1,3-Diethyl 2-oxopropanedioate

HCID 69105
NotesReactions
Substructure searchFind similar structures

Basic information

CAS
609-09-6
Standard SMILES
CCOC(=O)C(=O)C(=O)OCC
InChIKey
DBKKFIIYQGGHJO-UHFFFAOYSA-N
Molecular formula
C7H10O5
Average molar mass
174.15 g/mol
Monoisotopic mass
174.05282342

Overview

RN given refers to parent cpd; structure

Names & identifiers

Preferred name
1,3-Diethyl 2-oxopropanedioate
IUPAC
diethyl 2-oxopropanedioate
English name
Diethyl ketomalonate
Molecular formula
C7H10O5
Molecular weight
174.15

Names & synonyms

609-09-6Diethyl mesoxalateEthyl mesoxalate1,3-diethyl 2-oxopropanedioatePropanedioic acid, oxo-, diethyl esterDiethyl oxopropanedioateOxopropanedioic acid diethyl esterH28C8N13IKNSC-53478DTXSID5060566Oxopropanedioic acid, diethyl esterdiethyl mesoxalate hydrate
Show more names
ketomaLKeto MalonateETHYL OXOMALONATEDIETHYL MESOXYLATE
RefChem:587241DTXCID3042899210-176-2Diethyl ketomalonateDiethyl 2-oxomalonatediethyl 2-oxopropanedioateDiethyl oxomalonateMesoxalic acid, diethyl ester

Database identifiers

CAS
609-09-6
PubChem CID
69105
DTXSID
DTXSID5060566
UNII
H28C8N13IK
EC Number
210-176-2
Nikkaji
J7.012B

Properties

Computed structural properties

XLogP
0.4
Topological polar surface area
69.7 Ų
Hydrogen bond donors
0
Hydrogen bond acceptors
5
Rotatable bonds
6
Heavy atoms
12

Physicochemical properties

Melting point
-70 °C · -70°C
Boiling point
208 · 208-210 °C (lit.)
Density
1.142 g/mL · 1.142 g/mL at 25 °C (lit.)
refractive index
20 · n20/D 1.415
Flash point
230 °F · >230 °F
storage temp.
Inert atmosphere,Room Temperature

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H315 (100%): 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 5 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Regulatory InformationChemical: Propanedioic acid, oxo-, diethyl ester
Other Safety InformationEvaluation - Chemicals not considered for in depth evaluation - Not commercially active in Australia
Hazard Classes and CategoriesSkin Irrit. 2 (100%)

Safety data

F
21
PPE
Eyeshields, Gloves, multi-purpose combination respirator cartridge (US)
wgk
3
tsca
TSCA listed
hs_code
29183000
Signal word
Warning

Chemistry & industry

Uses & manufacturing

General Manufacturing InformationPropanedioic acid, 2-oxo-, 1,3-diethyl ester: INACTIVE

Applications

UsesDiethyl ketomalonate, reagent employed in Wittig and Aza-Wittig reactions for synthesis of triazoles, and 2-azadienes, respectively.

Preparation methods · 1 item

PreparationDiethyl ketomalonate can be prepared by bromination of Diethyl Malonate to the dibromomalonic ester, exchange of one bromine atom for acetate and α-elimination of acetyl bromide. Alternatively, diethyl malonate is condensed with benzaldehyde to afford the Knoevenagel product which is cleaved by ozonolysis.

Upstream & downstream products

Suppliers100 total

国药集团化学试剂有限公司86-21-63210123 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
衢州润东化工有限公司0570-8789886 18892685668 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
INTATRADE GmbH+49 3493/605464 · [email protected]

Related reactions

91 records
New reaction record

Compound notes

Loading…