Cyclohexyl cyanoacetate

Base Information

• Chemical Name: Cyclohexyl cyanoacetate
• CAS No.: 52688-11-6
• Molecular Formula: C9H13NO2
• Molecular Weight: 167.208
• Hs Code.: 29269090
• European Community (EC) Number: 258-104-9
• NSC Number: 69952
• DSSTox Substance ID: DTXSID30200657
• Nikkaji Number: J211.544A
• Wikidata: Q72459893
• Mol file: 52688-11-6.mol

Synonyms:Cyclohexyl cyanoacetate;cyclohexyl 2-cyanoacetate;52688-11-6;2-Cyano-acetic acid cyclohexyl ester;EINECS 258-104-9;Acetic acid, cyano-, cyclohexyl ester;AI3-07187;SCHEMBL5357978;Cyanoacetic acid cyclohexyl ester;DTXSID30200657;BCP12783;CCA68811;NSC69952;MFCD00014293;NSC 69952;NSC-69952;AKOS001354572;AS-58644;FT-0640094;EN300-26480;A870931;Z223461868

Chemical Property of Cyclohexyl cyanoacetate

Chemical Property:

• Vapor Pressure: 0.0028mmHg at 25°C
• Refractive Index: 1.4620 (589.3 nm 20℃)
• Boiling Point: 285.4 °C at 760 mmHg
• Flash Point: 130.3 °C
• PSA: 50.09000
• Density: 1.06 g/cm³
• LogP: 1.77598
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 167.094628657
• Heavy Atom Count: 12
• Complexity: 198

Purity/Quality:

99% ^*data from raw suppliers

2-Cyano-aceticacidcyclohexylester ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24-25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCC(CC1)OC(=O)CC#N

Technology Process of Cyclohexyl cyanoacetate

There total 2 articles about Cyclohexyl cyanoacetate 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: 100.0%

cyanoacetic acid (372-09-8) + cyclohexanol (108-93-0) → cyclohexyl 2-cyanoacetate (52688-11-6)

Guidance literature:

With sulfuric acid; In benzene; for 2.5h; Heating;

DOI:10.1016/j.bmc.2006.05.035

Reference yield:

→ cyclohexyl 2-cyanoacetate (52688-11-6)

Guidance literature:

/BRN= 863882/, HCN;

Reference yield: 98.0%

1H-indol-2-ylcarboxaldehyde (19005-93-7) + cyclohexyl 2-cyanoacetate (52688-11-6) → (E)-cyclohexyl 2-cyano-3-(1H-indol-2-yl)acrylate

Guidance literature:

With piperidine; In dichloromethane; at 20 ℃; for 20h; Inert atmosphere;

DOI:10.1021/acs.jmedchem.6b01285

upstream raw materials:

cyanoacetic acid

cyclohexanol

Downstream raw materials:

Oximino-cyanessigsaeure-cyclohexylester

Bromo-cyano-acetic acid cyclohexyl ester

cyclohexyl 2-amino-4,5,6,7,8,9-hexahydrocycloocta[b]thiophene-3-carboxylate

(E)-2,3-Dicyano-but-2-enedioic acid dicyclohexyl ester

Refernces

• 1、 Nankervis, Jacob L.,Feil, Susanne C.,Hancock, Nancy C.,Zheng, Zhaohua,Ng, Hooi-Ling,Morton, Craig J.,Holien, Jessica K.,Ho, Patricia W.M.,Frazzetto, Mark M.,Jennings, Ian G.,Manallack, David T.,John Martin,Thompson, Philip E.,Parker, Michael W.. "Thiophene inhibitors of PDE4: Crystal structures show a second binding mode at the catalytic domain of PDE4D2". supporting information; experimental part. p. 7089 - 7093. Retrieved 2012/01/06.