Itaconic Acid 衣康酸

CAS 97-65-4 MFCD00004260

化学结构图

97-65-4
SMILES: C=C(CC(=O)O)C(=O)O

化学属性

Mol. FormulaC5H6O4
Mol. Weight130.10
Density1.57
TSCAYes
Boiling Point268 °C at 760 mmHg
Melting Point165-168°C
Autoignition Point1472 °F
Flash Point268°C
Solubility微溶于苯、氯仿、乙醚、石油醚、二硫化碳，溶于水、乙醇、丙酮。

别名和识别编码

Chemical NameItaconic Acid
MDL NumberMFCD00004260
CAS Number97-65-4
Synonym Itaconic acid {LY} Itaconic acid {} {LY} Itaconic acid {} {} {LY} Itaconic acid {} {} {} {LY} Itaconic acid {} {} {} {} {LY} Itaconic acid {} {} {} {} {} {LY} Itaconic acid {} {} {} {} {} {} {LY} Itaconic acid {} {} {} {} {} {} {} {LY} Itaconic acid {} {} {} {} {} {} {} {} {LY} Itaconic acid {} {} {} {} {} {} {} {} {} {LY} Itaconic acid {} {} {} {} {} {} {} {} {} {} {LY} Itaconic acid {} {} {} {} {} {} {} {} {} {} {} {LY} Itaconic acid {} {} {} {} {} {} {} {} {} {} {} {} {LY} Itaconic acid {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Itaconic acid {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Itaconic acid {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Itaconic acid {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Itaconic acid {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} { {} {} {} {} {} {} {} {} {} {} {} {} {}
EC Number202-599-6
Merck Number5242
Beilstein Registry Number1759501
PubChem Substance ID811
Chemical Name Translation衣康酸
Reaxys-RN1759501
LabNetwork Molecule IDLN00196151
InChIInChI=1S/C5H6O4/c1-3(5(8)9)2-4(6)7/h1-2H2,(H,6,7)(H,8,9)
Canonical SMILESO=C(O)C(CC(O)=O)=C
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分类

  • {SNA} Building Blocks, C1 to C5, Carbonyl Compounds, Carboxylic Acids, Chemical Synthesis, Organic Building Blocks

产品应用

  • 制备合成纤维、合成树脂与塑料、离子交换树脂的重要单体、还可用作地毯的裱里剂、纸的涂层剂、粘结剂、涂料的分散乳胶等。衣康酸的酯类衍生物可用于苯乙烯等的共聚或聚氯乙烯的增塑剂。

相关文献及参考

  • [2]. Weiss JM, et, al. Itaconic acid mediates crosstalk between macrophage metabolism and peritoneal tumors. J Clin Invest. 2018 Aug 31;128(9):3794-3805.
  • Merck: 14,5242
  • Merck: 14,5242 Beilstein:2,760
  • [1]. Zhao M, et, al. Itaconic acid production in microorganisms. Biotechnol Lett. 2018 Mar;40(3):455-464.
  • [1]. Zhao M, et, al. Itaconic acid production in microorganisms. Biotechnol Lett. 2018 Mar;40(3):455-464.
  • [2]. Weiss JM, et, al. Itaconic acid mediates crosstalk between macrophage metabolism and peritoneal tumors. J Clin Invest. 2018 Aug 31;128(9):3794-3805.

安全信息

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；
  • 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
Storage condition 2-8°C, sealed storage, away from moisture {LY} 2-8°C, sealed storage, away from moisture Hygroscopic {} {LY} 2-8°C, sealed storage, away from moisture {} {} {LY} 2-8°C, sealed storage, away from moisture {} {} {} {LY} 2-8°C, sealed storage, away from moisture {} {} {} {} {LY} 2-8°C, sealed storage, away from moisture {} {} {} {} {} {LY} 2-8°C, sealed storage, away from moisture {} {} {} {} {} {} {LY} 2-8°C, sealed storage, away from moisture {} {} {} {} {} {} {} {LY} 2-8°C, sealed storage, away from moisture {} {} {} {} {} {} {} {} {LY} 2-8°C, sealed storage, away from moisture {} {} {} {} {} {} {} {} {} {LY} 2-8°C, sealed storage, away from moisture {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C, sealed storage, away from moisture {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C, sealed storage, away from moisture {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C, sealed storage, away from moisture {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C, sealed storage, away f
GHS Symbol
WGK Germany1
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
  • H318 Causes serious eye damage 严重伤害眼睛
Personal Protective Equipment dust mask type N95 (US), Eyeshields, Gloves
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。
  • P302+P352
  • 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
Signal word Warning
Hazard Codes Xi

其他信息

  • 下游产品:2-(4-苄基哌嗪基)乙基-1-胺 --> 衣康酸二甲酯 --> 衣康酸酐
  • MOL 文件:97-65-4.mol
  • 衣康酸是一种不饱和的二元有机酸。化学性质比较活泼，易聚合，也能与其他单体共聚，如丙烯睛、丁二酸、苯乙烯。溶于水、乙醇和丙酮，微溶于氯仿、苯和乙醚。有特殊气味，在真空下能升华。也能与其他单体共聚。不易挥发，过热能分解。
  • 图谱信息:衣康酸(97-65-4)质谱(MS) 衣康酸(97-65-4)Raman光谱 衣康酸(97-65-4)核磁图( 13 CNMR) 衣康酸(97-65-4)红外图谱(IR1) 衣康酸(97-65-4)红外图谱(IR2) 衣康酸(97-65-4)核磁图( 1 HNMR)
  • 用途二:制备合成纤维、合成树脂与塑料、离子交换树脂的重要单体；还可用作地毯的裱里剂、纸的涂层剂、粘结剂、涂料的分散乳胶等。衣康酸的酯类衍生物可用于苯乙烯等的共聚或聚氯乙烯的增塑剂。
  • Acros Organics:衣康酸/亚甲基丁二酸 Itaconic acid, 99+%(97-65-4)
  • MSDS 信息:2-亚甲基丁二酸(97-65-4).msds
  • TCI Shanghai:衣康酸 Itaconic Acid,>;99.0%(T)(97-65-4)
  • 敏感性:Hygroscopic
  • Sigma Aldrich:97-65-4(sigmaaldrich)
  • 方法一:1.发酵法以碳水化合物（葡萄糖、淀粉等）加适量氮源和无机盐，经土曲霉的生物化学作用制得。2.化学合成法按原料来源不同，又可分为以下两种：（1）以农产品为原料　此类原料有柠檬酸、异柠檬酸、乌头酸或其酸酐等。以柠檬酸为原料，以负载的磷酸盐为催化剂，在290-340℃反应得到柠康酸，再加热至220℃异构化，得衣康酸。（2）以石油化工产品为原料　以丁二酸酐或丁二酸二酯为原料，以钍盐为催化剂，与甲醛反应，生成柠康酸，再加热异构化而得衣康酸。3.新的化学合成法以顺丁烯二酸酐为主要原料，经酯化、加成、亚甲基化和水解四步反应合成衣康酸。
  • Alfa Aesar:衣康酸,99% Itaconic acid, 99%(97-65-4)
  • 海关编码:29171990
  • 外观性质:白色结晶粉末，有特殊气味，具有吸湿性。
  • 衣康酸价格(试剂级):更新日期 产品编号 产品名称 包装 价格 2011/08/23 30108126 衣康酸;亚甲基琥珀酸;2-亚甲基丁二酸;分解乌头酸 100g 41.9元 2011/04/16 M0223 衣康酸 Itaconic Acid 500G 272元 2011/04/16 M0223 衣康酸 Itaconic Acid 25G 150元
  • 用途三:制备合成纤维、合成树脂与塑料、离子交换树脂的重要单体、还可用作地毯的裱里剂、纸的涂层剂、粘结剂、涂料的分散乳胶等。衣康酸的酯类衍生物可用于苯乙烯等的共聚或聚氯乙烯的增塑剂。
  • 上游原料:马来酸酐 --> 淀粉 --> 丁二酸酐 --> 金属钍粉 --> 柠康酸 --> 生物化学 --> 乌头酸 --> 抗氧化剂
  • 用途一:用作聚丙烯腈纤维的共聚单体，亦可用于制备增塑剂、润滑油添加剂等

系列性分类

  1. Chemical Synthesis 化学合成
  2. Synthetic Reagents 合成试剂
  3. Organic Acids - Synthetic Reagents
  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. Carboxylic Acids - Carbonyl Compounds
  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. Carboxylic Acids - Carbonyl Compounds
  6. C1 to C5 - Carboxylic 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. Carboxylic Acids
  1. Medical Research Areas
  2. Metabolism
  3. Endogenous Metabolite  (内源性代谢物)

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