trans-3-(Trifluoromethyl)cinnamoyl chloride

Base Information

• Chemical Name: trans-3-(Trifluoromethyl)cinnamoyl chloride
• CAS No.: 64379-91-5
• Molecular Formula: C₁₀H₆ClF₃O
• Molecular Weight: 234.605
• Hs Code.: 2916399090
• European Community (EC) Number: 624-698-7
• Wikidata: Q76305744
• Mol file: 64379-91-5.mol

Synonyms:64379-91-5;trans-3-(Trifluoromethyl)cinnamoyl chloride;(E)-3-(3-(Trifluoromethyl)phenyl)acryloyl chloride;3-(Trifluoromethyl)cinnamoyl chloride;MFCD00075514;3-Trifluoromethyl-cinnamoyl chloride;60689-14-7;(2E)-3-[3-(trifluoromethyl)phenyl]prop-2-enoyl chloride;TRANS-3-(TRIFLUOROMETHYL)CINNAMOYLCHLORIDE;SCHEMBL1331248;SCHEMBL1331250;(E)-3-[3-(trifluoromethyl)phenyl]prop-2-enoyl chloride;3-[3-(TRIFLUOROMETHYL)PHENYL]-2-PROPENOYLHLORIDE;BBL100446;STL554240;AKOS005254297;(E)-3-trifluoromethylcinnamoyl chloride;PS-10723;E83910;A867888;trans-3-(Trifluoromethyl)cinnamoyl chloride, 97%;(E)-3-(3-(Trifluoromethyl)phenyl)acryloylchloride;(2e)-3-[3-(trifluoromethyl)phenyl]acryloyl chloride;(2E)-3-[3-(Trifluoromethyl)phenyl]-2-propenoyl chloride #;2-Propenoyl chloride,3-[3-(trifluoromethyl)phenyl]-,(2E)-

Chemical Property of trans-3-(Trifluoromethyl)cinnamoyl chloride

Chemical Property:

• Vapor Pressure: 0.0575mmHg at 25°C
• Melting Point: 28-31℃
• Refractive Index: 1.515
• Boiling Point: 232.9 °C at 760 mmHg
• Flash Point: 93.9 °C
• PSA: 17.07000
• Density: 1.36 g/cm³
• LogP: 3.48400
• Sensitive.: Moisture Sensitive
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 234.0059270
• Heavy Atom Count: 15
• Complexity: 260

Purity/Quality:

98%min ^*data from raw suppliers

trans-3-(Trifluoromethyl)cinnamoyl chloride 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C,Xn
• Hazard Codes: C,Xn
• Statements: 34-36/37/38-26
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of trans-3-(Trifluoromethyl)cinnamoyl chloride

There total 6 articles about trans-3-(Trifluoromethyl)cinnamoyl 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%

3-(trifluoromethyl)cinnamic acid (779-89-5,67801-07-4) → trans-3-(trifluoromethyl)cinnamoyl chloride (60689-14-7,64379-91-5)

Guidance literature:

With thionyl chloride; In dichloromethane; N,N-dimethyl-formamide; Reflux; Inert atmosphere;

DOI:10.1016/j.bmc.2017.08.047

Reference yield:

3-(trifluoromethyl)cinnamic acid (779-89-5,67801-07-4) → 3-(3-(trifluoromethyl)phenyl)acryloyl chloride (60689-14-7,64379-91-5)

Guidance literature:

With thionyl chloride; N,N-dimethyl-formamide; In chloroform; for 3.5h; Heating;

DOI:10.1016/S0968-0896(97)00093-X

Reference yield:

3-Trifluoromethylbenzaldehyde (454-89-7) → trans-3-(trifluoromethyl)cinnamoyl chloride (60689-14-7,64379-91-5)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine; piperidine / 90 °C

2: oxalyl dichloride / dichloromethane / 20 °C

With piperidine; pyridine; oxalyl dichloride; In dichloromethane;

DOI:10.2174/1570180811666140812231519

upstream raw materials:

3-(trifluoromethyl)cinnamic acid

3-Trifluoromethylbenzaldehyde

3-(trifluoromethyl)cinnamic acid

(E)-3-(3-(trifluoromethyl)phenyl)acrylaldehyde

Downstream raw materials:

(E)-1-((1S,5R,7R)-10,10-Dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]dec-4-yl)-3-(3-trifluoromethyl-phenyl)-propenone

Refernces

• 1、 Li, Peng-Xiao,Li, Yan-Mo,Liu, Guo-Yun,Liu, Ren-Min,Mu, Wen-Wen,Sun, Ai-Ling,Sun, Ya-Lei,Yang, Jie. "Piperlongumine analogs promote A549 cell apoptosis through enhancing ROS generation". . . Retrieved 2021/06/11.
• 2、 Li, Peng-Xiao,Liu, Guo-Yun,Liu, Ren-Min,Liu, Yue,Mu, Wen-Wen,Sun, Ya-Lei,Yang, Jie. "Design, Synthesis, and Anticancer Activity of Cinnamoylated Barbituric Acid Derivatives". . . Retrieved 2022/01/13.