hexane-2,5-dione

• ChemBase ID: 92326
• Molecular Formular: C6H10O2
• Molecular Mass: 114.1424
• Monoisotopic Mass: 114.06807956
• SMILES: O=C(CCC(=O)C)C
• Canonical SMILES: CC(=O)CCC(=O)C
• InChI: InChI=1S/C6H10O2/c1-5(7)3-4-6(2)8/h3-4H2,1-2H3
• InChIKey: OJVAMHKKJGICOG-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: hexane-2,5-dione
• IUPAC Traditional name: 2,5-hexanedione
• Synonyms: hexane-2,5-dione; Acetonylacetone; 2,5-Hexanedione; 4-Acetylbutan-2-one; 2,5-Dioxohexane; Hexane-2,5-dione 99+%; ACETONYLACETONE; 1,2-diacetylethane; 'α','β'-diacetylethane; acetonyl acetone; diacetonyl; 2,5-diketohexane; 2,5-hexanedione; ACAN; NSC 7621; α,β-Diacetylethane; 2,5-Hexanedione; 双丙酮; 2,5-己二酮; 2,5-己烷二酮

Database IDs

• CAS Number: 110-13-4
• EC Number: 203-738-3
• MDL Number: MFCD00008792
• Beilstein Number: 506525
• Merck Index: 1471
• PubChem SID: 24844953; 24850126; 162079024; 24846836; 24849833
• PubChem CID: 8035
• Chemspider ID: 7744
• Wikipedia Title: Hexane-2,5-dione

CALCULATED PROPERTIES

• Acid pKa: 17.730799
• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 0.2607681
• LogD (pH = 7.4): 0.2607681
• Log P: 0.2607681
• Molar Refractivity: 30.6392 cm^3
• Polarizability: 11.939923 Å^3
• Polar Surface Area: 34.14 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: ≥ 10 g/100 ml (22 °C) in water
• Apperance: clear, colorless liquid
• Melting Point: -5.5°C; -6 to -5°C; -6°C; -6--5 °C(lit.)
• Boiling Point: 185-192°C; 191 °C(lit.); 191.4°C; 192-193°C
• Flash Point: 174.2 °F; 78 °C; 78°C(172°F); 79 °C; 79°C
• Density: 0.973; 0.973 g cm^-3, liquid; 0.973 g/mL at 25 °C(lit.); 0.976
• Refractive Index: 1.425; 1.4250; n20/D 1.425; n20/D 1.425(lit.); n20/D 1.426
• Vapor Pressure: 0.43 mmHg ( 20 °C)

Safety Information

• Storage Warning: Harmful/Irritant/Teratogenic/Light Sensitive/Keep Cold/Store under Argon
• RTECS: MO3150000
• European Hazard Symbols: X; Harmful (Xn)
• German water hazard class: 2
• Risk Statements: 20/22-36/37/38-48/20/21/22-62; 36/38-48/20/21/22
• Safety Statements: 23-26-36/37; 9-23-26-36/37
• TSCA Listed: 是
• GHS Pictograms: GHS06; GHS07; GHS08
• GHS Signal Word: Warning
• GHS Hazard statements: H301-H332-H315-H319-H335-H361-H373-H227; H315-H319-H373
• GHS Precautionary statements: P210-P260-P301+P310-P305+P351+P338-P405-P501A; P305 + P351 + P338
• Personal Protective Equipment: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter

Product Information

• Purity: ≥97.0% (GC); ≥98%; ≥99.0%; ≥99.0% (GC); ≥99.5% (GC); 97%
• Grade: analytical standard; produced by Wacker; puriss. p.a.; technical
• Impurities: ≤0.1% water
• Cation Traces: Ca: ≤5 mg/kg; Cd: ≤1 mg/kg; Co: ≤1 mg/kg; Cr: ≤1 mg/kg; Cu: ≤1 mg/kg; Fe: ≤1 mg/kg; K: ≤20 mg/kg; Mg: ≤1 mg/kg; Mn: ≤1 mg/kg; Na: ≤20 mg/kg; Ni: ≤1 mg/kg; Pb: ≤1 mg/kg; Zn: ≤1 mg/kg
• Shelf Life: (limited shelf life, expiry date on the label)
• Linear Formula: CH3COCH2CH2COCH3

DETAILS

MP Biomedicals - 05205404

MP Biomedicals Rare Chemical collection

Sigma Aldrich - 165131

Packaging
25, 100 g in glass bottle

Sigma Aldrich - A10604

Packaging
5, 100 g in glass bottle

Sigma Aldrich - 10890

Other Notes
prices for bulk quantities on request

Toronto Research Chemicals - H292490

It is the metabolite implicated in n-hexane neurotoxicity.

REFERENCES

• Abou-Donia, M., et al.: Biochem. Pharmacol., 27, 2055 (1978)
• Abou-Donia, M., et al.: Biochem. Pharmacol., 27, 2055 (1978)
• DeCaprio, A., et al.: Brain Res., 586, 219 (1978)
• LoPachin, R., et al.: Toxicol. Sci., 86, 214 (1978)
• Primary amines can be protected by conversion to 2,5-dimethylpyrroles, from which they can be released by reaction with hydroxylamine hydrochloride: J. Chem. Soc., Perkin 1, 2801 (1984). The method has been found useful for protecting amino sugars in oligosaccharide synthesis: J. Org. Chem., 63, 4570 (1998), and also in the protection of an arylamine during Cu(I) promoted methoxylation of a ring bromo or iodo substituent; Synthesis, 1599 (1998).