1-Chloro-N,N-2-trimethylpropenylamine

HCID 640792CAS 26189-59-3

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Grundinformationen

Standard-SMILES: CC(C)=C(Cl)N(C)C
InChIKey: GQIRIWDEZSKOCN-UHFFFAOYSA-N
Summenformel: C6H12ClN
Durchschnittliche Molmasse: 133,62 g/mol
Monoisotopische Masse: 133,06582706

Namen und Bezeichner

Bevorzugter Name: 1-Chloro-N,N-2-trimethylpropenylamine
IUPAC: 1-chloro-N,N,2-trimethylprop-1-en-1-amine
Englischer Name: 1-Chloro-N,N,2-trimethylpropenylamine
Summenformel: C6H12ClN
Molmasse: 133.62

Namen und Synonyme

1-chloro-n,n-2-trimethylpropenylamineRefChem:43145826189-59-31-Chloro-N,N,2-trimethylpropenylamine1-chloro-N,N,2-trimethylprop-1-en-1-amineMFCD008005621-Chloro-N,N,2-trimethyl-1-propenylamine1-chloro-N,N,2-trimethyl-1-propen-1-amine(1-chloro-2-methylprop-1-en-1-yl)dimethylamine1-propen-1-amine, 1-chloro-N,N,2-trimethyl-Ghosez's reagent;1-chloro-N,N,2-trimethyl-prop-1-en-1-amine

Weitere Namen anzeigen

Ghosez′s reagentTETRAMETHYL-ALPHA-CHLORENAMINE1-Chloro-N,N,2-trimethyl-1-propenylamin(1-CHLORO-2-METHYLPROPENYL)DIMETHYLAMINE1-chloride-N, N, 2-trimethyl-1-acrylamine1-Chloro-N,N,2-trimethylpropenylamine ,98%

1-Chloro-N,N-2-trimethylpropenylamine (>90%)Ghosez's reagent1-Chloro-N,N-2-trimethylpropenylamine;1-Chloro-N,N,2-trimethylprop-1-en-1-amine;1-Chloro-N,N-dimethyl-2-methyl-1-propenylamine;1-Chloro-N,N-dimethyl-2-methylprop-1-en-1-amine;N-(1-Chloro-2-methylprop-1-enyl)-N,N-dimethylamine;Ghosezs reagent

Datenbank-Bezeichner

CAS: 26189-59-3
PubChem CID: 640792
DTXSID: DTXSID30348806
EC Number: 629-420-8
Nikkaji: J856.154K

Eigenschaften

Berechnete Struktureigenschaften

XLogP: 2,7
Polarare Oberfläche (TPSA): 3,2 Å²
H-Brücken-Donoren: 0
H-Brücken-Akzeptoren: 1
Frei drehbare Bindungen: 1
Schwere Atome: 8
Formalladung: 0
Komplexität: 101

Physikochemische Eigenschaften

Siedepunkt: 129 · 129-130 °C(lit.)
Dichte: 1.01 g/mL · 1.01 g/mL at 25 °C(lit.)
Brechungsindex: 20 · n20/D 1.453(lit.)
Flammpunkt: 80 °F · 80 °F
storage temp.: 2 · 2-8°C
Löslichkeit: Chloroform (Sparingly), Methanol (Slightly)
Aggregatzustand: Liquid
pka: 4.27 · 4.27±0.70(Predicted)
Farbe: Colorless to yellow
Stabilität: Hygroscopic, Moisture Sensitive, Unstable in Solution
InChI: 1S/C6H12ClN/c1-5(2)6(7)8(3)4/h1-4H3
InChIKey: GQIRIWDEZSKOCN-UHFFFAOYSA-N
SMILES: CN(C)\C(Cl)=C(\C)C

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 4 Einträge

Danger

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

P210, P233, P240, P241, P242, P243, P260, P264, P264+P265, P280, P301+P330+P331, P302+P361+P354, P303+P361+P353, P304+P340, P305+P354+P338, P316, P317, P321, P363, P370+P378, P403+P235, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 72 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Gefahrenhinweise

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

Sicherheitsdaten

wgk: 3
ridadr: UN 2734 8/PG 1
hs_code: 29211990
risk_code: 10-34
hazard_code: C
safety_code: 16-26-36/37/39-45
hazard_class: 8, 3
Speicherklasse: 3 - Flammable liquids
Hazard Classifications: Flam. Liq. 3Skin Corr. 1B

Chemie und Industrie

Anwendungen · 1 Eintrag

Verwenden1-Chloro-N,N,2-trimethyl-1-propenylamine is an acid halogenation reagent developed by Ghosez, that enables the conversion of carboxylic acids into the corresponding chlorides under strictly neutral conditions. This method was successfully used in the total synthesis of caloporoside, roseophilin, (-)-enniatin B, (±)-epimeloscine and (±)-meloscine.

Darstellung · 1 Eintrag

synthetische1-chloro-N,N,2-trimethylpropenylamine is conveniently prepared by the reaction of N,N,2- trimethylpropanamide with Phosgene followed by dehydrochlorination of the intermediate α-chloroiminium chloride (eq 1).[1,2] Recent unpublished results of our laboratory have shown that Phosphorus Oxychloride or dior triphosgene can also be used for the preparation of TMCE.