Phenyl carbamate
Basic information
- CAS
622-46-8- Standard SMILES
NC(=O)Oc1ccccc1- InChIKey
BSCCSDNZEIHXOK-UHFFFAOYSA-N- Molecular formula
- C7H7NO2
- Average molar mass
- 137.14 g/mol
- Monoisotopic mass
- 137.04767846
Overview
Phenyl carbamate is an aromatic ether.
Names & identifiers
- Preferred name
- Phenyl carbamate
- IUPAC
- phenyl carbamate
- English name
- Phenyl carbamate
- Molecular formula
- C7H7NO2
- Molecular weight
- 137.14
Names & synonyms
Phenyl carbamate622-46-8Carbamic acid, phenyl esterCCRIS 5071JKB257U27VEINECS 210-737-1NSC 66509AI3-50866NSC-66509DTXSID20211237Carbamic acid, phenyl ester (8CI)RefChem:861578
Show more names
Phenylcarbamate,98+%Phenyl carbamate,97%Phenyl carbaMate 97%CARBAMICACID,PHENYLESTERPhenyl carbamate ISO 9001：2015 REACH
DTXCID20133728Carbamic acid, phenyl ester (8CI)(9CI)210-737-1InChI=1/C7H7NO2/c8-7(9)10-6-4-2-1-3-5-6/h1-5H,(H2,8,9O-Phenyl carbamateCarbamic acid phenyl esterphenol carbamateUNII-JKB257U27V
Database identifiers
- CAS
622-46-8- PubChem CID
- 69322
- DTXSID
DTXSID20211237- ChEMBL
CHEMBL173183- ChEBI
CHEBI:195069- UNII
- JKB257U27V
- EC Number
- 210-737-1
- Nikkaji
- J126.337D
Properties
Computed structural properties
- XLogP
- 1.1
- Topological polar surface area
- 52.3 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 2
- Heavy atoms
- 10
- Formal charge
- 0
- Complexity
- 119
Experimental & physicochemical properties
SpringerMaterials PropertiesSurface tension
LogP1.08
Physicochemical properties
- Melting point
- 149 · 149-152 °C(lit.)
- Boiling point
- 251.96 °C · 251.96°C (rough estimate)
- Density
- 1.2528 · 1.2528 (rough estimate)
- refractive index
- 1.503 · 1.5030 (estimate)
- storage temp.
- Sealed in dry,Room Temperature
- form
- powder
- pka
- 12.33 · 12.33±0.50(Predicted)
- Appearance
- White to off-white Solid
- Water Solubility
- Soluble in water.
- BRN
- 2042627 · 2042627
- InChI
- 1S/C7H7NO2/c8-7(9)10-6-4-2-1-3-5-6/h1-5H,(H2,8,9)
- InChIKey
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Warning
H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.
Hazard information
Hazard Classes and CategoriesSkin Irrit. 2 (100%)
Safety data
- PPE
- Eyeshields, Gloves, type N95 (US)
- wgk
- 3
- hs_code
- 29242998
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- safety_code
- 24/25
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H319-H335-H315
- Precautionary statements
- P264-P280-P302+P352-P321-P332+P313-P362-P264-P280-P305+P351+P338-P337+P313P
Chemistry & industry
Applications
UsesPhenyl Carbamate is a robust, inert to Pd-catalysis reagent which are useful for arene functionalization/site-selective cross-coupling reactions.
UsesPhenyl carbamate is used as various phenyl carbamate esters derived from amino acids, a dipeptide and amino acid esters and amides were prepared and assessed as potential prodrugs with the aim of protecting phenolic drugs against first-pass metabolism following per oral administration.A tin-catalyzed transcarbamoylation of primary and secondary alcohols with phenyl carbamate proceeds smoothly in toluene at 90℃ to generate the corresponding carbamates in good yields. This mild method exhibits a broad functional-group tolerance.Y. Ichikawa, Y. Morishita, S. Kusaba, N. Sakiyama, Y. Matsuda, K. Nakano, H. Kotsuki, Synlett, 2010, 1815-1818.http://dx.doi.org/10.1055/s-0030-1258102
Upstream & downstream products
Upstream raw materials
Downstream products
Additional notes
ChEBI: Phenyl carbamate is an aromatic ether.
Related reactions
47 records
Compound notes
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