Basic information
- Standard SMILES
Cc1cc(Cl)nc2ccccc12- InChIKey
PFEIMKNQOIFKSW-UHFFFAOYSA-N- Molecular formula
- C10H8ClN
- Average molar mass
- 177.63 g/mol
- Monoisotopic mass
- 177.03452694
Names & identifiers
- Preferred name
- 2-Chloro-4-methylquinoline
- IUPAC
- 2-chloro-4-methylquinoline
- English name
- 2-Chlorolepidine
- Molecular formula
- C10H8ClN
- Molecular weight
- 177.63
Names & synonyms
Show more names
Database identifiers
- CAS
634-47-9- PubChem CID
- 69449
- DTXSID
DTXSID00212808- UNII
- 2U5ATH9EJR
- EC Number
- 211-209-3
- Nikkaji
- J95.797F
Properties
Computed structural properties
- XLogP
- 3.5
- Topological polar surface area
- 12.9 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 1
- Rotatable bonds
- 0
- Heavy atoms
- 12
- Formal charge
- 0
- Complexity
- 160
Experimental & physicochemical properties
Physicochemical properties
- Melting point
- 55 · 55-58 °C(lit.)
- Boiling point
- 296 °C · 296 °C(lit.)
- Density
- 1.181 · 1.1810 (rough estimate)
- refractive index
- 1.6224 · 1.6224 (estimate)
- Flash point
- 296 °C · 296°C
- storage temp.
- Inert atmosphere,Room Temperature
- form
- powder to crystal
- pka
- 0.98 · 0.98±0.50(Predicted)
- color
- White to Almost white
- BRN
- 118333 · 118333
- InChI
- InChI=1S/C10H8ClN/c1-7-6-10(11)12-9-5-3-2-4-8(7)9/h2-6H,1H3
- InChIKey
- PFEIMKNQOIFKSW-UHFFFAOYSA-N
- SMILES
- N1C2C(=CC=CC=2)C(C)=CC=1Cl
- CAS DataBase Reference
- 634 · 634-47-9(CAS DataBase Reference)
- FDA UNII
- 2 U5ATH9EJR · 2U5ATH9EJR
- NIST Chemistry Reference
- 2 · Quinoline, 2-chloro-4-methyl-(634-47-9)
- UNSPSC Code
- 12352100 · 12352100
- NACRES
- 22 · NA.22
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 315 · H315-H319-H335
- Precautionary statements
- 261 · P261-P305+P351+P338
- Hazard Codes
- Xi
- Risk Statements
- 36 · 36/37/38
- Safety Statements
- 26 · 26-37/39-36-24/25
- WGK Germany
- 3 · 3
- HS Code
- 29334900 · 29334900
- Storage Class
- 13 · 13 - Non Combustible Solids
- Hazard Classifications
- 2 Skin · Eye Irrit. 2Skin Irrit. 2STOT SE 3
Safety & regulation
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 45 reports by companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Safety data
- wgk
- 3
- hs_code
- 29334900
- risk_code
- 36/37/38
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xi
- safety_code
- 26-37/39-36-24/25
- Storage Class
- 13 - Non Combustible Solids
- Hazard statements
- H315-H319-H335
- Hazard Classifications
- Eye Irrit. 2Skin Irrit. 2STOT SE 3
- Precautionary statements
- P261-P305+P351+P338
Chemistry & industry
Applications
Description4-Methyl-2-chloro-quinoline is an organic intermediate. It has been reported that it can be used to prepare graphite electrodes based on CrO-FeO-PbO and quinoline modified and a modified vermiculite adsorbent for the adsorption and removal of benzene in chemical wastewater.
Uses2-Chloro-4-methyl-quinoline is a useful synthetic intermediate. It is an intermediate used to synthesize 4-Methyl-2-(1-piperidinyl)-quinoline (M320715) which is a potent inhibitor of TRPC4 channels, responsible for various stimulation, muscle response due to interaction with the environment. 2-Chloro-4-methyl-quinoline is also considered as a cyanine dye.
Preparation methods
PreparationThe mixture of 2-hydroxy-4-methylquinoline and phosphorus oxychloride was heated to 80-85°C. After the solid was completely dissolved, the mixture was poured into ice water, the mixture was extracted with ether, and the ether extract was distilled out of ether. Afterwards, carry out vacuum distillation, collect 132-135 ℃ (0.4kPa) fraction, namely 2-chloro-4-methylquinoline. For further purification, petroleum ether (boiling point 40-50°C) can be used for recrystallization, and the yield is 86%-89%.
Upstream & downstream products
Upstream raw materials
Downstream products
Suppliers50 total
Related reactions
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