Trimethyl cyclohexane-1,3,5-tricarboxylate

Base Information

• Chemical Name: Trimethyl cyclohexane-1,3,5-tricarboxylate
• CAS No.: 52831-11-5
• Molecular Formula: C12H18O6
• Molecular Weight: 258.26800
• NSC Number: 61885
• DSSTox Substance ID: DTXSID30967293,DTXSID601169790
• Nikkaji Number: J2.732.737K
• Mol file: 52831-11-5.mol

Synonyms:52831-11-5;trimethyl cyclohexane-1,3,5-tricarboxylate;6998-83-0;Trimethyl 1,3,5-Cyclohexanetricarboxylate;Trimethyl cis,cis-1,3,5-cyclohexanetricarboxylate;1,3,5-Cyclohexanetricarboxylic Acid Trimethyl Ester;1,3,5-trimethyl cyclohexane-1,3,5-tricarboxylate;NSC61885;NCIOpen2_002580;SCHEMBL1297555;DTXSID30967293;ZZNOMLSSCRBRJS-AYMMMOKOSA-N;ZZNOMLSSCRBRJS-FBJIGQNJSA-N;DTXSID601169790;CCA83111;MFCD07776143;NSC-61885;AKOS024283477;trimethylcyclohexane-1,3,5-tricarboxylate;CS-0362717;T3033;D92651;J-525104;Trimethyl (1R,3S)cyclohexan-1,3,5-tricarboxylate;Trimethyl (1S,3S)-cyclohexane-1,3,5-tricarboxylate;TRIMETHYL CIS-1,3,5-CYCLOHEXANETRICARBOXYLATE;(1s,3s,5s)-trimethyl cyclohexane-1,3,5-tricarboxylate;cis-1,3,5-Cyclohexanetricarboxylic acid, trimethyl ester;Trimethyl cis,cis-1,3,5-cyclohexanetricarboxylate, 98%;trans-1,3,5-Cyclohexanetricarboxylic acid, trimethyl ester;1,3,5-Cyclohexanetricarboxylicacid,1,3,5-trimethyl ester,(1a,3a,5a)-;1,3,5-Cyclohexanetricarboxylic acid, trimethyl ester, (1alpha,3alpha,5beta)-;6998-84-1

Chemical Property of Trimethyl cyclohexane-1,3,5-tricarboxylate

Chemical Property:

• Melting Point: 46°C(lit.)
• PSA: 78.90000
• LogP: 0.53790
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 6
• Exact Mass: 258.11033829
• Heavy Atom Count: 18
• Complexity: 273

Purity/Quality:

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

Trimethyl 1,3,5-Cyclohexanetricarboxylate (cis- and trans- mixture) >98.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1CC(CC(C1)C(=O)OC)C(=O)OC

Technology Process of Trimethyl cyclohexane-1,3,5-tricarboxylate

There total 3 articles about Trimethyl cyclohexane-1,3,5-tricarboxylate 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: 87.0%

methanol (67-56-1) + cis/trans-1,3,5-cyclohexane tricarboxylic acid → trimethyl cyclohexane-1,3,5-tricarboxylate (52831-11-5)

Guidance literature:

With sulfuric acid; for 19h; Reflux;

DOI:10.1002/anie.201703744

Reference yield:

methanol (67-56-1) + benzene-1,3,5-tricarboxylic acid (554-95-0) → 1,3,5-cyclohexanetricarboxylic acid trimethyl ester (52831-11-5)

Guidance literature:

benzene-1,3,5-tricarboxylic acid; With hydrogen; 5percent rhodium on alumina; In water; at 70 ℃; for 7h; under 2585.81 Torr;

methanol; With thionyl chloride; Further stages.; Heating;

DOI:10.1021/jo0206014

Reference yield:

→ 1,3,5-cyclohexanetricarboxylic acid trimethyl ester (52831-11-5)

Guidance literature:

1,3,5-Benzoltricarbonsaeuretrimethylester, kat. Hydrierung;

upstream raw materials:

methanol

benzene-1,3,5-tricarboxylic acid

Downstream raw materials:

1,3,5-Tris-benzyloxymethyl-cyclohexane-1,3,5-tricarboxylic acid trimethyl ester

trimethyl-cis,cis-1,3,5-trimethyl-1,3,5-cyclohexane-tricarboxylate

(1R,5S,7R)-3-(4-Methoxy-benzyl)-1,5,7-trimethyl-2,4-dioxo-3-aza-bicyclo[3.3.1]nonane-7-carbaldehyde

(1R,5S,7R)-7-Ethynyl-3-(4-methoxy-benzyl)-1,5,7-trimethyl-3-aza-bicyclo[3.3.1]nonane-2,4-dione

Refernces

• 1、 Ye, Qing,Komarov, Igor V.,Kirby, Anthony J.,Jones Jr., Maitland. "3,5,7-Trimethyl-1-azatricyclo[3.3.1.13,7]decan-2-ylidene, an Aminocarbene without π conjugation". . p. 9288 - 9294. Retrieved 2007/10/03.