ethyl 2-[(diphenylmethylidene)amino]acetate

• ChemBase ID: 90341
• Molecular Formular: C17H17NO2
• Molecular Mass: 267.32238
• Monoisotopic Mass: 267.12592879
• SMILES: N(=C(\c1ccccc1)/c1ccccc1)/CC(=O)OCC
• Canonical SMILES: CCOC(=O)C/N=C(/c1ccccc1)\c1ccccc1
• InChI: InChI=1S/C17H17NO2/c1-2-20-16(19)13-18-17(14-9-5-3-6-10-14)15-11-7-4-8-12-15/h3-12H,2,13H2,1H3
• InChIKey: QUGJYNGNUBHTNS-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ethyl 2-[(diphenylmethylidene)amino]acetate
• IUPAC Traditional name: ethyl 2-[(diphenylmethylidene)amino]acetate
• Synonyms: Ethyl N-(diphenylmethylene)glycinate; Ethyl 2-((diphenylmethylene)amino)acetate; Ethyl (diphenylmethylenamino)acetate; N-(Diphenylmethylene)glycine ethyl ester; N-(Diphenylmethylene)glycine ethyl ester, [(Benzhydrylidene)amino]acetic acid ethyl ester; Ethyl [(diphenylmethylene)amino]acetate; ETHYL N-(DIPHENYLMETHYLENE)GLYCINATE; ethyl 2-[(diphenylmethylidene)amino]acetate; N-(二苯烯基)甘氨酸乙酯

Database IDs

• CAS Number: 69555-14-2
• MDL Number: MFCD00010590
• Beilstein Number: 1979922
• PubChem SID: 24853341; 24866994; 162077158
• PubChem CID: 319508

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 3.643796
• LogD (pH = 7.4): 3.6495478
• Log P: 3.6496217
• Molar Refractivity: 79.1896 cm^3
• Polarizability: 30.609495 Å^3
• Polar Surface Area: 38.66 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 51-53 °C; 51-53 °C(lit.); 51-53°C; 51-55°C; 52 - 54°C
• Flash Point: >110°C; >110°C(230°F); 110 °C; 230 °F
• Hydrophobicity(logP): 3.296

Safety Information

• Storage Warning: Irritant/Keep Cold; Moisture Sensitive
• German water hazard class: 3
• TSCA Listed: 否
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥96.0% (GC); 95%; 98%
• Grade: purum
• Impurities: <2% benzophenone
• Linear Formula: (C6H5)2C=NCH2CO2C2H5

DETAILS

Sigma Aldrich - 43121

Other Notes
Building block for the synthesis of amino acids by selective monoalkylation [pKa (DMSO) 18.7] 1,2; Pd-catalyzed alkylation3

Sigma Aldrich - 222542

Packaging
5, 25 g in glass bottle
Application
Schiff base which can be converted to amino alcohols1,2 and amino esters.3,4