Ethyl-1,3-dithian-2-carboxylat

Ethyl 1,3-dithiane-2-carboxylate

HCID 88552CAS 20462-00-4

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Grundinformationen

Standard-SMILES: CCOC(=O)C1SCCCS1
InChIKey: ANEDZEVDORCLPM-UHFFFAOYSA-N
Summenformel: C7H12O2S2
Durchschnittliche Molmasse: 192,3 g/mol
Monoisotopische Masse: 192,02787162

Namen und Bezeichner

Bevorzugter Name: Ethyl 1,3-dithiane-2-carboxylate
IUPAC: ethyl 1,3-dithiane-2-carboxylate
Lokaler Name: Ethyl-1,3-dithian-2-carboxylat
Englischer Name: Ethyl 1,3-dithiane-2-carboxylate
Summenformel: C7H12O2S2
Molmasse: 192.3

Namen und Synonyme

Ethyl 1,3-dithiane-2-carboxylate20462-00-41,3-Dithiane-2-carboxylic acid ethyl ester1,3-Dithiane-2-carboxylic acid, ethyl ester2-Carboethoxy-1,3-dithianeCarboethoxy-1,3-dithianeDRA87T4JKTEINECS 243-838-4ANEDZEVDORCLPM-UHFFFAOYSA-DTXSID501744272-(ethoxycarbonyl)-1,3-dithianeRefChem:138466

Weitere Namen anzeigen

1,3-dithioalkane-2-ethyl formateEthyl1,3-Dithiane-2-carboxylate>Ethyl 1,3-dithiane-2-carboxylate, 98+%ETHYL-1 3-DITHIANE-2-CARBOXYLATE 99% (&ETHYL 1,3-DITHIANE-2-CARBOXYLATE FOR SYN2-(2-phenylimino-3-thiazolidinyl)ethanol

DTXCID2096918243-838-4ANEDZEVDORCLPM-UHFFFAOYSA-NInChI=1/C7H12O2S2/c1-2-9-6(8)7-10-4-3-5-11-7/h7H,2-5H2,1H3MFCD00006657m-Dithiane-2-carboxylic acid, ethyl ester2-ethoxycarbonyl-1,3-dithiane[1,3]dithiane-2-carboxylic acid ethyl ester

Datenbank-Bezeichner

CAS: 20462-00-4
PubChem CID: 88552
DTXSID: DTXSID50174427
UNII: DRA87T4JKT
EC Number: 243-838-4
Nikkaji: J208.387F

Eigenschaften

Berechnete Struktureigenschaften

XLogP: 2,1
Polarare Oberfläche (TPSA): 76,9 Å²
H-Brücken-Donoren: 0
H-Brücken-Akzeptoren: 4
Frei drehbare Bindungen: 3
Schwere Atome: 11
Formalladung: 0
Komplexität: 132

Physikochemische Eigenschaften

Schmelzpunkt: 19 · 19-21°C
Siedepunkt: 75 · 75-77 °C/0.2 mmHg (lit.)
Dichte: 1.22 g/mL · 1.22 g/mL at 25 °C (lit.)
Brechungsindex: 20 · n20/D 1.539(lit.)
Flammpunkt: 130 °F · 130 °F
storage temp.: Keep in dark place,Sealed in dry,Room Temperature
Aggregatzustand: clear liquid
Farbe: Colorless to Light yellow to Light orange
Wasserlöslichkeit: Slightly miscible with water.
BRN: 1424352 · 1424352
InChI: InChI=1S/C7H12O2S2/c1-2-9-6(8)7-10-4-3-5-11-7/h7H,2-5H2,1H3
InChIKey: ANEDZEVDORCLPM-UHFFFAOYSA-N
SMILES: S1CCCSC1C(OCC)=O
CAS Datenbank: 20462 · 20462-00-4(CAS DataBase Reference)
NIST chemische Informationen: 1 · Ethyl 1,3-dithiane-2-carboxylate(20462-00-4)

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 4 Einträge

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 44 reports by companies from 2 notifications to the ECHA C&L Inventory.

Gefahrenhinweise

Regulatory Information · 2 Einträge

Chemical: 1,3-Dithiane-2-carboxylic acid, ethyl ester

Ethyl 1,3-dithiane-2-carboxylate: Does not have an individual approval but may be used under an appropriate group standard

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

Sicherheitsdaten

F: 9-13
wgk: 3
ridadr: UN 3272 3/PG 3
hs_code: 29349990
risk_code: 10
safety_code: 26-36/37/39-45
hazard_class: 3
packing_group: III
Speicherklasse: 3 - Flammable liquids
Hazard Classifications: Flam. Liq. 3

Chemie und Industrie

Anwendungen

VerwendenEthyl 1,3-dithiane-2-carboxylate is used in syn-selective aldol reactions. It undergoes asymmetric oxidation to give trans bis-sulfoxide. It is used to generate carbanon, which finds application in the preparation of alfa- keto esters.

Darstellung · 1 Eintrag

synthetischeTo a solution of BF3. Et2O (57.5 mL, 0.454 mmol) in CHC13 (180 mL) heated at reflux was added dropwise, over a 1h period, a solution of 1,3-propanedithiol (22.7 mL, 0.227 mmol), followed by ethyl diethoxyacetate (40 g, 0.227 mmol) in CHCl3 (40 mL). The resulting mixture was heated for 30 minutes, and then cooled to rt. The cooled solution was washed 2 times with water, once with saturated aqueous NaHC03, and then re-washed with water. The combined organic phases were dried over MgS04, then evaporated to give 41 g (94%) of Ethyl 1,3-dithiane-2-carboxylate as a yellow oi. Yield: 94%