2,5-Dioxohexane
2,5-Hexanedione
CAS: 110-13-4
Molecular Formula: C6H10O2
2,5-Dioxohexane - Names and Identifiers
| Name | 2,5-Hexanedione |
| Synonyms | NSC 7621 2,5-Hexadione Hexan-2,5-Dion Acetonylacetone 2,5-Hexanedione 2,5-Dioxohexane hexane-2,5-dione 2,5-Diketohexane Acetone, acetonyl- 2,5-Hexanedione, Standard f GC Acetonyl acetone 2,5-hexanedione |
| CAS | 110-13-4 |
| EINECS | 203-738-3 |
| InChI | InChI=1/C6H10O2/c1-5(7)3-4-6(2)8/h3-4H2,1-2H3 |
| InChIKey | OJVAMHKKJGICOG-UHFFFAOYSA-N |
2,5-Dioxohexane - Physico-chemical Properties
| Molecular Formula | C6H10O2 |
| Molar Mass | 114.14 |
| Density | 0.973 g/mL at 25 °C (lit.) |
| Melting Point | -6--5 °C (lit.) |
| Boling Point | 191 °C (lit.) |
| Specific Rotation(α) | n20/D 1.425 (lit.) |
| Flash Point | 174°F |
| Water Solubility | miscible |
| Solubility | It can be miscible with water and ethanol ether, not with hydrocarbon solvents. |
| Vapor Presure | 0.43 mm Hg ( 20 °C) |
| Appearance | Transparent light brown liquid |
| Color | Clear yellow to brown |
| Merck | 14,71 |
| BRN | 506525 |
| PH | 6.1 (10g/l, H2O, 20℃) |
| Storage Condition | Store below +30°C. |
| Stability | Stable. Incompatible with strong bases, strong reducing agents, strong oxidizing agents. Flammable. |
| Explosive Limit | 1.5%(V) |
| Refractive Index | n20/D 1.425(lit.) |
| MDL | MFCD00008792 |
| Physical and Chemical Properties | Colorless liquid. Melting Point -5.5 ℃, boiling point 194 ℃(100.5kPa),89 ℃(3.33kPa), relative density 0.9737(20/4 ℃), refractive index 1.4421. Can be miscible with water, ethanol, ether. It gradually turned yellow after long-standing. |
2,5-Dioxohexane - Risk and Safety
| Risk Codes | R36/38 - Irritating to eyes and skin. R48/20/21/22 - R36/37/38 - Irritating to eyes, respiratory system and skin. |
| Safety Description | S23 - Do not breathe vapour. S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36/37 - Wear suitable protective clothing and gloves. S37/39 - Wear suitable gloves and eye/face protection |
| WGK Germany | 2 |
| RTECS | MO3150000 |
| FLUKA BRAND F CODES | 8 |
| TSCA | Yes |
| HS Code | 29141990 |
| Toxicity | LD50 orally in rats: 2.7 g/kg (Smyth, Carpenter) |
2,5-Dioxohexane - Introduction
Can be miscible with water, ethanol and ether. For a long time, it gradually turns yellow.
Last Update：2022-10-16 17:11:58
2,5-Dioxohexane - Reference Information
| NIST chemical information | Information provided by: webbook.nist.gov (external link) |
| EPA chemical information | Information provided by: ofmpub.epa.gov (external link) |
| uses | 2,5-hexandione is an important organic chemical intermediate, which is widely used in the fields of medicine, perfume, pesticide, photographic agent, electroplating and painting, etc. It is used as a high boiling point solvent for synthetic resin, nitro paint, colorant, printing ink, leather tanning agent, rubber vulcanization accelerator, pesticide and pharmaceutical raw material. |
| Preparation | Method 1. Shenk et al. used 2, 5-dimethylfuran to oxidize the ring to obtain 3-ene-2, 5-hexandione, and then hydrogenated and reduced to obtain 2, 5-hexandione. method 2. the CA376066 introduces the method of synthesizing 2,5-hexandione by 2,5-dimethylfuran in 90-110 ℃ dilute acid hydrolysis, neutralization of acid and distillation in the reaction solution, with a yield of more than 80%. |
| production method | obtained by hydrolysis of 2, 5-dimethylfuran. Another synthesis method is to react sodium acetoacetate with pure iodine to generate diethyl diacetyl succinate, which is then hydrolyzed with 10% sodium hydroxide solution. Use anhydrous potassium carbonate to saturate the reaction liquid and precipitate acetone-based acetone. Extract with ether, after the ether is evaporated from the extract, the residue is distilled, and the fraction at 192-194 ℃ is collected to obtain a colorless product. Foreign commercial products with 97% purity have melting point of -6-5 ℃, boiling point of 191 ℃, relative density of 0.973 and flash point of 78 ℃. |
| category | flammable liquid |
| toxicity classification | poisoning |
| acute toxicity | oral-rat LD50: 2076 mg/kg; Oral-mouse LD50: 2386 mg/kg |
| stimulation data | eye-rabbit 100 mg severe |
| flammability hazard characteristics | combustible in case of open flame, high temperature and strong oxidant; Combustion emission stimulates smoke |
| storage and transportation characteristics | warehouse ventilation and low temperature drying |
| fire extinguishing agent | foam, dry powder, carbon dioxide, sand, 1211 |
| spontaneous combustion temperature | 400°C |
Last Update：2024-04-09 02:00:06
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