Diethyl acetonedicarboxylate

HCID 66045CAS 105-50-0
Substructure searchFind similar structures

Basic information

Standard SMILES
CCOC(=O)CC(=O)CC(=O)OCC
InChIKey
ZSANYRMTSBBUCA-UHFFFAOYSA-N
Molecular formula
C9H14O5
Average molar mass
202.2 g/mol
Monoisotopic mass
202.08412355

Names & identifiers

Preferred name
Diethyl acetonedicarboxylate
IUPAC
diethyl 3-oxopentanedioate
English name
Diethyl 1,3-acetonedicarboxylate
Molecular formula
C9H14O5
Molecular weight
202.2

Names & synonyms

Diethyl 1,3-acetonedicarboxylate105-50-0Diethyl 3-oxopentanedioateDiethyl 3-oxoglutaratePentanedioic acid, 3-oxo-, diethyl esterDiethyl acetonedicarboxylate3-Oxopentanedioic acid diethyl esterAcetonedicarboxylic acid diethyl esterEthyl acetonedicarboxylateEthyl 3-oxoglutarateDiethyl acetone dicarboxylateDiethyl 1,3-acetone dicarboxylate
Show more names
DIETHYL 3-KETOGLUTARATEAcetonedicarboxylicDiethyl-3-oxo-pentanDiethyl-3-oxoglutaratDiethyl β-oxoglutarateacetone-1,3-dicarboxyL
3-Oxoglutaric acid, diethyl esterDiethyl .beta.-oxoglutarateNSC 9013Glutaric acid, 3-oxo-, diethyl esterDiethyl beta-oxoglutarateQ0CC9NL00VDiethyl .beta.-ketoglutaratePentanedioic acid, 3-oxo-, 1,5-diethyl ester

Database identifiers

CAS
105-50-0
PubChem CID
66045
DTXSID
DTXSID1059317
UNII
Q0CC9NL00V
EC Number
203-302-2
Nikkaji
J134.662H

Properties

Computed structural properties

XLogP
0.7
Topological polar surface area
69.7 Ų
Hydrogen bond donors
0
Hydrogen bond acceptors
5
Rotatable bonds
8
Heavy atoms
14

Experimental & physicochemical properties

Chemical ClassesOther Classes -> Esters, Other
Physical DescriptionColorless liquid; [Alfa Aesar MSDS]

Physicochemical properties

Melting point
125 °C · 125 °C
Boiling point
250 °C · 250 °C (lit.)
Density
1.113 g/mL · 1.113 g/mL at 25 °C (lit.)
refractive index
20 · n20/D 1.440(lit.)
Flash point
187 °F · 187 °F
storage temp.
2 · Sealed in dry,2-8°C

Safety & regulation

GHS classification

GHS Classification · 5 items

This chemical does not meet GHS hazard criteria for 66.7% (2 of 3) of all reports.

Warning

H315 (33.3%): 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 3 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Regulatory Information · 2 items

Chemical: Pentanedioic acid, 3-oxo-, diethyl ester

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

Hazards SummaryMay cause irritation; [Alfa Aesar MSDS]
Hazard Classes and CategoriesSkin Irrit. 2 (33.3%)

Safety data

PPE
Eyeshields, Gloves, multi-purpose combination respirator cartridge (US)
wgk
3
tsca
TSCA listed
ridadr
UN 2810
hs_code
29183000
risk_code
36/37/38

Chemistry & industry

Uses & manufacturing

General Manufacturing InformationPentanedioic acid, 3-oxo-, 1,5-diethyl ester: ACTIVE
Applications · 1 item

UsesDiethyl 1,3-acetonedicarboxylate was used in the synthesis of novel pyrido[4,3,2-de]quinoline, isoquinolino[6,5,4,3-cde] quinoline and pyrazomycin. It was used as starting reagent in the synthesis of (±)-thienamycin, potent β-lactam antibiotic.

Upstream & downstream products

Suppliers50 total

国药集团化学试剂有限公司86-21-63210123 · [email protected]
北京华美互利生物化工010-56205725 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
T&W GROUP021-61551611 13296011611 · [email protected]

Related reactions

70 records
New reaction record

Linked notes

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