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| CAS No.: | 108-30-5 |
|---|---|
| Name: | Succinic anhydride |
| Article Data: | 196 |
| Molecular Structure: | |
|
|
|
| Formula: | C4H4O3 |
| Molecular Weight: | 100.074 |
| Synonyms: | Succinicanhydride (8CI);2,5-Diketotetrahydrofuran;Butanedioic anhydride;Dihydro-2,5-furandione;NSC 8518;Rikacid SA;Succinic acid anhydride;Succinylanhydride;Succinyl oxide;Tetrahydro-2,5-dioxofuran;Tetrahydro-2,5-furandione;Succinic anhydride; |
| EINECS: | 203-570-0 |
| Density: | 1.375 g/cm3 |
| Melting Point: | 118-120 °C(lit.) |
| Boiling Point: | 261 °C at 760 mmHg |
| Flash Point: | 122.1 °C |
| Solubility: | water: <0.1 g/100 mL at 21 oC (decomposes) |
| Appearance: | fine white crystalline solid |
| Hazard Symbols: |
 Xn, Xi
|
| Risk Codes: | 36/37-22 |
| Safety: | 25 |
| PSA: | 43.37000 |
| LogP: | -0.15000 |
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- 50288-62-5threo-Phenyl-2-piperidyl acetamide
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| Conditions | Yield |
|---|---|
| With acetic anhydride; zinc In toluene at 40 - 86℃; for 48h; Reagent/catalyst; Inert atmosphere; chemoselective reaction; | 100% |
| With fac-[Mn(1,2-bis(di-isopropylphosphino)ethane)(CO)3(CH2CH2CH3)]; hydrogen In tetrahydrofuran; dichloromethane at 60℃; under 37503.8 Torr; for 24h; | 99% |
| With N,N,N,N,N,N-hexamethylphosphoric triamide; samarium diiodide In tetrahydrofuran for 0.0833333h; Ambient temperature; | 96% |
| Conditions | Yield |
|---|---|
| With acetic anhydride at 80℃; for 2h; | 100% |
| at 240℃; under 180 Torr; Rate constant; Equilibrium constant; var. temperature, var. pressure; | 97% |
| 2,6-bis[(2,2,6,6-tetramethylpiperidin-1-yl)methyl]phenylboronic acid In butryonitrile for 12h; Reflux; | 96% |
| Conditions | Yield |
|---|---|
| With [(tetra(4-chlorophenyl)porphyrinato)aluminium(III)bis(tetrahydrofuran)][tetracarbonylcobaltate] In 1,4-dioxane at 90℃; under 43958.7 Torr; for 3h; | 98% |
| Conditions | Yield |
|---|---|
| In toluene Irradiation (UV/VIS); (Ar); addn. of maleic anhydride to soln. of W-compd. in toluene portionwise, irradn. (500 W Hg-lamp, 550 nm, 58 h); removal of solid product by centrifugation, recrystn. (CH3CN); elem. anal.; | A 95% B 22% |
| Conditions | Yield |
|---|---|
| With nitromethane; copper(l) chloride at 75℃; for 5h; Concentration; Temperature; | 91% |
| Conditions | Yield |
|---|---|
| Hexamethylbenzene; [(C1TPP)Al][Co(CO)4] In tetrahydrofuran at -78 - 60℃; under 31029.7 Torr; for 3h; Product distribution / selectivity; Molecular sieve; Inert atmosphere; | A 8% B 88% |
| Hexamethylbenzene; [(C1TPP)Al][Co(CO)4] In tetrahydrofuran at -78 - 60℃; under 31029.7 Torr; for 3h; Product distribution / selectivity; Molecular sieve; Inert atmosphere; | A 13% B 81% |
| With Hexamethylbenzene; [(tetra(4-chlorophenyl)porphyrinato)aluminium(III)][tetracarbonylcobaltate] In tetrahydrofuran at 60℃; under 31029.7 Torr; for 3h; Glovebox; Inert atmosphere; | A 8 %Spectr. B 88 %Spectr. |
| Conditions | Yield |
|---|---|
| With pyridine; 1,1,1-trichloro-3,3,3-trifluoro-propan-2-one; water In toluene for 0.5h; Ambient temperature; | 85% |
| With diethyl ether; sodium acetate | |
| With oxalic acid |
| Conditions | Yield |
|---|---|
| With dihydrogen peroxide; sodium hydroxide In water for 50h; pH=10; Reflux; | A 81% B 19% |
| Conditions | Yield |
|---|---|
| With hydrogen at 180℃; under 7500.75 Torr; for 2h; Pressure; Temperature; | A n/a B 79.87% |
| With hydrogen at 150℃; under 7500.75 Torr; | A n/a B 78.36% |
| With hydrogen at 250℃; Conversion of starting material; |
- 109-99-9
tetrahydrofuran
A
- 96-48-0
4-butanolide
B
- 50768-69-9
5-hydroxydihydrofuran-2(3H)-one
C
- 108-30-5
succinic acid anhydride
| Conditions | Yield |
|---|---|
| With 2,6-dichloropyridine N-oxide; dichloro(5,10,15,20-tetrakis(pentafluorophenyl)porphyrinato)ruthenium(IV) In 1,2-dichloro-ethane at 40℃; for 20h; Inert atmosphere; | A 69% B 22% C 5% |
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Consensus Reports
IARC Cancer Review: Group 3 IMEMDT IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 7 ,1987,p. 56.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) ; Animal Inadequate Evidence IMEMDT IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 15 ,1977,p. 265.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) . Reported in EPA TSCA Inventory. EPA Genetic Toxicology Program.
Specification
Succinic anhydride, its cas register number is 108-30-5. It also can be called 2,5-Dioxotetrahydrofuran; Dihydro-2,5-diketotetrahydrofuran; Dihydro-2,5-furandione; Butanedioic anhydride; Succinic acid anhydride; Succinyloxide; Tetrahydro-2,5-dioxofuran; and SAA. It is an organic compound with the molecular formula C4H4O3. This colorless solid is the acid anhydride of succinic acid. Succinic anhydride is used as a sizing agent or wet strength additive in paper production.
Physical properties about Succinic anhydride are: (1)ACD/LogP: -0.89; (2)ACD/LogD (pH 5.5): -0.89; (3)ACD/LogD (pH 7.4): -0.89; (4)ACD/BCF (pH 5.5): 1.00; (5)ACD/BCF (pH 7.4): 1.00; (6)ACD/KOC (pH 5.5): 7.81; (7)ACD/KOC (pH 7.4): 7.81; (8)#H bond acceptors: 3; (9)Index of Refraction: 1.47; (10)Molar Refractivity: 20.313 cm3; (11)Molar Volume: 72.755 cm3; (12)Polarizability: 8.053 10-24cm3; (13)Surface Tension: 47.7210006713867 dyne/cm; (14)Density: 1.375 g/cm3; (15)Flash Point: 122.071 °C; (16)Enthalpy of Vaporization: 49.871 kJ/mol; (17)Boiling Point: 260.999 °C at 760 mmHg; (18)Vapour Pressure: 0.0120000001043081 mmHg at 25°C
Preparation of Succinic anhydride: Succinic anhydride has been prepared from succinic acid with phosphorus pentachloride, phosphorus oxychloride, phosphorus pentoxide, thionyl chloride, acetyl chloride, or succinyl chloride; from barium or sodium succinate with benzoyl chloride, acetyl chloride, acetic anhydride, or benzophenone dichloride; from succinyl chloride and oxalic acid or sodium acetate; and from ethyl succinate and benzoyl chloride.
You can still convert the following datas into molecular structure:
(1)InChI=1S/C4H4O3/c5-3-1-2-4(6)7-3/h1-2H2;
(2)InChIKey=RINCXYDBBGOEEQ-UHFFFAOYSA-N;
(3)SmilesC1(OC(=O)CC1)=O;
The toxicity data is as follows:
| Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
|---|---|---|---|---|---|
| rat | LD50 | oral | 1510mg/kg (1510mg/kg) | United States Environmental Protection Agency, Office of Pesticides and Toxic Substances. Vol. 8EHQ-0282-0433, |