(2-methylenecyclopropyl)methanol

Base Information

• Chemical Name: (2-methylenecyclopropyl)methanol
• CAS No.: 29279-66-1
• Molecular Formula: C5H8O
• Molecular Weight: 84.11640
• Hs Code.: 2906199090
• Mol file: 29279-66-1.mol

Synonyms:methyl 1,4-epoxy-1,4-dihydronaphthalene-1-carboxylate;methylenecyclopropylcarbinol;2-methylenecyclopropylcarbinol;Methylenecyclopropylmethanol;

Chemical Property of (2-methylenecyclopropyl)methanol

Chemical Property:

• Vapor Pressure: 11.9mmHg at 25°C
• Boiling Point: 111.3oC at 760 mmHg
• PKA: 14.74±0.10(Predicted)
• Flash Point: 42.6oC
• PSA: 20.23000
• Density: 0.98g/cm3
• LogP: 0.55480

Purity/Quality:

98%min ^*data from raw suppliers

(2-Methylenecyclopropyl)methanol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2-methylenecyclopropyl)methanol

There total 5 articles about (2-methylenecyclopropyl)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: 85.0%

2-methylene-cyclopropanecarboxylic acid ethyl ester (18941-94-1) → (2-hydroxymethyl)methylenecyclopropane (29279-66-1)

Guidance literature:

With lithium aluminium tetrahydride; In diethyl ether; for 10h; Heating;

DOI:10.1021/jo991030r

Reference yield:

2,2,2-triphenyl-3-oxa-2λ5-phosphabicyclo[3.1.0]hexane (60329-10-4) + formaldehyd (50-00-0,30525-89-4,61233-19-0) → (2-hydroxymethyl)methylenecyclopropane (29279-66-1)

Guidance literature:

DOI:10.1016/S0040-4039(00)78039-7

Reference yield:

2-methylene-cyclopropanecarboxylic acid ethyl ester (18941-94-1) → (2-hydroxymethyl)methylenecyclopropane (29279-66-1) + 2-methylenecyclopropane-1-carbaldehyde (142423-24-3)

Guidance literature:

With diisobutylaluminium hydride; In hexane; dichloromethane; at -78 ℃; for 1h;

DOI:10.1016/j.bmc.2007.11.082

upstream raw materials:

2,2,2-triphenyl-3-oxa-2λ⁵-phosphabicyclo[3.1.0]hexane

formaldehyd

2-methylene-cyclopropanecarboxylic acid ethyl ester

Downstream raw materials:

(E)-1-methylene-2-(3-phenylprop-2-enyl)cyclopropane

(2-methylenecyclopropyl)glycine

5-(2-methylenecyclopropyl)imidazolidine-2,4-dione

(R*)-<(1R*)-(Methylidenecyclopropyl)>cyclohexylmethanol

Refernces

• 1、 Yu, Zhipeng,Lin, Qing. "Design of spiro[2.3]hex-1-ene, a genetically encodable double-strained alkene for superfast photoclick chemistry". supporting information. p. 4153 - 4156. Retrieved 2014/04/03.
• 2、 Li, Chengwei,Prichard, Mark N.,Korba, Brent E.,Drach, John C.,Zemlicka, Jiri. "Fluorinated methylenecyclopropane analogues of nucleosides. Synthesis and antiviral activity of (Z)- and (E)-9-{[(2-fluoromethyl-2-hydroxymethyl)-cyclopropylidene]methyl}adenine and -guanine". . p. 2148 - 2155. Retrieved 2008/09/21.