4-(Trifluoromethyl)benzyl alcohol

Base Information

• Chemical Name: 4-(Trifluoromethyl)benzyl alcohol
• CAS No.: 349-95-1
• Molecular Formula: C8H7F3O
• Molecular Weight: 176.138
• Hs Code.: 29062900
• European Community (EC) Number: 206-494-6
• DSSTox Substance ID: DTXSID40188457
• Nikkaji Number: J150.012K
• Wikidata: Q63409726
• Mol file: 349-95-1.mol

Synonyms:4-(trifluoromethyl)benzyl alcohol;para-(trifluoromethyl)benzyl alcohol

Chemical Property of 4-(Trifluoromethyl)benzyl alcohol

Chemical Property:

• Appearance/Colour: Colorless to light yellow liquid
• Vapor Pressure: 0.0954mmHg at 25°C
• Melting Point: 18-20 °C
• Refractive Index: n20/D 1.459(lit.)
• Boiling Point: 213.7 °C at 760 mmHg
• PKA: 13.91±0.10(Predicted)
• Flash Point: 100.6 °C
• PSA: 20.23000
• Density: 1.287 g/cm³
• LogP: 2.19770
• Storage Temp.: Store below +30°C.
• Water Solubility.: Soluble in water.
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 176.04489933
• Heavy Atom Count: 12
• Complexity: 136

Purity/Quality:

98% ^*data from raw suppliers

4-Hydroxymethylbenzotrifluoride ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1CO)C(F)(F)F
• Uses: 4-(Trifluoromethyl)benzyl alcohol, is used as a pharmaceutical intermediate, it is also used to predict the NMR spectrum. 4-(Trifluoromethyl)benzyl alcohol is employed as a reagent in, for example, kinetic studies of phosphonoformate prodrugs and aquachromium(IV).

Technology Process of 4-(Trifluoromethyl)benzyl alcohol

There total 79 articles about 4-(Trifluoromethyl)benzyl alcohol 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: 99.0%

4-(trifluoromethyl)benzyl trifluoroacetate (681035-98-3) → 4-(trifluoromethyl)benzylic alcohol (349-95-1) + 2,2,2-trifluoroethanol (75-89-8)

Guidance literature:

With trans-[(2,6-bis(di-tert-butylphosphinomethyl)pyridine)Fe(H)₂(CO)]; hydrogen; sodium methylate; In 1,4-dioxane; at 40 ℃; for 16h; under 18751.9 Torr; Glovebox; Inert atmosphere;

DOI:10.1002/anie.201311221

Reference yield: 99.0%

methyl 4-(trifluoromethyl)benzoate (2967-66-0) → 4-(trifluoromethyl)benzylic alcohol (349-95-1)

Guidance literature:

With dimethylsulfide borane complex; In 2-methyltetrahydrofuran; at 90 ℃; for 0.333333h; under 7500.75 Torr; chemoselective reaction; Inert atmosphere; Flow reactor;

DOI:10.1002/cssc.201903459

Reference yield: 94.0%

tert-butyldimethyl(4-trifluoromethylbenzyloxy)silane (361162-24-5) → 4-(trifluoromethyl)benzylic alcohol (349-95-1)

Guidance literature:

With hafnium tetrakis(trifluoromethanesulfonate); In methanol; at 20 ℃; for 12h;

DOI:10.1055/s-0037-1610307

upstream raw materials:

ethyl 4-(trifluoromethyl)benzoate

4-Trifluoromethylbenzaldehyde

formaldehyd

4-(trifluoromethyl)phenylmagnesium bromide

Downstream raw materials:

4-(trifluoromethyl)-benzyl chloroformate

carbonic acid 2,5-dioxo-pyrrolidin-1-yl ester 4-trifluoromethyl-benzyl ester

4-(trifluoromethyl)benzyl 4-(trifluoromethyl)-benzoate

4-(4-(trifluoromethyl)benzyloxy)aniline

Refernces

• 1、 Warratz, Svenja,Postigo, Lorena,Royo, Beatriz. "Direct synthesis of iron(0) N-heterocyclic carbene complexes by using Fe3(CO)12 and their application in reduction of carbonyl groups". . p. 893 - 897. Retrieved 2013.
• 2、 Zubar, Viktoriia,Lichtenberger, Niels,Schelwies, Mathias,Oeser, Thomas,Hashmi, A. Stephen K.,Schaub, Thomas. "Manganese-Catalyzed Hydrogenation of Sclareolide to Ambradiol". . . Retrieved 2021/11/16.
• 3、 Kaicharla, Trinadh,Ngoc, Trung Tran,Teichert, Johannes F.,Tzaras, Dimitrios-Ioannis,Zimmermann, Birte M.. "A Bifunctional Copper Catalyst Enables Ester Reduction with H2: Expanding the Reactivity Space of Nucleophilic Copper Hydrides". . p. 16865 - 16873. Retrieved 2021/10/20.