Benzylcarbamat

Benzyl carbamate

HCID 12136CAS 621-84-1

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Grundinformationen

Standard-SMILES: NC(=O)OCc1ccccc1
InChIKey: PUJDIJCNWFYVJX-UHFFFAOYSA-N
Summenformel: C8H9NO2
Durchschnittliche Molmasse: 151,16 g/mol
Monoisotopische Masse: 151,06332853

Namen und Bezeichner

Bevorzugter Name: Benzyl carbamate
IUPAC: benzyl carbamate
Lokaler Name: Benzylcarbamat
Englischer Name: Benzyl carbamate
Summenformel: C8H9NO2
Molmasse: 151.16

Namen und Synonyme

BENZYL CARBAMATE621-84-1Carbamic acid, phenylmethyl esterCarbamic acid benzyl esterBenzylcarbamateCCRIS 5070AI3-52524EINECS 210-710-4NSC 25317DTXSID00211159UNII-7890Q001S7NSC-25317

Weitere Namen anzeigen

Z-NH2CARBAMO-BenzylcarbamateBenzyl aminoformateN-CARBOBENZOXY-AMIDEZ-AMIDEBenzyl urethane

PHENYLMETHYL CARBAMATE7890Q001S7RefChem:118862DTXCID50133650210-710-4InChI=1/C8H9NO2/c9-8(10)11-6-7-4-2-1-3-5-7/h1-5H,6H2,(H2,9,10PUJDIJCNWFYVJX-UHFFFAOYSA-NCarbamyl Benzyl Ester

Datenbank-Bezeichner

CAS: 621-84-1
PubChem CID: 12136
DTXSID: DTXSID00211159
ChEMBL: CHEMBL2259788
UNII: 7890Q001S7
EC Number: 210-710-4
Nikkaji: J95.774G

Eigenschaften

Berechnete Struktureigenschaften

XLogP: 1,2
Polarare Oberfläche (TPSA): 52,3 Å²
H-Brücken-Donoren: 1
H-Brücken-Akzeptoren: 2
Frei drehbare Bindungen: 3
Schwere Atome: 11
Formalladung: 0
Komplexität: 130

Physikochemische Eigenschaften

Schmelzpunkt: 86 · 86-89 °C (lit.)
Siedepunkt: 273.17 °C · 273.17°C (rough estimate)
Dichte: 1.2023 · 1.2023 (rough estimate)
Brechungsindex: 1.581 · 1.5810 (estimate)
storage temp.: Keep in dark place,Sealed in dry,Room Temperature
Löslichkeit: Chloroform (Slightly), Methanol (Slightly)
Aggregatzustand: Powder or Flakes
pka: 13.42 · 13.42±0.50(Predicted)
Farbe: Off-white to light beige
Wasserlöslichkeit: 68.02 g/L · 68.02g/L(37 ºC)
BRN: 1865635 · 1865635
InChI: InChI=1S/C8H9NO2/c9-8(10)11-6-7-4-2-1-3-5-7/h1-5H,6H2,(H2,9,10)
InChIKey: PUJDIJCNWFYVJX-UHFFFAOYSA-N
SMILES: C(OCC1=CC=CC=C1)(=O)N
CAS Datenbank: 621 · 621-84-1(CAS DataBase Reference)
NIST chemische Informationen: Carbamic acid, benzyl ester(621-84-1)

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 4 Einträge

Warning

H302 (50%): Harmful if swallowed [Warning Acute toxicity, oral]

P261, P264, P264+P265, P270, P271, P273, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P317, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 2 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Gefahrenhinweise

Hazard Classes and CategoriesAcute Tox. 4 (50%)

Sicherheitsdaten

wgk: 3
hs_code: 29242995
risk_code: 20/21/22-36/37/38
hazard_code: Xn
safety_code: 22-24/25-36-26
Speicherklasse: 11 - Combustible Solids

Chemie und Industrie

Anwendungen · 1 Eintrag

VerwendenBenzyl carbamate is a reagent used for the nucleophilic introduction of an amino-protected group, Benzyl carbamates can be considered as a benzyloxycarbonyl (otherwise known as carbobenzyloxy, Cbz or Z) protecting group for amino groups. It was introduced as a versatile alternative to the ethoxy carbamate group in peptide synthesis.

Darstellung · 1 Eintrag

synthetischeBenzyl carbamate is prepared by reacting benzyl chloroformate with ammonia. Benzyl chloroformate was slowly added to 5 times the volume of cold ammonia water (relative density 0.90) under vigorous stirring, the reaction mixture was placed at room temperature for 30 minutes, the precipitate was filtered out, washed with water and dried to obtain the finished product of benzyl carbamate.