1-(4-溴-2-羟苯基)乙酮
4-BROMO-2-HYDROXYACETOPHENONE
CAS: 30186-18-6
Molecular Formula: C8H7BrO2
1-(4-溴-2-羟苯基)乙酮 - Names and Identifiers
| Name | 4-BROMO-2-HYDROXYACETOPHENONE |
| Synonyms | QR CE FV1 1-(4-Bromo-2-hydroxyphenyL 4-BROMO-2-HYDROXYACETOPHENONE 4'-Bromo-2'-hydroxyacetophenone 1-(4-bromo-2-hydroxyphenyl)ethanone 1-(4-BROMO-2-HYDROXY-PHENYL)-ETHANONE ETHANONE, 1-(4-BROMO-2-HYDROXYPHENYL)- 1-(4-Bromo-2-hydroxyphenyl)ethan-1-one ethanone, 1-(4-bromo-2-hydroxyphenyl)- 1-(4-Bromo-2-hydroxyphenyl)ethan-1-one, 2-Acetyl-5-bromophenol |
| CAS | 30186-18-6 |
| EINECS | 1533716-785-6 |
| InChI | InChI=1/C8H7BrO2/c1-5(10)7-3-2-6(9)4-8(7)11/h2-4,11H,1H3 |
1-(4-溴-2-羟苯基)乙酮 - Physico-chemical Properties
| Molecular Formula | C8H7BrO2 |
| Molar Mass | 215.04 |
| Density | 1.586±0.06 g/cm3(Predicted) |
| Melting Point | 40.0 to 44.0 °C |
| Boling Point | 83°C/7mmHg(lit.) |
| Flash Point | 127.838°C |
| Water Solubility | Slightly soluble in water. |
| Vapor Presure | 0.001mmHg at 25°C |
| Appearance | Crystalline powder |
| Color | White to Yellow to Orange |
| pKa | 9.20±0.10(Predicted) |
| Storage Condition | Inert atmosphere,Room Temperature |
| Refractive Index | 1.592 |
| MDL | MFCD03428533 |
1-(4-溴-2-羟苯基)乙酮 - 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. S36/37/39 - Wear suitable protective clothing, gloves and eye/face protection. |
| UN IDs | 1759 |
| HS Code | 29143990 |
1-(4-溴-2-羟苯基)乙酮 - Reference Information
| application | 4-bromo-2-hydroxyacetophenone is an aromatic ketone compound, which is an important intermediate for the synthesis of fine chemicals, medicines, pesticides and surfactants, 2-Hydroxy-4-substituted arylketones are mainly used to synthesize antiarrhythmic drugs-propafenone hydrochloride, sulfonamide antifungal drugs, antiallergic diseases and intermediates of anti-hepatitis C virus drugs. |
| preparation | (1) preparation of [sulfuric acid] [triethylamine 4-butylammonium sulfonate] [zinc oxide] ionic liquid under stirring conditions, add 9.4g of 1, 4-butane sulfonolactone slowly dropwise into 7.0g of triethylamine, react at 80 ℃ for 2 hours, cool to 25 ℃, filter by suction, and wash the filter cake with ethanol for 3 times, vacuum drying to obtain triethylamine butane sulfonate. Under the ice bath, the deionized aqueous solution of 15.8g of the triethylamine butane sulfonate internal salt obtained in the previous step is mixed with 6.5g of sulfuric acid, and reacted at 50 ℃ for 3h. After cooling, vacuum drying is obtained to obtain [sulfuric acid] [triethylamine 4-butylammonium sulfonate] ionic liquid intermediate. Under stirring conditions, add 5.2g of zinc oxide and 21.3g of the [sulfuric acid] [triethylamine 4-butylammonium sulfonate] ionic liquid intermediate obtained from the previous step to deionized water, stir the mixture until the solid is completely dissolved, and the solvent is passed through a rotary evaporator Remove, and then vacuum dry to obtain 41g of [sulfuric acid] [triethylamine 4-butylammonium sulfonate] [zinc oxide] ionic liquid. (2) Preparation of 3-Phenyl Bromoacetate 5g of 3-bromophenol is dissolved in 30mL of dichloromethane solvent, 2.5g of pyridine is added, the temperature is controlled at -5-5 ℃, 8mL of methylene chloride solution of 2.7g of acetyl chloride is slowly dropped into the reaction bottle, after dropping, react at room temperature for 2h, after the reaction is completed, filter, remove pyridine hydrochloride, slowly pour the filtrate into ice water, stir for 10min, and let stand for stratification, the organic phase was concentrated and then distilled under reduced pressure to obtain 6.0g of 3-bromoacetate. The calculated yield was 97%. The purity of 3-bromoacetate was 99.7% by liquid chromatography. (3) Preparation of 2-Hydroxy -4-Bromoacetophenone Under stirring, 6.0g of 3-bromoacetate phenyl ester is added to the reaction bottle containing 41g of [sulfuric acid] [triethylamine 4-butylammonium sulfonate] [zinc oxide] ionic liquid prepared by (1) above, the temperature is raised to 100 ℃, stirring at this temperature for 1h, after the reaction is over, the reaction liquid is cooled to room temperature, the reaction solution was added into ice water, stirred for 20min, and solid was precipitated. After stirring for 10min, the filter cake was filtered and washed twice with water. The obtained solid was recrystallized with petroleum ether to obtain 5.9g of 2-hydroxy -4-bromoacetophenone. The calculated yield was 99%. The purity of 2-hydroxy -4-bromoacetophenone product obtained by liquid chromatography was 99.1%. After the filtrate obtained by the post-treatment in step (3) is vacuum distilled to remove water, the double acidic ionic liquid catalyst is recovered and reused, and 2-hydroxy-4-bromoacetophenone is prepared according to steps (2) and (3). The preparation is repeated 5 times under the same reaction conditions, and the yields are 98.5%, 98.0%, 97.6%, 97.2% and 96.5%, respectively. After the recovered ionic liquid was reused for 5 times, the yield of the prepared 2-hydroxy-4-bromoacetophenone was still above 96%. This shows that the double acid quaternary ammonium salt ionic liquid catalyst can still maintain high catalytic activity after repeated use in Fries rearrangement reaction. |
Last Update：2024-04-09 18:58:34
Supplier List
Product Name: 4-BROMO-2-HYDROXYACETOPHENONE Request for quotation
CAS: 30186-18-6
Tel: 17505222756
Email: pules.cn@gmail.com
Mobile: +86-17551318830
CAS: 30186-18-6
Tel: 17505222756
Email: pules.cn@gmail.com
Mobile: +86-17551318830
Spot supply
Product Name: 4-BROMO-2-HYDROXYACETOPHENONE Request for quotationCAS: 30186-18-6
Tel: +86-18721521379
Email: 18721521379@163.com
Mobile: +86-18721521379
Wechat: 18721521379
Spot supply
Product Name: 4-BROMO-2-HYDROXYACETOPHENONE Request for quotationCAS: 30186-18-6
Tel: +86-17551318830
Email: r@reformchem.com
Mobile: +86-17551318830
QQ: 3785839865
Wechat: chemical6666
Spot supply
Product Name: 4'-BroMo-2'-hydroxyacetophenone Visit Supplier Webpage Request for quotationCAS: 30186-18-6
Tel: +86 0571-86722205
Email: sales@chinaskyrun.com
Mobile: +8618958170122
QQ: 2531159185
Wechat: chinaskyrun
Spot supply
Product Name: 4'-Bromo-2'-hydroxyacetophenone Visit Supplier Webpage Request for quotationCAS: 30186-18-6
Tel: +86-400-900-4166
Email: product@acmec-e.com
Mobile: +86-18621343501
QQ: 2881950922
Wechat: 18621343501
WhatsApp: +86-18621343501
Spot supply
Product Name: 4'-Bromo-2'-hydroxyacetophenone Visit Supplier Webpage Request for quotationCAS: 30186-18-6
Tel: +86-18821248368
Email: Int06@meryer.com
Mobile: +86-18821248368
QQ: 495145328
WhatsApp: +86-18821248368
Product Name: 4-Bromo-2-Hydroxyacetophenone Visit Supplier Webpage Request for quotation
CAS: 30186-18-6
Tel: 18301782025
Email: 3008007409@qq.com
Mobile: 18021002903
QQ: 3008007409
CAS: 30186-18-6
Tel: 18301782025
Email: 3008007409@qq.com
Mobile: 18021002903
QQ: 3008007409
Product Name: 4-BROMO-2-HYDROXYACETOPHENONE Request for quotation
CAS: 30186-18-6
Tel: 17505222756
Email: pules.cn@gmail.com
Mobile: +86-17551318830
CAS: 30186-18-6
Tel: 17505222756
Email: pules.cn@gmail.com
Mobile: +86-17551318830
Spot supply
Product Name: 4-BROMO-2-HYDROXYACETOPHENONE Request for quotationCAS: 30186-18-6
Tel: +86-18721521379
Email: 18721521379@163.com
Mobile: +86-18721521379
Wechat: 18721521379
Spot supply
Product Name: 4-BROMO-2-HYDROXYACETOPHENONE Request for quotationCAS: 30186-18-6
Tel: +86-17551318830
Email: r@reformchem.com
Mobile: +86-17551318830
QQ: 3785839865
Wechat: chemical6666
Spot supply
Product Name: 4'-BroMo-2'-hydroxyacetophenone Visit Supplier Webpage Request for quotationCAS: 30186-18-6
Tel: +86 0571-86722205
Email: sales@chinaskyrun.com
Mobile: +8618958170122
QQ: 2531159185
Wechat: chinaskyrun
Spot supply
Product Name: 4'-Bromo-2'-hydroxyacetophenone Visit Supplier Webpage Request for quotationCAS: 30186-18-6
Tel: +86-400-900-4166
Email: product@acmec-e.com
Mobile: +86-18621343501
QQ: 2881950922
Wechat: 18621343501
WhatsApp: +86-18621343501
Spot supply
Product Name: 4'-Bromo-2'-hydroxyacetophenone Visit Supplier Webpage Request for quotationCAS: 30186-18-6
Tel: +86-18821248368
Email: Int06@meryer.com
Mobile: +86-18821248368
QQ: 495145328
WhatsApp: +86-18821248368
Product Name: 4-Bromo-2-Hydroxyacetophenone Visit Supplier Webpage Request for quotation
CAS: 30186-18-6
Tel: 18301782025
Email: 3008007409@qq.com
Mobile: 18021002903
QQ: 3008007409
CAS: 30186-18-6
Tel: 18301782025
Email: 3008007409@qq.com
Mobile: 18021002903
QQ: 3008007409
View History
1-(4-溴-2-羟苯基)乙酮
聚己缩胍PHMB水溶液
GLUTATHIONE REDUCED IMMOBILIZED ON
Pazopanib Hydrochloride (GW786034)
焦化煤气脱硫剂
3-氨基甲基-6-甲基吡啶
7-硝基吲哚-2甲酸甲酯
3-PHENYLPROPYL CINNAMATE
拓扑异构酶1抑制剂(CPT-11)
3-氨基-5-苯基吡唑
聚己缩胍PHMB水溶液
GLUTATHIONE REDUCED IMMOBILIZED ON
Pazopanib Hydrochloride (GW786034)
焦化煤气脱硫剂
3-氨基甲基-6-甲基吡啶
7-硝基吲哚-2甲酸甲酯
3-PHENYLPROPYL CINNAMATE
拓扑异构酶1抑制剂(CPT-11)
3-氨基-5-苯基吡唑