phenyltriene

Base Information

• Chemical Name: phenyltriene
• CAS No.: 54826-11-8
• Molecular Formula: C₁₂H₁₂
• Molecular Weight: 156.227
• Mol file: 54826-11-8.mol

Synonyms:phenyltriene

Chemical Property of phenyltriene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of phenyltriene

There total 31 articles about phenyltriene 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: 72.0%

2-hydroxy-2-methylpropanenitrile (75-86-5) + (3-cyclopropylpropa-1,2-dien-1-yl)benzene → ((1E,3E)-hexa-1,3,5-trien-1-yl)benzene (3864-19-5,28071-55-8,53081-60-0,54826-11-8,73505-47-2,35008-84-5) + (3E,5E)-2-methyl-6-phenylhexa-3,5-dienenitrile

Guidance literature:

With triphenyl phosphite; tetrakis(triphenylphosphite)nickel⁽⁰⁾; In toluene; at 100 ℃; for 1h; stereoselective reaction;

DOI:10.1002/adsc.201601400

Reference yield: 64.0%

(2E, 4E)-5-phenylpenta-2,4-dienal (13466-40-5) + Methyltriphenylphosphonium bromide (1779-49-3) → ((1E,3E)-hexa-1,3,5-trien-1-yl)benzene (3864-19-5,28071-55-8,53081-60-0,54826-11-8,73505-47-2,35008-84-5)

Guidance literature:

Methyltriphenylphosphonium bromide; With n-butyllithium; In tetrahydrofuran; cyclohexane; at 0 ℃; for 0.25h;

(2E, 4E)-5-phenylpenta-2,4-dienal; In tetrahydrofuran; cyclohexane; at 0 - 20 ℃; for 2h;

DOI:10.1002/chem.201103435

Reference yield: 63.0%

bromobenzene (108-86-1,52753-63-6) + trans,trans-2,4-Hexadienal (142-83-6,4488-48-6) → ((1E,3E)-hexa-1,3,5-trien-1-yl)benzene (3864-19-5,28071-55-8,53081-60-0,54826-11-8,73505-47-2,35008-84-5)

Guidance literature:

bromobenzene; With iodine; magnesium; In tetrahydrofuran; at 20 ℃; for 1h; Inert atmosphere;

trans,trans-2,4-Hexadienal; In tetrahydrofuran; at 20 ℃; for 4h; Inert atmosphere;

With phosphonic acid diethyl ester; In tetrahydrofuran; at 50 ℃; for 12h; stereoselective reaction; Inert atmosphere;

DOI:10.1039/c4ra06256f

upstream raw materials:

allyltriphenylphosphonium chloride

3-phenyl-propenal

benzene

1-phenylhex-1,5-dien-3-ol

Downstream raw materials:

p-bis(phenylhexatrienyl)benzene

1-Phenyl-6-<4-Nitro-phenyl>-hexatrien-(1,3,5)

N,N'-((3E,5E)-6-phenylhexa-3,5-diene-1,2-diyl)bis(4-methyl-N-tosylbenzenesulfonamide)

(3E,5E)-1-hydroxy-6-phenylhexa-3,5-dien-2-yl acetate

Refernces

• 1、 Hori, Hiroto,Arai, Shigeru,Nishida, Atsushi. "Olefin-Migrative Cleavage of Cyclopropane Rings through the Nickel-Catalyzed Hydrocyanation of Allenes and Alkenes". . p. 1170 - 1176. Retrieved 2017/04/13.
• 2、 Wang, Ru,Zhang, Songlin. "Synthesis of conjugated dienes and polyenes via diethyl phosphite promoted carbonyl olefination". . p. 39497 - 39507. Retrieved 2014/11/08.