2-Bromoacetophenone α-溴代苯乙酮

CAS 70-11-1 MFCD00000195

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分类

  • {SNA} B, Bioactive Small Molecules, Building Blocks, C7 to C8,
  • Inhibitors
  • {SNA} Acylation Reagents, Analytical Reagents, Analytical/Chromatography, Derivatization Reagents, Derivatization Reagents GC, Derivatization Reagents HPLC, Reagents f
  • {SNA} Acylation Reagents, Analytical Reagents, Analytical/Chromatography, B, Bioactive Small Molecules, Derivatization Reagents, Derivatization Reagents GC, Derivatization Reagents HPLC, Reagents for Acylation, UV-VIS, 细胞生物学
  • {SNA} B, Bioactive Small Molecules, Building Blocks, C7 to C8, Carbonyl Compounds,

产品应用

  • 从酸中制备结晶酯。

相关文献及参考

  • MacKerell, A.D. et al.: Biochemistry, 25, 5182 (1986); Arabaci, G. et al.: Biiorg. Med. Chem. Lett., 12, 3047 (2002);
  • Short: III/35E
  • Short: III/20b
  • Reagent for carboxyl protection as phenacyl esters, stable to acid hydrolysis but readily cleaved by nucleophiles or by reduction. See Appendix 6. Protection can be effected in the presence of triethylamine: J. Chem. Soc. (C), 1191 (1966), or, better, KF in DMF: Tetrahedron Lett., 599 (1977). Phase-transfer conditions have also been reported: Synth. Commun., 26, 1747 (1996). Cleavage has been described using a variety of reagents, including Zn-AcOH: Tetrahedron Lett., 343 (1970), catalytic hydrogenolysis, treatment with PhS-, PhSeH, or NaHTe: Synth. Commun., 18, 116 (1988); TBAF: J. Org. Chem., 56, 5465 (1991); or photolysis: J. Org. Chem., 62, 6245 (1997).
  • Short: III/10a
  • Merck: 14,1402 Beilstein: 7,IV,649
  • For formation of the Sn enolate using SnCl2, see: Synth. Commun., 23, 271 (1993). 1,4-Diketones may be synthesized from ɑ-bromoketones and Sn enolates: J. Chem. Soc., Perkin 1, 3205 (1990).
  • Has also been used to block the imidazole ring in histidine residues during peptide synthesis, and is stable to TFA, TfOH and HBr-AcOH: J. Chem. Soc., Chem. Commun., 472 (1978); J. Chem. Soc., Perkin 1, 2261 (1979).
  • Merck: 14,1402

安全信息

Signal word
GHS Symbol
WGK Germany3
Safety Statements
  • S26 In case of contact with eyes, rinse immediately with plenty of water and seek medical advice 眼睛接触后,立即用大量水冲洗并征求医生意见;
  • S36/37/39 Wear suitable protective clothing, gloves and eye/face protection 穿戴适当的防护服、手套和眼睛/面保护;
  • S45 In case of accident or if you feel unwell seek medical advice immediately (show the label where possible) 发生事故时或感觉不适时,立即求医(可能时出示标签);
Risk Statements
Precautionary statements
  • P280 Wear protective gloves/protective clothing/eye protection/face protection. 戴防护手套/防护服/眼睛的保护物/面部保护物。
  • P303+P361+P353+P310+P363
  • P301+P330+P331
  • P301+P310
  • P305+P351+P338
  • P304+P340
  • P310 Immediately call a POISON CENTER or doctor/physician. 立即呼救解毒中心或医生/医师。
  • P264 Wash hands thoroughly after handling. 处理后要彻底洗净双手。
  • P271 Use only outdoors or in a well-ventilated area.? 只能在室外或通风良好的地方使用。
  • P261 Avoid breathing dust/fume/gas/mist/vapours/spray. 避免吸入粉尘/烟/气体/烟雾/蒸汽/喷雾。
  • P303+P361+P353
  • P304+P340+P310
  • P260 Do not breathe dust/fume/gas/mist/vapours/spray. 不要吸入粉尘/烟/气体/烟雾/蒸汽/喷雾。
  • P501 Dispose of contents/container to..… 处理内容物/容器.....
  • P284 Wear respiratory protection.? 佩戴呼吸保护装置。
Packing GroupII
UN Number UN 2645 6.1/PG 2
Hazard statements
  • H300+H310+H330
  • H314 Causes severe skin burns and eye damage 导致严重的皮肤灼伤和眼睛损伤
Personal Protective Equipment Eyeshields, Faceshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
Hazard Codes C
Storage condition 2-8°C避光保存,否则会脱溴。 2-8°C 0-10°C 储存温度 2-8℃ 0-10 储存温度2-8°C
Hazard Class6.1

其他信息

  • 在光线的影响下能变成带绿色结晶。易随水蒸气挥发。溶于乙醇、乙醚、冰乙酸、苯、石油醚和二硫化碳,不溶于水。。与高锰酸作用生成苯甲酸
  • 用途三:从酸中制备结晶酯。
  • 2-溴苯乙酮价格(试剂级):更新日期 产品编号 产品名称 包装 价格 2011/08/23 80019124 w-溴苯乙酮 25g 37元 2011/04/16 P1782 苯甲酰甲基溴 Phenacyl Bromide 25G 422元 2011/04/16 P1782 苯甲酰甲基溴 Phenacyl Bromide 500G 2890元
  • 可燃性危险特性:明火可燃; 受热分解有毒溴化物气体
  • 方法一:由苯乙酮溴化而得。将水、苯加入反应锅中,搅拌,在25℃迅速加入溴素,缓缓升温至55-60℃,反应10-20min,加入冰水,冷至0-5℃,甩滤,滤饼用冰水洗涤,甩干,即得溴苯乙酮。收率92%。上述反应过程中,反应锅内能发出闷雷般的响声。也可以使苯乙酮在乙醚溶剂中滴加溴素反应,并用在反应液中加入无水三氯化铝。此法以88-96%的产率获得粗品。另外,苯乙酮与溴在三氧化二铝存在下作用亦可制得,收率94%。
  • 用途一:用作医药中间体
  • 类别:有毒物品
  • Sigma Aldrich:70-11-1(sigmaaldrich)
  • F:8-19
  • 外观性质:白色斜方柱状结晶,受光作用变成微绿色,有催泪作用。
  • Alfa Aesar:2-溴苯乙酮,98% 2-Bromoacetophenone, 98%(70-11-1)
  • 下游产品:4-苯基-5-氨基-1,2,3-噻重氮 --> 2-苯基吲哚 --> 二乙氧基甲烷 --> 3-苯基-5-氨基异噁唑 --> 3-亚氨基-Α-苯基-3-噻唑烷乙醇 --> 2-(苄基-叔-丁基氨基)-4'-羟基-3'-羟甲基苯乙酮二乙酸酯盐酸盐 --> N-苯甲酰甲基溴吡啶 --> 2-亚氨基-3-(苯甲酰甲基)噻唑啉溴氢酸盐 --> Α-溴代-4-硝基苯乙酮六次甲基四胺
  • 用途二:该品为有机合成原料,为医药、染料的中间体。在医药工业用于制止血速等,与硫脲作用可合成α-氨基-4-苯基噻唑。
  • Hazard Note:Corrosive
  • MOL 文件:70-11-1.mol
  • TCI Shanghai:苯乙酰溴[用于高效液相色谱标记] Phenacyl Bromide [for HPLC Labeling],>;98.0%(LC)(T)(70-11-1)
  • 灭火剂:二氧化碳、砂土、泡沫
  • 储运特性:库房通风低温干燥; 与氧化剂、食品原料分开储运
  • 上游原料:溴 --> 丙酮 --> 溴苯
  • MSDS 信息:2-溴苯乙酮(70-11-1).msds
  • Acros Organics:2-溴苯乙酮/a-溴苯乙酮 2-Bromoacetophenone, 98%(70-11-1)

化学结构图

70-11-1
SMILES: O=C(CBr)c1ccccc1

化学属性

Mol. FormulaC8H7BrO
Mol. Weight199.05
Density1.483
Flash Point>110°(230°F)
TSCAYes
Melting Point48-51
Boiling Point135
Solubility难溶
Refractive index1.709
Stability对光敏感

别名和识别编码

Chemical Name2-Bromoacetophenone
CAS Number70-11-1
Synonym bromoacetylbenzene α-bromo acetophenone omega-Bromacetophenone 2- 2-BROMOACETOPHENONE ω-溴代苯乙酮 2-bromo-1-phenyl-ethanon 2-Bromo-1-phenylethanone; Phenacyl bromide 2-bromo acetophenone ω-Bromacetophenone 2-Bromo-1-phenylethan-1-one Bromomethyl phenyl ketone ######## {uni_hambu α-Bromoacetophenone { α-溴代苯乙酮,2-溴苯乙酮,苯甲酰甲基溴,ω-溴苯乙酮,2-溴-1-苯基乙酮,溴乙酰苯,ω-溴代苯乙酮 溴代苯乙酮 A-BROMOACETOPH 2-溴苯乙酮, 98% ω-Bromoacetophenone 2-BROMO-1-PHENYL-1-ETHANONE 2-溴-1-苯基乙酮 ALPHA-BROMOACETOPHENONE Eth 2-溴代苯乙酮 benzoylmethylbromide 2-Bromacetophenone
EC Number200-724-9
Beilstein Registry Number606474
MDL NumberMFCD00000195
Merck Number1402
PubChem Substance ID6259
Reaxys-RN606474
Chemical Name Translationα-溴代苯乙酮
LabNetwork Molecule IDLN00193776
InChIInChI=1S/C8H7BrO/c9-6-8(10)7-4-2-1-3-5-7/h1-5H,6H2

系列性分类