Ethyl trimethylsilyl malonate

HCID 87655

Notes Reactions

Substructure search Find similar structures

Basic information

CAS: 18457-03-9
Standard SMILES: CCOC(=O)CC(=O)O[Si](C)(C)C
InChIKey: PVXMKQLVICGFSI-UHFFFAOYSA-N
Molecular formula: C8H16O4Si
Average molar mass: 204.3 g/mol
Monoisotopic mass: 204.08178552

Names & identifiers

Preferred name: Ethyl trimethylsilyl malonate
IUPAC: 1-O-ethyl 3-O-trimethylsilyl propanedioate
English name: ETHYL TRIMETHYLSILYL MALONATE
Molecular formula: C8H16O4Si
Molecular weight: 204.3

Names & synonyms

Ethyl trimethylsilyl malonate18457-03-9EINECS 242-340-4DTXSID20171589RefChem:596430DTXCID9094080242-340-41-O-ethyl 3-O-trimethylsilyl propanedioatemono-Ethyl malonate, TMS derivativeSCHEMBL453324Ethyl trimethylsilyl propanedioateEthyl trimethylsilyl malonate, 97%

Show more names

O-ethyl 3-O-trimethylsilyl propanedioatePropanedioic acid 1-ethyl 3-(trimethylsilyl) ester

AKOS015912750Mono-ethylmalonate, trimethylsilyl esterDB-319549NS00052988

Database identifiers

CAS: 18457-03-9
PubChem CID: 87655
DTXSID: DTXSID20171589
EC Number: 242-340-4
Nikkaji: J222.208F

Properties

Computed structural properties

Topological polar surface area: 52.6 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 4
Rotatable bonds: 6
Heavy atoms: 13
Formal charge: 0
Complexity: 195

Physicochemical properties

Boiling point: 75 °C/0.5 · 75 °C/0.5 mmHg (lit.)
Density: 1 g/mL · 1 g/mL at 25 °C (lit.)
refractive index: 20 · n20/D 1.416(lit.)
Flash point: 130 °F · 130 °F
storage temp.: 2 · 2-8°C
form: liquid
BRN: 3082383 · 3082383
InChI: 1S/C8H16O4Si/c1-5-11-7(9)6-8(10)12-13(2,3)4/h5-6H2,1-4H3
InChIKey: PVXMKQLVICGFSI-UHFFFAOYSA-N
SMILES: CCOC(=O)CC(=O)O[Si](C)(C)C
UNSPSC Code: 12352100 · 12352100
NACRES: 22 · NA.22
Symbol(GHS): 2 · GHS02
Signal word: Warning
Hazard statements: 226 · H226
PPE: Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
Risk Statements: 10 · 10
Safety Statements: 23 · 23-24/25
RIDADR: 3272 · UN 3272 3/PG 3
WGK Germany: 3 · 3
F: 10 · 10-21
HazardClass: 3.2 · 3.2
PackingGroup: III
Storage Class: 3 · 3 - Flammable liquids
Hazard Classifications: 3 · Flam. Liq. 3

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H226 (100%): Flammable liquid and vapor [Warning Flammable liquids]

P210, P233, P240, P241, P242, P243, P280, P303+P361+P353, P370+P378, P403+P235, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 39 reports by companies from 1 notifications to the ECHA C&L Inventory.

Hazard information

Hazard Classes and CategoriesFlam. Liq. 3 (100%)

Safety data

F: 10-21
PPE: Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
wgk: 3
ridadr: UN 3272 3/PG 3
risk_code: 10
Signal word: Warning
Symbol(GHS): GHS02
safety_code: 23-24/25
hazard_class: 3.2
Storage Class: 3 - Flammable liquids
packing_group: III
Hazard statements: H226
Hazard Classifications: Flam. Liq. 3

Chemistry & industry

Applications

General DescriptionEthyl trimethylsilyl malonate is an ester.

Preparation methods · 1 item

PreparationEthyl trimethylsilyl malonate is commercially available, or it may be easily prepared from the potassium salt of Ethyl Malonate. Methyl trimethylsilyl malonate has been prepared from tbutyl methyl malonate by treatment with Trimethylsilyl Trifluoromethanesulfonate, or from Meldrum's acid (2,2-Dimethyl-1,3-dioxane-4,6-dione) and methyl trimethylsilyl ether. The preparation and use of tbutyl trimethylsilyl malonate has been reported, although it has not been isolated and characterized.