Cyclopentene-3-methanol

Base Information

• Chemical Name: Cyclopentene-3-methanol
• CAS No.: 13668-59-2
• Molecular Formula: C6H10O
• Molecular Weight: 98.1448
• Hs Code.: 2906199090
• Mol file: 13668-59-2.mol

Synonyms:1-hydroxymethyl-3-cyclopentene;2-Cyclopentene-1-methanol;2-Cyclopentenemethanol;3-hydroxymethyl-cyclopentene;

Chemical Property of Cyclopentene-3-methanol

Chemical Property:

• Vapor Pressure: 1.05mmHg at 25°C
• Boiling Point: 156.4°Cat760mmHg
• PKA: 14.86±0.10(Predicted)
• Flash Point: 67.5°C
• PSA: 20.23000
• Density: 0.975g/cm³
• LogP: 0.94490

Purity/Quality:

99% ^*data from raw suppliers

Cyclopent-2-enyl-methanol 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Cyclopentene-3-methanol

There total 25 articles about Cyclopentene-3-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: 51.7%

bicyclo[3.1.0]hexane (285-58-5) → 3-hydroxymethyl-cyclopentene (13668-59-2) + endo-2-bicyclo<3.1.0>hexanol (822-58-2) + cis-2-bicyclo[3.1.0]hexanol (822-58-2,822-59-3,41413-37-0,57954-54-8) + 3-cyclohexen-1-ol (822-66-2,72137-22-5)

Guidance literature:

With air; 1,4-dihydronicotinamide adenine dinucleotide; Fe₂S₂ ferredoxin from Pseudomonas species NCIB 9816-4; α3β3 oxygenase from Pseudomonas NCIB 9816-4; reductase from Pseudomonas species NCIB 9816-4; In water; at 23 ℃; for 0.5h; pH=6.9;

DOI:10.1021/ja068188v

Reference yield: 39.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + cyclopentene (142-29-0) → 2-(cyclopent-1-en-1-yl)ethanol (3197-73-7) + 3-hydroxymethyl-cyclopentene (13668-59-2) + ((1S,2S)-2-Chloro-cyclopentyl)-methanol (79828-30-1)

Guidance literature:

With dimethylaluminum chloride; In dichloromethane; at 25 ℃; for 1h;

DOI:10.1021/ja00366a031

Reference yield: 13.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + dimethylaluminum chloride (1184-58-3) + cyclopentene (142-29-0) → 2-(cyclopent-1-en-1-yl)ethanol (3197-73-7) + 1-cyclopentylethan-1-ol (52829-98-8) + 3-hydroxymethyl-cyclopentene (13668-59-2) + ((1S,2S)-2-Chloro-cyclopentyl)-methanol (79828-30-1)

Guidance literature:

In dichloromethane; at 25 ℃; for 1h; Product distribution; Mechanism; further ene and diene compounds in reaction with different aldehydes, influence of amount of added Me₂AlCl and other Lewis acids;

DOI:10.1021/ja00366a031

upstream raw materials:

methyl cyclopent-2-ene-1-carboxylate

cyclopent-2-enol

tri-n-butylstannylmethyl iodide

(+/-)-cyclopent-2-enecarboxylic acid

Downstream raw materials:

(cyclopent-2-eneyl)acetic acid

N-<(1'β,4'β,6'α)-6'-fluoro-4'-triphenylmethoxymethylcyclopentylaminocarbonyl>-3-methoxy-2-methylprop-2-enamide

(1β,2α,3β)-2-fluoro-3-triphenylmethoxymethylcyclopentylamine

(1'β,4'β,6'α)-1-<6'-fluoro-4'-(hydroxymethyl)cyclopentyl>-5-methylpyrimidine-2,4(1H,3H)-dione

Refernces

• 1、 Volynskii,N.P. et al.. "-". . . Retrieved 1973.
• 2、 Cooper, Harriet L. R.,Mishra, Girish,Huang, Xiongyi,Pender-Cudlip, Marilla,Austin, Rachel N.,Shanklin, John,Groves, John T.. "Parallel and competitive pathways for substrate desaturation, hydroxylation, and radical rearrangement by the non-heme diiron hydroxylase AlkB". supporting information. p. 20365 - 20375. Retrieved 2013/02/25.
• 3、 Austin, Rachel N.,Luddy, Kate,Erickson, Karla,Pender-Cudlip, Marilla,Bertrand, Erin,Deng, Dayi,Buzdygon, Ryan S.,Van Beilen, Jan B.,Groves, John T.. "Cage escape competes with geminate recombination during alkane hydroxylation by the diiron oxygenase AlkB". supporting information; experimental part. p. 5232 - 5234. Retrieved 2009/04/04.