Benzenemethanol, 3-[3-(trifluoromethyl)-3H-diazirin-3-yl]-

Base Information

• Chemical Name: Benzenemethanol, 3-[3-(trifluoromethyl)-3H-diazirin-3-yl]-
• CAS No.: 176640-04-3
• Molecular Formula: C9H7F3N2O
• Molecular Weight: 216.163
• Mol file: 176640-04-3.mol

Synonyms:3-[3-(trifluoromethyl)-3H-diazirin-3-yl]benzyl alcohol;[3-(3-Trifluoromethyl-3H-diazirin-3-yl)-phenyl]-methanol;

Chemical Property of Benzenemethanol, 3-[3-(trifluoromethyl)-3H-diazirin-3-yl]-

Chemical Property:

• PSA: 44.95000
• LogP: 1.23100

Purity/Quality:

99% ^*data from raw suppliers

(3-(3-(Trifluoromethyl)-3H-diazirin-3-yl)phenyl)methanol 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Benzenemethanol, 3-[3-(trifluoromethyl)-3H-diazirin-3-yl]-

There total 9 articles about Benzenemethanol, 3-[3-(trifluoromethyl)-3H-diazirin-3-yl]- 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: 86.0%

3-(3-((tert-butyldimethylsilyloxy)methyl)phenyl)-3-(trifluoromethyl)-3H-diazirine (162844-91-9) → 3-[3-hydroxymethylphenyl]-3-trifluoromethyl-3H-diazirine (176640-04-3)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 1h;

DOI:10.1021/jo402738t

Reference yield:

1-(3-((tert-butyldimethylsilyloxy)methyl)phenyl)-2,2,2-trifluoroethanone (176640-03-2) → 3-[3-hydroxymethylphenyl]-3-trifluoromethyl-3H-diazirine (176640-04-3)

Guidance literature:

Multi-step reaction with 4 steps

1: 91 percent / NH₂OH*HCl / pyridine

2: 98 percent / NEt₃, DMAP

3: 92 percent / NH₃

4: t-BuOCl

With dmap; tert-butylhypochlorite; hydroxylamine hydrochloride; ammonia; triethylamine; In pyridine;

DOI:10.1016/0960-894X(96)00075-3

Reference yield:

(3-Bromophenyl)methanol (15852-73-0) → 3-[3-hydroxymethylphenyl]-3-trifluoromethyl-3H-diazirine (176640-04-3)

Guidance literature:

Multi-step reaction with 6 steps

1: 96 percent / DBU

2: 1.) BuLi / 1.) THF, -78 deg C

3: 91 percent / NH₂OH*HCl / pyridine

4: 98 percent / NEt₃, DMAP

5: 92 percent / NH₃

6: t-BuOCl

With dmap; n-butyllithium; tert-butylhypochlorite; hydroxylamine hydrochloride; ammonia; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; In pyridine;

DOI:10.1016/0960-894X(96)00075-3

upstream raw materials:

3-(3-((tert-butyldimethylsilyloxy)methyl)phenyl)-3-(trifluoromethyl)-3H-diazirine

(3-Bromophenyl)methanol

1-(3-((tert-butyldimethylsilyloxy)methyl)phenyl)-2,2,2-trifluoroethanone

3-(3-((tert-butyldimethylsilyloxy)methyl)phenyl)-3-(trifluoromethyl)diaziridine

Downstream raw materials:

3-<3-(trifluoromethyl)-3H-diazirin-3-yl>benzoic acid

2,3,5-tri-O-benzoyl-1-O-[3-(3-trifluoromethyl-3H-diazirine-3-yl)benzyl]-β-D-ribofuranose

1-O-[3-(3-trifluoromethyl-3H-diazirin-3-yl)benzyl]-β-D-ribofuranose

1-O-[3-(3-trifluoromethyl-3H-diazirin-3-yl)benzyl]-5-O-(4,4'-dimethoxytrityl)-β-D-ribofuranose