1-Chloro-3-methylnaphthalene

Base Information

• Chemical Name: 1-Chloro-3-methylnaphthalene
• CAS No.: 132277-09-9
• Molecular Formula: C11H9Cl
• Molecular Weight: 176.645
• Hs Code.: 2903999090
• DSSTox Substance ID: DTXSID00563660
• Nikkaji Number: J763.222C
• Mol file: 132277-09-9.mol

Synonyms:1-chloro-3-methylnaphthalene;132277-09-9;Naphthalene, 1-chloro-3-methyl-;1-CHLORO-3-METHYL-NAPHTHALENE;SCHEMBL806446;DTXSID00563660;FVWGPYXKBKTNEC-UHFFFAOYSA-N;AKOS006289603;F90239

Chemical Property of 1-Chloro-3-methylnaphthalene

Chemical Property:

• Vapor Pressure: 0.00552mmHg at 25°C
• Boiling Point: 283.1oC at 760 mmHg
• Flash Point: 126.4oC
• PSA: 0.00000
• Density: 1.163g/cm3
• LogP: 3.80160
• XLogP3: 4.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 176.0392780
• Heavy Atom Count: 12
• Complexity: 155

Purity/Quality:

98%min ^*data from raw suppliers

1-Chloro-3-methylnaphthalene 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC2=CC=CC=C2C(=C1)Cl

Technology Process of 1-Chloro-3-methylnaphthalene

There total 6 articles about 1-Chloro-3-methylnaphthalene which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 95.0%

2-methyl-1-phenyl-2-propene (3290-53-7) → 1-chloro-3-methylnaphthalene (132277-09-9)

Guidance literature:

With Bromotrichloromethane; iron; In ethanol; at 20 ℃; for 2h; Irradiation;

DOI:10.1002/adsc.202001249

Reference yield: 77.0%

2,2-Dichloro-1-methylcyclopropyl(phenyl)methanol (132276-99-4) → 1-chloro-3-methylnaphthalene (132277-09-9)

Guidance literature:

With trifluoroacetic acid; Ambient temperature;

DOI:10.1016/S0040-4039(00)97197-1

Reference yield: 62.0%

erythro-2,2-dichloro-1-methylcyclopropyl(phenyl)methanol → 1-chloro-3-methylnaphthalene (132277-09-9)

Guidance literature:

With boron trifluoride diethyl etherate;

DOI:10.1021/jo047751u

upstream raw materials:

4-chloro-2-methyl-[1]naphthylamine

2,2-Dichloro-1-methylcyclopropyl(phenyl)methanol

2-methyl-1-phenyl-2-propene

Downstream raw materials:

1,3-dimethylnaphthalene

3-methyl-1-phenylnaphthalene

Methyl-2-(cyclohexenyl-1')-4-naphthalin

Refernces

• 1、 Moriguchi, Kento,Kono, Taro,Seko, Shinzo,Tanabe, Yoo. "Gram-Scale Robust Synthesis of 1-Chloro-2,3-dimethyl-4-phenylnaphthalene: A Promising Scaffold with Three Contiguous Reaction Positions". . p. 3811 - 3817. Retrieved 2020/10/21.
• 2、 Seko, Shinzo,Tanabe, Yoo,Suzukamo, Gohfu. "A novel synthesis of α- and β-halonaphthalenes via regioselective ring cleavage of aryl(gem-dihalocyclopropyl)methanols and its application to total synthesis of lignan lactones, justicidin e and taiwanin c". . p. 6883 - 6886. Retrieved 2007/10/02.