4-Bromobenzylamine
4-Bromobenzylamine
CAS: 3959-07-7
Molecular Formula: C7H8BrN
4-Bromobenzylamine - Names and Identifiers
| Name | 4-Bromobenzylamine |
| Synonyms | AURORA KA-7547 4-Bromobenzylamine P-BROMOBENZYLAMINE 4-BROMOBENZYLAMINE RARECHEM AL BW 0025 (4-Bromophenyl)methanamine Benzenemethanamine, 4-bromo- |
| CAS | 3959-07-7 |
| EINECS | 223-559-4 |
| InChI | InChI=1/C7H8BrN/c8-7-3-1-6(5-9)2-4-7/h1-4H,5,9H2 |
4-Bromobenzylamine - Physico-chemical Properties
| Molecular Formula | C7H8BrN |
| Molar Mass | 186.05 |
| Density | 1.473g/mLat 25°C(lit.) |
| Melting Point | 25°C(lit.) |
| Boling Point | 110-112°C30mm Hg(lit.) |
| Flash Point | >230°F |
| Appearance | Liquid |
| Color | Clear colorless |
| pKa | 8.85±0.10(Predicted) |
| Storage Condition | under inert gas (nitrogen or Argon) at 2–8 °C |
| Refractive Index | 1.5855-1.5875 |
4-Bromobenzylamine - Risk and Safety
| Hazard Symbols | C - Corrosive |
| Risk Codes | R34 - Causes burns R21/22 - Harmful in contact with skin and if swallowed. |
| Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S28 - After contact with skin, wash immediately with plenty of soap-suds. S36/37/39 - Wear suitable protective clothing, gloves and eye/face protection. S45 - In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) |
| UN IDs | UN 3259 8/PG 2 |
| WGK Germany | 3 |
| HS Code | 29214990 |
| Hazard Class | 8 |
| Packing Group | Ⅱ |
4-Bromobenzylamine - Reference Information
| NIST chemical information | Information provided by: webbook.nist.gov (external link) |
| introduction | p-bromobenzylamine is a benzylamine compound. Many of the best-selling drugs contain benzylamine structural units. The introduction of nitrogen atoms into the benzyl group of natural products and bioactive small molecule compounds may drastically change the biological activity of the compound; in addition, benzylamine It can also be used in the preparation of new materials, etc., so it is of great significance to directly amineate cheap and easily available methyl aromatic compounds to synthesize highly valuable benzylamine derivatives in one step. |
| production method | 300g(5mol) of acetamide and 250g(1mol) of benzyl bromide are added to the flask; After heating and melting, start stirring, and stir the lower layer of benzyl bromide to mix evenly. Continue heating to 170 ℃, the exothermic reaction starts (stop heating), adjust the reaction temperature to 180~190 ℃ for 1h, and precipitate a large amount of acetamide bromate; After the exothermic reaction is relaxed, 250g(1mol) of benzyl bromide is added twice in about 1h, and then the reaction is reversed at 180~190 ℃ for 1.5h. Cooling to 70~80 ℃, pour the reactant into 1L cold water, adequate stirring to wash off bromohydroacetamide; Continue to cool N-acetyl-p-bromobenzylamine to solidify and pour out the water layer; Wash with hot water once and filter out to obtain 490g (wet) product. (1) 400g(4mol) of concentrated sulfuric acid is added to hydrolyzed 400mL of water, the crude acetylated substance above is added, the sulfate is refluxed on electric heating for 3h, the upper water solution is cooled to 80 ℃, the upper water solution is transferred into a 2L beaker (a little oil in the lower layer is discarded) and placed overnight, the sulfate crystal is filtered out the next day, and the sulfate obtained is nearly the theoretical amount (the acid with adjusted sulfuric acid concentration after the mother liquor is evaporated to remove acetic acid can be reused for hydrolysis). (2) Dissolve 250g of caustic soda in 750mL of water to prepare 1.0kg of 25% NaOH solution, maintain 60~70 ℃, sprinkle and add the above sulfate, and stir for at least 0.5h under heat preservation to completely neutralize. After cold, separate out the light yellow oil layer below to obtain 340~360g g. After drying with caustic soda, the fraction is collected at 122~128 ℃(2.0kPa) to obtain 215g(58%) product with freezing point> 18. |
Last Update：2024-04-09 21:01:54
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