N-(2-Chloroethyl)benzamide

Base Information

• Chemical Name: N-(2-Chloroethyl)benzamide
• CAS No.: 26385-07-9
• Molecular Formula: C9H10ClNO
• Molecular Weight: 183.637
• Hs Code.: 2924299090
• European Community (EC) Number: 247-641-4
• NSC Number: 520281
• UNII: CJW6HN933G
• DSSTox Substance ID: DTXSID70180984
• Nikkaji Number: J236.142F
• Wikidata: Q72449991
• Mol file: 26385-07-9.mol

Synonyms:N-(2-Chloroethyl)benzamide;26385-07-9;Benzamide, N-(2-chloroethyl)-;CJW6HN933G;EINECS 247-641-4;NSC-520281;NSC520281;UNII-CJW6HN933G;SCHEMBL1491933;2-(benzoylamino)-ethyl chloride;FYQJUYCGPLFWQR-UHFFFAOYSA-;DTXSID70180984;BBA38507;MFCD00000964;AKOS000366009;NSC 520281;BB 0218106;CS-0117057;FT-0629120;FT-0629121;1D-126;J-640260;J-800259;F0133-0020

Chemical Property of N-(2-Chloroethyl)benzamide

Chemical Property:

• Appearance/Colour: off-white to beige crystalline powder and chunks
• Vapor Pressure: 1.47E-05mmHg at 25°C
• Melting Point: 103-106 °C(lit.)
• Refractive Index: 1.538
• Boiling Point: 366.4 °C at 760 mmHg
• PKA: 13.90±0.46(Predicted)
• Flash Point: 175.4 °C
• PSA: 29.10000
• Density: 1.164 g/cm³
• LogP: 2.04610
• Storage Temp.: Room temperature.
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 183.0450916
• Heavy Atom Count: 12
• Complexity: 144

Purity/Quality:

99%, ^*data from raw suppliers

N-(2-Chloroethyl)benzamide ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C(=O)NCCCl

Technology Process of N-(2-Chloroethyl)benzamide

There total 31 articles about N-(2-Chloroethyl)benzamide 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: 92.0%

2-chloroethanamine hydrochloride (870-24-6) + benzoyl chloride (98-88-4) → N-(2-chloro-ethyl)-benzamide (26385-07-9)

Guidance literature:

With triethylamine; In dichloromethane; for 4h; Inert atmosphere;

DOI:10.1016/j.tet.2016.08.040

Reference yield: 89.0%

benzoyl chloride (98-88-4) + chloroethylamine (689-98-5) → N-(2-chloro-ethyl)-benzamide (26385-07-9)

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 20 ℃; for 6h; Inert atmosphere; Schlenk technique;

DOI:10.1021/acs.orglett.9b01257

Reference yield: 63.0%

N-(2-hydroxyethyl)-benzamide (18838-10-3) → N-(2-chloro-ethyl)-benzamide (26385-07-9)

Guidance literature:

With oxalyl dichloride; dichlorotriphenyl-λ⁴-phosphane; In chloroform; at 20 ℃; for 7h;

DOI:10.1021/jo201085r

upstream raw materials:

ethyleneimine

benzoyl chloride

phosgene

N-(2-hydroxyethyl)-benzamide

Downstream raw materials:

N-(2-chloroethyl)-benzimido chloride

monoethanolamine benzoate

N-(2-methylthioethyl)benzamide

N-Benzoyl-trans-1-phenyl-amin (1-Phenyl-4-benzoylamino-buten-(1t))

Refernces

• 1、 Chen, Ting-Ting,Wang, Ai-E,Huang, Pei-Qiang. "Chemoselective Synthesis of α-Amino-α-cyanophosphonates by Reductive Gem-Cyanation-Phosphonylation of Secondary Amides". supporting information. p. 3808 - 3812. Retrieved 2019/05/24.
• 2、 -. "METHOD OF CONVERTING ALCOHOL TO HALIDE". Page/Page column 51; 172; 175. . Retrieved 2017/01/02.