1,1,1-Trifluoro-2-methylpropan-2-amine

Base Information

• Chemical Name: 1,1,1-Trifluoro-2-methylpropan-2-amine
• CAS No.: 812-18-0
• Molecular Formula: C4H8F3N
• Molecular Weight: 127.109
• DSSTox Substance ID: DTXSID40460801
• Wikidata: Q82284953
• Mol file: 812-18-0.mol

Synonyms:812-18-0;1,1,1-trifluoro-2-methylpropan-2-amine;2,2,2-Trifluoro-1,1-dimethyl-ethylamine;2-Propanamine,1,1,1-trifluoro-2-methyl-;2,2,2-Trifluoromethyl-1,1-dimethyl-ethylamine;1,1,1-trifluoro-2-methylpropan-2-ylamine;SCHEMBL104843;DTXSID40460801;YFBWGBFWVFEGEZ-UHFFFAOYSA-N;MFCD04972981;AKOS013211207;AT14446;FS-5931;EN300-111959;2,2,2-TRIFLUORO-1,1-DIMETHYLETHYLAMINE

Chemical Property of 1,1,1-Trifluoro-2-methylpropan-2-amine

Chemical Property:

• Boiling Point: 81 °C at 760 mmHg
• PKA: 6.17±0.50(Predicted)
• Flash Point: 12.2 °C
• PSA: 26.02000
• Density: 1.108 g/cm³
• LogP: 1.98630
• XLogP3: 1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 127.06088375
• Heavy Atom Count: 8
• Complexity: 83.8

Purity/Quality:

99% ^*data from raw suppliers

2-Trifluoromethylpropan-2-amine ^*data from reagent suppliers

Safty Information:

• Statements: 34
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C(F)(F)F)N
• Uses: 2-Trifluoromethylpropan-2-amine was a useful reagent in discovery hepatitis C virus inhibitor and selective inhibitor of PI3K for the treatement of inflammatory disease.

Technology Process of 1,1,1-Trifluoro-2-methylpropan-2-amine

There total 2 articles about 1,1,1-Trifluoro-2-methylpropan-2-amine 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:

2,2,2-trifluoroacetamide (354-38-1) + methyllithium (917-54-4) → 1,1,1-trifluoro-2-methylpropan-2-ylamine (812-18-0)

Guidance literature:

methyllithium; With cerium(III) chloride; In diethyl ether; at -78 ℃; for 0.5h;

2,2,2-trifluoroacetamide; In tetrahydrofuran; diethyl ether; at -78 - 20 ℃;

DOI:10.1016/S0022-1139(02)00168-9

Reference yield:

2-Aminoisobutyric acid (62-57-7) → 1,1,1-trifluoro-2-methylpropan-2-ylamine (812-18-0)

Guidance literature:

With sulfur tetrafluoride; hydrogen fluoride;

DOI:10.1021/jo01051a068

Reference yield: 90.0%

(S)-tert-butyl 3-(4-chlorophenyl)-3-(2-oxoethyl)piperidine-1-carboxylate (1231958-23-8) + 1,1,1-trifluoro-2-methylpropan-2-ylamine (812-18-0) → (S)-tert-butyl 3-(4-chlorophenyl)-3-(2-(1,1,1-trifluoro-2-methylpropan-2-amine)ethyl)piperidine-1-carboxylate (1231958-24-9)

Guidance literature:

(S)-tert-butyl 3-(4-chlorophenyl)-3-(2-oxoethyl)piperidine-1-carboxylate; 1,1,1-trifluoro-2-methylpropan-2-ylamine; In 1,2-dichloro-ethane; at 18 - 25 ℃; for 0.5h; Inert atmosphere;

With sodium tris(acetoxy)borohydride; In 1,2-dichloro-ethane; at 25 ℃; for 18h;

With sodium carbonate; In 1,2-dichloro-ethane; at 18 - 25 ℃;

upstream raw materials:

2-Aminoisobutyric acid

2,2,2-trifluoroacetamide

methyllithium

Downstream raw materials:

3-(chloromethyl)-N-(1,1,1-trifluoro-2-methylpropan-2-yl)benzamide

(S)-tert-butyl 3-(4-chlorophenyl)-3-(2-(1,1,1-trifluoro-2-methylpropan-2-amine)ethyl)piperidine-1-carboxylate

4-nitrophenyl 1,1,1-trifluoro-2-methylpropan-2-ylcarbamate

Refernces