4-Ethoxybenzoyl chloride

Base Information

• Chemical Name: 4-Ethoxybenzoyl chloride
• CAS No.: 16331-46-7
• Molecular Formula: C9H9ClO2
• Molecular Weight: 184.622
• Hs Code.: 29181990
• European Community (EC) Number: 605-323-6
• DSSTox Substance ID: DTXSID40167565
• Nikkaji Number: J32.749B
• Wikidata: Q72471317
• Mol file: 16331-46-7.mol

Synonyms:4-Ethoxybenzoyl chloride;16331-46-7;4-ethoxybenzoylchloride;p-Ethoxybenzoyl chloride;Benzoyl chloride, 4-ethoxy-;p-ethoxy benzoyl chloride;4-Ethoxy-benzoyl chloride;MFCD00000688;4-ethyloxybenzoyl chloride;para-ethoxybenzoyl chloride;SCHEMBL275646;4-Ethoxybenzoyl chloride, 98%;DTXSID40167565;4-ethoxy-1-benzenecarbonyl chloride;BBL100049;STL511024;AKOS009097000;FS-4328;E0700;FT-0637354;D90552;A810467;J-010032

Chemical Property of 4-Ethoxybenzoyl chloride

Chemical Property:

• Appearance/Colour: colorless or pale yellow liquid
• Vapor Pressure: 0.012mmHg at 25°C
• Melting Point: 22 °C
• Refractive Index: n20/D 1.5672(lit.)
• Boiling Point: 260.7 °C at 760 mmHg
• Flash Point: 103.7 °C
• PSA: 26.30000
• Density: 1.18 g/cm³
• LogP: 2.46430
• Sensitive.: Moisture Sensitive
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 184.0291072
• Heavy Atom Count: 12
• Complexity: 151

Purity/Quality:

98.0%Min ^*data from raw suppliers

4-Ethoxybenzoyl 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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCOC1=CC=C(C=C1)C(=O)Cl
• Uses: Intermediates of Liquid Crystals 4-Ethoxybenzoyl chloride may be used in chemical synthesis studies.

Technology Process of 4-Ethoxybenzoyl chloride

There total 13 articles about 4-Ethoxybenzoyl 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: 95.0%

4-(ethoxy)benzoic acid (619-86-3) → 4-ethoxybenzoylchloride (16331-46-7)

Guidance literature:

With thionyl chloride; In benzene; for 11h; Heating;

DOI:10.1021/jm00146a011

Reference yield:

4-(ethoxy)benzoic acid (619-86-3) → 4-ethoxybenzoylchloride (16331-46-7) + benzoyl chloride (98-88-4)

Guidance literature:

With Benzotrichlorid; iron(III) chloride; In benzene; at 55 ℃; Product distribution; Rate constant; Thermodynamic data; ΔE(excit.);

Reference yield:

4-hydroxy-benzoic acid (99-96-7) → 4-ethoxybenzoylchloride (16331-46-7)

Guidance literature:

Multi-step reaction with 2 steps

1: KOH / ethanol / Heating

2: SOCl₂

With potassium hydroxide; thionyl chloride; In ethanol;

DOI:10.1080/10587250108025027

upstream raw materials:

4-(ethoxy)benzoic acid

4-hydroxy-benzoic acid

Ethyl 4-hydroxybenzoate

ethyl 4-ethoxybenzoate

Downstream raw materials:

1-(4-ethoxy-benzoyl)-aziridine

4-ethoxy-thiobenzoic acid S-(2-morpholino-ethyl ester); hydrochloride

4-ethoxy-benzoic acid-[3-(2-methyl-piperidino)-propylester]; hydrochloride

4-ethoxy-benzoic acid-(3-diethylamino-2,2-dimethyl-propylester); hydrochloride

Refernces

• 1、 Suthar,Doshi. "Synthesis and study of liquid crystal properties of novel homologous series: α-4-[-4′-n-alkoxy benzoyloxy] phenyl β-4″-nitro benzoyl ethylenes". . p. 1 - 8. Retrieved 2013.
• 2、 Khunt,Kotadiya,Bhoya. "Synthesis and Mesomorphic Phase Behavior of Laterally Substituted Novel Azoesters". . p. 32 - 41. Retrieved 2014.
• 3、 Tian, Mei,Zhang, Bao-Yan,Cong, Yue-Hua,He, Xiao-Zhi,Zhang, Bing. "Mesomorphic properties of chiral nematic star-shaped liquid crystals containing melitose as cores". . p. 131 - 135. Retrieved 2009.
• 4、 Pei, Chunzhe,Zong, Jiarui,Li, Bin,Wang, Baiquan. "Ni-Catalyzed Direct Carboxylation of Aryl C?H Bonds in Benzamides with CO2". supporting information. p. 493 - 499. Retrieved 2021/12/08.
• 5、 Li, Zezhong,Xin, Weixiang,Wang, Qing,Zhu, Mingyan,Zhou, Huchen. "Design and synthesis of N-(3-sulfamoylphenyl)amides as Trypanosoma brucei leucyl-tRNA synthetase inhibitors". . . Retrieved 2021/03/16.