3,5-Bis(trifluoromethyl)-1,2-diaminobenzene

Base Information

• Chemical Name: 3,5-Bis(trifluoromethyl)-1,2-diaminobenzene
• CAS No.: 367-65-7
• Molecular Formula: C8H6F6N2
• Molecular Weight: 244.139
• Hs Code.: 2921590090
• European Community (EC) Number: 670-794-7
• DSSTox Substance ID: DTXSID50378286
• Wikidata: Q72447263
• Mol file: 367-65-7.mol

Synonyms:3,5-Bis(trifluoromethyl)-1,2-diaminobenzene;367-65-7;3,5-bis(trifluoromethyl)benzene-1,2-diamine;3,5-Bis(trifluoromethyl)-1,2-phenylenediamine;1,2-DIAMINO-3,5-BIS(TRIFLUOROMETHYL)BENZENE;3,5-Bis(trifluoromethyl)benzene-1,2dianiline;1,2-Benzenediamine, 3,5-bis(trifluoromethyl)-;MFCD01631430;3,5-Bis(trifluoromethyl)-o-phenylenediamine;3,5-Bis(trifluoromethyl)phenylene-1,2-diamine;SCHEMBL205002;DTXSID50378286;BBL101558;STL555354;AKOS005259773;AM83225;DS-0939;CS-0128720;FT-0614444;A823360;W-202517;3,5-Bis(trifluoromethyl)-1,2-phenylenediamine, AldrichCPR;2-amino-2-(3,5-bis(trifluoromethyl)phenyl)acetaldehydeoxime

Chemical Property of 3,5-Bis(trifluoromethyl)-1,2-diaminobenzene

Chemical Property:

• Vapor Pressure: 0.0743mmHg at 25°C
• Melting Point: 42-44 °C
• Refractive Index: 1.467
• Boiling Point: 228.2 °C at 760mmHg
• PKA: 1.72±0.10(Predicted)
• Flash Point: 98.5 °C
• PSA: 52.04000
• Density: 1.516 g/cm³
• LogP: 4.05100
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Water Solubility.: Insoluble in water.
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 0
• Exact Mass: 244.04351717
• Heavy Atom Count: 16
• Complexity: 248

Purity/Quality:

99% ^*data from raw suppliers

3,5-Bis(trifluoromethyl)-1,2-diaminobenzene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T
• Statements: 20/21/22-36/37/38-36
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C=C(C(=C1C(F)(F)F)N)N)C(F)(F)F
• Uses: It is applied as an active pharmaceutical intermediate.

Technology Process of 3,5-Bis(trifluoromethyl)-1,2-diaminobenzene

There total 13 articles about 3,5-Bis(trifluoromethyl)-1,2-diaminobenzene 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: 83.3%

2-nitro-3,5-bis(trifluoromethyl)phenylamine → 3,5-bis(trifluoromethyl)-1,2-benzenediamine (367-65-7)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In ethanol; at 20 ℃; for 2h;

DOI:10.1002/adsc.200900787

Reference yield:

2-nitro-4,6-bis-trifluoromethyl-aniline (320-21-8) → 3,5-bis(trifluoromethyl)-1,2-benzenediamine (367-65-7)

Guidance literature:

With hydrogenchloride; ethanol; tin(ll) chloride;

Reference yield:

2-nitro-3,5-bis(trifluoromethyl)phenylamine + water (7732-18-5) → 1,2-diamino-3,5-bis(trifluoromethyl)aniline + 3,5-bis(trifluoromethyl)-1,2-benzenediamine (367-65-7)

Guidance literature:

With stannous chloride; In (2S)-N-methyl-1-phenylpropan-2-amine hydrate; ethanol; chloroform;

upstream raw materials:

2-nitro-4,6-bis-trifluoromethyl-aniline

2,4-bis(trifluoromethyl)aniline

2-chloro-1-nitro-3,5-bis-trifluoromethyl-benzene

water

Downstream raw materials:

(1R,2R)-N₁-(5,7-bis(trifluoromethyl)-1H-benzo[d]imidazol-2-yl)cyclohexane-1,2-diamine

(1R,2R)-N₁,N₂-bis(5,7-bis(trifluoromethyl)-1H-benzo[d]imidazol-2-yl)cyclohexane-1,2-diamine

tert-butyl 4-(3-((2-amino-3,5-bis(trifluoromethyl)phenyl)amino)-3-oxopropanoyl)piperazine-1-carboxylate

tert-butyl 4-(3-((2-amino-3,5-bis(trifluoromethyl)phenyl)amino)-3-oxopropyl)-3-oxopiperazine-1-carboxylate

Refernces

• 1、 Zhang, Lei,Lee, Myoung-Mo,Lee, Soo-Mi,Lee, Jihye,Cheng, Maosheng,Jeong, Byeong-Seon,Park, Hyeung-Geun,Jew, Sang-Sup. "Novel cinchona-aminobenzimidazole bifunctional organocatalysts". supporting information; experimental part. p. 3063 - 3066. Retrieved 2010/04/06.
• 2、 Keana,Kher,Sui Xiong Cai,Dinsmore,Glenn,Guastella,Huang,Ilyin,Lu,Mouser,Woodward,Weber. "Synthesis and structure-activity relationships of substituted 1,4- dihydroquinoxaline-2,3-diones: Antagonists of N-methyl-D-aspartate (NMDA) receptor glycine sites and non-NMDA glutamate receptors". . p. 4367 - 4379. Retrieved 2007/10/02.