4-amino-3-chloro-5-(trifluoromethyl)benzoic Acid

Base Information

• Chemical Name: 4-amino-3-chloro-5-(trifluoromethyl)benzoic Acid
• CAS No.: 95656-52-3
• Molecular Formula: C8H5ClF3NO2
• Molecular Weight: 239.581
• Hs Code.: 2922499990
• DSSTox Substance ID: DTXSID40405171
• Wikidata: Q72435006
• Mol file: 95656-52-3.mol

Synonyms:4-amino-3-chloro-5-(trifluoromethyl)benzoic Acid;95656-52-3;4-AMINO-3-CHLORO-5-TRIFLUOROMETHYL-BENZOIC ACID;MFCD03426725;4-Amino-3-chloro-5-(trifluoromethyl)benzoicacid;Benzoic acid, 4-amino-3-chloro-5-(trifluoromethyl)-;SCHEMBL3306839;DTXSID40405171;AKOS007930812;SB81201;AS-68868;SY296900;CS-0314390;FT-0661685;4-Amino-3-chloro-5-trifluoromethylbenzoic acid;W18877;4-amino-3-chloro-5-trifluoromethyl benzoic acid;A845365

Chemical Property of 4-amino-3-chloro-5-(trifluoromethyl)benzoic Acid

Chemical Property:

• Vapor Pressure: 0.000238mmHg at 25°C
• Melting Point: 228-236 oC
• Refractive Index: 1.544
• Boiling Point: 311.7 °C at 760 mmHg
• Flash Point: 142.3 °C
• PSA: 63.32000
• Density: 1.6 g/cm³
• LogP: 3.22040
• Solubility.: Chloroform, Dichloromethane, Ethyl Acetate, Methanol
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 1
• Exact Mass: 238.9960906
• Heavy Atom Count: 15
• Complexity: 259

Purity/Quality:

99%, ^*data from raw suppliers

4-Amino-3-chloro-5-(trifluoromethyl)benzoicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C=C(C(=C1C(F)(F)F)N)Cl)C(=O)O
• Uses: Mabuterol intermediate.

Technology Process of 4-amino-3-chloro-5-(trifluoromethyl)benzoic Acid

There total 5 articles about 4-amino-3-chloro-5-(trifluoromethyl)benzoic 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: 56.0%

4-amino-3-(trifluoromethyl)benzoic acid (400-76-0) → 4-amino-3-chloro-5-(trifluoromethyl)benzoic acid (95656-52-3)

Guidance literature:

With sulfuryl dichloride; In chloroform; for 8h; Heating;

Reference yield:

4-iodo-2-(trifluoromethyl)aniline (97760-97-9) → 4-amino-3-chloro-5-(trifluoromethyl)benzoic acid (95656-52-3)

Guidance literature:

Multi-step reaction with 4 steps

1: 89 percent / toluene / 5 h / Heating

2: 71 percent / hexamethylphosphoric acid triamide / 3 h / 150 °C

3: 78 percent / 50percent NaOH / H₂O; ethanol / 5 h / Heating

4: 56 percent / SO₂Cl₂ / CHCl₃ / 8 h / Heating

With sodium hydroxide; sulfuryl dichloride; In N,N,N,N,N,N-hexamethylphosphoric triamide; ethanol; chloroform; water; toluene;

Reference yield:

N-(4-iodo-2-(trifluoromethyl)phenyl)acetamide (97760-98-0) → 4-amino-3-chloro-5-(trifluoromethyl)benzoic acid (95656-52-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 71 percent / hexamethylphosphoric acid triamide / 3 h / 150 °C

2: 78 percent / 50percent NaOH / H₂O; ethanol / 5 h / Heating

3: 56 percent / SO₂Cl₂ / CHCl₃ / 8 h / Heating

With sodium hydroxide; sulfuryl dichloride; In N,N,N,N,N,N-hexamethylphosphoric triamide; ethanol; chloroform; water;

upstream raw materials:

4-amino-3-(trifluoromethyl)benzoic acid

4-iodo-2-(trifluoromethyl)aniline

N-(4-iodo-2-(trifluoromethyl)phenyl)acetamide

N-(4-cyano-2-(trifluoromethyl)phenyl)acetamide

Downstream raw materials:

diethyl 2-(4-amino-3-chloro-5-trifluoromethyl-benzoyl)-malonate

methyl 4-amino-3-chloro-5-(trifluoromethyl)benzoate

4-amino-3-chloro-5-trifluoromethyl-benzoyl chloride

2-chloro-4-oxiran-2-yl-6-(trifluoromethyl)aniline

Refernces

• 1、 Kruger,Keck,Noll,Pieper. "Synthesis of further amino-halogen-substituted phenyl-aminoethanols". . p. 1612 - 1624. Retrieved 2007/10/02.