Diacetone Alcohol

Base Information

• Chemical Name: Diacetone Alcohol
• CAS No.: 123-42-2
• Molecular Formula: C6H12O2
• Molecular Weight: 116.16
• Hs Code.: 2914 40 10
• European Community (EC) Number: 204-626-7
• ICSC Number: 0647
• NSC Number: 9005
• UN Number: 1148
• UNII: Q7WP157PTD
• DSSTox Substance ID: DTXSID6024917
• Nikkaji Number: J5.540I
• Wikipedia: Diacetone_alcohol
• Wikidata: Q421486
• Metabolomics Workbench ID: 5471
• ChEMBL ID: CHEMBL3182048
• Mol file: 123-42-2.mol

Synonyms:4-hydroxy-4-methyl-2-pentanone;diacetone alcohol

Chemical Property of Diacetone Alcohol

Chemical Property:

• Appearance/Colour: Clear, colorless liquid
• Vapor Pressure: <1 mm Hg ( 20 °C)
• Melting Point: -42.8 °C
• Refractive Index: n20/D 1.423(lit.)
• Boiling Point: 168.1 °C at 760 mmHg
• PKA: 14.57±0.29(Predicted)
• Flash Point: 61.7 °C
• PSA: 37.30000
• Density: 0.95 g/cm³
• LogP: 0.73640
• Storage Temp.: Store below +30°C.
• Solubility.: Soluble in alcohol, ether (Weast, 1986), and many other solvents, particular ketones such as acetone and 2-butanone.
• Water Solubility.: MISCIBLE
• XLogP3: -0.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 116.083729621
• Heavy Atom Count: 8
• Complexity: 94.7
• Transport DOT Label: Flammable Liquid

Purity/Quality:

99% min ^*data from raw suppliers

Diacetone Alcohol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36-R36
• Safety Statements: 24/25-S24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Solvents -> Other Solvents
• Canonical SMILES: CC(=O)CC(C)(C)O
• Inhalation Risk: A harmful contamination of the air will not or will only very slowly be reached on evaporation of this substance at 20 °C.
• Effects of Short Term Exposure: The substance is irritating to the eyes, skin and respiratory tract. If this liquid is swallowed, aspiration into the lungs may result in chemical pneumonitis. Exposure far above the OEL could cause lowering of consciousness.
• Effects of Long Term Exposure: The substance defats the skin, which may cause dryness or cracking.
• Physical properties: Clear, watery, flammable liquid with a mild, pleasant, characteristic odor similar to 2-butanone or the pentanones. Experimentally determined detection and recognition odor threshold concentrations were 1.3 mg/m3 (270 ppbv) and 5.2 mg/m3 (1.1 ppmv), respectively (Hellman and Small, 1974).
• Uses: Solvent for cellulose acetate, nitrocellulose, celluloid, fats, oils, waxes, resins. As a preservative in pharmaceutical preparations. In some antifreeze solutions and in hydraulic fluids. Solvent for pigments, cellulose, resins, oils, fats, and hydrocarbons; hydraulic brake fluid; antifreeze 4-Hydroxy-4-methyl-2-pentanone is used asa solvent for nitrocellulose, cellulose acetate,resins, fats, oils, and waxes; and in hydraulicfluids and antifreeze solutions..

Technology Process of Diacetone Alcohol

There total 99 articles about Diacetone Alcohol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 11.0%

2-acetylcyclopentanaone (1670-46-8) → 1,3,5-Trioxan (110-88-3) + 4-butanolide (96-48-0) + glutaric anhydride, (108-55-4) + formic acid (64-18-6) + 1,5-pentanedioic acid (110-94-1) + 4-Hydroxy-4-methyl-2-pentanone (123-42-2) + 4-acetoxybutyric acid (26976-72-7) + 5,6-dioxo-n-heptanoic acid (85951-55-9) + 2-acetyl-2-hydroxycyclopentanone (1262892-77-2) + 2-acetoxycyclopentanone (52789-75-0) + 2-acetyl-2-hydroxymethylcyclopentanone (1167443-17-5) + 1,1'-diacetyl-1,1'-bicyclopentyl-2,2'-dione (1426960-55-5) + 2-acetyl-2,3-epoxycyclopentanone (89540-15-8) + acetic acid (64-19-7,77671-22-8)

Guidance literature:

With oxygen; calcium chloride; In acetone; at 57 ℃; for 30h;

DOI:10.1007/s11172-012-0149-8

Reference yield: 11.0%

acetone (67-64-1) → 3,5,5-Trimethylcyclohex-2-en-1-one (78-59-1) + 4-methyl-pent-3-en-2-one (141-79-7) + 4-Hydroxy-4-methyl-2-pentanone (123-42-2) + 1,3,5-trimethyl-benzene (108-67-8)

Guidance literature:

aluminum oxide; at 360 ℃;

Reference yield: 8.0%

acetone (67-64-1) → 4-methyl-pent-3-en-2-one (141-79-7) + phorone (504-20-1) + 4-Hydroxy-4-methyl-2-pentanone (123-42-2)

Guidance literature:

With titanium tetrachloride; NCNMe₂; In benzene; at 25 ℃;

DOI:10.1002/jlac.199619961027

upstream raw materials:

3-hydroxy-3-methylbutyronitrile

methylmagnesium bromide

2,3,5-trimethyl-2,3,5-hexanetriol

acetaldehyde

Downstream raw materials:

4-methyl-4-(4-nitro-benzoyloxy)-pentan-2-one

2,4-dimethyl-6-phenyl-5-hexyne-2,4-diol

2,4-dimethyl-2,4-octanediol

isopropyl alcohol