CID 12623488

Base Information

• Chemical Name: CID 12623488
• CAS No.: 75031-47-9
• Molecular Formula: C12H14
• Molecular Weight: 158.243
• DSSTox Substance ID: DTXSID401290206
• Nikkaji Number: J2.290.621F
• Mol file: 75031-47-9.mol

Synonyms:75031-47-9;DTXSID401290206;(1-Methyl-1,2-pentadien-1-yl)benzene

Chemical Property of CID 12623488

Chemical Property:

• XLogP3: 3.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 2
• Exact Mass: 158.109550447
• Heavy Atom Count: 12
• Complexity: 176

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of CID 12623488

There total 5 articles about CID 12623488 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: 60.0%

2-phenyl-3-butyn-2-yl acetate (141946-94-3,15963-07-2) + triethylaluminum (97-93-8) → 2-phenyl-2,3-hexadiene (75031-47-9)

Guidance literature:

With iron(III) chloride; In diethyl ether; at 25 ℃; for 6h;

DOI:10.1007/BF00953101

Reference yield:

2-Hexyne (764-35-2) + 2-(trimethylsilyl)phenyl trifluoromethanesulfonate (88284-48-4) → hexa-1,2-dien-3-ylbenzene (132278-97-8) + 2-phenyl-2,3-hexadiene (75031-47-9)

Guidance literature:

With potassium fluoride; 18-crown-6 ether; In tetrahydrofuran; at 20 ℃; for 6h; Title compound not separated from byproducts;

DOI:10.1021/ja058418q

Reference yield:

1-bromo-3-phenyl-1,2-butadiene (33992-51-7) + ethylmagnesium bromide (925-90-6) → 2-phenyl-2,3-hexadiene (75031-47-9) + 3-methyl-3-phenyl-1-pentyne (108155-42-6)

Guidance literature:

With Br₂Cu^(1-)*Li⁽¹⁺⁾; Yield given. Multistep reaction. Yields of byproduct given; 1.) THF, 0 deg C, 30 min 2.) THF, from - 60 deg C to rt, 40 min;

DOI:10.1021/jo00226a038

upstream raw materials:

1-bromo-3-phenyl-1,2-butadiene

ethylmagnesium bromide

(3-bromopropa-1,2-dien-1-yl)benzene

1-phenyl-1-pentyn-3-ol

Downstream raw materials:

6-ethyl-2,4-diphenyl-3,6-dihydro-2H-1,2-oxazine