Cyclohexylidenecyanoacetic acid

Base Information

• Chemical Name: Cyclohexylidenecyanoacetic acid
• CAS No.: 37107-50-9
• Molecular Formula: C9H11NO2
• Molecular Weight: 165.192
• Hs Code.: 2926909090
• European Community (EC) Number: 253-351-9
• NSC Number: 124616
• DSSTox Substance ID: DTXSID70190604
• Nikkaji Number: J89.149E
• Mol file: 37107-50-9.mol

Synonyms:2-cyano-2-cyclohexylideneacetic acid;37107-50-9;Cyclohexylidenecyanoacetic acid;Cyanocyclohexylideneacetic acid;EINECS 253-351-9;MFCD00013799;cyclohexylidene cyanoacetic acid;Cyclohexyliidenecyanoacetic acid;SCHEMBL4545218;DTXSID70190604;Acetic acid, cyanocyclohexylidene-;Cyano(cyclohexylidene)acetic acid #;STR05034;AC1586;NSC124616;FRUCTOSE-1-PHOSPHATEBARIUMSALT;AKOS005207222;NSC 124616;NSC-124616;SY041127;CS-0314065;FT-0624227;A913864;Propanedicarboxylic acid, mononitrile, 2-cyclohexylideno-

Chemical Property of Cyclohexylidenecyanoacetic acid

Chemical Property:

• Vapor Pressure: 5.84E-06mmHg at 25°C
• Melting Point: 107-109°C
• Refractive Index: 1.537
• Boiling Point: 353.9 °C at 760 mmHg
• Flash Point: 167.8 °C
• PSA: 61.09000
• Density: 1.211 g/cm³
• LogP: 1.85528
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 165.078978594
• Heavy Atom Count: 12
• Complexity: 262

Purity/Quality:

99%, ^*data from raw suppliers

CyclohexylidenecyanoaceticAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R22:Harmful if swallowed.; R36/37/38:Irritating to eyes, respiratory system and skin.
• Hazard Codes: R22:Harmful if swallowed.; R36/37/38:Irritating to eyes, respiratory system and skin.
• Statements: 22-36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

Useful:

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

Technology Process of Cyclohexylidenecyanoacetic acid

There total 5 articles about Cyclohexylidenecyanoacetic 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: 90.0%

→ 2-cyano-2-cyclohexylideneacetic acid (37107-50-9)

Guidance literature:

Reference yield: 88.0%

cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4) + cyanoacetic acid (372-09-8) → 2-cyano-2-cyclohexylideneacetic acid (37107-50-9)

Guidance literature:

hexan-1-amine; In benzene; for 6h; Heating; azeotropic water removal;

DOI:10.1016/S0040-4020(01)91880-0

Reference yield:

3-amino-2-oxa-1-azaspiro[4.5]dec-3-ene-4-carbonitrile (1352994-38-7) → 2-cyano-2-cyclohexylideneacetic acid (37107-50-9)

Guidance literature:

With hydrogenchloride; In water; at 20 ℃; for 1h; pH=1 - 3; chemoselective reaction;

DOI:10.1039/c1ob06318a

upstream raw materials:

cyclohexanone

cyanoacetic acid

ethyl 2-cyanoacetate

3-amino-2-oxa-1-azaspiro[4.5]dec-3-ene-4-carbonitrile

Downstream raw materials:

cyclohexanone

isobutyl 3-(tert-butylamino)-2-cyclohexylidene-3-oxopropanoate

2-diphenylamino-5-cyano-4-oxo-1-thia-3-azaspiro<5,5>undec-2-ene

1-(4-N,N-dimethylaminophenyl)-5-cyano-4-oxo-2-thioxo-1,3-diazaspiro<5,5>undecane

Refernces

• 1、 -. "Method for preparation of lactones". . . Retrieved 2008/06/13.
• 2、 Guyot, J.,Kergomard, A.. "CINETIQUE ET MECANISME DE LA REACTION DE KNOEVENAGEL DANS LE BENZENE-2 REACTION DU MALONITRILE ET DE LA (+) METHYL-3 CYCLOHEXANONE EN PRESENCE D'UNE AMINE PRIMARIE PURE ET DE SON MELANGE AVEC L'ACIDE ACETIQUE". . p. 1167 - 1179. Retrieved 2007/10/02.