3,4-Dihydroxybenzaldehyde 3,4-二羟基苯甲醛

CAS 139-85-5 MFCD00003370

化学结构图

139-85-5
SMILES: O=Cc1ccc(O)c(O)c1

化学属性

Mol. FormulaC7H6O3
Mol. Weight138.12
Density1.409
Melting Point150-157°C
TSCANo
Solubility50 g/L 水(20°C) ，790 g/L 乙醇，易溶于乙醚，微溶于苯和石油醚。半数致死量(小鼠，静脉)56mg/kg。有刺激性。
Stability对热和空气敏感
Boiling Point213.5 °C at 760 mmHg

别名和识别编码

Chemical Name3,4-Dihydroxybenzaldehyde
CAS Number139-85-5
Alfabeta NameDIHYDROXYBENZALDEHYDE 34-,
MDL NumberMFCD00003370
Synonym Protocatechualdehyde {LY} Protocatechualdehyde {} {LY} Protocatechualdehyde {} {} {LY} Protocatechualdehyde {} {} {} {LY} Protocatechualdehyde {} {} {} {} {LY} Protocatechualdehyde {} {} {} {} {} {LY} Protocatechualdehyde {} {} {} {} {} {} {LY} Protocatechualdehyde {} {} {} {} {} {} {} {LY} Protocatechualdehyde {} {} {} {} {} {} {} {} {LY} Protocatechualdehyde {} {} {} {} {} {} {} {} {} {LY} Protocatechualdehyde {} {} {} {} {} {} {} {} {} {} {LY} Protocatechualdehyde {} {} {} {} {} {} {} {} {} {} {} {LY} Protocatechualdehyde {} {} {} {} {} {} {} {} {} {} {} {} {LY} Protocatechualdehyde {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Protocatechualdehyde {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Protocatechualdehyde {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Protocatechualdehyde {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Protocatechualdehyde {} {} {} {} {}
EC Number205-377-7
Beilstein Registry Number774381
PubChem Substance ID8768
Merck Number7893
Reaxys-RN774381
Chemical Name Translation3,4-二羟基苯甲醛
Wiswesser Line NotationVHR CQ DQ
LabNetwork Molecule IDLN00007996
InChIInChI=1S/C7H6O3/c8-4-5-1-2-6(9)7(10)3-5/h1-4,9-10H
Canonical SMILESO=CC1=CC=C(O)C(O)=C1
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分类

  • Aromatics
  • {SNA} Aldehydes, Building Blocks, C7, Carbonyl Compounds, Chemical Synthesis, Organic Building Blocks

产品应用

  • 有机合成。

相关文献及参考

  • [2]. Choi J, et al. Anticancer activity of protocatechualdehyde in human breast cancer cells. J Med Food. 2014 Aug;17(8):842-8.
  • [3]. Jeong JB, et al. Protocatechualdehyde possesses anti-cancer activity through downregulating cyclin D1 and HDAC2 in human colorectal cancer cells. Biochem Biophys Res Commun. 2013 Jan 4;430(1):381-6.
  • Merck: 14,7893
  • Merck: 14,7893 Beilstein:8,246
  • [1]. Li S, et al. Evaluation of the Antibacterial Effects and Mechanism of Action of Protocatechualdehyde against Ralstonia solanacearum. Molecules. 2016 Jun 9;21(6).
  • [1]. Li S, et al. Evaluation of the Antibacterial Effects and Mechanism of Action of Protocatechualdehyde against Ralstonia solanacearum. Molecules. 2016 Jun 9;21(6).
  • [2]. Choi J, et al. Anticancer activity of protocatechualdehyde in human breast cancer cells. J Med Food. 2014 Aug;17(8):842-8.
  • [3]. Jeong JB, et al. Protocatechualdehyde possesses anti-cancer activity through downregulatin

安全信息

Warnings IRRITANT
Signal word Warning
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；
  • S37 Wear suitable gloves 戴适当手套；
  • S37/39 Wear suitable gloves and eye/face protection 穿戴适当的手套和眼睛/面保护；
Risk Statements
  • R22 Harmful if swallowed 吞咽有害
  • 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
  • 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。
  • 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+P312
  • P302+P350
  • P302+P352
  • P305+P351+P338
  • P305+P351+P338+P337+P313
  • P332+P313
  • P337+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
RTECSUL0380000
Hazard statements
  • H315 Causes skin irritation 会刺激皮肤
  • 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
Personal Protective Equipment dust mask type N95 (US), Eyeshields, Gloves
Storage condition 2-8°C, stored under nitrogen {LY} 2-8°C, stored under nitrogen Air Sensitive {} {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
Hazard Codes Xi 
TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Intraperitoneal
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 205 mg/kg
TOXIC EFFECTS :
   Behavioral - convulsions or effect on seizure threshold
   Lungs, Thorax, or Respiration - respiratory stimulation
REFERENCE :
   APFRAD Annales Pharmaceutiques Francaises.  (SPPIF, B.P.22, F-41353 Vineuil,
   France)  V.1-    1943-  Volume(issue)/page/year: 15,461,1957

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Intravenous
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 56 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   CSLNX* U.S. Army Armament Research & Development Command, Chemical Systems
   Laboratory, NIOSH Exchange Chemicals.  (Aberdeen Proving Ground, MD 21010)
   Volume(issue)/page/year: NX#07875

其他信息

  • color:slightly brown
  • TCI Shanghai:3,4-二羟基苯甲醛 3,4-Dihydroxybenzaldehyde,>;97.0%(T)(139-85-5)
  • 海关编码:29124900
  • 外观性质:灰白色片状结晶。易溶于乙醚，78℃时，100ml乙醇中可溶解79g,20℃时，100ml乙醇中可溶解5g，99℃时，100ml水中可溶解33g，微溶于苯和石油醚。半数致死量(小鼠，静脉)56mg/kg。有刺激性。熔点:153-154℃
  • 下游产品:4-甲酰-15-冠-5 --> 3,4-二羟基苯基丙酸 --> 3',4'-（二辛氧荃）苯甲醛 --> 3',4'-(二葵氧荃)苯甲醛
  • MOL 文件:139-85-5.mol
  • 3,4-二羟基苯甲醛价格(试剂级):更新日期 产品编号 产品名称 包装 价格 2011/08/23 30063223 3，4-二羟基苯甲醛 10g 178元 2011/04/16 D0566 3,4-二羟基苯甲醛 3,4-Dihydroxybenzaldehyde 25G 1100元 2011/04/16 D0566 3,4-二羟基苯甲醛 3,4-Dihydroxybenzaldehyde 250G 6580元
  • 用途二:一种重要的医药中间体，可用于合成多种抗菌素和消炎药物
  • MSDS 信息:Protocatechualdehyde(139-85-5).msds
  • 图谱信息:3,4-二羟基苯甲醛(139-85-5)质谱(MS) 3,4-二羟基苯甲醛(139-85-5)红外图谱(IR1) 3,4-二羟基苯甲醛(139-85-5)核磁图( 1 HNMR) 3,4-二羟基苯甲醛(139-85-5)红外图谱(IR2) 3,4-二羟基苯甲醛(139-85-5)核磁图( 13 CNMR)
  • 用途一:用于有机合成
  • F:9
  • Sigma Aldrich:139-85-5(sigmaaldrich)
  • 检测方法:HPLC,NMR
  • 敏感性:Air Sensitive
  • 溶解度: 50 g/L 水(20°C) ，790 g/L 乙醇，易溶于乙醚，微溶于苯和石油醚。半数致死量(小鼠，静脉)56mg/kg。有刺激性。
  • 上游原料:五氯化磷
  • Alfa Aesar:3,4-二羟基苯甲醛,98% 3,4-Dihydroxybenzaldehyde, 98%(139-85-5)
  • 方法一:由3,4-亚甲基二氧基苯甲醛经下列步骤制得。将新处理过的五氯化磷分次加入3,4-亚甲基二氧基苯甲醛中，开始时反应很剧烈，需用冰水冷却，同时应防止湿气侵入。大约在加入一半五氯化磷后应变慢，可不再冷却。五氯化磷的用量为3,4-亚甲基二氧基苯甲醛的3倍（摩尔）。将所得反应液慢慢加热1h，放出氯化氢，再减压抽出挥发物。然后，将反应物倾入冷水中，析出的乳状油层放置固化。再慢慢沸腾3h，加活性炭过滤，滤液减压浓缩，冷却至0℃，析出结晶。过滤、水洗后用水重结晶，得成品。
  • Acros Organics:3,4-二羟基苯甲醛 3,4-Dihydroxybenzaldehyde, 97%(139-85-5)
  • Hazard Note:Irritant/Air Sensitive

系列性分类

  1. Chemical Synthesis 化学合成
  2. Building Blocks 合成砌块
  3. Organic Building Blocks 有机砌块
  4. Carbonyl Compounds 羰基化合物
  5. Aldehydes - Carbonyl Compounds
  6. C7 - Aldehydes
  1. Chemical Synthesis 化学合成
  2. Building Blocks 合成砌块
  3. Organic Building Blocks 有机砌块
  4. Carbonyl Compounds 羰基化合物
  5. Aromatic acids
  1. Chemical Synthesis 化学合成
  2. Building Blocks 合成砌块
  3. Organic Building Blocks 有机砌块
  4. Carbonyl Compounds 羰基化合物
  5. Aldehydes
  6. C10 to C21
  1. Functional Group 官能团索引
  2. 1,2-diphenol
  1. Medical Research Areas
  2. Metabolism
  3. Reactive Oxygen Species  (活性氧)