1-Phenylallene

Base Information

• Chemical Name: 1-Phenylallene
• CAS No.: 2327-99-3
• Molecular Formula: C9H8
• Molecular Weight: 116.163
• Mol file: 2327-99-3.mol

Synonyms:propadienylbenzene;propa-1,2-dienyl-benzene;phenylallene;Benzene,1,2-propadienyl;1,2-Propadienylbenzene;propa-1,2-dien-1-ylbenzene;1-Phenylallene;Benzene,propadienyl;

Chemical Property of 1-Phenylallene

Chemical Property:

• Vapor Pressure: 0.581mmHg at 25°C
• Boiling Point: 195.7°Cat760mmHg
• Flash Point: 64.3°C
• PSA: 0.00000
• Density: 0.889g/cm³
• LogP: 2.48470

Purity/Quality:

99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1-Phenylallene

There total 87 articles about 1-Phenylallene 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: 100.0%

1,1-dibromo-2-phenylcyclopropane (3234-51-3) → 1-phenylpropadiene (2327-99-3)

Guidance literature:

1,1-dibromo-2-phenylcyclopropane; With n-butyl magnesium bromide; In tetrahydrofuran; at 20 ℃; for 2h;

With hydrogenchloride; water; In tetrahydrofuran;

DOI:10.1021/ol201395p

Reference yield: 86.0%

iodobenzene (591-50-4) + N-cyclohexyl-N-(prop-2-yn-1-yl)cyclohexanamine → 1-phenylpropadiene (2327-99-3)

Guidance literature:

With tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; copper(l) iodide; triethylamine; 1,2-bis(diphenylphosphino)-ortho-carborane; In acetonitrile; at 80 - 100 ℃; for 43h;

DOI:10.1021/ol060538v

Reference yield: 83.0%

iodobenzene (591-50-4) + allenyltributylstannane (53915-69-8) → 1-phenylpropadiene (2327-99-3)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; lithium chloride; In N,N-dimethyl-formamide; at 25 ℃; for 12h;

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

upstream raw materials:

1,1-dichloro-3-phenylpropene

(Z)-1,2-dichloro-3-phenyl-2-propene

1-Phenyl-2-propyn-1-ol

benzoylpyrazole

Downstream raw materials:

benzylidenecyclopentane

1-phenylmethylenecyclopropane

1-phenyl-2-ethyl-1,4-pentadiene

cis-2-methyl-1-phenyl-1,5-hexadiene

Refernces

• 1、 Minegishi, Shinya,Kamada, Jun,Takeuchi, Ken'ichi,Komatsu, Koichi,Kitagawa, Toshikazu. "Acid-catalyzed conversion of 7-ethynyl- and 7-vinyleyclohepta-1,3, 5-trienes to substituted benzene derivatives". . p. 3497 - 3504. Retrieved 2003.
• 2、 Ng, Sze-Sze,Jamison, Timothy F.. "Nickel-catalyzed coupling of terminal allenes, aldehydes, and silanes". . p. 11350 - 11359. Retrieved 2006.
• 3、 Kitagawa, Toshikazu,Kamada, Jun,Minegishi, Shinya,Takeuchi, Ken'ichi. "Acid-catalyzed rearrangement of ethynylcycloheptatriene to phenylallene". . p. 3011 - 3013. Retrieved 2000.
• 4、 Durand, Derek J.,Webster, Ruth L.,Woof, Callum R.. "Polymerization of Allenes by Using an Iron(II) β-Diketiminate Pre-Catalyst to Generate High Mn Polymers". supporting information. p. 12335 - 12340. Retrieved 2021/07/19.
• 5、 Nekvinda, Jan,Santos, Webster L.,Snead, Russell F.. "Copper(ii)-catalyzed protoboration of allenes in aqueous media and open air". supporting information. p. 14925 - 14931. Retrieved 2021/09/04.