60907-90-6

Basic information

• Product Name: Benzenemethanol, -alpha-,2,3-trimethyl- (9CI)
• Synonyms: Benzenemethanol, -alpha-,2,3-trimethyl- (9CI);1-(2,3-DiMethylphenyl)ethanol;1-(2,3-dimethylphenyl)ethan-1-ol;Medetomidine Impurity 10;Medetomidine Impurity 4;Dexmedetomidine Impurity 1
• CAS NO: 60907-90-6
• Molecular Formula: C₁₀H₁₄O
• Molecular Weight: 150.22
• Product Categories: PHENYL
• Mol File: 60907-90-6.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 225.8 °C at 760 mmHg
• Flash Point: 100 °C
• Appearance: /
• Density: 0.981 g/cm³
• Vapor Pressure: 0.048mmHg at 25°C
• Refractive Index: 1.526
• Storage Temp.: Refrigerator
• Solubility: Chloroform, Methanol (Sparingly)
• PKA: 14.71±0.20(Predicted)
• CAS DataBase Reference: Benzenemethanol, -alpha-,2,3-trimethyl- (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenemethanol, -alpha-,2,3-trimethyl- (9CI)(60907-90-6)
• EPA Substance Registry System: Benzenemethanol, -alpha-,2,3-trimethyl- (9CI)(60907-90-6)

Safety Data

• Hazardous Substances Data: 60907-90-6(Hazardous Substances Data)

Usage

Uses

1-?(2,?3-?Dimethylphenyl)?ethanol is a reagent used in the synthesis of α-adrenoreceptor agonist used in veterinary medicine for its analgesic and sedative activity. Dexmedetomidine (D299000), an α2-Adrenergic agonist, impurity.

InChI:InChI=1/C10H14O/c1-7-5-4-6-10(8(7)2)9(3)11/h4-6,9,11H,1-3H3

Upstream product

• 917-64-6 methyl magnesium iodide 
• 5779-93-1 2,3-dimethylbenzaldehyde 
• 676-58-4 methylmagnesium chloride 
• 21078-08-0 1,5-dimethyl-6-methylenetricyclo<3.2.1.0^2,7>oct-3-en-8-one 
• 5724-56-1 2,3-dimethylbenzonitrile 
• 2142-71-4 1-(2,3-dimethyl-phenyl)-ethanone 

Downstream Products

• 86347-14-0 medetomidine 
• 176721-04-3 (S)-dexmedetomidine-L-(+)-tartrate 
• 2142-71-4 1-(2,3-dimethyl-phenyl)-ethanone 
• 1342259-86-2 (R)-1-(2,3-dimethylphenyl)ethyl valerate 
• 86347-14-0 (+/-)-4(5)-<1-(2,3-Dimethylphenyl)ethyl-1H-imidazole> 
• 145108-58-3 dexmedetomidine hydrochloride 
• 119717-21-4 (+)-(S)-4-(1-[2,3-dimethylphenyl]ethyl)-1H-imidazole 

Relevant articles and documents

Synthesis and enantiomeric resolution of medetomidine

Medetomidine {4-[l-(2,3-dimethylphenyl)ethyl]-3H-imidazole], 5} is a selective α2-adrenoceptor agonist used in veterinary medicine for its analgesic and sedative properties. It is also an alternative and environmentally acceptable anti-fouling biocide which impedes the settlement of barnacles at nanomolar concentrations and replaces toxic antifouling coatings based on heavy metals. Several syntheses of medetomidine have been reported. The first method for the preparation of 5 and of other related 4-benzylimidazoles was described in a patent starting from 2,3-dimethylbromobenzene as shown in Scheme 1; unfortunately the yields were not reported.

PROCESS FOR THE PREPARATION OF MEDETOMIDINE

A process of preparing Medetomidine of Formula (I) or an acid addition salt thereof, which process comprises: (i) reacting 2,3-dimethyl-methylbenzylalcohol with N-trimethylsilylimidazole, and, if desired, converting the Medetomidine to an acid addition salt thereof.