1-(Buta-1,3-dien-1-yl)-4-methylbenzene

Base Information

• Chemical Name: 1-(Buta-1,3-dien-1-yl)-4-methylbenzene
• CAS No.: 33356-85-3
• Molecular Formula: C₁₁H₁₂
• Molecular Weight: 144.216
• DSSTox Substance ID: DTXSID70709199
• Mol file: 33356-85-3.mol

Synonyms:33356-85-3;1-(1,3-butadienyl)-4-methyl-benzene;1-(Buta-1,3-dien-1-yl)-4-methylbenzene;DTXSID70709199

Chemical Property of 1-(Buta-1,3-dien-1-yl)-4-methylbenzene

Chemical Property:

• Melting Point: 26 °C (aq. methanol)
• Boiling Point: 78 °C(Press: 0.005 Torr)
• PSA: 0.00000
• Density: 0.9270 g/cm3
• LogP: 3.19420
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 2
• Exact Mass: 144.093900383
• Heavy Atom Count: 11
• Complexity: 136

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

Technology Process of 1-(Buta-1,3-dien-1-yl)-4-methylbenzene

There total 34 articles about 1-(Buta-1,3-dien-1-yl)-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: 89.0%

4-methyl-cinnamaldehyde (56578-35-9) + Methyltriphenylphosphonium bromide (1779-49-3) → (E)-1-(4-tolyl)-1,3-butadiene (33356-85-3,32507-41-8)

Guidance literature:

Methyltriphenylphosphonium bromide; With n-butyllithium; In tetrahydrofuran; hexane; at -20 ℃; for 0.5h; Inert atmosphere;

4-methyl-cinnamaldehyde; In tetrahydrofuran; hexane; at -20 - 20 ℃; Inert atmosphere;

DOI:10.1021/acs.macromol.5b00226

Reference yield: 89.0%

4-tolyl iodide (624-31-7) + (E)-2-(buta-1,3-dienyl)-4,4,6-trimethyl-1,3,2-dioxaborinane → (E)-1-(4-tolyl)-1,3-butadiene (33356-85-3,32507-41-8)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; 2,6-di-tert-butyl-4-methyl-phenol; potassium tert-butylate; In tetrahydrofuran; at 60 ℃; for 6h; Inert atmosphere;

DOI:10.1039/c5cc03273c

Reference yield: 86.0%

Diethyl allylphosphonate (1067-87-4) + 4-methyl-benzaldehyde (104-87-0) → (E)-1-(4-tolyl)-1,3-butadiene (33356-85-3,32507-41-8)

Guidance literature:

Diethyl allylphosphonate; With sodium hydride; In tetrahydrofuran; at 0 ℃; for 0.25h; Inert atmosphere;

4-methyl-benzaldehyde; In tetrahydrofuran; at 0 ℃; for 12h; Inert atmosphere;

DOI:10.1021/acs.orglett.9b03562

upstream raw materials:

1-chloro-4-p-tolyl-but-2ξ-ene

buta-1,3-diene

para-methylphenylmagnesium bromide

4-methyl-benzaldehyde