CAS 609-08-5 Diethyl methylmalonate (HCID 11857)

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Basic information

CAS: 609-08-5
Standard SMILES: CCOC(=O)C(C)C(=O)OCC
InChIKey: UPQZOUHVTJNGFK-UHFFFAOYSA-N
Molecular formula: C8H14O4
Average molar mass: 174.19 g/mol
Monoisotopic mass: 174.08920893

Names & identifiers

Preferred name: Diethyl methylmalonate
IUPAC: diethyl 2-methylpropanedioate
English name: Diethyl methylmalonate
Molecular formula: C8H14O4
Molecular weight: 174.19

Names & synonyms

DIETHYL METHYLMALONATE609-08-5Diethyl 2-methylmalonateMethylmalonic acid diethyl esterPropanedioic acid, methyl-, diethyl esterdiethyl methylpropanedioateMalonic acid, methyl-, diethyl esterEthyl methylmalonatePropanedioic acid, 2-methyl-, 1,3-diethyl ester2-Methylmalonic acid diethyl esterEthyl methylmalonate (VAN)7KD9S8CQN2

Show more names

DIETHYL 2-METHYLPROPANEDIOATERARECHEM AL BI 0301DiethylisosuccinateDiethyl methylmaloteDiethyl methylmalonaDiethyl MethyMalonatedlethylmethylmalonate

NSC 8700NSC-8700EINECS 210-175-7diethyl alpha-methylmalonateDTXSID0060565DIETHYL .ALPHA.-METHYLMALONATEDiethyl 2methylmalonateRefChem:587247

Database identifiers

CAS: 609-08-5
PubChem CID: 11857
DTXSID: DTXSID0060565
UNII: 7KD9S8CQN2
EC Number: 210-175-7
Nikkaji: J43.453A

Properties

Computed structural properties

XLogP: 1.4
Topological polar surface area: 52.6 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 4
Rotatable bonds: 6
Heavy atoms: 12
Formal charge: 0
Complexity: 146

Experimental & physicochemical properties

Chemical ClassesOther Classes -> Esters, Other

SpringerMaterials PropertiesBoiling point

Physical DescriptionClear colorless liquid; [Acros Organics MSDS]

Physicochemical properties

Boiling point: 198 · 198-199 °C (lit.) 78-80 °C/10 mmHg
Density: 1.022 g/mL · 1.022 g/mL at 20 °C (lit.)
refractive index: 20 · n20/D 1.413(lit.)
Flash point: 170 °F · 170 °F
storage temp.: Sealed in dry,Room Temperature
solubility: 1000 mg/l · 1000mg/l
pka: 13.13 · 13.13±0.46(Predicted)
form: Liquid
Specific Gravity: 1.013 · 1.013
color: Clear colorless

Safety & regulation

GHS classification

GHS Classification · 5 items

This chemical does not meet GHS hazard criteria for 75% (6 of 8) of all reports.

Warning

H315 (25%): 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 8 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Regulatory Information · 2 items

Chemical: Propanedioic acid, methyl-, diethyl ester

Status: Active Update: 13-03-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/18586

Hazards SummaryMay cause irritation; [Acros Organics MSDS] See Malonic acid.

Hazard Classes and CategoriesSkin Irrit. 2 (25%)

Safety data

PPE: Eyeshields, Gloves, type ABEK (EN14387) respirator filter
wgk: 3
tsca: TSCA listed
hs_code: 29171990
Signal word: Warning
Symbol(GHS): GHS07
safety_code: 23-24/25
Storage Class: 10 - Combustible liquids
Hazard statements: H227
REACH Registrations: Active
Precautionary statements

Chemistry & industry

Uses & manufacturing

General Manufacturing InformationPropanedioic acid, 2-methyl-, 1,3-diethyl ester: ACTIVE

Applications · 3 items

UsesDiethyl methylmalonate is used as intermediate for the syntheses of pharmaceuticals, e.g. non-steroidal anti-inflammatory agents with 2-acrylpropionic acid structures acrylpropionic acid structure. It is also used in the flavour and fragrance industries. Product Data Sheet

UsesDiethyl methylmalonate was used to investigate the effect of direct supplementation of the medium with di-ester of methylmalonate on erythromycin fermentation in Saccharopolyspora erythraea mutB strain.

General DescriptionDiethyl methylmalonate reacts with 2-cyclohexenone under abnormal Michael conditions form 2-(3-oxocyclohexyl)-2-cyclohexenone. It causes the alkylation of poly(chloromethylstyrene) during pahse transfer catalysis.