374539

Chlormalonsäure-dimethylester

94%

• Synonym(e): 1,3-Dimethyl 2-chloropropanedioate, 2-Chloro-malonic acid dimethyl ester, Chloropropanedioic acid dimethyl ester, Dimethyl α-chloromalonate, Dimethyl 2-chloromalonate, Dimethyl 2-chloropropanedioate
• Lineare Formel: ClCH(COOCH₃)₂
• CAS-Nummer: 28868-76-0
• Molekulargewicht: 166.56
• Beilstein: 1768415
• EG-Nummer: 249-275-0
• MDL-Nummer: MFCD00042837
• UNSPSC-Code: 12352100
• PubChem Substanz-ID: 24863315
• NACRES: NA.22

Eigenschaften

• Qualitätsniveau: 200
• Assay: 94%
• Form: liquid
• Verunreinigungen: 4-5% dimethyl dichloromalonate
• Brechungsindex: n20/D 1.437 (lit.)
• bp: 105-106 °C/19 mmHg (lit.)
• Dichte: 1.305 g/mL at 25 °C (lit.)
• Funktionelle Gruppe: chloro; ester
• SMILES String: COC(=O)C(Cl)C(=O)OC
• InChI: 1S/C5H7ClO4/c1-9-4(7)3(6)5(8)10-2/h3H,1-2H3
• InChIKey: LNBQBURECUEBKZ-UHFFFAOYSA-N

Beschreibung

Allgemeine Beschreibung

Dimethyl chloromalonate (dimethyl 2-chloromalonate) is a dialkyl 2-substituted malonate. Carbanions of dimethyl chloromalonate are reported to react with naphthoquinone derivatives, via vicarious nucleophilic substitution or oxidative nucleophilic substitution of hydrogen processes. Dimethyl chloromalonate is reported to react with hydroquinone and monosubstituted hydroquinones to afford 2-oxido-benzo[b]furan derivatives. Synthesis of dimethyl 2-chloromalonate, via chlorination of dimethyl malonate has been reported.

Anwendung

Dimethyl chloromalonate is suitable for use in the synthesis of 4,5,6-trichloropyrimidine. It may be used in the stereoselective synthesis of highly functionalized nitrocyclopropanes. It may be used in one-pot synthesis of tetra-alkoxycarbonylallylidenetriphenylphosphoranes.

Sicherheitshinweise

• Piktogramme: GHS05
• Signalwort: Danger
• H-Sätze: H314
• P-Sätze: P280 - P303 + P361 + P353 - P304 + P340 + P310 - P305 + P351 + P338 - P363 - P405
• Gefahreneinstufungen: Skin Corr. 1B
• Lagerklassenschlüssel: 8A - Combustible corrosive hazardous materials
• WGK: WGK 3
• Flammpunkt (°F): 224.6 °F - closed cup
• Flammpunkt (°C): 107 °C - closed cup
• Persönliche Schutzausrüstung: Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter