79410-20-1

Basic information

• Product Name: KEMP'S TRIACID
• Synonyms: CIS,CIS-1,3,5-TRIMETHYLCYCLOHEXANE-1,3,5-TRICARBOXYLIC ACID;KEMP'S TRIACID;cis,cis-1,3,5-trime.cyclohexane-1,3,5-tricarboxylic acid;1,3,5-Trimethyl-1,3,5-cyclohexanetricarboxylicacid(Kemp'striacid);Aluminum oxide, fused, #200+325 mesh, 99+% metals basis;cis,cis-1,3,5-Trimethyl-1,3,5-cyclohexanetricarboxylic acid (Kemp''s triacid);1,3,5-Trimethylcyclohexane-1β,3β,5β-tricarboxylic acid;cis,cis-1,3,5-Trimethyl-1,3,5-cyclohexanetricarboxylic acid
• CAS NO: 79410-20-1
• Molecular Formula: C₁₂H₁₈O₆
• Molecular Weight: 258.27
• Product Categories: pharmacetical
• Mol File: 79410-20-1.mol
• Article Data: 5

Chemical Properties

• Melting Point: 241-243 °C(lit.)
• Boiling Point: 364 °C at 760 mmHg
• Flash Point: 188.1 °C
• Appearance: WHITE POWDER, CRYSTALS, CRYSTALLINE POWDER AND/OR CHUNKS
• Density: 1.301 g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.515
• Storage Temp.: 2-8°C
• BRN: 3557263
• CAS DataBase Reference: KEMP'S TRIACID(CAS DataBase Reference)
• NIST Chemistry Reference: KEMP'S TRIACID(79410-20-1)
• EPA Substance Registry System: KEMP'S TRIACID(79410-20-1)

Safety Data

• Safety Statements: 22-24/25
• WGK Germany: 3
• Hazardous Substances Data: 79410-20-1(Hazardous Substances Data)

Usage

Uses

Versatile molecule for molecular recognition studies. Also used to prepare a chiral auxiliary for asymmetric radical addition, allylation, and annulation reactions.

Purification Methods

Recrystallise the tricarboxylic acid from Me2CO after re-precipitating it several times with mineral acid from aqueous alkaline soltion. The trimethyl ester has m 78-81o. [cf. Kemp J Org Chem 46 5140 1981, Jeong et al. J Am Chem Soc 113 201 1991, Stack et al. J Am Chem Soc 114 7007 1992.]

InChI:InChI=1/C12H18O6/c1-10(7(13)14)4-11(2,8(15)16)6-12(3,5-10)9(17)18/h4-6H2,1-3H3,(H,13,14)(H,15,16)(H,17,18)/t10-,11+,12-

Upstream product

• 755002-27-8 Kemp's triacid L-prolyl amide 
• 755002-26-7 Kemp's triacid piperidyl amide 
• 6998-83-0 trimethyl cis,cis-cyclohexane-1,3,5-tricarboxylate 
• 77-78-1 dimethyl sulfate 
• 79410-25-6 cis,cis-1,3,5-trimethyl-1-(hydroxymethyl)cyclohexane-3,5-dicarboxylic acid lactone 
• 79410-21-2 trimethyl-cis,cis-1,3,5-trimethyl-1,3,5-cyclohexane-tricarboxylate 

Downstream Products

• 105329-47-3 C₄₃H₄₇N₃O₈ 
• 187805-78-3 1,3,5-Trimethyl-cyclohexane-1,3,5-tricarboxylic acid tripropyl ester 

Relevant articles and documents

Substituent Effects in Parallel-Displaced π–π Stacking Interactions: Distance Matters

Host–guest systems with Rebek imide type receptors and a 2,6-di(isobutyramido)pyridine ligand were employed to investigate substituent effects in parallel-displaced π–π stacking interactions. Changing the intermolecular distance between the para substitue

3,5,7-Trimethyl-1-azatricyclo[3.3.1.13,7]decan-2-ylidene, an Aminocarbene without π conjugation

3,5,7-Trimethyl-1-azatricyclo[3.3.1.13,7]decan-2-ylidene, an aminocarbene without π conjugation, has been generated from the corresponding tosylhydrazone salt. Addition of the carbene to alkenes is stereospecifically cis, thus showing that the

Synthesis and Conformational Analysis of cis,cis-1,3,5-Trimethylcyclohexane-1,3,5-tricarboxylic Acid

Conversion of 3,5,7-trimethyladamantan-1-ol to a hypobromite, fragmentation in situ, and oxidation with KMnO4 generate the lactone, 6, of cis,cis-1,3,5-trimethyl-1-(hydroxymethyl)cyclohexane-3,5-dicarboxylic acid, which can in turn be oxidized by RuO4-HIO