1-(Cyclopropylidenemethyl)-4-methylbenzene

Base Information

• Chemical Name: 1-(Cyclopropylidenemethyl)-4-methylbenzene
• CAS No.: 55088-80-7
• Molecular Formula: C11H12
• Molecular Weight: 144.216
• DSSTox Substance ID: DTXSID70394281
• Nikkaji Number: J1.894.727G

Synonyms:1-(cyclopropylidenemethyl)-4-methylbenzene;55088-80-7;4-Methylbenzylidenecyclopropane;DTXSID70394281;1-(cyclopropylidene-methyl)-4-methyl-benzene

Chemical Property of 1-(Cyclopropylidenemethyl)-4-methylbenzene

Chemical Property:

• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 144.093900383
• Heavy Atom Count: 11
• Complexity: 153

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)C=C2CC2

Technology Process of 1-(Cyclopropylidenemethyl)-4-methylbenzene

There total 16 articles about 1-(Cyclopropylidenemethyl)-4-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: 97.0%

3-bromopropyltriphenylphosphonium bromide (3607-17-8) + 4-methyl-benzaldehyde (104-87-0) → 1-(cyclopropylidenemethyl)-4-methylbenzene (55088-80-7)

Guidance literature:

3-bromopropyltriphenylphosphonium bromide; With potassium tert-butylate; In tetrahydrofuran; at 70 ℃; for 1h; Inert atmosphere;

4-methyl-benzaldehyde; In tetrahydrofuran; Inert atmosphere; Reflux;

DOI:10.1021/acs.orglett.7b03707

Reference yield: 95.0%

1-[(1-Benzenesulfonyl-cyclopropyl)-chloro-methyl]-4-methyl-benzene (728917-94-0) → 1-(cyclopropylidenemethyl)-4-methylbenzene (55088-80-7)

Guidance literature:

With magnesium; mercury dichloride; In ethanol; at 20 ℃; for 1h;

DOI:10.1055/s-2004-822899

Reference yield: 76.0%

acetic acid (1-benzenesulfinyl-cyclopropyl)-p-tolyl-methyl ester (728918-01-2) → 1-(cyclopropylidenemethyl)-4-methylbenzene (55088-80-7)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.0833333h;

DOI:10.1055/s-2004-822899

upstream raw materials:

[(4-methylphenyl)methylene]triphenylphosphorane

Cyclopropanone Ethyl Hemiketal Magnesium Iodide

3-bromopropyltriphenylphosphonium bromide

4-methyl-benzaldehyde

Downstream raw materials:

Cyclopropyliden(p-tolyl)methylfluorid

1-(1-bromo-1-p-tolylmethyl)cyclopropyl bromide

N-(4-toluenesulfonyl)-2-(4-methylphenyl)pyrrolidine

(S)-γ-(4-methylphenyl)-γ-butyrolactone

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