2-Chloro-6-methylaniline
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Basic information
- CAS
87-63-8- Standard SMILES
Cc1cccc(Cl)c1N- InChIKey
WFNLHDJJZSJARK-UHFFFAOYSA-N- Molecular formula
- C7H8ClN
- Average molar mass
- 141.6 g/mol
- Monoisotopic mass
- 141.03452694
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 propertiesFilling in
- XLogP
- 2.2
- Topological polar surface area
- 26 Ų
- 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
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
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
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
Chemistry & industry
Uses & manufacturing
General Manufacturing InformationBenzenamine, 2-chloro-6-methyl-: ACTIVE
Applications
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
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.
Upstream & downstream products
Upstream raw materials
Downstream products
Related reactions
51 records
Compound notes
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