(Z)-2-methyl-3-phenylprop-2-enoyl chloride

Base Information

• Chemical Name: (Z)-2-methyl-3-phenylprop-2-enoyl chloride
• CAS No.: 35086-87-4
• Molecular Formula: C₁₀H₉ClO
• Molecular Weight: 180.634
• NSC Number: 24792
• Mol file: 35086-87-4.mol

Synonyms:(Z)-2-methyl-3-phenylprop-2-enoyl chloride;NSC24792;SCHEMBL7069602;NSC-24792

Chemical Property of (Z)-2-methyl-3-phenylprop-2-enoyl chloride

Chemical Property:

• Vapor Pressure: 0.00858mmHg at 25°C
• Melting Point: 24-26°C
• Boiling Point: 266.6°C at 760 mmHg
• Flash Point: 117.6°C
• PSA: 17.07000
• Density: 1.163g/cm³
• LogP: 2.85530
• 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: 190

Purity/Quality:

98%min ^*data from raw suppliers

(E)-2-Methyl-3-phenyl-acryloylchloride 98% ^*data from reagent suppliers

Safty Information:

• Statements: 34
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of (Z)-2-methyl-3-phenylprop-2-enoyl chloride

There total 9 articles about (Z)-2-methyl-3-phenylprop-2-enoyl 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%

2-methyl-3-phenylacrylic acid (1895-97-2) → (E)-2-methyl-3-phenylacryloyl chloride (35086-87-4,38449-13-7)

Guidance literature:

With oxalyl dichloride; N,N-dimethyl-formamide; In dichloromethane; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1016/j.tet.2009.08.047

Reference yield: 26.0%

α-methylcinnamic acid (1199-77-5) → 2-methyl-3-phenylacryloyl chloride (38449-13-7,35086-87-4)

Guidance literature:

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

DOI:10.1016/j.ejmech.2019.02.074

Reference yield:

(E)-3-phenyl-2-butenoic acid (704-80-3) → (E)-2-methyl-3-phenylacryloyl chloride (35086-87-4,38449-13-7)

Guidance literature:

With oxalyl dichloride; calcium carbonate; In N,N-dimethyl-formamide; benzene; for 72h; Ambient temperature;

DOI:10.1016/0223-5234(94)90107-4

upstream raw materials:

2-methyl-3-phenylacrylic acid

(E)-3-phenyl-2-butenoic acid

ethyl (E)-2-methyl-3-phenyl-2-propenoate

benzaldehyde

Downstream raw materials:

(E)-1-(2,4-dihydroxyphenyl)-2-methyl-3-phenylprop-2-en-1-one

1-Butyl-3-(α-methyl-cinnamoyl)-harnstoff

Refernces

• 1、 Luo, Lan,Yamamoto, Hisashi. "Iron(II)-catalyzed asymmetric epoxidation of trisubstituted α,β-unsaturated esters". . p. 7803 - 7805. Retrieved 2014.
• 2、 Wang, Huai-Wei,Qiao, Yu-Han,Wu, Jia-Xue,Wang, Qiu-Ping,Tian, Meng-Xin,Li, Yong-Fei,Yao, Qing-Xia,Li, Da-Cheng,Dou, Jian-Min,Lu, Yi. "RhIII-Catalyzed C-H (Het)arylation/Vinylation of N-2,6-Difluoroaryl Acrylamides". supporting information. p. 656 - 662. Retrieved 2021/02/01.
• 3、 Sun, Manman,Chen, Weida,Xia, Xiangyu,Shen, Guodong,Ma, Yongmin,Yang, Jianguo,Ding, Hanfeng,Wang, Zhiming. "Palladium-Catalyzed Tandem Dehydrogenative [4 + 2] Annulation of Terminal Olefins with N-Sulfonyl Amides via C-H Activations". supporting information. p. 3229 - 3233. Retrieved 2020/04/10.