3,3-Dimethylglutaric acid

HCID 20984
NotesReactions
Substructure searchFind similar structures

Basic information

CAS
4839-46-7
Standard SMILES
CC(C)(CC(=O)O)CC(=O)O
InChIKey
DUHQIGLHYXLKAE-UHFFFAOYSA-N
Molecular formula
C7H12O4
Average molar mass
160.17 g/mol
Monoisotopic mass
160.07355886

Overview

3,3-dimethylglutaric acid is an alpha,-dicarboxylic acid that is glutaric acid substituted by two methyl groups at the C-3 position. It has a role as a metabolite. It is functionally related to a glutaric acid.

Names & identifiers

Preferred name
3,3-Dimethylglutaric acid
IUPAC
3,3-dimethylpentanedioic acid
English name
3,3-Dimethylglutaric acid
Molecular formula
C7H12O4
Molecular weight
160.17

Names & synonyms

3,3-DIMETHYLGLUTARIC ACID3,3-Dimethylpentanedioic acid4839-46-7Pentanedioic acid, 3,3-dimethyl-3,3-DimethylglutarateGlutaric acid, 3,3-dimethyl-TF8F62R475NSC-14987NSC-49114DTXSID9063617CHEBI:68502RefChem:485583
Show more names
3,3-Dimethylglutaric3,3-DIMETHYLPENTANEDIO3,3-dimethylglutaricacib,b-Dimethylglutaric acid3,3-dimethylpentanedioate
DTXCID6040618225-425-0MFCD00002716NSC 49114.beta.,.beta.-Dimethylglutaric acidNSC 14987beta,beta-Dimethylglutaric acid3,3-dimethyl-pentanedioic acid

Database identifiers

CAS
4839-46-7
PubChem CID
20984
DTXSID
DTXSID9063617
ChEMBL
CHEMBL1605317
ChEBI
CHEBI:68502
UNII
TF8F62R475
EC Number
225-425-0
Nikkaji
J135.759J

Properties

Computed structural properties

XLogP
0.4
Topological polar surface area
74.6 Ų
Hydrogen bond donors
2
Hydrogen bond acceptors
4
Rotatable bonds
4
Heavy atoms
11

Experimental & physicochemical properties

Chemical ClassesOther Classes -> Organic Acids
LipidsFatty Acyls [FA] -> Fatty Acids and Conjugates [FA01] -> Dicarboxylic acids [FA0117]
Melting Point103.5 °C
Physical Description · 2 items

White crystalline powder; [Alfa Aesar MSDS]

Solid

Physicochemical properties

Melting point
100 · 100-102 °C (lit.)
Boiling point
290 °C · 290 °C
Density
1 · 1,42 g/cm3
refractive index
1.4336 · 1.4336 (estimate)
Flash point
89 · 89-90°C/2mm
storage temp.
Sealed in dry,Room Temperature

Safety & regulation

GHS classification

GHS Classification · 5 items

This chemical does not meet GHS hazard criteria for 4.2% (2 of 48) of reports.

Warning

H315 (95.8%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 48 reports by companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Regulatory Information · 3 items

Chemical: Pentanedioic acid, 3,3-dimethyl-

Status: Active Update: 20-10-2021 https://echa.europa.eu/registration-dossier/-/registered-dossier/32973

Pentanedioic acid, 3,3-dimethyl-: Does not have an individual approval but may be used under an appropriate group standard

Other Safety InformationEvaluation - Chemicals that are unlikely to require further regulation to manage risks to environment
Hazards SummaryA skin and strong eye irritant; [Alfa Aesar MSDS] See Glutaric acid.
Hazard Classes and CategoriesSkin Irrit. 2 (95.8%)

Safety data

wgk
3
tsca
TSCA listed
hs_code
29171990
risk_code
36/37/38
Signal word
Warning
Symbol(GHS)
GHS07

Chemistry & industry

Pharmacology

Cellular LocationsExtracellular

Uses & manufacturing

Uses · 2 items

Used with other dibasic esters as solvents in paints, cosmetics, and fragrances; [REPROTOX]

Painting (Solvents) [Category: Paint]

General Manufacturing InformationPentanedioic acid, 3,3-dimethyl-: ACTIVE
Applications · 3 items

Uses3,3-Dimethylglutaric Acid is a versatile reactant used in the synthesis of (+)-Hirsutene via catalytic asymmetric transannular aldolization.

UsesReactant 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

Uses3,3-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.

Upstream & downstream products

Downstream products

Suppliers100 total

国药集团化学试剂有限公司86-21-63210123 · [email protected]
常州帝通化工有限公司+86-0519-88298848 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
郑州阿尔法化工有限公司+86-18530059196 · [email protected]
湖北永阔科技有限公司027-59223108 15972152991 · [email protected]

Additional notes

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

Related reactions

14 records
New reaction record

Compound notes

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