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108-30-5

Basic Information
CAS No.: 108-30-5
Name: 2,5-Furandione,dihydro-
Article Data: 196
Cas Database
Molecular Structure:
Molecular Structure of 108-30-5 (2,5-Furandione,dihydro-)
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: HarmfulXn,IrritantXi
Risk Codes: 36/37-22
Safety: 25
Transport Information: N/A
PSA: 43.37000
LogP: -0.15000
Synthetic route
108-31-6

maleic anhydride

108-30-5

succinic acid anhydride

Conditions
ConditionsYield
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%
110-15-6

succinic acid

108-30-5

succinic acid anhydride

Conditions
ConditionsYield
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%
201230-82-2

carbon monoxide

75-56-9, 16033-71-9

methyloxirane

108-30-5

succinic acid anhydride

Conditions
ConditionsYield
With [(tetra(4-chlorophenyl)porphyrinato)aluminium(III)bis(tetrahydrofuran)][tetracarbonylcobaltate] In 1,4-dioxane at 90℃; under 43958.7 Torr; for 3h;98%
108-31-6

maleic anhydride

WH2(η-cyclopentadienyl)2

A

108-30-5

succinic acid anhydride

B

(C5H5)2W(C4H2O3)

Conditions
ConditionsYield
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%
638-32-4

succinamic acid

18698-97-0

ortho-bromophenylacetic acid

108-30-5

succinic acid anhydride

Conditions
ConditionsYield
With nitromethane; copper(l) chloride at 75℃; for 5h; Concentration; Temperature;91%
75-21-8

oxirane

201230-82-2

carbon monoxide

A

108-30-5

succinic acid anhydride

B

57-57-8

β-Propiolactone

Conditions
ConditionsYield
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.
543-20-4

succinoyl dichloride

108-30-5

succinic acid anhydride

Conditions
ConditionsYield
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
147-85-3

L-proline

A

123-56-8

Succinimide

B

108-30-5

succinic acid anhydride

Conditions
ConditionsYield
With dihydrogen peroxide; sodium hydroxide In water for 50h; pH=10; Reflux;A 81%
B 19%
108-31-6

maleic anhydride

A

96-48-0

4-butanolide

B

108-30-5

succinic acid anhydride

Conditions
ConditionsYield
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
ConditionsYield
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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    Product Name: Succinic anhydride Synonyms: Succinic Anhydridc;2,5(3H,4H)-Furandione;5-Furandione,dihydro-2;bernsteinsaureanhydrid;Bernsteinsaure-anhydrid;dihydro-5-furandione;Dihydro-furan-2,5-dione;NCI-C55696 CAS: 108-30-5 MF: C4H4O3 MW: 100.0

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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,

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