1-(But-3-en-1-yl)-4-methylbenzene

Base Information

• Chemical Name: 1-(But-3-en-1-yl)-4-methylbenzene
• CAS No.: 20574-99-6
• Molecular Formula: C11H14
• Molecular Weight: 146.232
• Hs Code.: 2902909090
• DSSTox Substance ID: DTXSID10531254
• Nikkaji Number: J1.164.509G
• Wikidata: Q82402979
• Mol file: 20574-99-6.mol

Synonyms:20574-99-6;1-(but-3-en-1-yl)-4-methylbenzene;1-but-3-enyl-4-methylbenzene;4-(4-Methylphenyl)-1-butene;MFCD01319558;Benzene,1-(3-buten-1-yl)-4-methyl-;1-(but-3-enyl)-4-methylbenzene;4-(p-Tolyl)-buten;4-(But-3-en-1-yl)toluene;1-But-3-enyl-4-methyl-benzene;DTXSID10531254;AKOS015966099;Benzene, 1-(3-buten-1-yl)-4-methyl-;CS-0449720

Chemical Property of 1-(But-3-en-1-yl)-4-methylbenzene

Chemical Property:

• Vapor Pressure: 0.447mmHg at 25°C
• Refractive Index: 1.507
• Boiling Point: 201 °C at 760 mmHg
• Flash Point: 67.7 °C
• PSA: 0.00000
• Density: 0.877 g/cm³
• LogP: 3.11360
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 3
• Exact Mass: 146.109550447
• Heavy Atom Count: 11
• Complexity: 107

Purity/Quality:

99% ^*data from raw suppliers

4-(But-3-en-1-yl)toluene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 1-(But-3-en-1-yl)-4-methylbenzene

There total 22 articles about 1-(But-3-en-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: 96.0%

4-Methylbenzyl bromide (104-81-4) + allylmagnesium bromide (1730-25-2) → 1-(but-3-en-1-yl)-4-methylbenzene (20574-99-6)

Guidance literature:

In tetrahydrofuran; diethyl ether; at 20 ℃; for 4h; Inert atmosphere;

DOI:10.1021/ol500218p

Reference yield: 95.0%

allylmagnesium bromide (2622-05-1) + 4-Methylbenzyl chloride (104-82-5) → 1-(but-3-en-1-yl)-4-methylbenzene (20574-99-6)

Guidance literature:

In tetrahydrofuran; diethyl ether; at 20 ℃; for 20h; Cooling with ice;

DOI:10.1021/ma200604y

Reference yield: 83.0%

2-Allyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (72824-04-5) + 4-Methylbenzyl chloride (104-82-5) → 1-(but-3-en-1-yl)-4-methylbenzene (20574-99-6)

Guidance literature:

With palladium diacetate; cesium fluoride; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; at 80 ℃; for 12h; Inert atmosphere;

upstream raw materials:

p-methylbenzylmagnesium bromide

allyl bromide

C₁₉H₁₉ClO₄

buta-1,3-diene

Downstream raw materials:

4-(p-tolyl)-3-buten-2-one

1-but-1-enyl-4-methyl-benzene

p-butyltoluene

1-(but-2-en-1-yl)-4-methylbenzene

Refernces

• 1、 Nouaille, Augustin,Pannecoucke, Xavier,Poisson, Thomas,Couve-Bonnaire, Samuel. "Access to Trisubstituted Fluoroalkenes by Ruthenium-Catalyzed Cross-Metathesis". supporting information. p. 2140 - 2147. Retrieved 2021/03/06.
• 2、 Kayashima, Yuki,Komatsuda, Masaaki,Muto, Kei,Yamaguchi, Junichiro. "Pd-catalyzed C4-Dearomative Allylation of Benzyl Ammoniums with Allyltributylstannane". supporting information. p. 836 - 839. Retrieved 2020/07/23.