p-Coumaric acid 对香豆酸

CAS 501-98-4 MFCD00004399

化学结构图

501-98-4
SMILES: O=C(O)/C=C/c1ccc(O)cc1

化学属性

Mol. FormulaC9H8O3
Mol. Weight164.16
Melting Point214 °C
TSCANo
Density1.329
Solubility可溶
Stability对湿度敏感
Appearance 本品为微黄色粉状结晶,m.p.216℃,易溶于醇、醚及热水。
Flash Point167.2°C
Boiling Point231.61 °C at 760 mmHg

别名和识别编码

Chemical Name4-Hydroxycinnamic acid
CAS Number501-98-4
Alfabeta NameHYDROXYPHENYLACRYLICACID 34()--
MDL NumberMFCD00004399
Synonym p-Coumaric acid {LY} p-Coumaric acid p-coumaric acid p-coumaryl alcohol p-hydroxycinnamic acid para-coumaric acid phenol, 4-(3-hydroxy-1-propenyl)- trans-3-(4'-hydroxyphenyl)-2-propenoic acid trans-HPPA {} {LY} p-Coumaric acid {} {} {LY} p-Coumaric acid {} {} {} {LY} p-Coumaric acid {} {} {} {} {LY} p-Coumaric acid {} {} {} {} {} {} {} {} {} {} {LY} p-Coumaric acid {} {} {} {} {} {} {LY} p-Coumaric acid {} {} {} {} {} {} {} {LY} p-Coumaric acid {} {} {} {} {} {} {} {} {LY} p-Coumaric acid {} {} {} {} {} {} {} {} {} {LY} p-Coumaric acid {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} p-Coumaric acid {} {} {} {} {} {} {} {} {} {} {} {LY} p-Coumaric acid {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} p-Coumaric acid {} {} {} {} {} {} {} {} {} {} {} {} {} { {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} p-Coumaric acid {} {} {} {} {} {} {} {} {}
Beilstein Registry Number2207383
Reaxys-RN2207383
PubChem Substance ID637542
Merck Number2560
EC Number231-000-0
Chemical Name Translation对香豆酸
LabNetwork Molecule IDLN00173841
InChIInChI=1S/C9H8O3/c10-8-4-1-7(2-5-8)3-6-9(11)12/h1-6,10H,(H,11,12)/b6-3+
Canonical SMILESO=C(O)/C=C/C1=CC=C(O)C=C1
信息真实价格透明    资金保障    专业采购外包团队在线服务   
信息真实价格透明    资金保障    专业采购外包团队在线服务   
品牌质保精细包装    现货库存    一流品牌服务   

分类

  • {SNA} A - D, Additional Standards, Aesculus, Alphabetical Index of Phytochemical Standards, Analytical Standards, Calendula, Camellia, Chromatography, Cichorium, Cinnamomum, Citrus, Curcuma, Curcuma longa (Turmeric),

产品应用

  • 香料合成。祛痰药杜鹃素的中间体。

相关文献及参考

  • Beilstein:10,297
  • Short: EINECS
  • Short: III/5a
  • Short: LC
  • Short: VIII/5A
  • [1]. Jaganathan SK, et al. Events associated with apoptotic effect of p-Coumaric acid in HCT-15 colon cancer cells. World J Gastroenterol. 2013 Nov 21;19(43):7726-34.

安全信息

Warnings IRRITANT
Precautionary statements
  • 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。
  • P261 Avoid breathing dust/fume/gas/mist/vapours/spray. 避免吸入粉尘/烟/气体/烟雾/蒸汽/喷雾。
  • P262 Do not get in eyes, on skin, or on clothing. 不要接触眼睛,皮肤或衣服。
  • P264 Wash hands thoroughly after handling. 处理后要彻底洗净双手。
  • P264+P265
  • 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。
  • 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。
  • P272 Contaminated work clothing should not be allowed out of the workplace. 污染的工作服不得带出工作场所。
  • 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+P316
  • P301+P317
  • P301+P330+P331
  • P302+P352
  • P302+P361+P354
  • P304+P340
  • P305+P351+P338
  • P305+P351+P338+P337+P313
  • P305+P354+P338
  • P312 Call a POISON CENTER or doctor/physician if you feel unwell. 如果你感觉不适,呼叫解毒中心或医生/医师。
  • P316
  • P317
  • P319
  • P321 Specific treatment (see … on this label). 具体治疗(见本标签上的)。
  • P330 Rinse mouth. 漱口
  • P332+P313
  • P332+P317
  • P333+P313
  • P333+P317
  • P337+P317
  • P361+P364
  • 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
  • P362+P364
  • P363 Wash contaminated clothing before reuse. 被污染的衣服洗净后方可重新使用。
  • P403+P233
  • P405 Store locked up. 上锁保管。
  • P501 Dispose of contents/container to..… 处理内容物/容器.....
GHS Symbol
RTECSGD9095000
Signal word Warning
Hazard statements
  • H301 Toxic if swallowed 吞食有毒
  • H302 Harmful if swallowed 吞食有害
  • H303 May be harmfully swallowed 吞食可能有害
  • H311 Toxic in contact with skin 皮肤接触中毒
  • H314 Causes severe skin burns and eye damage 导致严重的皮肤灼伤和眼睛损伤
  • H315 Causes skin irritation 会刺激皮肤
  • H317 May cause an allergic skin reaction 可能导致皮肤过敏
  • H318 Causes serious eye damage 严重伤害眼睛
  • H319 Causes serious eye irritation 严重刺激眼睛
  • H335 May cause respiratory irritation 可能导致呼吸道刺激
WGK Germany2
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 Wear suitable protective clothing 穿戴适当的防护服;
  • 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;
Risk Statements
  • R36/37/38 Irritating to eyes, respiratory system and skin 对眼睛、呼吸系统和皮肤有刺激性
  • R62 Possible risk of impaired fertility 有削弱生殖能力的危险
Personal Protective Equipment dust mask type N95 (US), Eyeshields, Gloves
Hazard Codes Xi
Storage condition RT, stored under nitrogen {LY} RT, stored under nitrogen {} {LY} RT, stored under nitrogen {} {} {LY} RT, stored under nitrogen {} {} {} {LY} RT, stored under nitrogen {} {} {} {} {LY} RT, stored under nitrogen {} {} {} {} {} {LY} RT, stored under nitrogen {} {} {} {} {} {} {LY} RT, stored under nitrogen {} {} {} {} {} {} {} {LY} RT, stored under nitrogen {} {} {} {} {} {} {} {} {LY} RT, stored under nitrogen {} {} {} {} {} {} {} {} {} {LY} RT, stored under nitrogen {} {} {} {} {} {} {} {} {} {} {LY} RT, stored under nitrogen {} {} {} {} {} {} {} {} {} {} {} {LY} RT, stored under nitrogen {} {} {} {} {} {} {} {} {} {} {} {} {LY} RT, stored under nitrogen {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} RT, stored under nitrogen {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} RT, stored under nitrogen {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} RT, stored under nitrogen {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {}
TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 2850 mg/kg
TOXIC EFFECTS :
   Behavioral - somnolence (general depressed activity)
   Lungs, Thorax, or Respiration - respiratory depression
REFERENCE :
   GNRIDX Gendai no Rinsho.  (Tokyo, Japan)  V.1-10, 1967-76(?).
   Volume(issue)/page/year: 3,675,1969

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Intraperitoneal
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 1160 mg/kg
TOXIC EFFECTS :
   Behavioral - somnolence (general depressed activity)
   Lungs, Thorax, or Respiration - respiratory depression
REFERENCE :
   GNRIDX Gendai no Rinsho.  (Tokyo, Japan)  V.1-10, 1967-76(?).
   Volume(issue)/page/year: 3,675,1969

其他信息

  • 溶于热水、热乙醇和乙醚,微溶于冷水,几乎不溶于苯和石油醚。有刺激性。
  • MSDS 信息:4-Hydroxycinnamic acid(501-98-4).msds
  • 图谱信息:4-羟基肉桂酸(501-98-4)红外图谱(IR1) 4-羟基肉桂酸(501-98-4)红外图谱(IR2)
  • MOL 文件:501-98-4.mol
  • 4-羟基肉桂酸价格(试剂级):更新日期 产品编号 产品名称 包装 价格 2014/06/02 C0393 反-对香豆酸 trans-p-Coumaric Acid 500G 5960元 2014/06/02 C0393 反-对香豆酸 trans-p-Coumaric Acid 25G 596元 2010/06/21 121090250 4-羟基肉桂酸 p-Hydroxycinnamic acid 98%, predominantly trans 25 GR 886元
  • Alfa Aesar:反-对羟基苯基丙烯酸,98% trans-4-Hydroxycinnamic acid, 98%(501-98-4)
  • 用途三:香料合成。祛痰药杜鹃素的中间体。
  • 方法一:其制备方法是以乙酰水杨酰氯为原料,在氯化镁存在下,在乙腈溶剂中与丙二酸二乙酯反应,再加入三乙胺,在0℃反应1h,得到(2-乙酰氧基苯甲酰基)丙二酸二乙酯生成物,然后在氢氧化钾/甲醇溶液中加热至50℃,反应3h,环合而得到产品。 也可以用乙酰乙酸乙酯为原料,在氢氧化钠存在下,在异丁基甲基酮溶剂中与乙酰水杨酰氯于15~20℃反应3.5 h,得到2-(2-羟基苯甲酰基)乙酰乙酸钠盐,该反应产物与盐酸在25~30℃反应30min,得到3-乙酰基-4-羟基香豆素,再在浓硫酸下,在90~95℃加热4h而得到产品。 还可以用2-羟基苯乙酮为原料,在碳酸钾存在下,在高压釜中通入5.88MPa二氧化碳,在室温下通15h,然后在60℃保持15h,先生成2-羟基苯-3-氧丙酸,再环合成产品。
  • Sigma Aldrich:501-98-4(sigmaaldrich)
  • TCI Shanghai:(E)-3-(4-羟苯基)-2-丙烯酸 trans-p-Coumaric Acid,>;98.0%(GC)(T)(501-98-4)
  • 上游原料:乙酸乙酯 --> 氢氧化钾 --> 苯酚 --> 浓硫酸 --> 4-羟基香豆素 --> 2-己酮 --> 邻乙酰水杨酰氯
  • 用途二:4-羟基香豆素是抗凝血剂杀鼠剂杀鼠灵、杀鼠醚、溴敌隆、溴鼠灵、鼠得克、氟鼠灵、噻鼠灵、克鼠灵等的中间体,也可以在医药上制抗血凝药双香豆素乙酯、酮苄香豆素等。
  • 用途一:用作医药与香料工业中间体
  • Acros Organics:对羟基肉桂酸/对香豆酸 p-Hydroxycinnamic acid, predominantly trans, 98%(501-98-4)

系列性分类


相关产品推荐