3-METHYLCYCLOPENTANOL

Base Information

• Chemical Name: 3-METHYLCYCLOPENTANOL
• CAS No.: 18729-48-1
• Molecular Formula: C6H12 O
• Molecular Weight: 100.161
• Hs Code.: 29061900
• European Community (EC) Number: 242-540-1
• DSSTox Substance ID: DTXSID70864853
• Nikkaji Number: J191.956C
• Mol file: 18729-48-1.mol

Synonyms:3-Methylcyclopentanol

Chemical Property of 3-METHYLCYCLOPENTANOL

Chemical Property:

• Vapor Pressure: 1.77mmHg at 25°C
• Melting Point: -0.75°C (estimate)
• Refractive Index: n20/D 1.446(lit.)
• Boiling Point: 146.9°Cat760mmHg
• PKA: 15.32±0.40(Predicted)
• Flash Point: 55°C
• PSA: 20.23000
• Density: 0.947g/cm³
• LogP: 1.16730
• Storage Temp.: Flammables area
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 100.088815002
• Heavy Atom Count: 7
• Complexity: 61.2

Purity/Quality:

98%,99%, ^*data from raw suppliers

3-Methylcyclopentanol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R10:Flammable.
• Hazard Codes: R10:Flammable.
• Statements: 10
• Safety Statements: 16

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1CCC(C1)O
• Uses: 3-Methylcyclopentanol has been used in the synthesis of pentacycloalkoxy-substituted phosphazenes and 3-methyl cyclopentylbromide.

Technology Process of 3-METHYLCYCLOPENTANOL

There total 45 articles about 3-METHYLCYCLOPENTANOL 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: 52.0%

(+/-)-1-(phenylseleno)-hex-5-en-2-ol (185421-21-0) → 3-methylcyclopentanol (18729-48-1)

Guidance literature:

With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In benzene; Heating;

DOI:10.1021/jo961578n

Reference yield:

methyl-cyclopentane (96-37-7) → 2-Methylcyclopentanone (1120-72-5) + 3-methyl-cyclopentanone (1757-42-2,6195-92-2) + 2-methylcyclopentanol (24070-77-7) + 3-methylcyclopentanol (18729-48-1)

Guidance literature:

With 2-Picolinic acid; (Fe₃O(OAc)6)(C₆H₅N)3.5; In pyridine; water; at 25 - 30 ℃; Yield given. Further byproducts given. Yields of byproduct given; 15-20 mA/cm2;

DOI:10.1016/S0040-4020(01)85889-0

Reference yield:

3-Methyl-2-cyclopenten-1-one (2758-18-1) → 3-methyl-cyclopentanone (1757-42-2,6195-92-2) + 3-methylcyclopentanol (18729-48-1)

Guidance literature:

With palladium on activated charcoal; hydrogen; In toluene; at 150 ℃; for 5h; under 22502.3 Torr; Autoclave;

DOI:10.1039/c4gc02292k

upstream raw materials:

(R)-3-methylcyclopentanone

3-methyl-cyclopentanone

1-acetoxy-3-iodomethyl-cyclopentane

1,2-epoxy-5-hexene

Downstream raw materials:

3-methyl-1-cyclopentene

methyl-cyclopentane

1-methylcyclopent-1-ene

1-chloro-3-methyl-cyclopentane

Refernces

• 1、 Shinohara, Riku,Morita, Masao,Ogawa, Narihito,Kobayashi, Yuichi. "Use of the 2-Pyridinesulfonyloxy Leaving Group for the Fast Copper-Catalyzed Coupling Reaction at Secondary Alkyl Carbons with Grignard Reagents". . p. 3247 - 3251. Retrieved 2019/05/10.
• 2、 Kennedy, Nicole,Cohen, Theodore. "The Stereoselective Reductions of Ketones to the Most Thermodynamically Stable Alcohols Using Lithium and Hydrated Salts of Common Transition Metals". . p. 8134 - 8141. Retrieved 2015/09/02.