alpha-Cyclopropylstyrene

Base Information

• Chemical Name: alpha-Cyclopropylstyrene
• CAS No.: 825-76-3
• Molecular Formula: C11H12
• Molecular Weight: 144.216
• European Community (EC) Number: 212-547-4
• DSSTox Substance ID: DTXSID30231800
• Nikkaji Number: J195.080K
• Wikidata: Q83112741
• Mol file: 825-76-3.mol

Synonyms:alpha-Cyclopropylstyrene;(1-cyclopropylvinyl)benzene;825-76-3;1-cyclopropylethenylbenzene;1-cyclopropyl-1-phenylethene;EINECS 212-547-4;(1-cyclopropylvinyl)benzenato;DTXSID30231800;benzene, (1-cyclopropylethenyl)-;(1-CYCLOPROPYLETHENYL)BENZENE

Chemical Property of alpha-Cyclopropylstyrene

Chemical Property:

• Boiling Point: 88-90 °C(Press: 8 Torr)
• PSA: 0.00000
• Density: 0.9618 g/cm3(Temp: 21 °C)
• LogP: 3.10980
• XLogP3: 3.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 2
• Exact Mass: 144.093900383
• Heavy Atom Count: 11
• Complexity: 147

Purity/Quality:

98%Min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C=C(C1CC1)C2=CC=CC=C2

Technology Process of alpha-Cyclopropylstyrene

There total 18 articles about alpha-Cyclopropylstyrene 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: 99.0%

cyclopropyl phenyl ketone (3481-02-5) + Methyltriphenylphosphonium bromide (1779-49-3) → α-cyclopropylstyrene (825-76-3)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; at -78 ℃; for 1h;

DOI:10.1002/anie.201809051

Reference yield: 90.0%

(2-Cyclopropyl-2-hydroxy-2-phenylethyl)trimethylsilane (132933-61-0) → α-cyclopropylstyrene (825-76-3)

Guidance literature:

Nafion-H; In dichloromethane; for 1h; Ambient temperature;

DOI:10.1055/s-1991-26371

Reference yield: 84.0%

1-bromovinylbenzene (98-81-7) + propargyl bromide (106-96-7) → α-cyclopropylstyrene (825-76-3)

Guidance literature:

propargyl bromide; With 9-borabicyclo[3.3.1]nonane dimer; In tetrahydrofuran; for 2h; Heating;

With sodium hydroxide; In tetrahydrofuran; at 20 ℃; for 1h;

1-bromovinylbenzene; With tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; at 65 ℃; for 8h;

DOI:10.1016/S0040-4039(00)00605-5

upstream raw materials:

1-cyclopropyl-1-phenylethanol

cyclopropyl phenyl ketone

Methyltriphenylphosphonium bromide

(2-Cyclopropyl-2-hydroxy-2-phenylethyl)trimethylsilane

Downstream raw materials:

1-((Z)-2-Cyclopropyl-2-phenyl-vinylsulfanyl)-2,4-dinitro-benzene

1-((Z)-5-Chloro-2-phenyl-pent-2-enylsulfanyl)-2,4-dinitro-benzene

1-chloro-1-cyclopropyl-2-methoxy-1-phenylethane

Refernces

• 1、 Cao, Jie,Lv, Daqi,Yu, Fei,Chiou, Mong-Feng,Li, Yajun,Bao, Hongli. "Regioselective Three-Component Synthesis of Vicinal Diamines via 1,2-Diamination of Styrenes". supporting information. p. 3184 - 3189. Retrieved 2021/05/05.
• 2、 Long, Peng-Wei,Oestreich, Martin. "B(C6F5)3-Catalyzed Diastereoselective Formal (4 + 1)-Cycloaddition of Vinylcyclopropanes and Et2SiH2". supporting information. p. 4834 - 4837. Retrieved 2021/06/28.