Diethyl 3-hydroxyglutarate

HCID 96259CAS 32328-03-3

Substructure search Find similar structures

Basic information

Standard SMILES: CCOC(=O)CC(O)CC(=O)OCC
InChIKey: OLLQYIBTJXUEEX-UHFFFAOYSA-N
Molecular formula: C9H16O5
Average molar mass: 204.22 g/mol
Monoisotopic mass: 204.09977361

Overview

structure in first source

Names & identifiers

Preferred name: Diethyl 3-hydroxyglutarate
IUPAC: diethyl 3-hydroxypentanedioate
English name: Diethyl 3-hydroxyglutarate
Molecular formula: C9H16O5
Molecular weight: 204.22

Names & synonyms

Diethyl 3-hydroxyglutarate32328-03-3DTXSID10186061RefChem:587146DTXCID20108552250-992-6Diethyl 3-hydroxypentanedioateDiethyl-3-Hydroxyglutarate3-Hydroxyglutaric Acid Diethyl EsterMFCD00009202Pentanedioic acid, 3-hydroxy-, diethyl esterSCHEMBL1258369

Show more names

Einecs 250-992-6Diethyl 3-hydroxygluDiethyl-3-hdroxyglutarateLevocarnitine Impurity 63Phenyl Acetate Impurity 62Diethyl3-Hydroxyglutarate>iethyl3-hydroxypentanedioateDIETHYL-BETA-HYDROXYGLUTARATEDiethyl 3-hydroxyglutarate 95%

Diethyl- .beta.-hydroxyglutarateNSC62681NSC 62681NSC-62681D3196H10819EN300-1588681Diethyl3-hydroxyglutarate

Database identifiers

CAS: 32328-03-3
PubChem CID: 96259
DTXSID: DTXSID10186061
EC Number: 250-992-6
Nikkaji: J236.701G

Properties

Computed structural properties

XLogP: 0
Topological polar surface area: 72.8 Å²
Hydrogen bond donors: 1
Hydrogen bond acceptors: 5
Rotatable bonds: 8
Heavy atoms: 14
Formal charge: 0
Complexity: 170

Physicochemical properties

Boiling point: 156 · 156-157 °C/23 mmHg (lit.)
Density: 1.103 g/mL · 1.103 g/mL at 25 °C (lit.)
refractive index: 20 · n20/D 1.439(lit.)
Flash point: 230 °F · >230 °F
storage temp.: Sealed in dry,Room Temperature
form: clear liquid
pka: 13.6 · 13.60±0.20(Predicted)
color: Colorless to Light yellow
BRN: 1709448 · 1709448
InChI: InChI=1S/C9H16O5/c1-3-13-8(11)5-7(10)6-9(12)14-4-2/h7,10H,3-6H2,1-2H3
InChIKey: OLLQYIBTJXUEEX-UHFFFAOYSA-N
SMILES: C(OCC)(=O)CC(O)CC(OCC)=O
CAS DataBase Reference: 32328 · 32328-03-3(CAS DataBase Reference)
NIST Chemistry Reference: 3 · Diethyl 3-hydroxyglutarate(32328-03-3)
UNSPSC Code: 12352100 · 12352100
NACRES: 22 · NA.22
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 315 · H315-H319-H335
Precautionary statements: 261 · P261-P305+P351+P338
PPE: Eyeshields, Gloves
Safety Statements: 23 · 23-24/25
WGK Germany: 3 · 3
HS Code: 29181990 · 29181990
Storage Class: 10 · 10 - Combustible liquids

Safety & regulation

GHS classification

GHS Classification · 5 items

This chemical does not meet GHS hazard criteria for 50% (1 of 2) of reports.

Warning

H315 (50%): 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 2 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Hazard Classes and CategoriesSkin Irrit. 2 (50%)

Safety data

PPE: Eyeshields, Gloves
wgk: 3
hs_code: 29181990
Signal word: Warning
Symbol(GHS): GHS07
safety_code: 23-24/25
Storage Class: 10 - Combustible liquids
Hazard statements: H315-H319-H335
Precautionary statements: P261-P305+P351+P338

Chemistry & industry

Applications · 1 item

UsesDiethyl 3-hydroxyglutarate (D3HG) is an important organic compound or pharmaceutical intermediate ingredient. It has antihypercholesterolaemic properties. D3HG can be hydrolysed enzymatically to produce the major enantiomer pure mono ester (3S)-4-carbamoyl-3-hydroxybutanoate ethyl ester.