(R)-(+)-3-Methylcyclopentanone

Base Information

• Chemical Name: (R)-(+)-3-Methylcyclopentanone
• CAS No.: 6672-30-6
• Molecular Formula: C6H10 O
• Molecular Weight: 98.1448
• European Community (EC) Number: 229-711-6
• UNII: 0374105OS0
• DSSTox Substance ID: DTXSID40985281
• Nikkaji Number: J149.923H
• Wikidata: Q27247532
• Mol file: 6672-30-6.mol

Synonyms:(R)-(+)-3-Methylcyclopentanone;6672-30-6;(3R)-3-methylcyclopentan-1-one;(R)-3-methylcyclopentanone;(+)-3-Methylcyclopentanone;(R)-3-methyl-cyclopentanone;3-Methylcyclopentanone, (+)-;r-(+)-3-methylcyclopentanone;UNII-0374105OS0;EINECS 229-711-6;0374105OS0;Cyclopentanone, 3-methyl-, (R)-;3-Methylcyclopentanone #;3(R)-methyl-cyclopentanone;(3R)-3-Methylcyclopentanone;(R)-3-Methylcyclopentan-1-one;DTXSID40985281;Cyclopentanone, 3-methyl-, (3R)-;AKOS015913583;(R)-(+)-3-Methylcyclopentanone,99%;3-METHYLCYCLOPENTANONE, (3R)-;(R)-(+)-3-Methylcyclopentanone, 99%;EN300-176089;Q27247532

Chemical Property of (R)-(+)-3-Methylcyclopentanone

Chemical Property:

• Refractive Index: n20/D 1.434(lit.)
• Boiling Point: 143-144 °C(lit.)
• Flash Point: 98 °F
• PSA: 17.07000
• Density: 0.914 g/mL at 25 °C(lit.)
• LogP: 1.37550
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 98.073164938
• Heavy Atom Count: 7
• Complexity: 86.2

Purity/Quality:

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

(R)-(+)-3-Methylcyclopentanone ^*data from reagent suppliers

Safty Information:

• Statements: 10
• Safety Statements: 16-29-33

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1CCC(=O)C1
• Isomeric SMILES: C[C@@H]1CCC(=O)C1

Technology Process of (R)-(+)-3-Methylcyclopentanone

There total 34 articles about (R)-(+)-3-Methylcyclopentanone 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: 81.0%

diisopropyl 3R-methylhexane-1,6-dioate (890524-49-9) → (R)-3-methylcyclopentanone (6672-30-6)

Guidance literature:

With sodium; In toluene; at 90 ℃; for 1h;

DOI:10.1007/s10600-005-0203-y

Reference yield: 72.0%

(R)-3-methylhexanedioic acid (623-82-5) → (R)-3-methylcyclopentanone (6672-30-6)

Guidance literature:

With sodium carbonate; at 350 ℃; for 0.416667h;

DOI:10.1002/ejoc.200300778

Reference yield: 69.0%

(2R,4R)-2-Methoxy-4-methyl-cyclopentanone (118621-18-4,118712-25-7) → (R)-3-methylcyclopentanone (6672-30-6)

Guidance literature:

With samarium diiodide; In tetrahydrofuran;

DOI:10.1016/S0040-4039(00)80116-1

upstream raw materials:

(R)-3-methylhexanedioic acid

methyl magnesium iodide

2-[(S)-(4-methylphenyl)sulfinyl]cyclopent-2-en-1-one

cyclopent-2-enone

Downstream raw materials:

2,5-dibenzylidene-3-methyl-cyclopentanone

(4R)-4-methyltetrahydro-2H-pyran-2-one

(R)-4-methyl-δ-valerolactone

(Z)-cyano-((R)-3-methyl-cyclopentylidene)-acetic acid ethyl ester

Refernces

• 1、 Nett, Nathalie,Duewel, Sabine,Schmermund, Luca,Benary, Gerrit E.,Ranaghan, Kara,Mulholland, Adrian,Opperman, Diederik J.,Hoebenreich, Sabrina. "A robust and stereocomplementary panel of ene-reductase variants for gram-scale asymmetric hydrogenation". . . Retrieved 2021/01/25.
• 2、 Mathew, Sam,Trajkovic, Milos,Kumar, Hemant,Nguyen, Quoc-Thai,Fraaije, Marco W.. "Enantio- A nd regioselective: Ene-reductions using F420H2-dependent enzymes". supporting information. p. 11208 - 11211. Retrieved 2018/10/15.