(2-phenylcyclopropyl)methanol

Base Information

• Chemical Name: (2-phenylcyclopropyl)methanol
• CAS No.: 61826-40-2
• Molecular Formula: C10H12O
• Molecular Weight: 148.205
• Hs Code.: 2906299090
• Mol file: 61826-40-2.mol

Synonyms:(2-phenylcyclopropyl)methan-1-ol;trans-l-(hydroxymethyl)-2-phenylcyclopropane;(+-)-(trans-2-Phenyl-cyclopropyl)-methanol;2-phenylcyclopropylmethanol;[(1R,2R)-2-phenylcyclopropyl]methanol;trans-2-phenyl-1-cyclopropyl methanol;2-phenyl-cyclopropanemethanol;

Chemical Property of (2-phenylcyclopropyl)methanol

Chemical Property:

• Vapor Pressure: 0.00823mmHg at 25°C
• Boiling Point: 255.8°Cat760mmHg
• PKA: 15.10±0.10(Predicted)
• Flash Point: 117.5°C
• PSA: 20.23000
• Density: 1.089g/cm³
• LogP: 1.78240
• Storage Temp.: Sealed in dry,Room Temperature

Purity/Quality:

99.5% ^*data from raw suppliers

(2-Phenylcyclopropyl)methanol 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2-phenylcyclopropyl)methanol

There total 36 articles about (2-phenylcyclopropyl)methanol 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%

2-phenyl-cyclopropanecarboxylic acid (5685-38-1) → (2-phenylcyclopropyl)methanol (61826-40-2)

Guidance literature:

With sodium borohydrid; trifluoroborane diethyl ether; In tetrahydrofuran;

Reference yield: 98.0%

diiodomethane (75-11-6) + (2E)-3-phenyl-2-propen-1-ol (4407-36-7) → (2-phenylcyclopropyl)methanol (61826-40-2)

Guidance literature:

diiodomethane; With diphenyl hydrogen phosphate; diethylzinc; In dichloromethane; at -10 ℃; for 0.75h;

(2E)-3-phenyl-2-propen-1-ol; In dichloromethane; at -10 - 20 ℃; for 15h;

DOI:10.1021/ja0529687

Reference yield: 90.0%

bis(iodomethyl)zinc (14399-53-2) + (2E)-3-phenyl-2-propen-1-ol (4407-36-7) → (2-phenylcyclopropyl)methanol (61826-40-2)

Guidance literature:

With titanium tetrachloride; In dichloromethane; at -20 ℃;

DOI:10.1021/ja00150a046

upstream raw materials:

(1S,5R)-1-phenyl-3-oxabicyclo[3.1.0]hexan-2-one

(1R,2S)-1,2-di(hydroxymethyl)-2-phenylcyclopropane

1,2-Epoxy-4-phenylbutane

2-phenyl-cyclopropanecarboxylic acid

Downstream raw materials:

trans-2-phenylcyclopropanecarbaldehyde

rac-(1S,2R)-2-phenylcyclopropanecarbaldehyde

trans-2-phenyl-1-cyclopropanecarbaldehyde

(3-phenylcyclopropyl)methyl bromide

Refernces

• 1、 Newcomb, Martin,Aebisher, David,Shen, Runnan,Chandrasena, R. Esala P.,Hollenberg, Paul F.,Coon, Minor J.. "Kinetic isotope effects implicate two electrophilic oxidants in cytochrome P450-catalyzed hydroxylations". . p. 6064 - 6065. Retrieved 2003.
• 2、 Weweler, Jens,Younas, Sara L.,Streuff, Jan. "Titanium(III)-Catalyzed Reductive Decyanation of Geminal Dinitriles by a Non-Free-Radical Mechanism". supporting information. p. 17700 - 17703. Retrieved 2019/11/13.
• 3、 Heckenbichler, Kathrin,Schweiger, Anna,Brandner, Lea Alexandra,Binter, Alexandra,Toplak, Marina,Macheroux, Peter,Gruber, Karl,Breinbauer, Rolf. "Asymmetric Reductive Carbocyclization Using Engineered Ene Reductases". . p. 7240 - 7244. Retrieved 2018/06/15.