(4Z)-5-hydroxy-2,2,6,6-tetramethylhept-4-en-3-one
2,2,6,6-Tetramethyl-3,5-heptanedione
CAS: 1118-71-4
Molecular Formula: C11H20O2
(4Z)-5-hydroxy-2,2,6,6-tetramethylhept-4-en-3-one - Names and Identifiers
| Name | 2,2,6,6-Tetramethyl-3,5-heptanedione |
| Synonyms | TMHD Dpm-H Tmhd-H Dipivaloylmethane DIPIVALOYLMETHANE (CH3)3CCOCH2COC(CH3)3 2,2,6,6-Tetramethyl heptanedione 2,2,6,6-tetramethyl-5-heptanedione 2,2,6,6-tetramethylheptane-3,5-dione 2,2,6,6-TETRAMETHYL-3,5-HEPTANEDIONE 2,2,6,6-TETRAMETHYLHEPTANE-3,5-DIONE 2,2,6,6-Tetramethyl-3,5-heptanedione (4Z)-5-hydroxy-2,2,6,6-tetramethylhept-4-en-3-one 2,2,6,6-Tetramethyl-3,5-Heptanedione Dipivaloylmethane 2,2,6,6-TETRAMETHYL-3,5-HEPTANEDIONE DIPIVALOYLMETHANE |
| CAS | 1118-71-4 |
| EINECS | 214-268-3 |
| InChI | InChI=1/C11H20O2/c1-10(2,3)8(12)7-9(13)11(4,5)6/h7,12H,1-6H3/b8-7- |
| InChIKey | YRAJNWYBUCUFBD-UHFFFAOYSA-N |
(4Z)-5-hydroxy-2,2,6,6-tetramethylhept-4-en-3-one - Physico-chemical Properties
| Molecular Formula | C11H20O2 |
| Molar Mass | 184.28 |
| Density | 0.883 g/mL at 25 °C (lit.) |
| Melting Point | >400 °C (decomp) |
| Boling Point | 72-73 °C/6 mmHg (lit.) |
| Flash Point | 153°F |
| Solubility | Difficult to mix. |
| Vapor Presure | 0.00138mmHg at 25°C |
| Appearance | Liquid |
| Specific Gravity | 0.883 |
| Color | Clear colorless to slightly yellow |
| BRN | 1447269 |
| pKa | 11.60±0.10(Predicted) |
| Storage Condition | Sealed in dry,Room Temperature |
| Refractive Index | n20/D 1.459(lit.) |
(4Z)-5-hydroxy-2,2,6,6-tetramethylhept-4-en-3-one - Risk and Safety
| Hazard Symbols | Xn - Harmful |
| Risk Codes | R22 - Harmful if swallowed R40 - Limited evidence of a carcinogenic effect R36/37/38 - Irritating to eyes, respiratory system and skin. |
| Safety Description | S24/25 - Avoid contact with skin and eyes. S36 - Wear suitable protective clothing. S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S22 - Do not breathe dust. |
| UN IDs | UN 1993 / PGIII |
| WGK Germany | 3 |
| TSCA | T |
| HS Code | 29141900 |
(4Z)-5-hydroxy-2,2,6,6-tetramethylhept-4-en-3-one - Reference Information
| EPA chemical substance information | information provided by: ofmpeb.epa.gov (external link) |
| Introduction | 2,2,6, 6-tetramethyl-3, 5-heptanedione (English name is 2,2,6,6-Tetramethylheptane-3,5-dione, referred to as TMHD or thd) belongs to a β-dicarbonyl compound having an inter-dicarbonyl structure that is susceptible to the formation of a stable enol via tautomerism, and in alkaline conditions, the alcohol hydroxyl group loses its Proton, which leads to the formation of oxygen negative ions easily coordinated with many metal ions to form stable complexes. |
| Application | 2,2,6, 6-tetramethyl-3, 5-heptanedione metal complexes are a class of compounds with a wide range of uses, which can be used as catalysts for a variety of organic synthesis reactions, such as for the catalysis of some difficult-to-occur Ullman reaction, A variety of coupling reactions of aromatic hydrocarbons; More importantly, 2,2,6, 6-tetramethyl-3, metal Complexes of 5-heptanedione can be widely used as MOCVD precursors and further prepared as semiconductor materials such as noble metal thin films. |
| preparation | in a 2-liter, four-necked flask, put 1000gDMF and 135g potassium tert-butoxide, and they were heated to 50 °c with stirring of a mechanical stirrer. Then, 186g of methyl pivalate was added using a dropping funnel. Thereafter, a mixed solution of 80g of pagodanone and 100g of DMF was added over 3 hours using a dropping funnel, followed by further stirring under heating for 5 hours. The formation of 76.5g (yield: 52% (based on genenone)) of 2,2,6, 6-tetramethyl-3, 5-heptanedione in the solution was confirmed by gas chromatography analysis. |
Last Update：2024-04-09 15:16:45
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