(1S)-2,2-dimethylcyclopropane-1-carboxamide

• ChemBase ID: 146926
• Molecular Formular: C6H11NO
• Molecular Mass: 113.15764
• Monoisotopic Mass: 113.08406398
• SMILES: CC1(C[C@@H]1C(=O)N)C
• Canonical SMILES: NC(=O)[C@H]1CC1(C)C
• InChI: InChI=1S/C6H11NO/c1-6(2)3-4(6)5(7)8/h4H,3H2,1-2H3,(H2,7,8)/t4-/m1/s1
• InChIKey: YBZQRYWKYBZZNT-SCSAIBSYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S)-2,2-dimethylcyclopropane-1-carboxamide
• IUPAC Traditional name: (1S)-2,2-dimethylcyclopropane-1-carboxamide
• Synonyms: (S)-(+)-2,2-Dimethylcyclopropanecarboxamide; (S)-(+)-2,2-DiMethylcyclopropanecarboxaMide; (S)-(+)-2,2-二甲基环丙烷甲酰胺

Database IDs

• CAS Number: 75885-58-4
• EC Number: 278-334-3
• MDL Number: MFCD00216614
• PubChem SID: 162241118; 24867204
• PubChem CID: 10197657

CALCULATED PROPERTIES

• Acid pKa: 16.695744
• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): 0.33657408
• LogD (pH = 7.4): 0.3365741
• Log P: 0.3365741
• Molar Refractivity: 30.8888 cm^3
• Polarizability: 12.265093 Å^3
• Polar Surface Area: 43.09 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 135-137 °C(lit.)
• Optical Rotation: [α]20/D +82°, c = 1 in methanol

Safety Information

• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22-36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: 97%; 98%
• Linear Formula: (CH3)2C3H3CONH2

DETAILS

Sigma Aldrich - 434639

Packaging
10 g in glass bottle
Application
Employed in the preparation of (Z)-2-(acylamino)-3-substituted propenoic acids as inhibitors of the mammalian β-lactamase renal dipeptidase.1