2-(Chloromethyl)naphthalene

Base Information

• Chemical Name: 2-(Chloromethyl)naphthalene
• CAS No.: 2506-41-4
• Molecular Formula: C11H9Cl
• Molecular Weight: 176.645
• European Community (EC) Number: 219-713-5
• NSC Number: 408896
• UNII: XMM44Z9B62
• DSSTox Substance ID: DTXSID30179753
• Nikkaji Number: J149.363I
• Wikidata: Q83050276
• Mol file: 2506-41-4.mol

Synonyms:2-(Chloromethyl)naphthalene;2506-41-4;2-Chloromethylnaphthalene;Naphthalene, 2-(chloromethyl)-;3-chloro-methylnaphthalene;2-(chloromethyl)-naphthalene;XMM44Z9B62;EINECS 219-713-5;NSC 408896;NSC-408896;NSC408896;C(Cl)c1ccc2ccccc2c1;beta-chloromethylnapthalene;2-chloromethyl naphthalene;2-chloromethyl-naphthalene;beta-chloromethylnaphthalene;UNII-XMM44Z9B62;2-(chloromethyl) naphthalene;SCHEMBL905392;naphthalen-2-ylmethyl chloride;DTXSID30179753;MFCD00046488;2-Phenyl-2-(2-Piperidine)Acetamide;AKOS000261866;2-(Chloromethyl)naphthalene, >=97.0%;BS-16256;FT-0634332;W-107265;F3395-0168

Chemical Property of 2-(Chloromethyl)naphthalene

Chemical Property:

• Vapor Pressure: 0.0023mmHg at 25°C
• Melting Point: 45 °C
• Refractive Index: 1.63
• Boiling Point: 298.049 °C at 760 mmHg
• Flash Point: 129.857 °C
• PSA: 0.00000
• Density: 1.168 g/cm³
• LogP: 3.57860
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 176.0392780
• Heavy Atom Count: 12
• Complexity: 144

Purity/Quality:

98%,99%, ^*data from raw suppliers

2-(Chloromethyl)naphthalene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi, C
• Hazard Codes: Xi,C
• Statements: 21/22-34
• Safety Statements: 20-26-36/37/39-45-60

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C=C(C=CC2=C1)CCl

Technology Process of 2-(Chloromethyl)naphthalene

There total 23 articles about 2-(Chloromethyl)naphthalene 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: 97.0%

2-Naphthalenemethanol (1592-38-7) → 1-chloromethylnaphthalene (2506-41-4)

Guidance literature:

With Amberlite IRA 93 (PCl₅ form); In hexane; for 2h; Heating;

DOI:10.1055/s-1983-30314

Reference yield: 92.0%

β-naphthaldehyde (66-99-9) → 1-chloromethylnaphthalene (2506-41-4)

Guidance literature:

With indium(III) hydroxide; dimethylmonochlorosilane; In chloroform; at 20 ℃; for 2.5h;

DOI:10.1021/ja0283246

Reference yield: 91.0%

2-(dimethoxymethyl)naphthalene (77196-31-7) → 1-chloromethylnaphthalene (2506-41-4)

Guidance literature:

With triethylsilane; acetyl chloride; tin(ll) chloride; In dichloromethane; at 0 ℃; for 5h;

DOI:10.1246/bcsj.64.1410

upstream raw materials:

N-chloro-succinimide

2-Methylnaphthalene

2-Naphthalenemethanol

naphthalene

Downstream raw materials:

1-(β-naphthylmethyl)piperazine

1,4-bis-[2]naphthylmethyl-piperazine

2-naphthyl-2-ylmethyl-bis(2-chloroethyl)amine hydrochloride

3,5-dichloro-2-[2]naphthylmethoxy-benzoic acid

Refernces

• 1、 Li, Jingjing,Lian, Pengcheng,Long, Wenhao,Wan, Xiaobing,Zheng, Yonggao. "Visible-Light-Induced Vicinal Dichlorination of Alkenes through LMCT Excitation of CuCl2". supporting information. p. 23603 - 23608. Retrieved 2020/10/29.
• 2、 Chen, Jia,Lin, Jin-Hong,Xiao, Ji-Chang. "Halogenation through Deoxygenation of Alcohols and Aldehydes". supporting information. p. 3061 - 3064. Retrieved 2018/05/28.