4-(1-AZI-2,2,2-TRIFLUOROETHYL)BENZOIC ACID

Base Information

• Chemical Name: 4-(1-AZI-2,2,2-TRIFLUOROETHYL)BENZOIC ACID
• CAS No.: 85559-46-2
• Molecular Formula: C9H5 F3 N2 O2
• Molecular Weight: 230.146
• Hs Code.: 2933990090
• Mol file: 85559-46-2.mol

Synonyms:3H-Diazirine,benzoic acid deriv.; 3-(4-Carboxyphenyl)-3-trifluoromethyldiazirine;4-[3-(Trifluoromethyl)-3H-diazirin-3-yl]benzoic acid

Chemical Property of 4-(1-AZI-2,2,2-TRIFLUOROETHYL)BENZOIC ACID

Chemical Property:

• Vapor Pressure: 0.000561mmHg at 25°C
• Melting Point: 110-112°C
• Boiling Point: 298.6°C at 760 mmHg
• PKA: 4.15±0.10(Predicted)
• Flash Point: 134.4°C
• PSA: 62.02000
• Density: 1.59±0.1 g/cm3 (20 ºC 760 Torr)
• LogP: 1.43690
• Storage Temp.: 2-8°C
• Solubility.: Chloroform (Slightly), Methanol (Slightly)

Purity/Quality:

98%,99%, ^*data from raw suppliers

4-[3-(Trifluoromethyl)-3H-diazirin-3-yl]benzoic Acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Photoreactive aromatic diazirine A highly photolabile label fixable to biochemical agents. 4-[3-(Trifluoromethyl)-3H-diazirin-3-yl]benzoic Acid is a photoreactive aromatic diazirine.

Technology Process of 4-(1-AZI-2,2,2-TRIFLUOROETHYL)BENZOIC ACID

There total 37 articles about 4-(1-AZI-2,2,2-TRIFLUOROETHYL)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: 72.0%

3-[4-(hydroxymethyl)phenyl]-3-trifluoromethyl-3H-diazirine (87736-88-7) → 4-[3-(trifluoromethyl)-3H-diazirin-3-yl]benzoic acid (85559-46-2)

Guidance literature:

With potassium hydroxide; potassium permanganate; In 1,4-dioxane; for 2h; Ambient temperature;

Reference yield: 58.0%

4-[3-(trifluoromethyl)-3H-diaziren-3-yl]toluene (87736-85-4) → 4-[3-(trifluoromethyl)-3H-diazirin-3-yl]benzoic acid (85559-46-2)

Guidance literature:

With potassium permanganate; In pyridine; water; at 50 ℃; for 20h;

Reference yield:

carbon monoxide (201230-82-2) + 3-phenyl-3-(trifluoromethyl)-3H-diazirine (73899-14-6) → 4-[3-(trifluoromethyl)-3H-diazirin-3-yl]benzoic acid (85559-46-2) + 3-<3-(trifluoromethyl)-3H-diazirin-3-yl>benzoic acid (176389-60-9)

Guidance literature:

With sodium hydroxide; magnesium oxide; trifluoroacetic acid; lithium chloride; thallium(III) trifluoroacetate; palladium dichloride; Yield given. Multistep reaction. Yields of byproduct given; 1.) 75 deg C, 24 h; 2.) r.t., 24 h; 3.) MeOH, r.t., 2 h;

DOI:10.3987/COM-95-7345

upstream raw materials:

4-[3-(trifluoromethyl)-3H-diaziren-3-yl]toluene

3-[4-(hydroxymethyl)phenyl]-3-trifluoromethyl-3H-diazirine

3-<(4,4-dimethyl-2-oxazolyl)phenyl>-3-trifluoromethyl-3H-diazirine

carbon monoxide

Downstream raw materials:

1-<<4-<3-(trifluoromethyl)-3H-diazirin-3-yl>benzoyl>oxy>-2,5-pyrrolidinedione

4-(3-Trifluoromethyl-3H-diazirin-3-yl)-benzoyl fluoride

tert-butyl ((5S)-6-(methyl(2-(methyl(5-((3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)pentanoyl)amino)ethyl)amino)-6-oxo-5-((4-(3-(trifluoromethyl)-3H-diaziren-3-yl)benzoyl)amino)hexyl)carbamate

Refernces

• 1、 Wang, Lei,Murai, Yuta,Yoshida, Takuma,Ishida, Akiko,Masuda, Katsuyoshi,Sakihama, Yasuko,Hashidoko, Yasuyuki,Hatanaka, Yasumaru,Hashimoto, Makoto. "Alternative one-pot synthesis of (trifluoromethyl)phenyldiazirines from tosyloxime derivatives: Application for new synthesis of optically pure diazirinylphenylalanines for photoaffinity labeling". . p. 616 - 619. Retrieved 2015/03/04.
• 2、 Jiao, Chen-Yu,Alves, Isabel D.,Point, Vanessa,Lavielle, Solange,Sagan, Sandrine,Chassaing, Gérard. "Comparing lipid photo-cross-linking efficacy of penetratin analogues bearing three different photoprobes: Dithienyl ketone, benzophenone, and trifluoromethylaryldiazirine". experimental part. p. 352 - 359. Retrieved 2011/01/04.