Vanillic Acid 香草酸

CAS 121-34-6 MFCD00002551

化学结构图

121-34-6
SMILES: COc1cc(C(=O)O)ccc1O

化学属性

Mol. FormulaC8H8O4
Mol. Weight168
Density1.351
Melting Point208-210
TSCAYes
Appearance 戊酸是无色液体,具有腐败气味,b.p.186.2℃,n 1.4100,相对密度 0.939,在20℃水中溶解13%,溶于乙醇和乙醚等有机溶剂。 D 20

别名和识别编码

Chemical NameVanillic Acid
CAS Number121-34-6
Alfabeta NameHYDROXYMETHOXYBENZOICACID 43---
MDL NumberMFCD00002551
Synonym 2-Methoxy-4-carboxyphenol 3-methoxy-4-hydroxybenzoicacid 4-HYDROXY-3-METHOXYBENZOIC ACID 4-Hydroxy-3-methoxybenzoic acid 4-Hydroxy-3-methoxybenzoic acid (vanillic acid) 4-hydroxy-m-anisicaci 4-羟基-3-甲氧基苯甲酸(香草酸) 4-羥-3-甲氧苯甲酸 Acide vanillique acidevanillique p-Vanillic acid 香草酸 香草酸(0406已停产)
EC Number204-466-8
Beilstein Registry Number2208364
PubChem Substance ID8468
Merck Number9931
Reaxys-RN2208364
Chemical Name Translation香草酸
Wiswesser Line NotationQVR DQ CO1
LabNetwork Molecule IDLN00174810
InChIInChI=1S/C8H8O4/c1-12-7-4-5(8(10)11)2-3-6(7)9/h2-4,9H,1H3,(H,10,11)
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分类

  • {S
  • {Chemicalbook} 农药中间体: 杀菌剂中间体: 三唑类杀菌剂
  • {SNA} Alphabetical Listings, Flavors and Fragrances, Halal Certified Products, Kosher Certified Products, O-Z, Q-Z
  • {SNA} Allium cepa (Onion), Allium sativum (Garlic), Armoracia rusticana (Horseradish), Aspalathus linearis (Rooibos tea), Building Blocks,

产品应用

  • 有机合成。制造香料。

相关文献及参考

  • [2]. Amin FU, et al. Vanillic acid attenuates Aβ 1-42 -induced oxidative stress and cognitive impairment in mice. Sci Rep. 2017 Jan 18;7:40753.
  • Merck: 14,9931
  • Merck: 14,9931 Beilstein:10,392
  • Ohta, T., et al.: Food Chem. Toxicol., 24, 51 (1986),
  • Santos, J., et al.: Mutat. Res., 444, 355 (1999),
  • Zhou, Y., et al.: Biochem. Pharmacol., 42, 1177 (1991),
  • [1]. Calixto-Campos C, et al. Vanillic acid Inhibits Inflammatory Pain by Inhibiting Neutrophil Recruitment, Oxidative Stress, Cytokine Production, and NFκB Activation in Mice. J Nat Prod. 2015 Aug 28;78(8):1799-808.
  • [1]. Calixto-Campos C, et al. Vanillic acid Inhibits Inflammatory Pain by Inhibiting Neutrophil Recruitment, Oxidative Stress, Cytokine Production, and NFκB Activation in Mice. J Nat Prod. 2015 Aug 28;78(8):1799-808.
  • [2]. Amin FU, et al. Vanillic acid attenuates Aβ 1-42 -induced oxidative stress and cognitive impairment in mice. Sci Rep. 2017 Jan 18;7:40753.

安全信息

Warnings IRRITANT
Signal word Warning
GHS Symbol
WGK Germany1
Safety Statements
  • 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;
  • 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;
  • S37 Wear suitable gloves 戴适当手套;
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
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
RTECSYW5300000
Hazard Codes Xi
Hazard statements
  • H315 Causes skin irritation 会刺激皮肤
Storage condition 密封阴凉保存。
TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Intraperitoneal
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : >2691 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   YKKZAJ Yakugaku Zasshi.  Journal of Pharmacy.  (Nippon Yakugakkai, 2-12-15
   Shibuya, Shibuya-ku, Tokyo 150, Japan)  No.1-    1881-
   Volume(issue)/page/year: 104,793,1984

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Intraperitoneal
SPECIES OBSERVED        : Rodent - rat
DOSE/DURATION           : 5020 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   COREAF Comptes Rendus Hebdomadaires des Seances, Academie des Sciences.
   (Paris, France)  V.1-261, 1835-1965.  For publisher information, see CRASEV.
    Volume(issue)/page/year: 243,609,1956

TYPE OF TEST            : DNA inhibition
TEST SYSTEM             : Human Lymphocyte
DOSE/DURATION           : 1 mmol/L
REFERENCE :
   BCPCA6 Biochemical Pharmacology.  (Pergamon Press Inc., Maxwell House,
   Fairview Park, Elmsford, NY 10523)  V.1-    1958-  Volume(issue)/page/year:
   29,1275,1980

TYPE OF TEST            : Cytogenetic analysis
TEST SYSTEM             : Rodent - hamster Ovary
DOSE/DURATION           : 50 gm/L
REFERENCE :
   CALEDQ Cancer Letters (Shannon, Ireland).  (Elsevier Scientific Pub. Ireland
   Ltd., POB 85, Limerick, Ireland)  V.1-    1975- Volume(issue)/page/year:
   14,251,1981

其他信息

  • 用途二:有机合成。制造香料。
  • 用途一:戊酸是制备杀菌剂己唑醇的原料。
  • Sigma Aldrich:121-34-6(sigmaaldrich)
  • 香草酸价格(试剂级):更新日期 产品编号 产品名称 包装 价格 2011/08/23 xw050002 香草酸;香荚兰酸;4-羟基-3-甲氧基苯甲酸 25g 90元 2011/04/16 V0017 香草酸 Vanillic Acid 25G 559元 2011/04/16 V0017 香草酸 Vanillic Acid 100G 1420元
  • FEMA:3988
  • TCI Shanghai:4-羟基-3-甲氧基苯甲酸 Vanillic Acid,>;98.0%(T)(121-34-6)
  • 无气味。能升华而不分解。溶于860份水,易溶于乙醇,溶于乙醚。不与三氯化铁生成颜色。其盐类易溶于水。有刺激性。
  • MSDS 信息:4-Hydroxy-3-methoxybenzoic acid(121-34-6).msds
  • Hazard Note:Irritant
  • 上游原料:氧氯化硫 --> 三氯化磷 --> 1-戊醇 --> 正戊酸 --> 丁烯
  • 海关编码:29189090
  • Acros Organics:4-羟基-3-甲氧基苯甲酸 /香草酸 4-Hydroxy-3-methoxybenzoic acid, 98.5+%(121-34-6)
  • Alfa Aesar:香草酸,98% Vanillic acid, 98%(121-34-6)
  • 理化性质:化学名称为“4-羟基-3-甲氧基苯甲酸”,分子式C8H8O4,分子量168.14,白色针状晶体,无气味,能升华,不分解。熔点210℃。易溶于乙醇,可溶于乙醚,微溶于水。香草酸与三氯化铁作用不显色。制法:以香草醛为原料通过氧化(氧化银)或碱熔(氢氧化钾,240℃以下)可得,或从3,4-二甲氧基苯甲酸部分脱去甲基而得。用途:作试剂,制香料。
  • MOL 文件:121-34-6.mol
  • 方法一:其制备方法是可以用1-戊醇电解氧化或用甲酸和丁烯反应而制得。反应方程式:CH 3 (CH 2 ) 3 CH 2 OH[电解]→[O 2 ]CH 3 (CH 2 ) 3 COOH CH 3 CH 2 CH=CH 2 +HCOOH→CH 3 (CH 2 ) 3 COOH 戊酸和氯化亚砜或三氯化磷反应可生成相应的戊酰氯。CH 3 (CH 2 ) 3 COOH+SOCl 2 →CH3(CH 2 ) 3 COCl+SO 2 ↑+HCl↑

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