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:

(-)-2-Phenyl-methylen-cyclopropan

(+)-Phenylspiropentan

(-)-Phenylspiropentan

Allyldimethyl(α-methylstyryl)silane

Refernces

HYDROBORATION DE CARBURES ALLENIQUES PAR LE BORA-9 BICYCLO(3,3,1) NONANE. SYNTHESE DE DIALKYL ALLYL BORES

10.1016/S0040-4039(01)91930-6

The study investigates the hydroboration of allenic compounds using 9-BBN (bora-9 bicycle (3,3,1) nonane) as the hydroborating agent. The researchers examined the hydroboration reactions of five different allenic systems, which include compounds like phenylallene, n-butylallene, dimethyl-1,3 allene, and others with varying steric hindrances. The aim was to determine the influence of steric and electronic factors on the regioselectivity and stereoselectivity of the hydroboration process. The results showed that as steric hindrance increased, the percentage of diaddition products decreased, and in some cases, only monoaddition products were formed. The products were characterized through complexation with pyridine and oxidation in basic conditions, revealing that the hydroboration was both regio- and stereospecific, yielding allylic alcohols with pure stereochemistry. The study also briefly explored the impact of electronic factors by examining the hydroboration of methoxyallene, although the structures of the products from this reaction were not fully determined.