3-Chloro-2,6-difluorocinnamic acid

Base Information

• Chemical Name: 3-Chloro-2,6-difluorocinnamic acid
• CAS No.: 942319-19-9
• Molecular Formula: C₉H₅ClF₂O₂
• Molecular Weight: 218.587
• European Community (EC) Number: 860-933-1
• DSSTox Substance ID: DTXSID801214571
• Mol file: 942319-19-9.mol

Synonyms:3-CHLORO-2,6-DIFLUOROCINNAMIC ACID;942319-19-9;SCHEMBL613710;(E)-3-(3-chloro-2,6-difluorophenyl)prop-2-enoic acid;DTXSID801214571;MFCD01631389;EN300-1966318;EN300-8679380;3-(3-chloro-2,6-difluorophenyl)prop-2-enoic acid;Z1269243680;(2E)-3-(3-Chloro-2,6-difluorophenyl)-2-propenoic acid;(2E)-3-(3-chloro-2,6-difluorophenyl)prop-2-enoic acid;(E)-3-(3-CHLORO-2,6-DIFLUOROPHENYL)ACRYLIC ACID;261762-49-6

Chemical Property of 3-Chloro-2,6-difluorocinnamic acid

Chemical Property:

• XLogP3: 2.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 217.9946134
• Heavy Atom Count: 14
• Complexity: 245

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C(=C1F)C=CC(=O)O)F)Cl
• Isomeric SMILES: C1=CC(=C(C(=C1F)/C=C/C(=O)O)F)Cl

Technology Process of 3-Chloro-2,6-difluorocinnamic acid

There total 3 articles about 3-Chloro-2,6-difluorocinnamic acid 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%

(E)-tert-butyl 3-(3-chloro-2,6-difluorophenyl)acrylate (1094107-04-6) → (E)-3-(3-chloro-2,6-difluoro-phenyl)acrylic acid (942319-19-9)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; for 2h;

Reference yield:

(3-chloro-2,6-difluoro-phenyl)-methanol (252004-35-6) → (E)-3-(3-chloro-2,6-difluoro-phenyl)acrylic acid (942319-19-9)

Guidance literature:

Multi-step reaction with 3 steps

1: Dess-Martin periodane / dichloromethane / 2 h

2: potassium tert-butylate / tetrahydrofuran / 2 h

3: trifluoroacetic acid / dichloromethane / 1.5 h

With potassium tert-butylate; Dess-Martin periodane; trifluoroacetic acid; In tetrahydrofuran; dichloromethane;

Reference yield:

1-(3-chloro-2,6-difluoro-phenyl)-carboxaldehyde (190011-87-1) → (E)-3-(3-chloro-2,6-difluoro-phenyl)acrylic acid (942319-19-9)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium tert-butylate / tetrahydrofuran / 2 h

2: trifluoroacetic acid / dichloromethane / 1.5 h

With potassium tert-butylate; trifluoroacetic acid; In tetrahydrofuran; dichloromethane;

upstream raw materials:

(E)-tert-butyl 3-(3-chloro-2,6-difluorophenyl)acrylate

(3-chloro-2,6-difluoro-phenyl)-methanol

1-(3-chloro-2,6-difluoro-phenyl)-carboxaldehyde

Downstream raw materials:

(E)-3-(3-chloro-2,6-difluoro-phenyl)-N-[(S)-1-(1H-indazol-6-ylcarbamoyl)-2-phenylethyl]acrylamide

Refernces

• 1、 -. "DIPEPTIDE ANALOGS AS COAGULATION FACTOR INHIBITORS". Page/Page column 149. . Retrieved 2009/01/23.