4-Ethylbenzoyl chloride

Base Information

• Chemical Name: 4-Ethylbenzoyl chloride
• CAS No.: 16331-45-6
• Molecular Formula: C9H9ClO
• Molecular Weight: 168.623
• Hs Code.: 29163900
• European Community (EC) Number: 240-404-6
• DSSTox Substance ID: DTXSID80167564
• Nikkaji Number: J202.622H
• Wikidata: Q72472891
• Mol file: 16331-45-6.mol

Synonyms:4-Ethylbenzoyl chloride;16331-45-6;Benzoyl chloride, 4-ethyl-;4-ethylbenzoylchloride;p-ethylbenzoyl chloride;4-ethylbenzene-1-carbonyl chloride;4-ethyl benzoyl chloride;EINECS 240-404-6;4-EthYl-Benzoyl Chloride;4-ethylbenzoic acid chloride;MFCD00000697;4-ethyl benzoyl choride;SCHEMBL526436;Cloruro de benzoilo, 4-etil-;4-Ethylbenzoyl chloride, 97%;DTXSID80167564;4-ethyl-1-benzenecarbonyl chloride;AKOS004908205;AS-31045;FT-0618407;W-107956;F0001-0589

Chemical Property of 4-Ethylbenzoyl chloride

Chemical Property:

• Appearance/Colour: clear light yellow to yellow liquid
• Vapor Pressure: 0.05mmHg at 25°C
• Melting Point: 42 - 43ºC
• Refractive Index: n20/D 1.5479(lit.)
• Boiling Point: 235.4 °C at 760 mmHg
• Flash Point: 99.6 °C
• PSA: 17.07000
• Density: 1.134 g/cm³
• LogP: 2.62800
• Sensitive.: Moisture Sensitive
• XLogP3: 3.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 168.0341926
• Heavy Atom Count: 11
• Complexity: 137

Purity/Quality:

99% ^*data from raw suppliers

4-Ethylbenzoyl chloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 34-36/37
• Safety Statements: 26-27-28-36/37/39-45-25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCC1=CC=C(C=C1)C(=O)Cl
• Uses: 4-Ethylbenzoyl chloride has been used in the preparation of:N-benzoyl-4-ethylbenzamideN-(4-diethylaminobenzoyl)-2-methoxybenzenesulfonamide Intermediates of Liquid Crystals

Technology Process of 4-Ethylbenzoyl chloride

There total 7 articles about 4-Ethylbenzoyl chloride 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: 100.0%

p-ethylbenzoic acid (619-64-7) → p-ethylbenzoyl chloride (16331-45-6)

Guidance literature:

In thionyl chloride; N,N-dimethyl-formamide; toluene;

Reference yield:

4-methylethylbenzene (622-96-8) → p-ethylbenzoyl chloride (16331-45-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 60 percent / O₂, MeCHO / Co(OAc)2*4H₂O / acetic acid / 6 h / 95 °C

2: SOCl₂

With thionyl chloride; oxygen; acetaldehyde; cobalt(II) acetate; In acetic acid;

Reference yield:

ethylmagnesium bromide (925-90-6) + 4-chlorobenzoyl chloride (586-75-4) → p-ethylbenzoyl chloride (16331-45-6)

Guidance literature:

With iron(III) chloride; lithium ethane-1,2-diylbis((2,6-diisopropylphenyl)amide); In tetrahydrofuran; at 20 ℃; for 0.25h; Glovebox;

DOI:10.1021/acs.orglett.1c02053

upstream raw materials:

p-ethylbenzoic acid

oxalyl dichloride

ethylbenzene

4-methylethylbenzene

Downstream raw materials:

2-(4-ethyl-phenyl)-6,7-dihydro-5H-cyclopenta[d][1,3]thiazine-4-thione

2-(4-Ethyl-benzoylamino)-pentanedioic acid

(S)-2-(4-Ethyl-benzoylamino)-3-phenyl-propionic acid

4-Ethyl-4-butyl-benzophenon

Refernces

• 1、 Zheng, Minyan,Wei, Yongsheng,Geng, Wei. "Synthesis, photo-sensitive and electrochemical properties of rod-like aromatic aldehyde with azo bridge". . p. 1071 - 1080. Retrieved 2015.
• 2、 Li, Bin,Pei, Chunzhe,Wang, Baiquan,Zong, Jiarui. "Ni-Catalyzed Direct Carboxylation of Aryl C?H Bonds in Benzamides with CO2". supporting information. . Retrieved 2021/12/08.
• 3、 Acar, Cemre,Yal??n, Gozde,Ertan-Bolelli, Tu?ba,Kaynak Onurda?, Fatma,?kten, Suzan,?ener, Funda,Y?ld?z, ?lkay. "Synthesis and molecular docking studies of some novel antimicrobial benzamides". . . Retrieved 2019/11/19.