1,3-diethyl 2-formamidopropanedioate

• ChemBase ID: 84690
• Molecular Formular: C8H13NO5
• Molecular Mass: 203.19252
• Monoisotopic Mass: 203.07937252
• SMILES: N(C=O)C(C(=O)OCC)C(=O)OCC
• Canonical SMILES: CCOC(=O)C(C(=O)OCC)NC=O
• InChI: InChI=1S/C8H13NO5/c1-3-13-7(11)6(9-5-10)8(12)14-4-2/h5-6H,3-4H2,1-2H3,(H,9,10)
• InChIKey: PFLHGSJLYNJIOF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1,3-diethyl 2-formamidopropanedioate
• IUPAC Traditional name: 1,3-diethyl 2-formamidopropanedioate
• Synonyms: diethyl 2-formylaminomalonate; Diethyl formamidomalonate; Formamidomalonic acid diethyl ester; 甲酰氨基丙二酸二乙酯

Database IDs

• CAS Number: 6326-44-9
• EC Number: 228-692-1
• MDL Number: MFCD00003279
• Beilstein Number: 1788903
• PubChem SID: 162071806; 24894308
• PubChem CID: 80617

CALCULATED PROPERTIES

• Acid pKa: 10.090917
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 0.08904997
• LogD (pH = 7.4): 0.088182725
• Log P: -0.37760562
• Molar Refractivity: 45.9722 cm^3
• Polarizability: 18.391727 Å^3
• Polar Surface Area: 81.7 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 50-55°C; 53-55 °C(lit.)
• Boiling Point: 173-176 °C/11 mmHg(lit.); 173-176°C/11mm
• Flash Point: 113 °C; 235.4 °F

Safety Information

• Storage Warning: Moisture & Light Sensitive
• German water hazard class: 3
• TSCA Listed: 否
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: 97%
• Linear Formula: HCONHCH(CO2C2H5)2

DETAILS

Sigma Aldrich - D95603

Packaging
5, 25 g in glass bottle

REFERENCES

• Intermediate for the preparation of ɑ-amino acids, compare Diethyl acetamidomalonate, A14048. The N-formyl group in the product is more easily hydrolyzed than N-acetyl.