Succinic anhydride 丁二酸酐

CAS 108-30-5 MFCD00005525

化学结构图

108-30-5
SMILES: O=C1CCC(=O)O1

化学属性

Mol. FormulaC4H4O3
Mol. Weight100.07
Density1.375
Vapor Density3.5 (vs air)
Boiling Point261°C at 760 mmHg
Vapor Pressure1 mmHg ( 92 °C)
Melting Point118-120°C
Flash Point157°C
Solubility不溶于水和乙醚,溶于氯仿。
TSCAYes
Appearance 常温下为白色正交锥形和双锥形结晶。稍有刺激性气味。 不溶于水和乙醚,溶于氯仿。
Stability对湿度敏感

别名和识别编码

Chemical NameSuccinic anhydride
CAS Number108-30-5
Synonym Succinic anhydride {LY} Succinic anhydride {} {LY} Succinic anhydride {} {} {LY} Succinic anhydride {} {} {} {LY} Succinic anhydride {} {} {} {} {LY} Succinic anhydride {} {} {} {} {} {LY} Succinic anhydride {} {} {} {} {} {} {LY} Succinic anhydride {} {} {} {} {} {} {} {LY} Succinic anhydride {} {} {} {} {} {} {} {} {LY} Succinic anhydride {} {} {} {} {} {} {} {} {} {LY} Succinic anhydride {} {} {} {} {} {} {} {} {} {} {LY} Succinic anhydride {} {} {} {} {} {} {} {} {} {} {} {LY} Succinic anhydride {} {} {} {} {} {} {} {} {} {} {} {} {LY} Succinic anhydride {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Succinic anhydride {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Succinic anhydride {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Succinic anhydride {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {}
EC Number203-570-0
Beilstein Registry Number17,407
MDL NumberMFCD00005525
PubChem Substance ID87575720
Merck Number8870
Chemical Name Translation丁二酸酐
Reaxys-RN108441
Wiswesser Line NotationT5VOVTJ
LabNetwork Molecule IDLN00193512
Canonical SMILESO=C(CC1)OC1=O
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分类

  • Heterocycles
  • {uni_hamburg} no charge; oxygen heterocycle; alicycle; 5ring; carbo-anhydride; 1fragment
  • {SNA} Anhydride Monomers, Materials Science, Monomers, Polymer Science
  • {SNA} Anhydride Monomers, Monomers, Polymer Science, 材料科学

产品应用

  • 是涂料、医药、合成树脂和染料的原料。医药上用其生产维生素A和磺胺药等。农药上可用于生产杀菌剂、杀虫剂、植物生长调节剂。丁二酸酐还可生产增塑剂。在国防系统也有较多用途。

相关文献及参考

  • For reaction with phosphoranes, in a route to 2,2-disubstituted cyclopentane-1,3-diones, see (1-Ethoxycarbonyl­ethyl­idene)­triphenyl­phosphorane, A15619.
  • Short: II/27B
  • Friedel-Crafts reaction with arenes gives 3-aroylpropionic acids: Org. Synth. Coll., 2, 81 (1943). For a review of the Friedel-Crafts reactions of the anhydrides of dibasic acids, see: Org. React., 5, 229 (1949).
  • Short: II/25C
  • Merck:14,8870
  • Merck:14,8870 Beilstein:17,407
  • A method for protecting both H atoms of a primary amine consists of formation of the succinimide, followed by enolsilylation with Triisopropyl­silyl­ trifluoromethanesulfonate, B21127, to form the 2,5-bis(triisopropylsiloxy)pyrroles. Deprotection can be effected by desilylation with dilute HCl, followed by hydrazinolysis: Tetrahedron Lett., 38, 2617 (1997).

安全信息

Signal word Danger
GHS Symbol
WGK Germany1
Safety Statements
  • S46 If swallowed, seek medical advice immediately and show this container or label 食入时,立即求医并出示容器/标签;
  • S25 Avoid contact with eyes 避免眼睛接触;
  • S2 Keep out of the reach of children 避免儿童触及;
Risk Statements
  • R36/37 Irritating to eyes and respiratory system 对眼睛和呼吸系统有刺激性
  • R22 Harmful if swallowed 吞咽有害
Precautionary statements
  • P303+P361+P353+P310+P363
  • 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。
  • P303+P361+P353
  • P284 Wear respiratory protection.? 佩戴呼吸保护装置。
  • P304+P340+P310
  • P305+P351+P338
  • 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。
  • P304+P340+P312
  • P261 Avoid breathing dust/fume/gas/mist/vapours/spray. 避免吸入粉尘/烟/气体/烟雾/蒸汽/喷雾。
  • 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。
  • 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。
  • P501 Dispose of contents/container to..… 处理内容物/容器.....
  • P405 Store locked up. 上锁保管。
  • 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。
  • 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。
  • P305+P351+P338+P310
  • P301+P330+P331+P310
RTECSWN0875000
Hazard statements
  • H335 May cause respiratory irritation 可能导致呼吸道刺激
  • H302 Harmful if swallowed 吞食有害
  • H319 Causes serious eye irritation 严重刺激眼睛
  • H314 Causes severe skin burns and eye damage 导致严重的皮肤灼伤和眼睛损伤
  • H317 May cause an allergic skin reaction 可能导致皮肤过敏
  • H334 May cause allergy or asthma symptoms or breathing difficulties if inhaled 吸入可能导致过敏或哮喘症状或呼吸困难
Personal Protective Equipment dust mask type N95 (US), Eyeshields, Gloves
Storage condition 2-8°C, sealed storage, away from moisture {LY} 2-8°C, sealed storage, away from moisture Moisture Sensitive Store at 0-5°C {} {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 {} {} {
Hazard Codes C Xn Xi,Xn
TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Subcutaneous
SPECIES OBSERVED        : Rodent - rat
DOSE/DURATION           : 2600 mg/kg/65W-I
TOXIC EFFECTS :
   Tumorigenic - neoplastic by RTECS criteria
   Tumorigenic - tumors at site of application
REFERENCE :
   BJCAAI British Journal of Cancer.  (Macmillan Press Ltd., Houndmills,
   Basingstoke, Hants. RG21 2XS, UK)  V.1-    1947-  Volume(issue)/page/year:
   19,392,1965

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - rat
DOSE/DURATION           : 1510 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   EPASR* United States Environmental Protection Agency, Office of Pesticides
   and Toxic Substances. (U.S. Environmental Protection Agency, 401 M St., SW,
   Washington, DC 20460)  History unknown.  Volume(issue)/page/year:
   8EHQ-0282-0433

TYPE OF TEST            : Mutation in microorganisms
TEST SYSTEM             : Bacteria - Escherichia coli
DOSE/DURATION           : 2 gm/L
REFERENCE :
   MUREAV Mutation Research.  (Elsevier Science Pub. B.V., POB 211, 1000 AE
   Amsterdam, Netherlands) V.1-    1964-  Volume(issue)/page/year: 130,97,1984

TYPE OF TEST            : Morphological transformation
TEST SYSTEM             : Rodent - hamster Embryo
DOSE/DURATION           : 100 ug/L
REFERENCE :
   IJCNAW International Journal of Cancer.  (International Union Against
   Cancer, 3 rue du Conseil- General, 1205 Geneva, Switzerland)  V.1-    1966-
   Volume(issue)/page/year: 19,642,1977

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Intraperitoneal
SPECIES OBSERVED        : Rodent - mouse
DOSE                    : 79 mg/kg
SEX/DURATION            : female 8-10 day(s) after conception
TOXIC EFFECTS :
   Reproductive - Specific Developmental Abnormalities - other developmental
   abnormalities
REFERENCE :
   TCMUD8 Teratogenesis, Carcinogenesis, and Mutagenesis.  (Alan R. Liss, Inc.,
   41 E. 11th St., New York, NY 10003)  V.1-    1980- Volume(issue)/page/year:
   2,61,1982

Hazard Class8
UN Number 3261
Packing GroupII

其他信息

  • 用途六:是涂料、医药、合成树脂和染料的原料。医药上用其生产维生素A和磺胺药等。农药上可用于生产杀菌剂、杀虫剂、植物生长调节剂。丁二酸酐还
  • 方法一:其制备方法有以下几种。 (1)顺酐催化加氢法 以顺酐为原料,在钯/氧化铝催化下于160℃、5.88 MPa压力下,经加氢得产品,也可用铜的钼酸盐为催化剂,以1,4-二氧六环作溶剂,于120~160℃、20.26 MPa压力下加氢得到产品。 丁二酸在普通精馏设备中在260℃左
  • 对湿敏感。115℃(0.67kPa)升华。有刺激性,溶于乙醇、三氯甲烷和四氯化碳,微溶于水和乙醚。与热水可水解为丁二酸。
  • 防护措施:低毒。生产中处理热的丁二酸或酐时,应戴活性炭防毒面罩及手套,以防刺激粘
  • Acros O
  • 用途五:是涂料、医药、合成树脂和染料的原料。由其制造的涂料具有耐曲挠性和抗水性,医药上用其生产维生素A和磺胺药等。农药上可用于生产杀菌剂、杀虫剂、植物生长调节剂。丁二酸酐及其衍生物可用作烯烃聚合催化剂、酯类高分子缩合物的交联剂、高聚物的光稳定剂、紫外线
  • 方法一:其制备方法有以下几种。 (1)顺酐催化加氢法 以顺酐为原料,在钯/氧化铝催化下于160℃、5.88 MPa压力下,经加氢得产品,也可用铜的钼酸盐为催化剂,以1,4-二氧六环作溶剂,于120~160℃、20.26 MPa压力下加氢得到产品。 丁二酸在普通精馏设备中在260℃左右脱水得产品,也可用化学脱水剂如乙酐、氯化亚砜、五氧化二磷等脱水,或用丁二酸加入一定量的四氢萘和甲苯,在200~212℃加热进行脱水得产品。
  • Alfa Aesar:丁二酸酐,99% Succinic anhydride, 99%
  • 使用限量:适度为限(FDA,§172.892,2000)。
  • Sigma Aldrich:108-30-5(sigmaaldrich)
  • 用途三:用于有机合成,是涂料用醇酸树脂、粘合树脂和蒽醌染料的原料,医药上用于生产维生素A和磺胺类药等
  • 上游原料:三氯氧磷 --> 1,4-二氧六环 --> 氢 --> 酸性氧化铝 --> 马来酸酐 --> 丁二酸 --> 脱水剂 --> 1,2,3,4-四氢萘 --> 钼酸盐
  • 所属类别一:食品添加剂: 酸度调节剂(PH调节剂): 酸化剂(酸味剂)
  • 常规方法:用内衬塑料袋,外套编织袋包装。净重25kg。按一般化学品规定贮运。
  • 参考质量标准:中国企标 外观 白色透明薄片 熔点 118.3℃ 总酸度(OT-3) ≥99.5% 不饱和物 ≤0.5% 氯化物(以C1计,GT-8) ≤0.15% 5%水溶液浊度 ≤10号 硫酸盐(以SO4 2- 计,GT-30) ≤0.04% 重金属(以Pb计,GT-16) ≤20mg/kg
  • MSDS 信息:Butanedioic anhydride(108-30-5).msds
  • 图谱信息:丁二酸酐(108-30-5)质谱(MS) 丁二酸酐(108
  • 用途二:用作分析试剂,也用于制药工业及酯类树脂的合成
  • 下游产品:gamma-丁内酯 --> 4-氯苯丁酮 --> 4-(4-甲氧基苯基)丁酸 --> S-烯丙醇酮 --> 4-(2-噻嗯基)丁酸 --> 衣康酸 --> 1-芘丁酸 --> N-羟基丁二酰亚胺 --> 3-(2-噻吩甲基)丙酸 --> 4-(4-氨基苯基)丁酸 --> 丁二酸单甲酯(琥珀酸单甲酯) --> 伊马咪啶 --> 癸二酸二乙酯 --> 丁酰胺酸 --> 3-(4-氯苯甲酰)丙酸 --> 琥乙红霉素 --> 丁酰肼 --> 3-(4-氟苯甲酰)丙酸 --> 曲匹布通 --> 3-(4-甲氧基苯甲酰基)丙酸 --> 3-苯丙烯溴酸酯 --> 芬布芬 --> 哒菌清 --> 青蒿琥酯 --> 丁二酸单乙酯酰氯
  • 上游原料:三氯氧磷 --> 1,4-二氧六环 --> 氢 --> 酸性氧化铝 --> 马来酸酐 --> 丁二酸 --> 脱水剂
  • 用途四:丁二酸酐是杀菌剂菌核净和植物生长调节剂丁酰肼的中间体。
  • F:2

系列性分类