Benzyl carbamate
- CAS NO.:621-84-1
- Empirical Formula: C8H9NO2
- Molecular Weight: 151.16
- MDL number: MFCD00007965
- EINECS: 210-710-4
- SAFETY DATA SHEET (SDS)
- Update Date: 2024-12-24 18:06:02
What is Benzyl carbamate?
Chemical properties
Off-white to light beige powder or flakes, melting point 87-89 ℃. Insoluble in water, soluble in organic solvents such as benzene.
The Uses of Benzyl carbamate
Benzyl 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.
What are the applications of Application
Benzyl carbamate is an intermediate in the synthesis of various pharmaceutical compounds. It can be also used as nondeuterated internal standards for the quantitative analysis of carisoprodol in blood.
Preparation
Benzyl 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.
Purification Methods
If it smells of NH3, then dry it in a vacuum desiccator and recrystallise it from 2 volumes of toluene and dry it in a vacuum desiccator again. It forms glistening plates from toluene, and can be recrystallised from H2O [Martell & Herbst J Org Chem 6 878 1941, Carter et al. Org Synth Coll Vol III 168 1955]. [Beilstein 6 IV 2278.]
Properties of Benzyl carbamate
Melting point: | 86-89 °C (lit.) |
Boiling point: | 273.17°C (rough estimate) |
Density | 1.2023 (rough estimate) |
refractive index | 1.5810 (estimate) |
storage temp. | Keep in dark place,Sealed in dry,Room Temperature |
solubility | Chloroform (Slightly), Methanol (Slightly) |
form | Powder or Flakes |
pka | 13.42±0.50(Predicted) |
color | Off-white to light beige |
Water Solubility | 68.02g/L(37 ºC) |
BRN | 1865635 |
CAS DataBase Reference | 621-84-1(CAS DataBase Reference) |
NIST Chemistry Reference | Carbamic acid, benzyl ester(621-84-1) |
Safety information for Benzyl carbamate
Signal word | Warning |
Pictogram(s) |
Exclamation Mark Irritant GHS07 |
GHS Hazard Statements |
H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation |
Precautionary Statement Codes |
P271:Use only outdoors or in a well-ventilated area. P280:Wear protective gloves/protective clothing/eye protection/face protection. |
Computed Descriptors for Benzyl carbamate
InChIKey | PUJDIJCNWFYVJX-UHFFFAOYSA-N |
Benzyl carbamate manufacturer
SOLFYN INTERNATIONAL LLP
Erevna Pharma Private Limited
Mekong pharmaceuticals pvt ltd
Anand Agencies
ASM Organics
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