4-acetyl-1-methyl-3,5-dioxocyclohexane-1-carboxylic acid

• ChemBase ID: 156752
• Molecular Formular: C10H12O5
• Molecular Mass: 212.19928
• Monoisotopic Mass: 212.06847348
• SMILES: CC(=O)C1C(=O)CC(CC1=O)(C)C(=O)O
• Canonical SMILES: CC(=O)C1C(=O)CC(CC1=O)(C)C(=O)O
• InChI: InChI=1S/C10H12O5/c1-5(11)8-6(12)3-10(2,9(14)15)4-7(8)13/h8H,3-4H2,1-2H3,(H,14,15)
• InChIKey: RYKXVKLKWGINRB-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-acetyl-1-methyl-3,5-dioxocyclohexane-1-carboxylic acid
• IUPAC Traditional name: 4-acetyl-1-methyl-3,5-dioxocyclohexane-1-carboxylic acid
• Synonyms: 3,5-Dioxo-4-(1-hydroxyethylidene)-1-methylcyclohexanecarboxylic acid; 4-Acetyl-3,5-dioxo-1-methylcyclohexanecarboxylic acid; 3,5-二氧-4-(1-羟基亚乙基)-1-甲基环己烷羧酸; 4-乙酰基-3,5-二氧-1-甲基环己烷羧酸

Database IDs

• CAS Number: 181486-37-3
• MDL Number: MFCD01318863
• PubChem SID: 162250889; 24845134
• PubChem CID: 53412099

CALCULATED PROPERTIES

• Acid pKa: 3.3915925
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): -2.6776326
• LogD (pH = 7.4): -4.6580963
• Log P: 0.6639741
• Molar Refractivity: 49.5243 cm^3
• Polarizability: 19.319092 Å^3
• Polar Surface Area: 88.51 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 95-99 °C

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98.0% (HPLC)
• Empirical Formula (Hill Notation): C10H12O5

DETAILS

Sigma Aldrich - 01075

Other Notes
New handle used for immobilizing amino acids on a solid phase. The linker is stable to acid (e.g. TFA) and base (e.g. piperidine, DBU); cleavage occurs with hydrazine1