaction starting material to participate in the preparation processes of tyrosine kinase inhibitors dasatinib, indazole derivatives with anti-breast cancer activity, 2-methyl-6-chlorophenyl sulfonylurea derivatives with bacteriostatic activity and the like; in the aspect of organic synthesis, 2-chloro-6-methylaniline can introduce chemical groups such as hydrazine, nitro, cyano, halogen (F, Cl, Br), and the like into an aromatic ring through diazotization reaction, thereby participating in wide chemical reactions.

Uses2-Chloro-6-methylaniline is a substituted aniline used in the preparation of various pharmaceutical compounds. 2-Chloro-6-methylaniline showed inhibition of the polymerization of vinyl acetate.

Preparation methods · 1 item

PreparationA preparation method of 2-chloro-6-methylaniline takes 3-chloro-5-methyl-4-nitroaniline as a starting material, water as a solvent, and sulfuric acid as a reactant. Eliminates amino groups through diazotization reaction, reduces by hypophosphorous acid to obtain an intermediate, and finally takes iron powder as reducing nitro groups to prepare the 2-chloro-6-methylaniline through a one-pot reaction.