Tert-butyl 2-cyanopiperidine-1-carboxylate

HCID 2756784

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Grundinformationen

CAS: 153749-89-4
Standard-SMILES: CC(C)(C)OC(=O)N1CCCCC1C#N
InChIKey: LKAJZBMOVZIKHA-UHFFFAOYSA-N
Summenformel: C11H18N2O2
Durchschnittliche Molmasse: 210,27 g/mol
Monoisotopische Masse: 210,13682782

Namen und Bezeichner

Bevorzugter Name: Tert-butyl 2-cyanopiperidine-1-carboxylate
IUPAC: tert-butyl 2-cyanopiperidine-1-carboxylate
Englischer Name: 1-Boc-2-cyanopiperidine
Summenformel: C11H18N2O2
Molmasse: 210.27

Namen und Synonyme

tert-Butyl 2-cyanopiperidine-1-carboxylateRefChem:892572672-484-7153749-89-41-Boc-2-cyanopiperidineN-Boc-2-Cyanopiperidine(+/-)-1-n-boc-2-cyano-piperidine1-N-Boc-2-CyanopiperidineMFCD018612211-Boc-piperidine-2-carbonitrileSCHEMBL3966030RAC 1-BOC-2-CYANOPIPERIDINE

Weitere Namen anzeigen

1-N-BOC-2-CYANOPIPERDINE1-N-BOC-2-CYANO-PIPERIDINE1-Boc-2-cyanopiperidine,96%1-BOC-2-CYANOPIPERIDINE 98+%(±)1-N-BOC-2-CYANOPIPERIDINE-Crac 1-Boc-2-cyanopiperidine, 98%

AKOS005146147SY0256972-cyano-piperidine-1-carboxylic acid tert-butyl estertert-butyl 2-cyanopiperidinecarboxylate(s)-n-boc-2-cyanopiperidine1-boc-2-Cyano-piperidine(R)-1-Boc-piperidine-2-carbonitrile1-Piperidinecarboxylic acid, 2-cyano-, 1,1-dimethylethyl ester

Datenbank-Bezeichner

CAS: 153749-89-4
PubChem CID: 2756784
DTXSID: DTXSID50373534
EC Number: 672-484-7
Nikkaji: J2.540.440H

Eigenschaften

Berechnete Struktureigenschaften

XLogP: 1,8
Polarare Oberfläche (TPSA): 53,3 Å²
H-Brücken-Donoren: 0
H-Brücken-Akzeptoren: 3
Frei drehbare Bindungen: 2
Schwere Atome: 15
Formalladung: 0
Komplexität: 285

Physikochemische Eigenschaften

Schmelzpunkt: 62 · 62-67℃
Siedepunkt: 325.3 · 325.3±35.0 °C(Predicted)
Dichte: 1.07 · 1.07±0.1 g/cm3(Predicted)
storage temp.: 2 · 2-8°C
pka: -4.85 · -4.85±0.40(Predicted)
Aggregatzustand: Powder
Farbe: White to pale brown
InChI: InChI=1S/C11H18N2O2/c1-11(2,3)15-10(14)13-7-5-4-6-9(13)8-12/h9H,4-7H2,1-3H3
InChIKey: LKAJZBMOVZIKHA-UHFFFAOYSA-N
SMILES: N1(C(OC(C)(C)C)=O)CCCCC1C#N
CAS Datenbank: 153749 · 153749-89-4(CAS DataBase Reference)

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 4 Einträge

Warning

H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]

P261, P264, P270, P272, P280, P301+P317, P302+P352, P321, P330, P333+P317, P362+P364, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 40 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Gefahrenhinweise

Hazard Classes and CategoriesAcute Tox. 4 (100%)

Sicherheitsdaten

wgk: 3
ridadr: UN3439
hs_code: 2933399990
risk_code: 22-43
hazard_code: Xn
safety_code: 37
hazard_class: 6.1
Speicherklasse: 11 - Combustible Solids
Hazard Classifications: Acute Tox. 4 OralSkin Sens. 1

Chemie und Industrie

Anwendungen · 1 Eintrag

BeschreibungTert-Butyl 2-cyanopiperidine-1-carboxylate is an enantioselective organometallic compound. It is a nitrile that reacts with electrophiles such as Grignard reagents and cyano to form an anion. This compound has two chiral centers, each of which can assume either the R or S configuration. The enantiomeric purity of tert-butyl 2-cyanopiperidine-1-carboxylate is greater than 99%. This compound has a low melting point and a half life of about 10 h in water, which makes it stable for use in organic synthesis. It is commonly used in science as a chiral auxiliary in asymmetric synthesis and as a catalyst for the conversion of epoxides to alcohols.