2-Chloro-6-fluorocinnamic acid

Base Information

• Chemical Name: 2-Chloro-6-fluorocinnamic acid
• CAS No.: 392-22-3
• Molecular Formula: C9H6 Cl F O2
• Molecular Weight: 200.597
• Hs Code.: 29163900
• European Community (EC) Number: 630-980-0
• Wikidata: Q76303643
• Mol file: 392-22-3.mol

Synonyms:2-Chloro-6-fluorocinnamic acid;392-22-3;3-(2-Chloro-6-fluorophenyl)acrylic acid;206986-82-5;(E)-3-(2-chloro-6-fluorophenyl)acrylic acid;(2E)-3-(2-chloro-6-fluorophenyl)prop-2-enoic acid;(2E)-3-(2-CHLORO-6-FLUOROPHENYL)ACRYLIC ACID;(E)-3-(2-chloro-6-fluorophenyl)prop-2-enoic acid;(E)-3-(2-Chloro-6-fluorophenyl)-2-propenoic acid;2-Chloro-6-fluorocinnamic acid, predominantly trans;(E)-3-(2-chloro-6-fluoro-phenyl)-acrylic acid;SCHEMBL1168384;SCHEMBL1168385;BBL034247;MFCD00051582;STL412020;AKOS000263377;PS-6701;NCGC00341511-01;F72126;(2E)-3-(2-chloro-6-fluorophenyl)-acrylic acid;AB01116973-03;EN300-1456972;A928642;SR-01000071136;J-500750;SR-01000071136-1;Z94601327;InChI=1/C9H6ClFO2/c10-7-2-1-3-8(11)6(7)4-5-9(12)13/h1-5H,(H,12,13)/b5-4

Chemical Property of 2-Chloro-6-fluorocinnamic acid

Chemical Property:

• Appearance/Colour: white to light yellow crystal powder
• Vapor Pressure: 0.00022mmHg at 25°C
• Melting Point: 165-169 °C(lit.)
• Boiling Point: 312.8°Cat760mmHg
• PKA: 4.14±0.16(Predicted)
• Flash Point: 143°C
• PSA: 37.30000
• Density: 1.42g/cm³
• LogP: 2.57690
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 200.0040353
• Heavy Atom Count: 13
• Complexity: 218

Purity/Quality:

98%min ^*data from raw suppliers

2-Chloro-6-fluorocinnamicacid ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 2-Chloro-6-fluorocinnamic acid

There total 2 articles about 2-Chloro-6-fluorocinnamic 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:

malonic acid (141-82-2) + 2-chloro-6-fluorobenzaldehyde (387-45-1) → 6-fluoro-2-chloro-trans-cinnamic acid (392-22-3,206986-82-5)

Guidance literature:

With acetic acid; Erhitzen des Reaktionsprodukts;

Reference yield:

2-chloro-6-fluorotoluene (443-83-4) → 6-fluoro-2-chloro-trans-cinnamic acid (392-22-3,206986-82-5)

Guidance literature:

Multi-step reaction with 2 steps

1: carbon disulfide; CrO₂Cl₂ / Behandeln des entstandenen Niederschlags mit Wasser

2: acetic acid / Erhitzen des Reaktionsprodukts

With carbon disulfide; chromyl chloride; acetic acid;

Reference yield: 60.0%

6-fluoro-2-chloro-trans-cinnamic acid (392-22-3,206986-82-5) + 7-hydroxy-2-phenyl-chroman-4-one (6515-36-2,2545-13-3) → (E)-4-oxo-2-phenylchroman-7-yl 3-(2-chloro-6-fluorophenyl)acrylate

Guidance literature:

With dmap; dicyclohexyl-carbodiimide; In dichloromethane; at 20 ℃; for 48h;

DOI:10.1007/s00044-019-02476-5

upstream raw materials:

malonic acid

2-chloro-6-fluorobenzaldehyde

2-chloro-6-fluorotoluene

Downstream raw materials:

(E)-3-(2-chloro-6-fluorophenyl)-N-(3,4,5-trimethoxyphenyl)acrylamide

Refernces