tert-butyl carbamate

• ChemBase ID: 69301
• Molecular Formular: C5H11NO2
• Molecular Mass: 117.14634
• Monoisotopic Mass: 117.0789786
• SMILES: C(=O)(N)OC(C)(C)C
• Canonical SMILES: NC(=O)OC(C)(C)C
• InChI: InChI=1S/C5H11NO2/c1-5(2,3)8-4(6)7/h1-3H3,(H2,6,7)
• InChIKey: LFKDJXLFVYVEFG-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: tert-butyl carbamate
• IUPAC Traditional name: tert-butyl carbamate
• Synonyms: Boc-amide; tert-Butyl carbamate; tert-Butyl carbamate; Carbamic acid tert-butyl ester; Boc-胺; 氨基甲酸叔丁酯

Database IDs

• CAS Number: 4248-19-5
• EC Number: 224-209-3
• MDL Number: MFCD00007962
• Beilstein Number: 1744500
• PubChem SID: 24850207; 24853021; 162035028
• PubChem CID: 77922

CALCULATED PROPERTIES

• Acid pKa: 15.756227
• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): 0.64296246
• LogD (pH = 7.4): 0.64296246
• Log P: 0.64296246
• Molar Refractivity: 29.8951 cm^3
• Polarizability: 11.874916 Å^3
• Polar Surface Area: 52.32 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 105-108 °C(lit.); 105-110°C; 106-110°C; 107-109 °C; 109 - 111°C
• Hydrophobicity(logP): 0.533

Safety Information

• Storage Warning: IRRITANT; Irritant
• German water hazard class: 3
• TSCA Listed: false; 否
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ≥98.0% (CHN); 95%; 95+%; 98%; 98+%
• Grade: purum
• Linear Formula: NH2COOC(CH3)3

DETAILS

Sigma Aldrich - 167398

Packaging
1, 5 g in glass bottle

REFERENCES

• Reacts with allylic selenides in the presence of NCS and base to give carbamates of allylic amines, via [2,3]-sigmatropic rearrangement of an intermediate selenimide: J. Org. Chem., 49, 3647 (1984):