4-(Trifluoroacetyl)benzaldehyde

Base Information

• Chemical Name: 4-(Trifluoroacetyl)benzaldehyde
• CAS No.: 86988-50-3
• Molecular Formula: C9H5 F3 O2
• Molecular Weight: 202.133
• Hs Code.: 2914700090
• DSSTox Substance ID: DTXSID90516862
• Nikkaji Number: J2.269.317D
• Wikidata: Q82378497
• Mol file: 86988-50-3.mol

Synonyms:4-(Trifluoroacetyl)benzaldehyde;86988-50-3;4-(2,2,2-trifluoroacetyl)benzaldehyde;Benzaldehyde, 4-(trifluoroacetyl)-;SCHEMBL7235139;DTXSID90516862;QZIUSAUIKVMLEX-UHFFFAOYSA-N;MFCD12547943;AKOS027385276;PS-11428;CS-0356361

Chemical Property of 4-(Trifluoroacetyl)benzaldehyde

Chemical Property:

• PSA: 34.14000
• LogP: 2.24410
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 202.02416388
• Heavy Atom Count: 14
• Complexity: 227

Purity/Quality:

99.99%HPLC ^*data from raw suppliers

4-(Trifluoroacetyl)benzaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C=O)C(=O)C(F)(F)F

Technology Process of 4-(Trifluoroacetyl)benzaldehyde

There total 7 articles about 4-(Trifluoroacetyl)benzaldehyde 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: 78.0%

1-(1-hydroxy-2,2,2-trifluoroethyl)-4-(formyl)benzene → 4-(2,2,2-trifluoroacetyl)benzaldehyde (86988-50-3)

Guidance literature:

With 2,6-dimethylpyridine; 4-acetylamino-2,2,6,6-tetramethylpiperidine-1-oxoammonium tetrafluoroborate; In dichloromethane; at 20 ℃; chemoselective reaction; Sealed tube;

DOI:10.1021/jo301477s

Reference yield:

4-bromo-benzaldehyde (1122-91-4) → 4-(2,2,2-trifluoroacetyl)benzaldehyde (86988-50-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 92 percent / p-toluenesulphonic acid / ethanol

2: 1) n-BuLi / 1) hexane, ether, -30 to 0 deg C in 2 h, 2) ether, -50 deg C, 3 h

3: P₂O₅ / 60 °C

With n-butyllithium; phosphorus pentoxide; toluene-4-sulfonic acid; In ethanol;

Reference yield:

1-(1-hydroxy-2,2,2-trifluoroethyl)-4-(formyl)benzene → 4-(2,2,2-trifluoroacetyl)benzaldehyde (86988-50-3) + 4-(2,2,2-trifluoro-1,1-dihydroxyethyl)benzaldehyde (87736-94-5)

Guidance literature:

With 9-azabicyclo[3.3.1]nonan-3-one N-oxyl oxide; oxygen; acetic acid; sodium nitrite; at 20 ℃; for 18h; under 760.051 Torr; Overall yield = 80 %; chemoselective reaction;

DOI:10.1002/adsc.201500131

upstream raw materials:

4-trifluoroacetylbenzaldehyde diethyl acetal

trifluoroacetic acid-methyl ester

1.4-dibromobenzene

N,N-dimethyl-formamide

Downstream raw materials:

4-(trifluoroacetyl)benzoic acid

4-(2,2,2-trifluoro-1,1-dihydroxyethyl)benzoic acid

4-Carboxybenzaldehyde

benzyl 4-formylbenzoate