1-(Cycloprop-2-en-1-yl)-2-methylbenzene

Base Information

• Chemical Name: 1-(Cycloprop-2-en-1-yl)-2-methylbenzene
• CAS No.: 65051-83-4
• Molecular Formula: C10H10
• Molecular Weight: 130.189
• Hs Code.: 2902909090
• DSSTox Substance ID: DTXSID00983602
• Mol file: 65051-83-4.mol

Synonyms:65051-83-4;1-(cycloprop-2-en-1-yl)-2-methylbenzene;DTXSID00983602

Chemical Property of 1-(Cycloprop-2-en-1-yl)-2-methylbenzene

Chemical Property:

• Vapor Pressure: 0.548mmHg at 25°C
• Boiling Point: 196.9°C at 760 mmHg
• Flash Point: 65.1°C
• PSA: 0.00000
• Density: 1.025g/cm³
• LogP: 2.64840
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 130.078250319
• Heavy Atom Count: 10
• Complexity: 140

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=CC=C1C2C=C2

Technology Process of 1-(Cycloprop-2-en-1-yl)-2-methylbenzene

There total 8 articles about 1-(Cycloprop-2-en-1-yl)-2-methylbenzene 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: 85.0%

1-methyl-1-phenyl-2-bromocyclopropane (55091-64-0) → 3-methyl-3-phenylcyclopropene (65051-83-4)

Guidance literature:

With 18-crown-6 ether; potassium tert-butylate; In tetrahydrofuran; at 30 ℃; for 18h;

DOI:10.1055/s-0028-1088122

Reference yield:

(2,2-dibromo-1-methylcyclopropyl)benzene (17343-73-6) → 3-methyl-3-phenylcyclopropene (65051-83-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 56 percent / Zn, conc. HCl / ethanol / 10 - 15 °C

2: 56 percent / potassium tert-butoxide / dimethylsulfoxide / 2 h / 40 °C

With hydrogenchloride; potassium tert-butylate; zinc; In ethanol; dimethyl sulfoxide;

Reference yield:

isopropenylbenzene (98-83-9,6144-04-3,25014-31-7,42612-14-6) → 3-methyl-3-phenylcyclopropene (65051-83-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 92 percent / aq. NaOH; cetrimide / 30 h / 35 - 40 °C

2: 85 percent / EtMgBr; Ti(i-PrO)4 / diethyl ether / 1.67 h / 20 °C

3: 79 percent / t-BuOK / dimethylsulfoxide / 10 h / 20 °C

With titanium(IV) isopropylate; sodium hydroxide; ethylmagnesium bromide; potassium tert-butylate; cetyltrimethylammonim bromide; In diethyl ether; dimethyl sulfoxide;

DOI:10.1055/s-2003-44368

upstream raw materials:

1-methyl-1-phenyl-2-bromocyclopropane

(2,2-dibromo-1-methylcyclopropyl)benzene

isopropenylbenzene

acetophenone

Downstream raw materials:

trimethyl-(3-methyl-3-phenylcycloprop-1-enyl)silane

3-Methylindene

2,2,3,3-tetramethyl-1-(2-phenyl-1-propenyl)cyclopropane

7-methyl-2,5,7-triphenyl-3,5-(2,2'-diphenylene)-1,3,5-cycloheptatriene