2-Amino-2-(4-(trifluoromethyl)phenyl)acetic acid

Base Information

• Chemical Name: 2-Amino-2-(4-(trifluoromethyl)phenyl)acetic acid
• CAS No.: 142012-65-5
• Molecular Formula: C₉H₈F₃NO₂
• Molecular Weight: 219.163
• Hs Code.: 2922499990
• European Community (EC) Number: 671-800-0
• DSSTox Substance ID: DTXSID30380600
• ChEMBL ID: CHEMBL204698
• Mol file: 142012-65-5.mol

Synonyms:142012-65-5;2-amino-2-(4-(trifluoromethyl)phenyl)acetic acid;2-amino-2-[4-(trifluoromethyl)phenyl]acetic Acid;4-(Trifluoromethyl)-DL-phenylglycine;2-(4-TRIFLUOROMETHYL-PHENYL)-DL-GLYCINE;amino[4-(trifluoromethyl)phenyl]acetic acid;CHEMBL204698;alpha-Amino-4-(Trifluoromethyl)Benzeneacetic Acid;Benzeneacetic acid, alpha-amino-4-(trifluoromethyl)-;MFCD00665333;2-[4-(Trifluoromethyl)phenyl]glycine;(R)-2-Amino-2-(4-trifluoromethylphenyl)acetic acid;Amino-(4-trifluoromethyl-phenyl)-acetic acid;4-(Trifluoromethyl)phenylglycine;MFCD00236329;Amino-(4-trifluoromethylphenyl)acetic acid;(S)-2-Amino-2-(4-trifluoromethylphenyl)acetic acid;SCHEMBL5225725;DTXSID30380600;AM9154;BDBM50179733;AKOS000171651;AKOS016051348;4L-350S;AB05392;AB06683;AB32968;4-Trifluoromethyl-alpha-carboxybenzylamine;SY007337;CS-0137758;FT-0643339;FT-0643369;a-Amino-4-(trifluoromethyl)benzeneacetic acid;EN300-72092;2-Amino-2-(4-trifluoromethylphenyl)acetic acid;2-amino-2-(4-(trifluoromethyl)phenyl)aceticacid;A807844;Z317024650

Chemical Property of 2-Amino-2-(4-(trifluoromethyl)phenyl)acetic acid

Chemical Property:

• Vapor Pressure: 0.000614mmHg at 25°C
• Refractive Index: 1.504
• Boiling Point: 297.2°C at 760mmHg
• PKA: 1.65±0.10(Predicted)
• Flash Point: 133.6°C
• PSA: 63.32000
• Density: 1.415g/cm³
• LogP: 2.49010
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: -0.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 2
• Exact Mass: 219.05071298
• Heavy Atom Count: 15
• Complexity: 234

Purity/Quality:

99%, ^*data from raw suppliers

α-Amino-4-(Trifluoromethyl)BenzeneaceticAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C(C(=O)O)N)C(F)(F)F
• Uses: α-Amino-4-(Trifluoromethyl)benzeneacetic Acid is a derivative of 4-(Trifluoromethyl)benzeneacetic Acid (T792090), which is an intermediate used in synthesizing PPARγ/δ dual agonists via solid-Phase parallel synthesis. It is also used in preparing heterocyclic xanthine derivatives as highly potent and selective human A2B adenosine receptor antagonists.

Technology Process of 2-Amino-2-(4-(trifluoromethyl)phenyl)acetic acid

There total 2 articles about 2-Amino-2-(4-(trifluoromethyl)phenyl)acetic 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: 90.0%

4-(trifluoromethyl)phenylglyoxylic acid (79478-02-7) → 2-amino-2-[4-(trifluoromethyl)phenyl]acetic acid (144789-73-1,144789-75-3,142012-65-5)

Guidance literature:

With 4-methoxy-N-(1-(naphthalen-2-yl)ethylidene)aniline; ammonium formate; In methanol; at 80 ℃; for 12h; chemoselective reaction; Inert atmosphere;

DOI:10.1002/chem.201303541

Reference yield: 90.0%

→ 2-amino-2-[4-(trifluoromethyl)phenyl]acetic acid (144789-73-1,144789-75-3,142012-65-5)

Guidance literature:

With ammonium formate; In methanol; at 80 ℃; for 0.166667h; Inert atmosphere;

With formic acid; C₂₉H₃₂ClIrNO; triethylamine; In methanol; at 80 ℃;

Reference yield: 98.0%

2-amino-2-[4-(trifluoromethyl)phenyl]acetic acid (144789-73-1,144789-75-3,142012-65-5) → methyl 2-amino-2-[4-(trifluoromethyl)phenyl]acetate hydrochloride (390815-48-2)

Guidance literature:

methanol; With thionyl chloride; at 0 ℃; for 0.75h;

2-amino-2-[4-(trifluoromethyl)phenyl]acetic acid; at 40 ℃; for 40h;

upstream raw materials:

4-(trifluoromethyl)phenylglyoxylic acid

Downstream raw materials:

2-Fluoro-2-(4-trifluoromethylphenyl)acetic acid

2,5-dioxo-4-(4-trifluoromethyl-phenyl)-oxazolidine-3-carboxylic acid benzyl ester

Refernces

• 1、 Talwar, Dinesh,Salguero, Noemi Poyatos,Robertson, Craig M.,Xiao, Jianliang. "Primary amines by transfer hydrogenative reductive amination of ketones by using cyclometalated IrIII catalysts". supporting information. p. 245 - 252. Retrieved 2014/01/17.