4-(Trifluoromethoxy)benzyl alcohol

Base Information

• Chemical Name: 4-(Trifluoromethoxy)benzyl alcohol
• CAS No.: 1736-74-9
• Molecular Formula: C8H7F3O2
• Molecular Weight: 192.138
• Hs Code.: 29094990
• European Community (EC) Number: 642-868-9
• DSSTox Substance ID: DTXSID10169637
• Nikkaji Number: J747.835F
• Wikidata: Q72511334
• Mol file: 1736-74-9.mol

Synonyms:4-(Trifluoromethoxy)benzyl alcohol;1736-74-9;(4-(Trifluoromethoxy)phenyl)methanol;[4-(Trifluoromethoxy)phenyl]methanol;p-Trifluoromethoxybenzyl alcohol;Benzenemethanol, 4-(trifluoromethoxy)-;4-trifluoromethoxybenzyl alcohol;MFCD00036029;4-(Trifluoromethoxy)benzylalcohol;SCHEMBL963834;4-trifluoromethoxy benzyl alcohol;AMY8798;DTXSID10169637;CHEBI:195150;p-(trifluoromethoxy)benzyl alcohol;4-(trifluoromethoxy)benzenemethanol;[4-(triluoromethoxy)phenyl]methanol;[4-(Trifluoromethoxy)pheny]methanol;(4-trifluoromethoxy-phenyl)-methanol;CK1131;AKOS000249058;AC-9760;CS-W010710;PS-8337;SDCCGMLS-0066270.P001;[4-(Trifluoromethoxy)phenyl]methanol #;4-(Trifluoromethoxy)benzyl alcohol, 97%;SY011516;FT-0616885;A22548;EN300-1932879;J-010934

Chemical Property of 4-(Trifluoromethoxy)benzyl alcohol

Chemical Property:

• Appearance/Colour: clear light pink liquid
• Vapor Pressure: 0.169mmHg at 25°C
• Refractive Index: n20/D 1.449(lit.)
• Boiling Point: 203.4 °C at 760 mmHg
• PKA: 14.03±0.10(Predicted)
• Flash Point: 102.1 °C
• PSA: 29.46000
• Density: 1.337 g/cm³
• LogP: 2.07750
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Chloroform, Methanol
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 192.03981395
• Heavy Atom Count: 13
• Complexity: 150

Purity/Quality:

99% ^*data from raw suppliers

4-(Trifluoromethoxy)benzyl alcohol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=CC=C1CO)OC(F)(F)F
• Uses: 4-(Trifluoromethoxy)benzyl alcohol is used in biological processes as substrate specificity of inducible O-demethylase of Sporomusa ovata for methoxynaphthols, methoxyfuran and fluoroanisols under anaerobic conditions. 4-(Trifluoromethoxy)benzyl alcohol may be used in chemical synthesis.

Technology Process of 4-(Trifluoromethoxy)benzyl alcohol

There total 13 articles about 4-(Trifluoromethoxy)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: 100.0%

4-trifluoromethoxy-benzoic acid ethyl ester (587-18-8) → 4-trifluoromethoxybenzyl alcohol (1736-74-9)

Guidance literature:

With methanol; sodium tetrahydroborate; In tetrahydrofuran; at 20 ℃;

Reference yield: 89.0%

p-trifluoromethoxybenzaldehyde (659-28-9) → 4-trifluoromethoxybenzyl alcohol (1736-74-9)

Guidance literature:

p-trifluoromethoxybenzaldehyde; With Triethoxysilane; C₂₂H₂₇ClFeNO₃; In [D₃]acetonitrile; at 80 ℃; for 6h;

With water; sodium hydroxide; In methanol; [D₃]acetonitrile; at 20 ℃;

DOI:10.1002/ejoc.201500090

Reference yield: 82.0%

4-trifluoromethoxybenzoic acid (330-12-1) → 4-trifluoromethoxybenzyl alcohol (1736-74-9)

Guidance literature:

4-trifluoromethoxybenzoic acid; With sodium tetrahydroborate; In tetrahydrofuran; at 0 ℃; for 3h;

With boron trifluoride diethyl etherate; In tetrahydrofuran; at 0 - 20 ℃; for 3h;

upstream raw materials:

4-trifluoromethoxy-benzoic acid ethyl ester

4-trifluoromethoxybenzoic acid

p-trifluoromethoxybenzaldehyde

4-(trifluoromethoxy)benzonitrile

Downstream raw materials:

p-trifluoromethoxybenzaldehyde

4-trifluoromethoxybenzyl bromide

{4'-Propoxy-3'-[(4-trifluoromethoxybenzyloxycarbonylamino)-methyl]biphenyl-3-yl}acetic acid

4-<4-(trifluoromethoxy)benzyl>cyclohexanone

Refernces

A concise and convergent synthesis of PA-824

10.1021/jo1015807

The research focuses on the development of a concise and convergent four-step synthesis method for PA-824, a promising antituberculosis drug candidate. The purpose of this study was to improve upon the existing synthetic route used for large-scale production of PA-824, addressing concerns related to cost, safety, and efficiency. The new approach offers significant improvements by utilizing a safe alternative to the explosive 2,4-dinitroimidazole and a functionalized pseudosymmetrical glycidol derivative. Key chemicals used in the synthesis include (R)-3-chloro-1,2-propanediol, p-methoxybenzoyl chloride, 4-(trifluoromethoxy)benzyl alcohol, 2-chloro-4-nitroimidazole, and potassium hydroxide. The synthesis process culminates in the production of PA-824 with high yield and enantiomeric excess, demonstrating the potential for kilogram-scale production. The conclusions of the research highlight the efficiency, simplicity, and safety of the new synthetic method, which is crucial for the future production and distribution of affordable TB treatments, especially in developing regions where the disease is most prevalent.