17936-73-1

Basic information

• Product Name: 1-(4-Methylphenyl)-2,2,2-trichloroethanol
• Synonyms: (R*)-2,2,2-Trichloro-1-(4-methylphenyl)ethanol;1-(4-Methylphenyl)-2,2,2-trichloroethanol;4-Methyl-α-(trichloromethyl)benzenemethanol;BenzeneMethanol, 4-Methyl-.alpha.-(trichloroMethyl)-;2,2,2-Trichloro-1-p-tolylethanol
• CAS NO: 17936-73-1
• Molecular Formula: C₉H₉Cl₃O
• Molecular Weight: 0
• Mol File: 17936-73-1.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 309.3°C at 760 mmHg
• Flash Point: 140.9°C
• Appearance: /
• Density: 1.4g/cm³
• Vapor Pressure: 0.000278mmHg at 25°C
• Refractive Index: 1.577
• CAS DataBase Reference: 1-(4-Methylphenyl)-2,2,2-trichloroethanol(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(4-Methylphenyl)-2,2,2-trichloroethanol(17936-73-1)
• EPA Substance Registry System: 1-(4-Methylphenyl)-2,2,2-trichloroethanol(17936-73-1)

Safety Data

• Hazardous Substances Data: 17936-73-1(Hazardous Substances Data)

Usage

General Description

1-(4-Methylphenyl)-2,2,2-trichloroethanol, also known as mephenesin, is an organic compound with the chemical formula C10H12Cl3OH. It is a white crystalline solid that is used as a muscle relaxant and sedative. Mephenesin works by depressing the central nervous system and relieves muscle spasms and tension. It has been used in the treatment of conditions such as back pain, neck pain, and muscle injuries. However, due to its sedative effects and potential for abuse, mephenesin has been discontinued in many countries and is no longer widely available for medical use.

InChI:InChI=1/C9H9Cl3O/c1-6-2-4-7(5-3-6)8(13)9(10,11)12/h2-5,8,13H,1H3

Upstream product

• 104-87-0 4-methyl-benzaldehyde 
• 302-17-0 chloral hydrate 
• 108-88-3 toluene 
• 7446-70-0 aluminium trichloride 
• 75-87-6 chloral 
• 106-38-7 para-bromotoluene 
• 67-66-3 chloroform 
• 56-23-5 tetrachloromethane 

Downstream Products

• 34197-01-8 2-(4-bromo-phenyl)-1,1,1-trichloro-2-p-tolyl-ethane 
• 43193-74-4 1,1,1-trichloro-2-(4-iodo-phenyl)-2-p-tolyl-ethane 
• 17925-97-2 1,1,1-trichloro-2-(4-chloro-phenyl)-2-p-tolyl-ethane 
• 19679-47-1 1,1,1-trichloro-2-phenyl-2-p-tolyl-ethane 
• 41747-39-1 p-tolyl(trichloromethyl)carbinol acetate 
• 104-87-0 4-methyl-benzaldehyde 
• 18584-20-8 4-methylmandelic acid 
• 4974-59-8 2,2-dichloro-4'-methylacetophenone 
• 68490-19-7 C₁₈H₁₄Cl₆ 
• 61693-88-7 C₁₅H₁₃Cl₃ 
• 26204-07-9 1,1-dichloro-2,2-bis(p-methylphenyl)ethane 
• 34025-31-5 α-Hydroxy-p-tolylacetaldehyd 
• 7697-26-9 3-bromo-4-methylbenzoic acid 
• 339274-31-6 (R)-2,2,2-trichloro-1-(4-methylphenyl)ethanol 

Relevant articles and documents

A novel β-(oxy)alkyl radical during copper(I)-mediated stereoselective synthesis of (Z)-ene-1,4-diones in a reaction of 2,2,2-trichloro-1-phenylethanone

A novel β-(oxy)alkyl radical derived from trichloro methyl compound containing neither a suitably located C-C multiple bond nor a leaving group or a H-atom at the β-position of the radical in a reaction of 2,2,2-trichloro-1-phenyl-ethanone with 2 mol equiv each of CuCl and bpy in refluxing DCE under a N2 atm underwent intramolecular heterolysis (just like formation of intact radical cation-anion pair) during stereoselective radical dimerization to Z-ene-1,4-dione along with small amount of reductive dechlorination product. The stereochemistry was established by X-ray diffraction spectroscopy of various solid crystalline products.

Copper(I)-promoted synthesis of chloromethyl ketones from trichloromethyl carbinols

(Chemical Equation Presented) Reaction of several trichloromethyl carbinols with 2 equiv of CuCl/bpy in refluxing DCE for 3 h afforded chloromethyl ketones in excellent yield by 1,2-H shift in the copper-chlorocarbenoid intermediate.

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The (silylethynyl)- and the (tolylethinyl)-hydrazines 1a and 1b react with aryl isocyanates 2a-e and arylsulfonyl isocyanates 2f,g to form the corresponding substituted 3-arylimino-(or arylsulfonylimino-) 1,1,2-trimethyl-5-oxopyrazolidinium-4-ides 3a-h. The silyl group in the 4-position can be replaced by a hydrogen atom (formation of 6a-e). Heating of 6d in toluene induced the unequivocal transformation of the betaine to an isomer, the spectrocopic data of which are in concordance with those of the 4-quinolone derivative 7. Aroyl isocyanates 8 react in a [4+2]cycloaddition with 1a to furnish the 1,3-oxazin-4-ones 9a and b. The stannylated ynehydrazine 1c adds the cumulenic system of an aryl isocyanate (2d) across the Csp-Sn single bond, and trimethylstannyl N-(p-chlorophenyl)-3-(trimethylhydrazmo)propiolimidate 10 is isolated. With two molecules of 2d the hydantoin derivative 11 is formed.