3-Cyclopentylpropionic acid

Base Information

• Chemical Name: 3-Cyclopentylpropionic acid
• CAS No.: 140-77-2
• Molecular Formula: C8H14O2
• Molecular Weight: 142.198
• Hs Code.: 29162090
• European Community (EC) Number: 205-433-0
• NSC Number: 8771
• UNII: 931H8F0JEE
• DSSTox Substance ID: DTXSID4059700
• Nikkaji Number: J79.460K
• Wikipedia: Cypionic_acid
• Wikidata: Q5200280
• Metabolomics Workbench ID: 52559
• ChEMBL ID: CHEMBL1230184
• Mol file: 140-77-2.mol

Synonyms:3-Cyclopentylpropionic acid;140-77-2;3-Cyclopentylpropanoic acid;Cyclopentanepropanoic acid;3-Cylcopentylpropanoic acid;Cyclopentanepropionic acid;Cyclopentylpropionic acid;cypionic acid;Propionic acid, 3-cyclopentyl-;3-Cyclopentyl-propionic acid;931H8F0JEE;CHEBI:50899;NSC 8771;NSC-8771;EINECS 205-433-0;AI3-14247;3-Cyclopentylpropionicacid;3-Cylcopentylpropanoicacid;SCHEMBL2800;3-cyclopentyl propionic acid;UNII-931H8F0JEE;CHEMBL1230184;DTXSID4059700;NSC8771;3-Cyclopentylpropionic acid, 98%;MFCD00001392;STL112265;AKOS000119520;AM84371;CS-W018280;VS-0325;NCGC00166228-01;AC-17090;AC-24812;CYCLOPENTYLPROPANOIC ACID [USP-RS];A3041;C2934;FT-0631815;EN300-20400;J-512367;Q5200280;F2191-0135;Z104478044

Chemical Property of 3-Cyclopentylpropionic acid

Chemical Property:

• Appearance/Colour: Clear colourless to yellow liquid
• Vapor Pressure: 0.00837mmHg at 25°C
• Melting Point: 131 °C
• Refractive Index: n20/D 1.457(lit.)
• Boiling Point: 247.2 °C at 760 mmHg
• PKA: 4.81±0.10(Predicted)
• Flash Point: 122 °C
• PSA: 37.30000
• Density: 1.034 g/cm³
• LogP: 2.04140
• Storage Temp.: Flammables area
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• Water Solubility.: insoluble
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 142.099379685
• Heavy Atom Count: 10
• Complexity: 114

Purity/Quality:

99% ^*data from raw suppliers

CypionicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 10-36/37/38
• Safety Statements: 16-26-36-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1CCC(C1)CCC(=O)O
• Uses: Cypionic Acid, can be used as an organic building blocks in the synthesis of variety of pharmaceutical compound. It is used for the synthesis of Testosterone Cypionate (T155100).

Technology Process of 3-Cyclopentylpropionic acid

There total 22 articles about 3-Cyclopentylpropionic 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: 89.0%

cycl-isopropylidene malonate (2033-24-1) + cyclopentanealdehyde (872-53-7) → 3-cyclopentylpropionic acid (140-77-2)

Guidance literature:

With formic acid; triethylamine; at 100 ℃;

DOI:10.1016/j.tetlet.2010.07.054

Reference yield: 79.2%

cyclopentanone (120-92-3) + isobutyric Acid (79-31-2) → 3-cyclopentylpropionic acid (140-77-2)

Guidance literature:

With potassium hydroxide;

Reference yield: 74.0%

3-cyclopentyl-1-propanol (767-05-5) → 3-cyclopentylpropionic acid (140-77-2)

Guidance literature:

With potassium hydroxide; zinc(II) oxide; In 1,3,5-trimethyl-benzene; at 164 ℃; for 36h; Inert atmosphere; Schlenk technique;

DOI:10.1002/chem.201804402

upstream raw materials:

3-cyclopentylpropionitrile

(+/-)-3c-cyclopent-2-enyl-acrylic acid

bicyclo[3.2.1]octan-2-one

3-(cyclopent-2-enyl)-propionaldehyde

Downstream raw materials:

3-cyclopentyl-1-propanol

C₁₀H₁₆O₄

(R)-2-cyclopentyl-methyl-succinic acid 4-tert-butyl ester

tert-butyl (R)-4-((S)-4-benzyl-2-oxooxazolidin-3-yl)-3-(cyclopentylmethyl)-4-oxobutanoate

Refernces

• 1、 Mudhar, Harminder,Witty, Andrew. "One-pot conversion of alkyl aldehydes into substituted propanoic acids via Knoevenagel condensation with Meldrum's acid". . p. 4972 - 4974. Retrieved 2010.
• 2、 Monda, Fabrizio,Madsen, Robert. "Zinc Oxide-Catalyzed Dehydrogenation of Primary Alcohols into Carboxylic Acids". supporting information. p. 17832 - 17837. Retrieved 2018/11/23.