(2E)-3-(4-Methylphenyl)acryloyl chloride

Base Information

• Chemical Name: (2E)-3-(4-Methylphenyl)acryloyl chloride
• CAS No.: 13565-07-6
• Molecular Formula: C₁₀H₉ClO
• Molecular Weight: 180.634
• DSSTox Substance ID: DTXSID601255410
• Nikkaji Number: J570.946F,J2.974.398C
• Mol file: 13565-07-6.mol

Synonyms:(2E)-3-(4-METHYLPHENYL)ACRYLOYL CHLORIDE;13565-07-6;(E)-3-(4-methylphenyl)prop-2-enoyl Chloride;p-methylcinnamoyl chloride;(2E)-3-(4-methylphenyl)prop-2-enoyl chloride;4-methylcinnamoyl chloride;SCHEMBL2720436;SCHEMBL2720441;(E)-4-methylcinnamoyl chloride;ARGVABDJPRRAQI-VOTSOKGWSA-N;DTXSID601255410;(E)-3-(p-Tolyl)acryloyl chloride;BBL015035;MFCD09752196;STL197444;AKOS005173512;3-(4-Methylphenyl)acrylic acid chloride;BB 0257765;(2E)-3-(4-Methylphenyl)-2-propenoyl chloride

Chemical Property of (2E)-3-(4-Methylphenyl)acryloyl chloride

Chemical Property:

• PSA: 17.07000
• LogP: 2.77360
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 180.0341926
• Heavy Atom Count: 12
• Complexity: 178

Purity/Quality:

98%min ^*data from raw suppliers

(2E)-3-(4-methylphenyl)prop-2-enoylchloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)C=CC(=O)Cl
• Isomeric SMILES: CC1=CC=C(C=C1)/C=C/C(=O)Cl

Technology Process of (2E)-3-(4-Methylphenyl)acryloyl chloride

There total 10 articles about (2E)-3-(4-Methylphenyl)acryloyl 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%

trans-p-methylcinnamic acid (1866-39-3,940-61-4) → (E)-p-methylcinnamoyl chloride (15851-89-5,13565-07-6)

Guidance literature:

With thionyl chloride; In cyclohexane; for 3h; Heating;

DOI:10.1016/0031-6865(94)90040-X

Reference yield: 97.0%

4-methylcinnamic acid (1866-39-3,940-61-4) → 4-methylcinnamoyl chloride (13565-07-6,15851-89-5)

Guidance literature:

With phosgene; In water; at 20 ℃; for 4h;

DOI:10.1016/j.ejmech.2019.02.074

Reference yield:

4-methyl-benzaldehyde (104-87-0) → 4-methylcinnamoyl chloride (13565-07-6,15851-89-5)

Guidance literature:

Multi-step reaction with 2 steps

2: oxalyl dichloride / dichloromethane / 4 h / 0 - 20 °C

With oxalyl dichloride; In dichloromethane; 1: |Knoevenagel Condensation;

DOI:10.1021/acs.orglett.5b00009

upstream raw materials:

4-methylcinnamic acid

4-methyl-benzaldehyde

trans-p-methylcinnamic acid

oxalyl dichloride

Downstream raw materials:

methyl 5-hydroxy-7-(4-methylphenyl)-3-oxohepta-4,6-dienoate

(E)-N-(4-(3-bromophenylamino)quinazolin-6-yl)-3-(p-tolyl)acrylamide

(E)-N-(4-(3-chlorophenylamino)quinazolin-6-yl)-3-p-tolylacrylamide

1,3,3-tri(-p-tolylpropan-)1-one

Refernces

• 1、 Zhang, Meng,Wang, Fangfang,Ding, Wenjuan,Xu, Zhipeng,Li, Xiaosan,Tian, Danmei,Zhang, Youwei,Tang, Jinshan. "Synthesis of sorbicillinoid analogues with anti-inflammation activities". . . Retrieved 2022/01/06.
• 2、 Chen, Yong-Jia,Ma, Kun-Yuan,Du, Sha-Sha,Zhang, Zhi-Jun,Wu, Tian-Lin,Sun, Yu,Liu, Ying-Qian,Yin, Xiao-Dan,Zhou, Rui,Yan, Yin-Fang,Wang, Ren-Xuan,He, Ying-Hui,Chu, Qing-Ru,Tang, Chen. "Antifungal Exploration of Quinoline Derivatives against Phytopathogenic Fungi Inspired by Quinine Alkaloids". . p. 12156 - 12170. Retrieved 2021/10/26.