Cyclopentylmalonic acid

Base Information

• Chemical Name: Cyclopentylmalonic acid
• CAS No.: 5660-81-1
• Molecular Formula: C8H12 O4
• Molecular Weight: 172.181
• Hs Code.: 2917209090
• European Community (EC) Number: 679-611-5
• NSC Number: 28333
• DSSTox Substance ID: DTXSID10282835
• Nikkaji Number: J208.228D
• Wikidata: Q72460334
• Mol file: 5660-81-1.mol

Synonyms:Cyclopentylmalonic acid;5660-81-1;2-Cyclopentylmalonic acid;Cyclopentanemalonic acid;2-cyclopentylpropanedioic acid;Cyclopentylmalonsaure;2-Cyclopentylmalonic acid #;SCHEMBL4611368;DTXSID10282835;NSC28333;MFCD00059515;NSC-28333;AKOS006229365;FS-4601;CS-0453783;FT-0734757;D89332;A869894

Chemical Property of Cyclopentylmalonic acid

Chemical Property:

• Vapor Pressure: 9.15E-07mmHg at 25°C
• Melting Point: 162 °C
• Boiling Point: 378.2°Cat760mmHg
• Flash Point: 196.7°C
• PSA: 74.60000
• Density: 1.323g/cm³
• LogP: 0.96200
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 172.07355886
• Heavy Atom Count: 12
• Complexity: 179

Purity/Quality:

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

Cyclopentylmalonic Acid >98.0%(T) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCC(C1)C(C(=O)O)C(=O)O

Technology Process of Cyclopentylmalonic acid

There total 7 articles about Cyclopentylmalonic acid 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%

diethyl 2-cyclopentylmalonate (18928-91-1) → 2-cyclopentylpropanedioic acid (5660-81-1)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at 20 ℃; for 6h; Inert atmosphere; Cooling with ice;

Reference yield:

2-cyclopentylidenemalonic acid diethyl ester (41589-42-8) → 2-cyclopentylpropanedioic acid (5660-81-1)

Guidance literature:

With diethyl ether; platinum; Hydrogenation_.anschliessende Hydrolyse;

Reference yield:

cyclopentanone (120-92-3) → 2-cyclopentylpropanedioic acid (5660-81-1)

Guidance literature:

Multi-step reaction with 2 steps

1: (i), (ii) (hydrogenation)

2: (alkaline hydrolysis)

DOI:10.1021/jm00339a001

upstream raw materials:

ethyl α-cyanocyclopentaneacetate

2-cyclopentylidenemalonic acid diethyl ester

diethyl 2-cyclopentylmalonate

cyclopentyl iodide

Downstream raw materials:

benzyl-2-cyclopentyl acetate

bromo-cyclopentyl-acetic acid

2-cyclopentyl-1-phenylethan-1-one

2-cyclopentyl-1-(4-methoxyphenyl)ethan-1-one

Refernces

• 1、 -. "Chiral compound, liquid crystal composition containing the chiral compound, optically anisotropic body, and liquid crystal display device". Paragraph 0061; 0070-0074. . Retrieved 2019/12/02.
• 2、 Yang, Qi-Liang,Xing, Yi-Kang,Wang, Xiang-Yang,Ma, Hong-Xing,Weng, Xin-Jun,Yang, Xiang,Guo, Hai-Ming,Mei, Tian-Sheng. "Electrochemistry-Enabled Ir-Catalyzed Vinylic C-H Functionalization". supporting information. p. 18970 - 18976. Retrieved 2019/12/04.