4-(4-Hydroxyphenyl)-2-butanone 4-(4-羟基苯基)-2-丁酮

CAS 5471-51-2 MFCD00002394

化学结构图

5471-51-2
SMILES: CC(=O)CCc1ccc(O)cc1

化学属性

Mol. FormulaC10H12O2
Mol. Weight164.20
Melting Point81-85°C
Density1.422
TSCAYes
Boiling Point292.2°C at 760 mmHg
Appearance 天然品存在于覆盆子(树莓)等中。 白色针状结晶或粒状固体。呈覆盆子香气和水果香甜味。熔点82~83℃。不溶于水和石油英,溶于乙醇、乙醚和挥发性油。

别名和识别编码

Chemical Name4-(4-Hydroxyphenyl)-2-butanone
CAS Number5471-51-2
Synonym Raspberry ketone {LY} Raspberry ketone {} {LY} Raspberry ketone {} {} {LY} Raspberry ketone {} {} {} {LY} Raspberry ketone {} {} {} {} {LY} Raspberry ketone {} {} {} {} {} {LY} Raspberry ketone {} {} {} {} {} {} {LY} Raspberry ketone {} {} {} {} {} {} {} {LY} Raspberry ketone {} {} {} {} {} {} {} {} {LY} Raspberry ketone {} {} {} {} {} {} {} {} {} {LY} Raspberry ketone {} {} {} {} {} {} {} {} {} {} {LY} Raspberry ketone {} {} {} {} {} {} {} {} {} {} {} {LY} Raspberry ketone {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Raspberry ketone {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Raspberry ketone {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Raspberry ketone {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Raspberry ketone {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {}
Beilstein Registry Number776080
PubChem Substance ID87570984
EC Number226-806-4
MDL NumberMFCD00002394
Reaxys-RN776080
Chemical Name Translation4-(4-羟基苯基)-2-丁酮
Wiswesser Line NotationQR D2V1
InChIInChI=1S/C10H12O2/c1-8(11)2-3-9-4-6-10(12)7-5-9/h4-7,12H,2-3H2,1H3
LabNetwork Molecule IDLN00009561
Canonical SMILESCC(CCC1=CC=C(O)C=C1)=O
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分类

  • {SNA} A-D, Alphabetical Listings, Certified Food Grade Products, Certified Natural Products, E - H, Flavors and Fragrances, G-H, H-J, Halal Certified Products, Kosher Certified Products
  • {Chemicalbook} 食品添加剂: 食品香料
  • {SNA} Alcoholic & Nonalcoholic Beverages, All Alphabetically Sorted, Al

产品应用

  • The primary aroma compound of red raspberries, used in perfume compositions, shampoos, cosmetics and as a food additive.

相关文献及参考

  • TAggarwal, S., et al.: Mol. Pharmacol., 69, 195 (2006),
  • Beil. 8 ,IV,506
  • Arctander , 1760 / FT-IR 2 (2), 2359:D / FT-IR 1 (2), 5:C / FT-NMR 1 (2), 795:B / Fenaroli , 369 / IR-Spectra (2), 744:A / IR-Spectra (3), 850:F / NMR-Reference 2 (2), 3:B / RegBook 1 (2), 1617:G / RegBook 60 (2), 1617:G / Sax 6 , 2361 / Structure Index 1 , 252:A:6

安全信息

WGK Germany2
GHS Symbol
Signal word
Hazard statements
  • H302 Harmful if swallowed 吞食有害
Hazard Codes Xn Xn,Xi
RTECSEL8925000
Personal Protective Equipment dust mask type N95 (US), Eyeshields, Gloves
Safety Statements
Risk Statements
Precautionary statements
  • P261 Avoid breathing dust/fume/gas/mist/vapours/spray. 避免吸入粉尘/烟/气体/烟雾/蒸汽/喷雾。
  • P264 Wash hands thoroughly after handling. 处理后要彻底洗净双手。
  • P270 Do not eat, drink or smoke when using this product. 使用本产品时不要吃东西,喝水或吸烟。
  • 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。
  • P301+P310
  • P301+P312+P330
  • P302+P352+P332+P313+P362+P364
  • P305+P351+P338
  • P305+P351+P338+P337+P313
  • P332+P313
  • P362 Take off contaminated clothing and wash before reuse. 脱掉污染的衣服,清洗后方可重新使用
  • P501 Dispose of contents/container to..… 处理内容物/容器.....
TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Intraperitoneal
SPECIES OBSERVED        : Rodent - rat
DOSE/DURATION           : 350 mg/kg
TOXIC EFFECTS :
   Behavioral - altered sleep time (including change in righting reflex)
   Behavioral - analgesia
REFERENCE :
   FCTXAV Food and Cosmetics Toxicology.  (London, UK)  V.1-19, 1963-81.  For
   publisher information, see FCTOD7.  Volume(issue)/page/year: 8,349,1970

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - rat
DOSE/DURATION           : 1320 mg/kg
TOXIC EFFECTS :
   Behavioral - altered sleep time (including change in righting reflex)
   Behavioral - analgesia
REFERENCE :
   FCTXAV Food and Cosmetics Toxicology.  (London, UK)  V.1-19, 1963-81.  For
   publisher information, see FCTOD7.  Volume(issue)/page/year: 8,349,1970

Storage condition 2-8°C, stored under nitrogen {LY} 2-8°C, stored under nitrogen {} {LY} 2-8°C, stored under nitrogen {} {} {LY} 2-8°C, stored under nitrogen {} {} {} {LY} 2-8°C, stored under nitrogen {} {} {} {} {LY} 2-8°C, stored under nitrogen {} {} {} {} {} {LY} 2-8°C, stored under nitrogen {} {} {} {} {} {} {LY} 2-8°C, stored under nitrogen {} {} {} {} {} {} {} {LY} 2-8°C, stored under nitrogen {} {} {} {} {} {} {} {} {LY} 2-8°C, stored under nitrogen {} {} {} {} {} {} {} {} {} {LY} 2-8°C, stored under nitrogen {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C, stored under nitrogen {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C, stored under nitrogen {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C, stored under nitrogen {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C, stored under nitrogen {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C, stored under nitrogen {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C, stored under nitrogen {} {} {} {} {} {} {} {} {} {} {} {} {} {} {

其他信息

  • TCI Shanghai:4-(4-羟苯基) -2-丁酮 4-(4-Hydroxyphenyl)-2-butanone,>;99.0%(GC)(5471-51-2)
  • 参考质量标准:QB 1632—1992 色状 白色晶体 香气 具有强烈覆盆子香气 熔点/℃ 81.5~83.5 重金属(以Ph计) ≤0.001 砷(以As计) ≤0.0003
  • FEMA:2588
  • MSDS 信息:Frambinone(5471-51-2).msds
  • 用途一:用于调制食品香料,具有增香增甜作用,也可用于化妆品及皂用香精中
  • 方法二:加氢路线 先将3.5mol 15%的氢氧化钠加入反应器,在搅拌下滴加2mol丙酮和1mol对羟基苯甲醛的混合物,温度控制在20~30℃,滴加完后继续搅拌反应20h。过滤得4-对羟基苯基丁烯-3-酮-2的固体钠盐,加水溶解,然后用盐酸酸化,析出4-对羟基苯基丁烯-3-酮-2,过滤后干燥待用。 在高压釜中加入上述中间体100g和镍催化剂5g,通氢气置换出其中的空气后加热至120~140℃,在0.98MPa压力下反应1.5h。冷却后,滤去催化剂,覆盆子酮含量为89%,加氢得率为92%。将上述粗品减压蒸馏一次,重结晶1~2次可得白色结晶,熔点82℃。 苯酚路线 在反应器中加入94g苯酚和适量85%的磷酸混合催化剂,70g甲基乙烯基酮在40min内滴加完毕,温度保持在15~20℃,加完后再搅拌反应4h。反应结束后,反应物用水洗至中性,减压蒸馏回收苯酚63g,得产品25g,熔点81.5~82.5℃,得率为80%。
  • 食品添加剂最大允许使用量最大允许残留量标准:添加剂中文名称 允许使用该种添加剂的食品中文名称 添加剂功能 最大允许使用量(g/kg) 最大允许残留量(g/kg) 覆盆子酮 食品 食品用香料 用于配制香精的各香料成分不得超过在GB 2760中的最大允许使用量和最大允许残留量
  • 用途四:广泛用于草莓、悬钩子、菠萝、桃子等食用香精,通常在果香型的香精中作为定香剂。在日化香精中可用于茉莉、桅子花、晚香玉等配方中。
  • 上游原料:乙醇 --> 丙酮 --> 对羟基苯甲醛 --> 丁烯酮 --> 4-苯基-1-丁烯 --> 3,3',4,4'-四甲酸二苯甲酮
  • 用途二:GB 2760—96规定为允许使用的食用香料。主要用以配制树莓、葡萄、草莓等型香精。
  • Hazard Note:Irritant
  • 方法一:由对羟基苯甲醛和丙酮缩合后氢化而成。 由丁酮酸与苯酚缩合而成。
  • Alfa Aesar:4-羟基苄基丙酮,98% 4-(4-Hydroxyphenyl)-2-butanone, 98%(5471-51-2)
  • Sigma Aldrich:5471-51-2(sigmaaldrich)
  • 用途三:覆盆子酮是我国《食品添加剂使用卫生标准》规定允许使用的食品香料,多用于配制菠萝、桃、草莓、李等水果食用香精。在口香糖中使用量为40~320mg/kg;烘烤食品中54mg/kg;糖果中44mg/kg;冷饮中34mg/kg;软饮料中16mg/kg;布丁类中5.0~50mg/kg。
  • Acros Organics:4-(4-羟基苯基)-2-丁酮 4-(4-Hydroxyphenyl)-2-butanone, 99+%(5471-51-2)
  • 检测方法:HPLC,NMR
  • MOL 文件:5471-51-2.mol
  • 覆盆子酮价格(试剂级):更新日期 产品编号 产品名称 包装 价格 2014/06/02 H0604 4-(4-羟苯基) -2-丁酮 4-(4-Hydroxyphenyl)-2-butanone 25G 416元 2010/06/21 176472500 覆盆子酮 4-(4-Hydroxyphenyl)-2-butanone 99+% 250 GR 3376元 2010/06/21 SB01721DE 覆盆子酮 4-(4-hydroxyphenyl)butan-2-one 5 GR 285元

系列性分类


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