1669-70-1

Basic information

• Product Name: 2-(4-CHLOROPHENYL)-2-METHYLOXIRANE
• Synonyms: 2-(4-CHLOROPHENYL)-2-METHYLOXIRANE
• CAS NO: 1669-70-1
• Molecular Formula: C₉H₉ClO
• Molecular Weight: 168.6202
• Mol File: 1669-70-1.mol
• Article Data: 14

Chemical Properties

• Boiling Point: 228.2°Cat760mmHg
• Flash Point: 96.9°C
• Appearance: /
• Density: 1.214g/cm³
• Vapor Pressure: 0.112mmHg at 25°C
• Refractive Index: 1.558
• CAS DataBase Reference: 2-(4-CHLOROPHENYL)-2-METHYLOXIRANE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(4-CHLOROPHENYL)-2-METHYLOXIRANE(1669-70-1)
• EPA Substance Registry System: 2-(4-CHLOROPHENYL)-2-METHYLOXIRANE(1669-70-1)

Safety Data

• Hazardous Substances Data: 1669-70-1(Hazardous Substances Data)

Usage

Classification

Organic compound, belongs to the family of oxirane compounds.

Color

Colorless liquid.

Odor

Faint, sweet.

Solubility

Insoluble in water, soluble in most organic solvents.

Uses

Chemical intermediate in the synthesis of various pharmaceuticals, agrochemicals, and other organic compounds.
Building block in the production of polymers and resins.

Flammability

2-(4-chlorophenyl)-2-methyloxirane is flammable.

Skin and eye irritation

May cause skin and eye irritation.

Handling and storage

Should be handled and stored with proper safety precautions.

InChI:InChI=1/C9H9ClO/c1-9(6-11-9)7-2-4-8(10)5-3-7/h2-5H,6H2,1H3

Upstream product

• 6814-64-8 methylenedimethyl sulfurane 
• 99-91-2 para-chloroacetophenone 
• 1712-70-5 1-chloro-4-(1-methylethenyl)-benzene 
• 2788-86-5 4-Chlorostyrene oxide 
• 74-88-4 methyl iodide 
• 1774-47-6 trimethylsulfoxonium iodide 
• 333-27-7 methyl trifluoromethanesulfonate 
• 2181-42-2 trimethylsulphonium iodide 
• 75-18-3 dimethylsulfide 

Downstream Products

• 1239767-04-4 C₉H₁₀ClN₃O 
• 1213256-40-6 C₉H₁₀ClN₃O 
• 1239766-96-1 (R)-1-azido-2-(4-chlorophenyl)propan-2-ol 
• 236408-50-7 (S)-p-chloro-α-methylstyrene oxide 
• 1239766-86-9 1-azido-2-(4-chlorophenyl)propan-2-ol 
• 312304-85-1 (S)-2-(4-chlorophenyl)propanal 
• 286964-62-3 2-(4-chlorophenyl)propanal 
• 1283086-29-2 C₂₃H₂₅ClN₂O 
• 59667-21-9 p-Chloro-β-methylphenethyl alcohol 
• 1225434-42-3 1-(9-chloro-2,3,4,5-tetrahydro-3-methylazepino[4,5-b]indol-6(1H)-yl)-2-(4-chlorophenyl)propan-2-ol 
• 1225434-48-9 2-(4-chlorophenyl)-1-(2,3,4,5-tetrahydro-3,9-dimethylazepino[4,5-b]indol-6(1H)-yl)propan-2-ol 
• 102877-35-0 2-(4-chlorophenyl)-propane-1,2-diol 

Relevant articles and documents

Enantioselective hydrolysis of 2,2-disubstituted oxiranes mediated by microsomal epoxide hydrolase

2-Aryl-2-methyloxiranes are enantioselectively hydrolyzed with microsomal epoxide hydrolase from pig liver to provide 1,2-diols containing a tertiary benzylic alcohol stereogenic centre upto 34% enantiomeric purities.

Mild Iridium-Catalysed Isomerization of Epoxides. Computational Insights and Application to the Synthesis of β-Alkyl Amines

The isomerization of epoxides to aldehydes using the readily available Crabtree's reagent is described. The aldehydes were transformed into synthetically useful amines by a one-pot reductive amination using pyrrolidine as imine-formation catalyst. The reactions worked with low catalyst loadings in very mild conditions. The procedure is operationally simple and tolerates a wide range of functional groups. A DFT study of its mechanism is presented showing that the isomerization takes place via an iridium hydride mechanism with a low energy barrier, in agreement with the mild reaction conditions. (Figure presented.).

Catalytic hydrogen atom transfer (HAT) for sustainable and diastereoselective radical reduction

Going cyclic! A catalytic cycle and cyclic transition states enable a novel sustainable and catalytic hydrogen atom transfer (HAT) for highly diastereoselective radical reductions. Readily available nontoxic silanes are the terminal reductants for epoxides that are opened by bifunctional titanocene(III) hydride catalysts. Copyright