2-(Trifluoromethyl)benzaldehyde

Base Information

• Chemical Name: 2-(Trifluoromethyl)benzaldehyde
• CAS No.: 447-61-0
• Molecular Formula: C8H5F3O
• Molecular Weight: 174.122
• Hs Code.: 29124990
• European Community (EC) Number: 207-185-9
• DSSTox Substance ID: DTXSID40196279
• Nikkaji Number: J30.719J
• Wikidata: Q72511621
• ChEMBL ID: CHEMBL4549081
• Mol file: 447-61-0.mol

Synonyms:2-(Trifluoromethyl)benzaldehyde;447-61-0;2-Trifluoromethylbenzaldehyde;o-(Trifluoromethyl)benzaldehyde;alpha,alpha,alpha-Trifluoro-o-tolualdehyde;Benzaldehyde, 2-(trifluoromethyl)-;o-trifluoromethylbenzaldehyde;trifluoromethylbenzaldehyde;MFCD00003337;o-trifluoromethyl benzaldehyde;2-(trifluoromethyl)-benzaldehyde;ortho-trifluoromethyl-benzaldehyde;EINECS 207-185-9;EC 207-185-9;o-Tolualdehyde, .alpha.,.alpha.,.alpha.-trifluoro-;A,A,A-TRIFLUORO-O-TOLUALDEHYDE;2-trifluoromethyibenzaldehyde;SCHEMBL67207;2-trifluoromethyl-benzaldehyde;Integrase inhibitor, R2{5};2-Trifluoromethyl benzaldehyde;CHEMBL4549081;BDBM93344;ortho(trifluoromethyl)benzaldehyde;DTXSID40196279;2-(trifluoromethyl) -benzaldehyde;ortho-(trifluoromethyl)benzaldehyde;2-(Trifluoromethyl)benzaldehyde, 98%;AKOS000119868;AC-2901;CS-W009016;PS-8633;SY003300;A7105;AM20060045;FT-0608952;T1281;EN300-20098;.alpha.,.alpha.,.alpha.-Trifluoro-o-tolualdehyde;A826680;W-106176;F2191-0140;Z104476826

Chemical Property of 2-(Trifluoromethyl)benzaldehyde

Chemical Property:

• Appearance/Colour: clear colorless to slightly yellow liquid
• Vapor Pressure: 0.445mmHg at 25°C
• Melting Point: -40 °C
• Refractive Index: n20/D 1.466(lit.)
• Boiling Point: 194.3 °C at 760 mmHg
• Flash Point: 61.1 °C
• PSA: 17.07000
• Density: 1.293 g/cm³
• LogP: 2.51790
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Sensitive.: Air Sensitive
• Solubility.: Soluble in most organic solvents.
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 174.02924926
• Heavy Atom Count: 12
• Complexity: 164

Purity/Quality:

99% ^*data from raw suppliers

2-(Trifluoromethyl)benzaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39-37/39-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)C=O)C(F)(F)F
• Uses: 2-(Trifluoromethyl)benzaldehyde has been used in the preparation of ω-(dimethylamino)-alkylethyl-4(-2-(trifluorormethyl)phenyl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylates, methyl (E)-2-[2-[(E)-2-(2-trifluoromethylphenyl)vinyl]-phenyl]-3-methoxyacrylate via Wittig-Horner reaction. It is a reagent used as electrophilic component in a wide array of reactions.

Technology Process of 2-(Trifluoromethyl)benzaldehyde

There total 42 articles about 2-(Trifluoromethyl)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: 96.5%

o-trifluoromethyl-α,α-dichlorotoluene (707-72-2) + C8H5ClF4 + 1-difluoromethyl-2-trifluoromethyl-benzene (312-95-8) → 2-Trifluoromethylbenzaldehyde (447-61-0)

Guidance literature:

With iron(III) chloride; water; at 100 - 110 ℃; Flow reactor;

Reference yield: 89.0%

2-(2-Trifluoromethyl-phenyl)-[1,3]dioxolane (116063-84-4) → 2-Trifluoromethylbenzaldehyde (447-61-0)

Guidance literature:

In(OSO₂CF₃)3; In acetone; at 100 ℃; for 0.0833333h; microwave irradiation;

DOI:10.1021/jo0707075

Reference yield: 87.0%

o-(trifluoromethyl)styrene (395-45-9) → 2-Trifluoromethylbenzaldehyde (447-61-0)

Guidance literature:

With tetrabutylammonium perchlorate; oxygen; platinum; In nitromethane; at 20 ℃; Electrolysis;

DOI:10.1002/anie.201809454

upstream raw materials:

1-difluoromethyl-2-trifluoromethyl-benzene

o-trifluoromethylbenzylamine

2,2,3,3,4,4,5,5,6,6,7,7-dodecafluoroheptanal

hydroxyhydroperoxy(2-trifluorophenyl)methane

Downstream raw materials:

2-(2-trifluoromethylphenyl)-2-trimethylsiloxyethanenitrile

1,4,5,6,7,8-Hexahydro-2-methyl-5-oxo-4-<2-(trifluormethyl)-phenyl>-chinolin-3-carbonsaeure-Methylester

5-Cyano-6-methyl-2-phenylsulfanylmethyl-4-(2-trifluoromethyl-phenyl)-1,4-dihydro-pyridine-3-carboxylic acid methyl ester

5-Cyano-6-methyl-2-phenylsulfanylmethyl-4-(2-trifluoromethyl-phenyl)-1,4-dihydro-pyridine-3-carboxylic acid ethyl ester

Refernces

• 1、 Hisano, Naoya,Kimura, Daiki,Mori, Keiji. "Synthesis of seven-membered ring containing difluoromethylene unit by Sc(OTf)3-catalyzed activation of single C-F bond in CF3 group". . p. 771 - 774. Retrieved 2019.
• 2、 Hirosawa, Keishi,Mashima, Kazushi,Satoh, Tetsuya,Shinohara, Koichi,Shirase, Satoru,Tamaki, Sota,Tsurugi, Hayato. "Cerium(IV) Carboxylate Photocatalyst for Catalytic Radical Formation from Carboxylic Acids: Decarboxylative Oxygenation of Aliphatic Carboxylic Acids and Lactonization of Aromatic Carboxylic Acids". supporting information. . Retrieved 2020/03/25.