6-Bromohexan-2-one
1-Bromo-5-Hexanone
CAS: 10226-29-6
Molecular Formula: C6H11BrO
6-Bromohexan-2-one - Names and Identifiers
| Name | 1-Bromo-5-Hexanone |
| Synonyms | 6-Bromhexan-2-on 6-Bromohexan-2-on 1-bromo-5-hexanone 1-Bromo-5-Hexanone 5-Oxohexyl BroMide 6-Bromohexan-2-one 2-Hexanone, 6-bromo- 4-Bromobutyl methyl ketone |
| CAS | 10226-29-6 |
| EINECS | 233-544-4 |
| InChI | InChI=1/C6H11BrO/c1-6(8)4-2-3-5-7/h2-5H2,1H3 |
6-Bromohexan-2-one - Physico-chemical Properties
| Molecular Formula | C6H11BrO |
| Molar Mass | 179.05 |
| Density | 1.3494 |
| Melting Point | 50-53 ℃(lit.) |
| Boling Point | 216°C (rough estimate) |
| Flash Point | 78.2°C |
| Vapor Presure | 0.0784mmHg at 25°C |
| Storage Condition | Inert atmosphere,Store in freezer, under -20°C |
| Refractive Index | 1.4890 (estimate) |
| Physical and Chemical Properties | Liquid, boiling point 214-215 ℃(95.76kPa, decomposition),135-137 ℃(11.97kPa),104-105 ℃(3.19kPa), relative density 1.3496(0/0 ℃). Soluble in alcohol and ether. |
6-Bromohexan-2-one - Reference Information
| use | pharmaceutical intermediates. |
| production method | is obtained by 1, 3-bromochloropropane through the steps of cyclization, ring opening, elimination, bromination, etc. (1) Ring. 1, 3-bromochloropropane reacts with ethyl acetoacetate to give 2-methyl-3-ethoxyhydroxy -5, 6-dihydropyran: Ethanol and anhydrous potassium carbonate are mixed, stirred and cooled to below 10°C, and ethyl acetoacetate is added dropwise. Bromochloropropane was added and refluxed at 78-80 ℃ for 5h. Cooling, filtering, ethanol washing filter residue. After the filtrate was combined with the ethanol washing liquid, the ethanol was recovered under reduced pressure, and the 102-107 ℃( 1.33-2kPa) fraction was collected to obtain 2-methyl -3-ethoxycarbonyl -5, 6-dihydropyran. The yield is over 80%. (2) Ring opening, elimination and bromination to obtain 6-bromo-2-hexanone: 2-methyl -3-ethoxycarbonyl -5, 6-dihydropyran, hydrobromic acid and sodium bromide are added to the reaction pot, stirred, sulfuric acid is added dropwise at 15 ℃, kept warm for 1h, and refluxed for 3h. Cool and add water-soluble salt. Three times extraction with chloroform. Chloroform extract is distilled to recover chloroform and then distilled under reduced pressure to collect 98-104 ℃(1.33-2kPa) fraction to obtain 6-bromo-2-hexanone. |
Last Update：2024-04-09 19:05:09
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