1-(2-Chloroethyl)naphthalene

Base Information

• Chemical Name: 1-(2-Chloroethyl)naphthalene
• CAS No.: 41332-02-9
• Molecular Formula: C12H11Cl
• Molecular Weight: 190.672
• Hs Code.: 2903999090
• DSSTox Substance ID: DTXSID80393467
• Nikkaji Number: J1.391.682I
• Wikidata: Q82192243
• Mol file: 41332-02-9.mol

Synonyms:1-(2-chloroethyl)naphthalene;41332-02-9;1-(1-Naphthyl)-2-Chloroethane;1-(2-Chloroethyl) Naphthalene;SCHEMBL1005003;COIBFCUQUWJKEN-UHFFFAOYSA-;DTXSID80393467;MFCD01321149;AKOS009158468;CS-W015860;AS-59403;FT-0672642;T70893;A873075;InChI=1/C12H11Cl/c13-9-8-11-6-3-5-10-4-1-2-7-12(10)11/h1-7H,8-9H2

Chemical Property of 1-(2-Chloroethyl)naphthalene

Chemical Property:

• Refractive Index: 1.6170-1.6210
• Boiling Point: 168 °C / 17mmHg
• Flash Point: 139oC
• PSA: 0.00000
• Density: 1,15 g/cm3
• LogP: 3.62110
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility.: Acetone, Dichloromethane, Ethyl Acetate, Methanol
• XLogP3: 4.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 2
• Exact Mass: 190.0549280
• Heavy Atom Count: 13
• Complexity: 155

Purity/Quality:

98% ^*data from raw suppliers

1-(1-Naphthyl)-2-chloroethane ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C=CC=C2CCCl
• Uses: 1-(1-Naphthyl)-2-chloroethane (cas# 41332-02-9) is a compound useful in organic synthesis.

Technology Process of 1-(2-Chloroethyl)naphthalene

There total 8 articles about 1-(2-Chloroethyl)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: 90.3%

2-naphthaleneethanol (773-99-9) → 2-α-naphthylethyl chloride (41332-02-9)

Guidance literature:

With pyridine; thionyl chloride; In diethyl ether; Heating;

DOI:10.1021/ja00383a029

Reference yield: 84.0%

Chloroiodomethane (593-71-5) + 1-naphthaldehyde (66-77-3) → 2-α-naphthylethyl chloride (41332-02-9)

Guidance literature:

Chloroiodomethane; 1-naphthaldehyde; With methyllithium lithium bromide; In tetrahydrofuran; at -78 ℃; for 0.75h; Inert atmosphere;

With hexylsilane; tris(pentafluorophenyl)borate; In dichloromethane; at 20 ℃; for 1h; chemoselective reaction; Inert atmosphere;

DOI:10.1021/acs.orglett.0c02831

Reference yield: 80.0%

naphth-1-yl acetic acid (86-87-3) → 2-α-naphthylethyl chloride (41332-02-9)

Guidance literature:

With gallium(III) trichloride; Hexamethyldisiloxane; copper dichloride; In 1,2-dichloro-ethane; at 20 ℃; for 3h; Sealed tube; Inert atmosphere;

DOI:10.1021/jo501912v

upstream raw materials:

2-naphthaleneethanol

1-Bromonaphthalene

naphthalen-1-yl-lithium

1-naphthylmagnesiumbromide

Downstream raw materials:

1-vinylnaphthalene

4-Methyl-1-<2-(1'-naphthyl)-aethyl>-cyclohexanol

1-ethynylnaphthalene

1-ethylnapthelene

Refernces

• 1、 Yang, Yi,Cai, Junjie,Luo, Gen,Tong, Xia,Su, Yumei,Jiang, Yan,Liu, Yingle,Zheng, Yubin,Zeng, Jijiao,Li, Chaolin. "Selective activation of 1,2-dichloroethane for access to β-chloroethylarenes enabled by nickel-catalyzed suzuki-type couplings". supporting information. p. 1130 - 1134. Retrieved 2019/03/26.
• 2、 Hanekamp, Jaap C.,Klusener, Peter A. A.. "A Practical Large-scale Synthesis of (1-Naphthyl)acetylene". . p. 2677 - 2682. Retrieved 2007/10/02.