2,2,6-trimethyl-2,4-dihydro-1,3-dioxin-4-one

• ChemBase ID: 137585
• Molecular Formular: C7H10O3
• Molecular Mass: 142.1525
• Monoisotopic Mass: 142.06299418
• SMILES: CC1=CC(=O)OC(O1)(C)C
• Canonical SMILES: CC1=CC(=O)OC(O1)(C)C
• InChI: InChI=1S/C7H10O3/c1-5-4-6(8)10-7(2,3)9-5/h4H,1-3H3
• InChIKey: XFRBXZCBOYNMJP-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2,2,6-trimethyl-2,4-dihydro-1,3-dioxin-4-one
• IUPAC Traditional name: 2,2,6-trimethyl-1,3-dioxin-4-one
• Synonyms: Diketene acetone adduct; 2,2,6-Trimethyl-4H-1,3-dioxin-4-one; 2,2,6-Trimethyl-1,3-dioxolenone; 2,2,6-Trimethyl-1,3-dioxin-4-one; 双乙烯酮丙酮加合物; 2,2,6-三甲基-4H-1,3-二噁英-4-酮; 2,2,6-三甲基-1,3-二氧(杂)芑-酮

Database IDs

• CAS Number: 5394-63-8
• EC Number: 226-403-3
• MDL Number: MFCD00040468
• Beilstein Number: 2408
• PubChem SID: 162231847; 24854732; 24858039
• PubChem CID: 79368

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 0.9231006
• LogD (pH = 7.4): 0.9231006
• Log P: 0.9231006
• Molar Refractivity: 37.3131 cm^3
• Polarizability: 14.148885 Å^3
• Polar Surface Area: 35.53 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 12-13 °C(lit.); 7°C
• Boiling Point: ~275 °C(lit.); 65-67 °C/2 mmHg(lit.); 65-67°C/2mm
• Flash Point: 14 °C; 14°C(57°F); 57.2 °F
• Density: 1.07 g/mL at 25 °C(lit.); 1.094
• Refractive Index: 1.4610; n20/D 1.460(lit.)

Safety Information

• European Hazard Symbols: Flammable (F); Irritant (Xi)
• UN Number: 1224; 1993; UN1993
• German water hazard class: 1
• Hazard Class: 3
• Packing Group: 2; II
• Risk Statements: 11-36
• Safety Statements: 16-26; 26
• TSCA Listed: 否
• GHS Pictograms: GHS02; GHS07
• GHS Signal Word: Danger
• GHS Hazard statements: H225-H319
• GHS Precautionary statements: P210-P241-P303+P361+P353-P305+P351+P338-P403+P235-P501A; P210-P305 + P351 + P338
• Personal Protective Equipment: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 1224 3/PG 2; UN 1993 3/PG 2
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥93.0% (GC); 94%, cont. up to ca 6% acetone; 95%
• Grade: Lonza quality; technical grade
• Impurities: ≤0.10% diketene (GC); ≤0.3% dehydracetic acid (GC); ≤0.5% 4-methyl-3-penten-2-one (GC); ≤6.0% acetone (GC)
• Empirical Formula (Hill Notation): C7H10O3

DETAILS

Sigma Aldrich - 299383

Packaging
1 L in glass bottle
250 mL in glass bottle

Sigma Aldrich - 691380

Caution
products darkens with time
Packaging
1 kg in glass bottle
25 kg in comp drum

Sigma Aldrich - 245100

Other Notes
remainder acetone
Packaging
100 g in glass bottle

REFERENCES

• Convenient alternative to diketene in many reactions, stable in the absence of base: J. Am. Chem. Soc., 75, 5400 (1953).