1-Carboxycyclohexaneacetic Acid

Base Information

• Chemical Name: 1-Carboxycyclohexaneacetic Acid
• CAS No.: 67950-95-2
• Molecular Formula: C9H14O4
• Molecular Weight: 186.208
• Hs Code.: 2917200000
• European Community (EC) Number: 642-244-6
• NSC Number: 90823
• UNII: BJ25YSI2X8
• DSSTox Substance ID: DTXSID50218158
• Wikidata: Q27274694
• ChEMBL ID: CHEMBL1487140
• Mol file: 67950-95-2.mol

Synonyms:67950-95-2;1-Carboxycyclohexaneacetic Acid;1-(carboxymethyl)cyclohexane-1-carboxylic acid;1-(carboxymethyl)cyclohexanecarboxylic acid;cyclohexaneacetic acid, 1-carboxy-;NSC90823;NSC-90823;BJ25YSI2X8;UNII-BJ25YSI2X8;NSC 90823;NCIStruc1_000126;NCIStruc2_000294;SCHEMBL8181259;CHEMBL1487140;DTXSID50218158;CHEBI:143735;BCP22457;NCI90823;CCG-36278;NCGC00013952;AKOS000279781;NCGC00013952-02;NCGC00097061-01;1-(carboxymethyl)cyclohexanecarboxylicacid;BS-24473;NCI60_042017;PD165923;GABAPENTIN IMPURITY E [EP IMPURITY];FT-0668922;CARBOXYMETHYL-CYCLOHEXANECARBOXYLIC ACID;EN300-211712;A852382;AP-836/41220427;Q27274694;Z1198163856;Gabapentin Imp. E (EP);Gabapentin USP Related Compound E;Gabapentin USP RC E;1-(Carboxymethyl)cyclohexanecarboxylic Acid;Gabapentin Related Compound E;Gabapentin Impurity E

Chemical Property of 1-Carboxycyclohexaneacetic Acid

Chemical Property:

• Melting Point: 130-132?C
• Boiling Point: 390.3 °C at 760 mmHg
• Flash Point: 204 °C
• PSA: 74.60000
• Density: 1.246 g/cm³
• LogP: 1.49620
• Storage Temp.: -20°C Freezer
• Solubility.: Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly), Water (Slightly)
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 186.08920892
• Heavy Atom Count: 13
• Complexity: 216

Purity/Quality:

99% ^*data from raw suppliers

Gabapentin Related Compound E ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCC(CC1)(CC(=O)O)C(=O)O
• Uses: A Gabapentin (G117250) analogue. Gabapentin USP Related Compound E.

Technology Process of 1-Carboxycyclohexaneacetic Acid

There total 34 articles about 1-Carboxycyclohexaneacetic 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:

ethyl 2-cyano-2-(1-cyanocyclohexyl)acetate (51939-79-8) → 1-carboxycyclohexylacetic acid (67950-95-2)

Guidance literature:

With hydrogenchloride;

Reference yield:

ethyl 2-cyano-2-cyclohexylideneacetate (6802-76-2) → 1-carboxycyclohexylacetic acid (67950-95-2)

Guidance literature:

With potassium cyanide; ethanol; Hydrolyse des Reaktionsprodukts mit konz. Salzsaeure;

Reference yield:

(1-carboxy-cyclohexa-2,5-dienyl)-acetic acid (52550-27-3) → 1-carboxycyclohexylacetic acid (67950-95-2)

Guidance literature:

With hydrogen; platinum(IV) oxide; In acetic acid;

upstream raw materials:

ethanol

potassium cyanide

ethyl 2-cyano-2-cyclohexylideneacetate

spiro<3,5>nonan-2-one

Downstream raw materials:

C₁₅H₁₈N₂O₂

N-(6-aminopyridin-2-yl)-2-azaspiro[4.5]decane-1,3-dione

N-(3-methoxyphenyl)-2-azaspiro[4.5]decane-1,3-dione

Refernces

• 1、 Für, Csilla Sepsey,Riszter, Gergo,Gerencsér, János,Szigetvári, áron,Dékány, Miklós,Hazai, László,Keglevich, Gy?rgy,B?lcskei, Hedvig. "Synthesis of spiro[cycloalkane-pyridazinones] with high Fsp3 character". . p. 731 - 744. Retrieved 2020/06/22.
• 2、 Badger,Schwartz,Picker,Dorman,Bradley,Cheeseman,DiMartino,Hanna,Mirabelli. "Antiarthritic and suppressor cell inducing activity of azaspiranes: Structure-function relationships of a novel class of immunomodulatory agents". . p. 2963 - 2970. Retrieved 2007/10/02.