N-(2-chloroethyl)benzamide

• ChemBase ID: 112553
• Molecular Formular: C9H10ClNO
• Molecular Mass: 183.6348
• Monoisotopic Mass: 183.04509163
• SMILES: ClCCNC(=O)c1ccccc1
• Canonical SMILES: ClCCNC(=O)c1ccccc1
• InChI: InChI=1S/C9H10ClNO/c10-6-7-11-9(12)8-4-2-1-3-5-8/h1-5H,6-7H2,(H,11,12)
• InChIKey: FYQJUYCGPLFWQR-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-(2-chloroethyl)benzamide
• IUPAC Traditional name: N-(2-chloroethyl)benzamide
• Synonyms: N-(2-CHLOROETHYL)BENZAMIDE; N-(2-Chloroethyl)benzamide; N-(2-氯乙基)苯甲酰胺; N-(2-氯乙基)乙酰胺

Database IDs

• CAS Number: 26385-07-9
• EC Number: 247-641-4
• MDL Number: MFCD00000964
• Beilstein Number: 1943939
• PubChem SID: 162098235
• PubChem CID: 101439

CALCULATED PROPERTIES

• Lipinski's Rule of Five: true
• Acid pKa: 14.992639
• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): 1.7120519
• LogD (pH = 7.4): 1.712052
• Log P: 1.712052
• Molar Refractivity: 49.3764 cm^3
• Polarizability: 18.672834 Å^3
• Polar Surface Area: 29.1 Å^2
• Rotatable Bonds: 3

PROPERTIES

Physical Property

• Melting Point: 101-105°C; 103-106 °C(lit.)

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-37
• TSCA Listed: 否
• GHS Pictograms: GHS07
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305+P351+P338-P302+P352-P321-P405-P501A

Product Information

• Purity: 97%; 98%
• Linear Formula: C6H5CONHCH2CH2Cl

DETAILS

MP Biomedicals - 05224606

MP Biomedicals Rare Chemical collection

REFERENCES

• Can behave as the synthetic equivalent of the 2-aminoethyl anion by dilithiation (n-BuLi, then Li naphthalenide), followed by reaction with electrophiles e.g. carbonyl compounds, CO₂ or disulfides, and hydrolysis: Tetrahedron, 45, 2183 (1989):