bernsteinsaureanhydrid
Succinic anhydride
CAS: 108-30-5
Molecular Formula: C4H4O3
bernsteinsaureanhydrid - Names and Identifiers
| Name | Succinic anhydride |
| Synonyms | SAA NCI-C55696 Succinyloxide Oxolan-2,5-dione Succinic anhydride dihydro-5-furandione 2,5(3H,4H)-Furandione bernsteinsaureanhydrid Butanedioic anhydride dihydrofuran-2,5-dione 5-Furandione,dihydro-2 Bernsteinsaure-anhydrid Dihydro-furan-2,5-dione Dihydro-2,5-furandione Succinic acid anhydride 2,5-Dioxotetrahydrofuran Tetrahydro-2,5-dioxofuran 4,4'-oxybis(4-oxobutanoic acid) Dihydro-2,5-diketotetrahydrofuran |
| CAS | 108-30-5 |
| EINECS | 203-570-0 |
| InChI | InChI=1/C8H10O7/c9-5(10)1-3-7(13)15-8(14)4-2-6(11)12/h1-4H2,(H,9,10)(H,11,12) |
| InChIKey | RINCXYDBBGOEEQ-UHFFFAOYSA-N |
bernsteinsaureanhydrid - Physico-chemical Properties
| Molecular Formula | C4H4O3 |
| Molar Mass | 100.07 |
| Density | 1,572 g/cm3 |
| Melting Point | 118-120 °C (lit.) |
| Boling Point | 261 °C (lit.) |
| Flash Point | 157°C |
| Solubility | Solubility in water: 62 g/L (20°C) Solubility in other solvents: Soluble in chloroform |
| Vapor Presure | 1 mm Hg ( 92 °C) |
| Vapor Density | 3.5 (vs air) |
| Appearance | White crystal |
| Specific Gravity | 1.2340 (20℃) |
| Color | White to Off-White |
| Merck | 14,8870 |
| BRN | 108441 |
| pKa | 4.67[at 20 ℃] |
| PH | 2.7 (10g/l, H2O) |
| Storage Condition | Store below +30°C. |
| Stability | Stable. Incompatible with oxidising agents, strong acids, strong bases, alcohols, amines. Avoid exposure to water or moisture. |
| Sensitive | Moisture Sensitive |
| Refractive Index | 1.4688 (estimate) |
| MDL | MFCD00005525 |
| Physical and Chemical Properties | colorless needle-like or granular crystals, white orthogonal cone and double cone crystals at room temperature. Slightly irritating odor. |
| Use | Used in the manufacture of pharmaceuticals, plasticizers and adhesives |
bernsteinsaureanhydrid - Risk and Safety
| Risk Codes | R36/37 - Irritating to eyes and respiratory system. R22 - Harmful if swallowed |
| Safety Description | S25 - Avoid contact with eyes. S46 - If swallowed, seek medical advice immediately and show this container or label. |
| UN IDs | UN 3261 8 / PGII |
| WGK Germany | 1 |
| RTECS | WN0875000 |
| FLUKA BRAND F CODES | 21 |
| TSCA | Yes |
| HS Code | 29171990 |
| Toxicity | LD50 orally in Rabbit: 1510 mg/kg |
bernsteinsaureanhydrid - Upstream Downstream Industry
| Raw Materials | Hydrogen Maleic anhydride |
| Downstream Products | N-Hydroxy succinimide Ethyl succinyl chloride Succinic acid 2,2-dimethylhydrazide Lederfen |
bernsteinsaureanhydrid - Reference
| Reference Show more | 1. Ding Qiaoqi, Li Li, Fan Wentao, Lu Yanan, Hu Jianhua, Yan Liping, Song Suquan. Preparation and Application of Chloramphenicol Immunochromatographic Test Strip Based on Novel Quantum Dot Fluorescent Microspheres [J]. Analytical chemistry, 2017,45(11):1686-1693. 3. [IF = 12.479] Ming Zhang et al."Biodegradable poly (γ-glutamic acid)@ glucose oxidase @ carbon dot nanoparticles for simultaneous multimodal imaging and synergetic cancer therapy." Biomaterials. 2020 Sep;252:120106 4. [IF = 6.953] Yifan Chang et al."Improved viability of Akkermansia muciniphila by encapsulation in spray dried succinate-grafted alginate doped with epigallocatechin-3-gallate." Int J Biol Macromol. 2020 Sep;159:373 5. [IF = 3.375] Jing Zhao et al."Salvianolic acid A attenuates cerebral ischemia/reperfusion injury induced rat brain damage, inflammation and apoptosis by regulating miR-499a/DDK1." Am J Transl Res. 2020; 12(7): 3288-3301 6. [IF = 3.167] Mingyu He et al."Effects of glycation and acylation on the structural characteristics and physicochemical properties of soy protein isolate." J Food Sci. 2021 May;86(5):1737-1750 7. [IF = 7.514] ting Zhang et al."Anhydride structures affect the acylation modification and emulsion stabilization ability of mammalian and fish gelatins." Food Chem. 2022 May;375:131882 |
bernsteinsaureanhydrid - Nature
Open Data Verified Data
White orthogonal cone and double cone crystals at room temperature. Stable in air, not easy to deliquescence. Slightly irritating odor. Melting point 119.6 °c. Boiling point 261 °c. Sublimation point 90 degrees C (266). The relative density was 1. 2340. Insoluble in water and ether, soluble in chloroform. Hydrolysis is slow in cold water and rapid in hot water.
Last Update：2025-06-10 22:55:16
bernsteinsaureanhydrid - Preparation Method
Open Data Verified Data
- succinic acid dehydration method succinic acid is heated to 260 deg C or more, or add a certain amount of tetralin and toluene, while heating to 200 deg C or more, can be dehydrated to produce succinic anhydride.
- direct catalytic hydrogenation of maleic anhydride maleic anhydride is directly hydrogenated to succinic anhydride at 160 ° C. And 5. 8MPA in the presence of palladium/alumina (or copper molybdate) catalyst.
Last Update：2022-01-01 10:32:09
bernsteinsaureanhydrid - Introduction
Sensitive to humidity. Sublimation at 115 ℃(0.67kPa). It is irritating, soluble in ethanol, chloroform and carbon tetrachloride, slightly soluble in water and ether. It can be hydrolyzed to succinic acid with hot water.
Last Update：2022-10-16 17:11:56
bernsteinsaureanhydrid - Application
Open Data Verified Data
is the raw material of paint, medicine, synthetic resin and dye. The coating produced by it has Flex resistance and water resistance, and is used in medicine to produce vitamin A and sulfa drugs. Pesticides can be used for the production of fungicides, insecticides, growth regulators. Succinic anhydride and its derivatives are useful as olefin polymerization catalysts, crosslinking agents for ester polymer condensates, light stabilizers for polymers, ultraviolet absorbers, and the like, and are also useful as oil field additives. Succinic anhydride can also produce plasticizers. There are also more uses in the national defense system.
Last Update：2025-08-19 16:24:40
bernsteinsaureanhydrid - Safety
Open Data Verified Data
This product has low toxicity. In the production of heat treatment of succinic acid or anhydride, should wear activated carbon gas mask and gloves, in order to prevent irritation of mucous membranes, burn the skin.
Packed in a woven bag with a plastic liner and a jacket. 25kg net weight. According to the general provisions of the storage and transportation of chemicals.
Last Update：2025-06-10 22:55:16
bernsteinsaureanhydrid - Reference Information
| LogP | 2.44 at 40℃ |
| NIST chemical information | Information provided by: webbook.nist.gov (external link) |
| (IARC) carcinogen classification | 3 (Vol. 15, Sup 7) 1987 |
| EPA chemical information | Information provided by: ofmpub.epa.gov (external link) |
| use limit | moderate limit (FDA,§ 172.892,2000). |
| use | used in organic synthesis, is the raw material of alkyd resin, adhesive resin and anthraquinone dye for coatings, and is used in medicine to produce vitamin A and sulfa drugs, etc. succinic anhydride is an intermediate of fungicide sclerotinia net and plant growth regulator butyric hydrazide. Succinic anhydride is a raw material for coatings, medicines, synthetic resins and dyes. The coating made by it has flexibility and water resistance, and it is used in medicine to produce vitamin A and sulfonamides. Pesticides can be used to produce fungicides, pesticides, and plant growth regulators. Succinic anhydride and its derivatives can be used as olefin polymerization catalysts, cross-linking agents for ester polymer condensates, light stabilizers for polymers, ultraviolet absorbers, etc., and also used as oilfield additives. Succinic anhydride can also produce plasticizers. There are also more uses in the national defense system. Succinic anhydride is an important intermediate in organic synthesis. In the pharmaceutical industry, it is mainly used to synthesize chloramphenicol succinate sodium (Chloramphenicolsodiumsuccinata), hydroxyprogesterone succinate sodium, hydrocortisone succinate sodium, etc. is the raw material for coatings, medicines, synthetic resins and dyes. It is used in medicine to produce vitamin A and sulfa drugs. Pesticides can be used to produce fungicides, pesticides, and plant growth regulators. Succinic anhydride can also produce plasticizers. There are also more uses in the national defense system. Used as an analytical reagent, also used in the pharmaceutical industry and the synthesis of ester resins |
| production method | 1. direct catalytic hydrogenation of maleic anhydride in the presence of palladium-alumina (or copper molybdate) catalyst, hydrogenation at 160 ℃ and 5.8MPa can produce succinic anhydride. The conversion rate was 98.8%. The selectivity of succinic anhydride is 100%. 2. Succinic acid dehydration method Succinic acid is heated to above 260 ℃, or a certain amount of tetrahydronaphthalene and toluene are added, and at the same time heated to above 200 ℃, succinic anhydride can be dehydrated. The content and yield of succinic anhydride prepared are about 90%. The dehydration process of succinic acid can also be carried out in the presence of dehydrating agent acetic anhydride, phosphorus pentoxide, phosphorus oxychloride, etc. For example, succinic acid and phosphorus oxychloride are heated and refluxed to allow the hydrogen chloride gas to escape, and then distilled under reduced pressure to collect the 160-165°C (5.33kPa) fraction, and the white block succinic anhydride is obtained after cooling. There are several preparation methods. (1) The maleic anhydride catalytic hydrogenation method uses maleic anhydride as raw material, under the catalysis of palladium/alumina under the pressure of 160 ℃ and 5.88 MPa, and can also use copper molybdate as catalyst, 1, 4-dioxane as solvent, and hydrogenation at 120~160 ℃ and 20.26 MPa pressure to obtain the product. Succinic acid is dehydrated at about 260 ℃ in ordinary rectification equipment to obtain the product. It can also be dehydrated with chemical dehydrating agents such as acetic anhydride, thionyl chloride, phosphorus pentoxide, etc., or a certain amount of tetrahydronaphthalene and toluene are added with succinic acid, and the product is dehydrated by heating at 200~212 ℃. |
| spontaneous combustion temperature | 480°C |
| toxic substance data | information provided by: pubchem.ncbi.nlm.nih.gov (external link) |
Last Update：2024-04-10 22:29:15
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View History
bernsteinsaureanhydrid
644-46-2
Dimethylsulfide borane complex
4-Hydroxy-2-phenylquinoline
LABOTEST-BB LT00012585
644-46-2
Dimethylsulfide borane complex
4-Hydroxy-2-phenylquinoline
LABOTEST-BB LT00012585
Raw Materials for bernsteinsaureanhydrid
Downstream Products for bernsteinsaureanhydrid