Mandelic acid 扁桃酸

CAS 90-64-2 MFCD00064250

化学结构图

90-64-2
SMILES: O=C(O)C(O)C1CCCCC1

化学属性

Mol. FormulaC8H8O3
Mol. Weight152
Density1.3
Melting Point119-121
TSCAYes
Appearance 白色斜方片状结晶,露置遇光变色分解。熔点119℃。相对密度 1.30。易溶于乙醚、异丙醇,溶于乙醇和水。R型熔点为133℃,[α]-159.73°(乙醇),于160℃ 逐渐外消旋化。S型 熔点为133.8℃ ,[α]+156.57°(水)。
Solubility150 g/L (20 °C)
Stability对光敏感

别名和识别编码

Chemical NameMandelic acid
CAS Number90-64-2
Alfabeta NameHYDROXYPHENYLACETICACID 22---
MDL NumberMFCD00064250
EC Number202-007-6
Beilstein Registry Number510011
Synonym 苯羟乙酸 苯基羟乙酸 DL-AMYGDALIC ACID PHENYLHYDROXYACETIC ACID DL-PHEN (±)-Mandelic acid α-羟基苯乙酸 Almond acid DL-苦杏仁酸 α-Hydroxyphenylacetic acid DL-2-hydroxy-2-phenylacetic acid; (+/-)-alpha-Hydroxyphenylacetic acid {Chemica -Hydroxyphenylacetic acid Benzeneacetic acid, α-hydroxy- alpha-Hydroxyphenylacetic acid (±)-α-Hydroxybenzeneacetic acid 2-羟基-2-苯基乙酸 {Chemi DL-O-HYDROXYPHENYLACETIC ACID (+/-)-alpha-Hydroxyphenylacetic acid 苯基羟基乙酸 Benzeneacetic acid, α-hydroxy-, (±)- 苯乙 ALPHA-HYDROXYPHENYLACETIC ACID DL-Mandelsäure ( 2-HYDROXY-2-PHENYLACETIC Acido mandelico
PubChem Substance ID1292
Merck Number5717
Chemical Name Translation扁桃酸
Reaxys-RN510011
Wiswesser Line NotationQYR&VQ
LabNetwork Molecule IDLN00174005
InChIInChI=1S/C8H8O3/c9-7(8(10)11)6-4-2-1-3-5-6/h1-5,7,9H,(H,10,11)
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分类

  • {SNA} Additional Standards, Alphabetical Index of Phytochemical
  • {SA} Analytical Reagents, Analytical Reagents for General Use, Analytical/Chromatography, Gravimetric Reagents, I-N, Puriss p.a., Puriss p.a.
  • {S
  • {uni_hamburg} no charge; carbocycle; aromatic; 6RingOnly; 6ring; carboxylic acid; alcohol; racemate; 1fragment
  • {SNA} Alphabetical, Alphabetical Index of Analytical Standards, Analytical Standards, Analytical/Chromatography, Chromatography, Drugs & Metabolites, Forensic and Veterinary Standards, I - M, Life Sciences Standards, M, MA - MD, Natural Compounds, Neat Compounds, Other, Phytopharma Standards, Standards for Personal Care and Cosmetic Products

产品应用

  • 锆的特殊试剂,测定铜,有机合成,杀菌剂。

相关文献及参考

  • Short: IV/1a
  • Merck: 14,5717
  • Merck: 14,5717 Beilstein:10,192
  • Short: IV/1b
  • Short: III/5a

安全信息

Warnings IRRITANT
Signal word Warning
GHS Symbol
WGK Germany3
Safety Statements
  • S22 Do not breathe dust 不要吸入粉尘;
  • S37/39 Wear suitable gloves and eye/face protection 穿戴适当的手套和眼睛/面保护;
  • 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;
  • S24/25 Avoid contact with skin and eyes 避免皮肤和眼睛接触;
  • S39 Wear eye/face protection 戴眼睛/面孔保护装置;
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
  • R22 Harmful if swallowed 吞咽有害
  • R21/22 Harmful in contact with skin and if swallowed 皮肤接触和不慎吞咽有害
  • R41 Risk of serious damage to eyes 有严重损伤眼睛的危险
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。
  • 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
  • P264 Wash hands thoroughly after handling. 处理后要彻底洗净双手。
  • P302+P352+P332+P313+P362+P364
  • P261 Avoid breathing dust/fume/gas/mist/vapours/spray. 避免吸入粉尘/烟/气体/烟雾/蒸汽/喷雾。
  • P305+P351+P338
  • P332+P313
  • P305+P351+P338+P337+P313
  • P302+P350
  • P337+P313
Personal Protective Equipment Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
RTECSOO6300000
Storage condition Light Sensitive 对光敏感,避光保存。
Hazard statements
  • H315 Causes skin irritation 会刺激皮肤
Hazard Codes Xn
TYPE OF TEST            : LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - rat
DOSE/DURATION           : 3 gm/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   AIPTAK Archives Internationales de Pharmacodynamie et de Therapie. (Heymans
   Institute of Pharmacology, De Pintelaan 185, B-9000 Ghent, Belgium)  V.4-   
   1898-  Volume(issue)/page/year: 64,79,1940

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Intramuscular
SPECIES OBSERVED        : Rodent - rat
DOSE/DURATION           : >300 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   EMSUA8 Experimental Medicine and Surgery.  (Brooklyn, NY)  V.1-29, 1943-71.
   Suspended.  Volume(issue)/page/year: 4,223,1946

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Intraperitoneal
SPECIES OBSERVED        : Rodent - rat
DOSE/DURATION           : 4100 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   BCFAAI Bollettino Chimico Farmaceutico.  (Societa Editoriale Farmaceutica,
   Via Ausonio 12, 20123 Milan, Italy)  V.33-    1894- Volume(issue)/page/year:
   112,53,1973

TYPE OF TEST            : LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - rabbit
DOSE/DURATION           : 2 gm/kg
TOXIC EFFECTS :
   Gastrointestinal - gastritis
   Gastrointestinal - ulceration or bleeding from stomach
   Liver - other changes
REFERENCE :
   AIPTAK Archives Internationales de Pharmacodynamie et de Therapie. (Heymans
   Institute of Pharmacology, De Pintelaan 185, B-9000 Ghent, Belgium)  V.4-   
   1898-  Volume(issue)/page/year: 64,79,1940

其他信息

  • 下游产品:1,2-苯二乙酸 --> DL-alpha-甲氧基苯乙酸 --> 匹莫林
  • 用途二:用作化学试剂,也用于有机合成
  • Sigma Aldrich:611-72-3(sigmaaldrich)
  • Sigma Aldrich:90-64-2(sigmaaldrich)
  • 上游原料:氰化钠 --> 亚硫酸氢钠 --> 苯甲醛
  • 敏感性:Light Sensitive
  • 方法一:1.以异丙苯法制苯酚的副产苯乙酮为原料,氯化得二氯苯乙酮,然后与稀碱反应、水解,制得扁桃酸。2.以苯甲醛为原料。将氰化钠溶于水中,加入苯甲醛,搅拌下慢慢加入亚硫酸氢钠的饱和溶液,加至一半时,加入碎冰,将析出的苯羟乙腈层从水层中分出。水层用苯萃取,蒸出苯,剩余物与苯羟乙腈层合并,加入盐酸,在冷却下水解12h。然后加热除去过量的水和盐酸,冷却,滤出氯化铵和扁桃酸的混合物。把滤液蒸干,剩余物与以上固体合并,用冷苯洗涤。再用热苯提取,提取液经冷却、结晶、过滤、干燥,即得扁桃酸,收率50-52%。3.苯-乙醛酸法。
  • DL-扁桃酸价格(试剂级):更新日期 产品编号 产品名称 包装 价格 2011/08/23 69015214 扁桃酸;α-羟基苯乙酸;苯基羟乙酸;苯基乙醇酸 25g 23.4元 2011/04/16 M0038 DL-扁桃酸 DL-Mandelic Acid 25G 178元 2011/04/16 M0038 DL-扁桃酸 DL-Mandelic Acid 500G 645元
  • TCI Shanghai:DL-扁桃酸 DL-Mandelic Acid,>;99.0%(GC)(T)(90-64-2)
  • MOL 文件:90-64-2.mol
  • 用途四:锆的特殊试剂,测定铜,有机合成,杀菌剂。
  • 图谱信息:DL-扁桃酸(611-72-3)Raman光谱 DL-扁桃酸(611-72-3)质谱(MS) DL-扁桃酸(611-72-3)红外图谱(IR2) DL-扁桃酸(611-72-3)红外图谱(IR1)
  • 长期露光则变色分解,对石蕊呈酸性。易溶于乙醚和异丙醇,1g能溶于6.3mL水,1mL乙醇。易溶于乙醚;异丙醇,溶于乙醇和水。
  • 存储注意事项:光敏感
  • 图谱信息:DL-扁桃酸(90-64-2)质谱(MS) DL-扁桃酸(90-64-2)核磁图( 13 CNMR) DL-扁桃酸(90-64-2)核磁图( 1 HNMR) DL-扁桃酸(90-64-2)Raman光谱 DL-扁桃酸(90-64-2)红外图谱(IR1) DL-扁桃酸(90-64-2)红外图谱(IR2)
  • Alfa Aesar:(±)-扁桃酸,99% (+/-)-Mandelic acid, 99%(90-64-2)
  • 检测方法:HPLC
  • 用途一:用作医药原料及中间体、染料中间体等
  • MOL 文件:611-72-3.mol
  • 海关编码:29181980
  • 用途三:在医药工业可用于头孢羟唑、血管扩张药环扁桃酸酯、滴眼药羟苄唑、匹莫林等的中间体,也可作防腐剂。
  • 上游原料:丙酮 --> 氰化钠 --> 亚硫酸氢钠 --> 苯甲醛 --> 羟基乙腈 --> alpha-氯乙酰苯 --> 苯甲酰甲酸
  • 用途二:用作医药原料及中间体、染料中间体等
  • Acros Organics:DL-扁桃酸/苯基乙醇酸 DL-Mandelic acid, 99+%(90-64-2)
  • MSDS 信息:(+/-)-alpha-Hydroxyphenylacetic acid(611-72-3).msds
  • 用途一:用作化学试剂,也用于有机合成

系列性分类


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