1-Methyl-4-propa-1,2-dienylbenzene

Base Information

• Chemical Name: 1-Methyl-4-propa-1,2-dienylbenzene
• CAS No.: 2749-96-4
• Molecular Formula: C10H10
• Molecular Weight: 130.189
• DSSTox Substance ID: DTXSID20450720
• Nikkaji Number: J879.686F
• Mol file: 2749-96-4.mol

Synonyms:1-methyl-4-propa-1,2-dienylbenzene;p-Tolylallene;2749-96-4;1-methyl-4-(1,2-propadienyl)benzene;Benzene, 1-methyl-4-(1,2-propadienyl)-;DTXSID20450720

Chemical Property of 1-Methyl-4-propa-1,2-dienylbenzene

Chemical Property:

• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 130.078250319
• Heavy Atom Count: 10
• Complexity: 132

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 1-Methyl-4-propa-1,2-dienylbenzene

There total 25 articles about 1-Methyl-4-propa-1,2-dienylbenzene 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: 95.0%

1-(2,2-dibromocyclopropyl)-4-methylbenzene (17343-75-8) → 4-methylphenylallene (2749-96-4)

Guidance literature:

With ethylmagnesium bromide; In tetrahydrofuran; diethyl ether; at 0 - 20 ℃; for 2h; Inert atmosphere;

DOI:10.1002/anie.201706798

Reference yield: 91.0%

triisopropoxy(4-methylphenyl)titanium (112176-19-9) + propargyl bromide (106-96-7) → 4-methylphenylallene (2749-96-4)

Guidance literature:

With nickel dichloride; tricyclohexylphosphine; In dichloromethane; at 20 ℃; for 6h; Inert atmosphere;

DOI:10.1039/c4ob00677a

Reference yield: 79.0%

4-tolyl iodide (624-31-7) + allenyltributylstannane (53915-69-8) → 4-methylphenylallene (2749-96-4)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; lithium chloride; In N,N-dimethyl-formamide; at 50 ℃; for 24h;

DOI:10.1016/S0040-4020(03)00516-7

upstream raw materials:

4-Methyl-4-propargyl-cyclohexa-2.5-dien-1-on

Triphenyl-(3-p-tolyl-prop-2-ynylidene)-λ⁵-phosphane

2-(hydroxy-p-tolylmethyl)acrylic acid

4-tolyl iodide

Downstream raw materials:

1,6-dichloro-7-methylene-8-(4-methylphenyl)benzo<3,4>bicyclo<4.2.0>oct-3-ene-2,5-dione

4,8-dimethyl-2H-benzopyran-2-spiro-1'-(2',3'-dichloro-4'-oxo-1',4'-dihydronaphthalene)

Refernces

• 1、 Liu, Zhi-Kai,Yang, Ying,Zhan, Zhuang-Ping. "Preparation of (E)-1,3-Enyne Derivatives through Palladium Catalyzed Hydroalkynylation of Allenes". supporting information. p. 1589 - 1597. Retrieved 2022/01/20.
• 2、 Nekvinda, Jan,Santos, Webster L.,Snead, Russell F.. "Copper(ii)-catalyzed protoboration of allenes in aqueous media and open air". . p. 14925 - 14931. Retrieved 2021/09/04.