1-(Cyclopropylidenemethyl)-4-methoxybenzene

Base Information

• Chemical Name: 1-(Cyclopropylidenemethyl)-4-methoxybenzene
• CAS No.: 55088-84-1
• Molecular Formula: C11H12O
• Molecular Weight: 160.216
• DSSTox Substance ID: DTXSID60450769
• Nikkaji Number: J1.134.414C
• Mol file: 55088-84-1.mol

Synonyms:1-(cyclopropylidenemethyl)-4-methoxybenzene;55088-84-1;Benzene, 1-(cyclopropylidenemethyl)-4-methoxy-;4-Methoxybenzylidenecyclopropane;DTXSID60450769;EN300-80616

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

Chemical Property:

• Boiling Point: 72-74 °C(Press: 0.1 Torr)
• PSA: 9.23000
• Density: 1.104±0.06 g/cm3(Predicted)
• LogP: 2.87240
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 160.088815002
• Heavy Atom Count: 12
• Complexity: 169

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)C=C2CC2

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

There total 6 articles about 1-(Cyclopropylidenemethyl)-4-methoxybenzene 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: 90.0%

(4-methoxyphenyl)<1-(trimethylsilyl)cyclopropyl>methanol (89657-04-5) → 4-methoxybenzylidenecyclopropane (55088-84-1)

Guidance literature:

With potassium hydride; In tetrahydrofuran; for 20h; Ambient temperature;

DOI:10.1021/ja00323a031

Reference yield: 88.0%

3-bromopropyltriphenylphosphonium bromide (3607-17-8) + 4-methoxy-benzaldehyde (123-11-5) → 4-methoxybenzylidenecyclopropane (55088-84-1)

Guidance literature:

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

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

DOI:10.1021/acs.orglett.7b03707

Reference yield: 34.0%

(4-methoxybenzylidene)triphenylphosphorane (21960-26-9) + Cyclopropanone Ethyl Hemiketal Magnesium Iodide (74592-24-8) → 4-methoxybenzylidenecyclopropane (55088-84-1)

Guidance literature:

In diethyl ether; for 16h; Heating;

DOI:10.1021/jo01309a012

upstream raw materials:

(4-methoxybenzylidene)triphenylphosphorane

Cyclopropanone Ethyl Hemiketal Magnesium Iodide

(4-methoxyphenyl)<1-(trimethylsilyl)cyclopropyl>methanol

3-bromopropyltriphenylphosphonium bromide

Downstream raw materials:

1-((Z)-2,4-Diiodo-but-1-enyl)-4-methoxy-benzene

C₃₃H₃₀O₂

dimethyl (E)-α-(4-methoxybenzylidene)glutarate

(4E)-5-(4-methoxyphenyl)pent-4-enoic acid