(7aS)-7a-methyl-2,3,5,6,7,7a-hexahydro-1H-indene-1,5-dione

• ChemBase ID: 141275
• Molecular Formular: C10H12O2
• Molecular Mass: 164.20108
• Monoisotopic Mass: 164.08372962
• SMILES: C[C@]12CCC(=O)C=C1CCC2=O
• Canonical SMILES: O=C1CC[C@]2(C(=C1)CCC2=O)C
• InChI: InChI=1S/C10H12O2/c1-10-5-4-8(11)6-7(10)2-3-9(10)12/h6H,2-5H2,1H3/t10-/m0/s1
• InChIKey: FNYAZSZTENLTRT-JTQLQIEISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (7aS)-7a-methyl-2,3,5,6,7,7a-hexahydro-1H-indene-1,5-dione
• IUPAC Traditional name: (7aS)-7a-methyl-2,3,6,7-tetrahydroindene-1,5-dione
• Synonyms: (+)-7,7a-Dihydro-7α, β-methyl-1,5(6H)-indandione; (+)-5,6,7,8-Tetrahydro-8-methylindan-1,5-dione; (S)-(+)-Hajos-Parrish diketone; (S)-Hajos dione; (S)-Hajos ketone; (S)-Hajos-Wiechert ketone; (S)-(+)-2,3,7,7a-Tetrahydro-7a-methyl-1H-indene-1,5(6H)-dione; (7aS)-2,3,7,7a-Tetrahydro-7a-methyl-1H-indene-1,5(6H)-dione; (+)-7,7a-Dihydro-7aβ-methyl-1,5(6H)-indandione; (+)-Hajos-Parrish Diketone; (+)-Hajos-Parrish Ketone; (S)-(+)-2,3,7,7a-Tetrahydro-7a-methyl-1H-indene-1,5(6H)-dione; (S)-(+)-Hajos-Parrish Ketone; (S)-(+)-5,6,7,8-Tetrahydro-8-methylindan-1,5-dione; (+)-7,7a-二氢-7α,β-甲基-1,5(6H)-茚满二酮; (+)-5,6,7,8-四氢-8-甲基茚满-1,5-二酮; (S)-(+)-Hajos-Parrish 二酮; (S)-Hajos 二酮; (S)-Hajos 酮; (S)-Hajos-Wiechert 酮; (S)-(+)-2,3,7,7a-四氢-7a-甲基-1H-茚-1,5(6H)-二酮

Database IDs

• CAS Number: 17553-86-5
• MDL Number: MFCD00012272
• Beilstein Number: 1619112
• PubChem SID: 162235509; 24884676
• PubChem CID: 736943

CALCULATED PROPERTIES

• Acid pKa: 15.445807
• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 1.6300046
• LogD (pH = 7.4): 1.6300046
• Log P: 1.6300046
• Molar Refractivity: 46.1384 cm^3
• Polarizability: 17.5975 Å^3
• Polar Surface Area: 34.14 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 57-64 °C

Safety Information

• European Hazard Symbols: Harmful (Xn)
• UN Number: 2811
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: 3
• Risk Statements: 22-36/37/38-43
• Safety Statements: 26-39
• GHS Pictograms: GHS06
• GHS Signal Word: Danger
• GHS Hazard statements: H301-H315-H317-H319-H335
• GHS Precautionary statements: P261-P280-P301 + P310-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Faceshields, Gloves
• RID/ADR: UN 2811 6.1/PG 3

Product Information

• Purity: 97%
• Empirical Formula (Hill Notation): C10H12O2

DETAILS

Sigma Aldrich - 664073

Packaging
1 g in glass bottle

Toronto Research Chemicals - T295660

An intermediate in the Indenedione preparation.

REFERENCES

• Peng, W., et al.: Bioorg. Med. Chem. Lett., 17, 5506 (2007)