10-bromodecanoic acid
10-bromodecanoic acid
CAS: 50530-12-6
Molecular Formula: C10H19BrO2
10-bromodecanoic acid - Names and Identifiers
| Name | 10-bromodecanoic acid |
| Synonyms | Bromocapricacid 10-Bromodecanoic W-BROMODECANOIC ACID 10-BROMO-DECYLIC ACID 10-BROMODECANOIC ACID 10-bromodecanoic acid OMEGA-BROMOCAPRIC ACID Decanoic acid, 10-bromo- OMEGA-BROMODECANOIC ACID |
| CAS | 50530-12-6 |
| InChI | InChI=1/C10H19BrO2/c11-9-7-5-3-1-2-4-6-8-10(12)13/h1-9H2,(H,12,13) |
10-bromodecanoic acid - Physico-chemical Properties
| Molecular Formula | C10H19BrO2 |
| Molar Mass | 251.16 |
| Density | 1.3099 (rough estimate) |
| Melting Point | 38-41 °C (lit.) |
| Boling Point | 160 °C(Press: 1 Torr) |
| Flash Point | >231°F |
| Water Solubility | Partly miscible in water. |
| Vapor Presure | 1.72E-05mmHg at 25°C |
| Appearance | powder to crystal |
| Color | White to Light yellow to Light orange |
| pKa | 4.78±0.10(Predicted) |
| Storage Condition | Keep in dark place,Sealed in dry,Room Temperature |
| Refractive Index | 1.5845 (estimate) |
| MDL | MFCD00014388 |
| Physical and Chemical Properties | Patchy crystals. The melting point is 42 °c and the boiling point is 163-165 °c (0.27kPa). |
10-bromodecanoic acid - Risk and Safety
| Hazard Symbols | Xi - Irritant |
| Risk Codes | 36/37/38 - Irritating to eyes, respiratory system and skin. |
| Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S37 - Wear suitable gloves. |
| WGK Germany | 3 |
| HS Code | 29159000 |
| Hazard Class | IRRITANT |
10-bromodecanoic acid - Reference Information
| NIST chemical information | Information provided by: webbook.nist.gov (external link) |
| Application | 10-bromodecanoic acid is a flaky crystalline substance, mainly used as an intermediate in organic synthesis. |
| use | organic synthesis intermediate. |
| Production method | (1) is obtained by the reaction of 10-hydroxydecanoic acid and hydrogen bromide. Hydrogen bromide and 10-hydroxy decanoic acid were mixed in glacial acetic acid in a weight ratio of 6:1 and reacted at 90 ℃ for 16h at normal pressure. Excess hydrogen bromide and solvent acetic acid were then recovered by distillation. (2) The reaction of 10-hydroxy decanoic acid and sodium bromide-sulfuric acid is similar to the previous method, but the preparation of hydrogen bromide and the bromination reaction are combined: the operation steps are as follows: 0.3mol of sodium bromide, 0.1mol of 10-hydroxy decanoic acid and 100g of glacial acetic acid are put into a glass three-mouth flask according to a ratio of 3:1 (molar ratio), stirred and miscible at normal temperature, then drop 80% (volume) of sulfuric acid (equal to or higher than sodium bromide). During the reaction, heat is released, the reaction temperature is controlled to be continuously stirred in the range of 70-80 ℃, and the reaction is stopped after 12-14h. The reactor was changed into a vacuum distillation device, the temperature was raised, and the residual hydrogen bromide gas was absorbed with 100g of glacial acetic acid. Decompression (6.65kPa), 120 ℃, solvent acetic acid is distilled (80% recovery), mother liquor is heated, liquid 10-bromodecanoic acid is separated, and solid residual sodium bromide and by-product sodium bisulfate are removed. Wash the crude bromodecanoic acid 3-5 times with hot water until it is neutral. After drying at room temperature, pure 10-bromodecanoic acid was obtained with a yield of more than 95%. The production method (1) can also react 1 part of 10-hydroxydecanoic acid with 12.8 parts of 40% hydrobromic acid without acetic acid as a solvent. Hydrobromic acid and 10-hydroxydecanoic acid were stirred and heated to 115-120 ℃ in a reaction pot, and refluxed for 16h. Cooling, dividing the upper layer, adding chloroform to the acid-water layer for extraction, combining the extract with the oil layer, washing with water, adding anhydrous magnesium sulfate for drying, and filtering. The filtrate is recovered from chloroform at normal pressure and evaporated under reduced pressure to obtain 10-bromodecanoic acid. |
Last Update：2024-04-10 22:29:15
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