4839-46-7

Basic information

• Product Name: 3,3-Dimethylglutaric acid
• Synonyms: 3,3-dimethyl-pentanedioicaci;Glutaric acid, 3,3-dimethyl-;Pentanedioic acid, 3,3-dimethyl-;2,2-O-DIMETHYLPROPANE-1,3-DICARBOXYLIC ACID;2,2-DIMETHYLPROPANE-1,3-DICARBOXYLIC ACID;3,3-DIMETHYLPENTANEDIOIC ACID;3,3-DIMETHYLPENTANEDOIC ACID;3,3-DIMETHYLGLUTARIC ACID
• CAS NO: 4839-46-7
• Molecular Formula: C₇H₁₂O₄
• Molecular Weight: 160.17
• EINECS: 225-425-0
• Product Categories: Organic acids
• Mol File: 4839-46-7.mol
• Article Data: 9

Chemical Properties

• Melting Point: 100-102 °C(lit.)
• Boiling Point: 290 °C
• Flash Point: 89-90°C/2mm
• Appearance: White to beige/Fine Crystalline Powder
• Density: 1,42 g/cm3
• Vapor Pressure: 0.000264mmHg at 25°C
• Refractive Index: 1.4336 (estimate)
• Storage Temp.: Store at RT.
• Solubility: Chloroform (Slightly), Methanol (Slightly)
• PKA: pK1:3.70;pK2:6.34 (25°C)
• Water Solubility: soluble
• BRN: 1765439
• CAS DataBase Reference: 3,3-Dimethylglutaric acid(CAS DataBase Reference)
• NIST Chemistry Reference: 3,3-Dimethylglutaric acid(4839-46-7)
• EPA Substance Registry System: 3,3-Dimethylglutaric acid(4839-46-7)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• TSCA: Yes
• Hazardous Substances Data: 4839-46-7(Hazardous Substances Data)

Usage

Chemical Properties

white to beige fine crystalline powder

Uses

Different sources of media describe the Uses of 4839-46-7 differently. You can refer to the following data:
1. 3,3-Dimethylglutaric acid can be used as reactant involved in: Cyclodehydration of diols; Synthesis of conjugates of betulin derivatives used as anti-HIV agents; Preparation of dimeric peptide antagonists of IgG-FcRn interaction; Microwave-assisted protection of glutaraldehyde; Synthesis of glycyrrhetinic acid derivatives for proteasome inhibition; Catalytic, asymmetric transannular aldolizations.
2. 3,3-Dimethylglutaric Acid is a versatile reactant used in the synthesis of (+)-Hirsutene via catalytic asymmetric transannular aldolization.
3. Reactant involved in:Cyclodehydration of diolsSynthesis of conjugates of betulin derivatives used as anti-HIV agentsPreparation of dimeric peptide antagonists of IgG-FcRn interactionMicrowave-assisted protection of glutaraldehydeSynthesis of glycyrrhetinic acid derivatives for proteasome inhibitionCatalytic, asymmetric transannular aldolizations

Definition

ChEBI: An alpha,omega-dicarboxylic acid that is glutaric acid substituted by two methyl groups at the C-3 position.

InChI:InChI=1/C7H12O4/c1-7(2,3-5(8)9)4-6(10)11/h3-4H2,1-2H3,(H,8,9)(H,10,11)/p-2

Upstream product

• 126-81-8 dimedone 
• 7647-01-0 hydrogenchloride 
• 7697-37-2 nitric acid 
• 14380-61-1 hypochlorite 
• 7664-93-9 sulfuric acid 
• 17530-69-7 3-chloro-5,5-dimethylcyclohex-2-en-1-one 
• 2703-74-4 1,1-dimethyl-3,4,5-cyclohexanetrione-4-oxime 
• 7722-84-1 dihydrogen peroxide 
• 1125-11-7 methyldimedone 
• 3359-52-2 bis(4,4-dimethyl-2,6-dioxo-1-cyclohexyl) sulfide 
• 68261-89-2 4,4-dimethyl-2-(1-methylethylidene)cyclopentanone 
• 35836-88-5 2,6,6-trimethyl-cyclohept-3-ene-1-one 
• 1195-91-1 2-bromodimedone 
• 28218-20-4 5,5-dimethyl-3-styryl-cyclohex-2-enone 

Downstream Products

• 1123-40-6 3,3-dimethyl glutarimide 
• 42052-44-8 1,5-diphenyl-3,3-dimethylpentane-1,5-dione 
• 25115-67-7 N,3,3-trimethylglutarimide 
• 78-59-1 3,5,5-Trimethylcyclohex-2-en-1-one 
• 141-79-7 4-methyl-pent-3-en-2-one 
• 67-64-1 acetone 
• 115-11-7 isobutene 
• 17804-59-0 diethyl 3,3-dimethylglutarate 
• 53120-74-4 3,3-dimethylpent-1,5-diol 
• 4160-82-1 3,3-dimethylglutaric anhydride 
• 19184-67-9 methyl 3,3-dimethylglutarate 

Relevant articles and documents

Reaction of epoxyketones with hydrogen peroxide - Ethane-1,1- dihydroperoxide as a surprisingly stable product

Reaction of epoxyketones with hydrogen peroxide, ethane-1,1-dihydroperoxide as a stable product was reported. Triacetone triperoxide and methylhydroperoxide were reported as highly explosive compounds. Thermogravimetric investigations showed decomposition in the temperature range 60-130°C with the highest decomposition rate at about 105°C. Using differently substituted epoxyketones as reactants, it was able to isolate and characterize propane-1,1-dihydroperoxide. Epoxyketones can also be attacked by H2O2 at the carbonyl C atom and at both epoxy C atoms as electrophilic centers. Initial results revealed that the acid-catalyzed reaction of 5- and 7-ring homologues 1 (n=0,2) with H2O2 runs similarly. They also show a lower tendency to form the geminal dihydroperoxide.

Phase transfer catalysis by tetraethylammonium bromide: Nucleophilic opening of anhydrides using potassium superoxide in aprotic medium

Tetraethylammonium superoxide, generated in situ by the phase transfer reaction of potassium superoxide and tetraethylammonium bromide, brings about a clean cleavage of various anhydrides, particularly those with high molecular weight in dry dimethylformamide. As an outcome, succinic anhydride 1; glutaric anhydride 2; 3,3-dimethylglutaric anhydride 3; phthalic anhydride 4; diphenic anhydride 5; 1,2,3,4-tetrahydro-9-oxo-1,4-ethanonaphthalene-2,3- endo-dicarboxylic anhydride 6: 1,4,5,6,7,7-hexachloro-5-norbomene-2,3- dicarboxylic anhydride 7; endo-bicyclo [2.2.1] heptan-2-one-5,6-dicarboxylic anhydride 8; cis-5-norbornene-endo-2,3-dicarboxylic anhydride 9 and trans- 1,2-cyclohexane dicarboxylic anhydride 10 have been transformed into their corresponding dicarboxylic acids in fairly good yields. The report demonstrates the applicability of tetraethylammonium bromide as a phase transfer catalyst for efficient superoxide studies.