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Basic Information
CAS No.: 123-56-8
Name: Succinimide
Article Data: 310
Molecular Structure:
Molecular Structure of 123-56-8 (Succinimide)
Formula: C4H5NO2
Molecular Weight: 99.0892
Synonyms: dihydro-3-pyrroline-2,5-dione;Butanimide;2, 5-Dioxopyrrolidine;Lubrizol 6406;Succinic imide;2,4,6-Trichlorophenyl hydrazine;Succinic acid imide;pyrrolidine-2,5-dione;L 113B;2,5-dioxopyrrolidine;2,5-Pyrrolidinedione;3, 4-Dihydropyrrolidine;3,4-dihydropyrrole-2,5-dione;Succinimide-Sauba;2,5-Diketopyrrolidine;
EINECS: 204-635-6
Density: 1.274 g/cm3
Melting Point: 123-125°C
Boiling Point: 288 °C at 760 mmHg
Flash Point: 160 °C
Solubility: Soluble in water and ethanol. Insoluble in ether and chloroform.
Appearance: A white crystalline powder
Hazard Symbols: IrritantXi
Risk Codes: 36/37/38
Safety: 22-24/25-36-26
PSA: 46.17000
LogP: -0.24820
Synthetic route
541-59-3

maleiimide

123-56-8

Succinimide

Conditions
ConditionsYield
With acetic anhydride; zinc In toluene at 40 - 86℃; for 48h; Inert atmosphere; chemoselective reaction;100%
With sulfuric acid In water for 5h; Electrochemical reaction; Flow reactor; chemoselective reaction;96%
With palladium diacetate; 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane In dichloromethane at 25℃; for 12h; Sealed tube; Inert atmosphere; chemoselective reaction;96%
110-89-4

piperidine

A

123-56-8

Succinimide

B

25116-80-7

N,N'-thiodipiperidine

C

6091-44-7

piperidine hydrochloride

Conditions
ConditionsYield
With N-chlorothiophthalimide In 1,2-dichloro-ethane at 20 - 25℃; for 2h;A n/a
B 77%
C 100%
24434-16-0

2,5-diphenyl-2,5-hexanediol

A

123-56-8

Succinimide

B

98-86-2

acetophenone

Conditions
ConditionsYield
With N-iodo-succinimide In benzene for 6h; Product distribution; Irradiation; varying reaction time;A 99%
B 100%
70289-38-2

4-Chloro-1-(4-isopropyl-phenyl)-butan-1-one

A

123-56-8

Succinimide

B

169280-04-0

1-[4-(1-Bromo-1-methyl-ethyl)-phenyl]-4-chloro-butan-1-one

Conditions
ConditionsYield
With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile) In tetrachloromethane at 20 - 90℃; for 0.75h; Heating / reflux; Irradiation;A n/a
B 100%

NiCH2CH2CONH(P(C6H11)3)

A

123-56-8

Succinimide

B

18475-08-6

(tricyclohexylphosphane)Ni(0)(CO)3

Conditions
ConditionsYield
With carbon monoxide In diethyl ether N2 or Ar, stirred for 3 h; filtered; IR, NMR, GC;A 100%
B n/a
84839-03-2

dibutyldisuccinimidostannane

A

123-56-8

Succinimide

B

683-18-1

dibutyltin chloride

Conditions
ConditionsYield
With hydrogenchloride In methanol passing gaseous HCl through Sn-compd. suspn. at room temp. until ppt. dissolved; soln. evapn. to dryness at room temp., Sn-compd. isolation on residue extn. (hexane);A 100%
B 96%
616-45-5

2-pyrrolidinon

123-56-8

Succinimide

Conditions
ConditionsYield
With 3,3-dimethyldioxirane In acetone at 0 - 25℃; for 48h;99%
With oxygen; titanium(IV) oxide In water for 10h; Product distribution; Irradiation; other time, photocatalytic oxidations of lactams and N-acylamines;
With ruthenium(VIII)-oxide
110-03-2

2,5-dimethyl-2,5-hexanediol

A

123-56-8

Succinimide

B

67-64-1

acetone

Conditions
ConditionsYield
With N-iodo-succinimide In benzene for 0.916667h; Product distribution; Mechanism; Irradiation; varying reaction time;A 88%
B 99%
14204-24-1

N-(phenylthio)succinimide

762-04-9, 123-22-8

Diethyl phosphonate

A

123-56-8

Succinimide

B

1889-58-3

O,O-diethyl S-phenyl phosphorothioate

Conditions
ConditionsYield
In benzene for 20h; Ambient temperature;A n/a
B 99%
98-79-3

L-Pyroglutamic acid

123-56-8

Succinimide

Conditions
ConditionsYield
With ammonium peroxydisulfate; silver nitrate In water at 20℃; for 2h; Reagent/catalyst; Temperature;99%
With iodosylbenzene In dichloromethane for 48h; Ambient temperature;27%
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    Product Name: Succinimide CAS: 123-56-8 MF: C4H5NO2 MW: 99.09 EINECS: 204-635-6 Mol File: 123-56-8.mol Succinimide Structure Succinimide Chemical Properties Melting point 123-125 °C (lit.) Boiling point 285-290 °C

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Chemistry

Molecular Structure of Succinimide (CAS NO.123-56-8): 

IUPAC Name: pyrrolidine-2,5-dione
Empirical Formula: C4H5NO2 
Molecular Weight: 99.088 
Index of Refraction: 1.479 
Surface Tension: 43 dyne/cm 
Density: 1.274 g/cm
Flash Point: 160 °C 
Enthalpy of Vaporization: 52.72 kJ/mol 
Boiling Point: 288 °C at 760 mmHg 
Vapour Pressure: 0.0024 mmHg at 25°C 
Synonyms of Succinimide (CAS NO.123-56-8): Butanimide ; 2,5-diketopyrrolidene ; 2,5-diketopyrrolidine ; 2,5-pyrrolidinedione ; 2,5-dioxopyrrolidine ; si;succinic imide 

Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intravenous 320mg/kg (320mg/kg)   U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. Vol. NX#03763,
mouse LD50 oral 11gm/kg (11000mg/kg)   United States Patent Document. Vol. #3639606,
rat LD50 oral 14gm/kg (14000mg/kg)   Medicamentos de Actualidad. Vol. 10, Pg. 224, 1974.

Consensus Reports

Reported in EPA TSCA Inventory.

Safety Profile

Hazard Codes IrritantXi
Risk Statements 36/37/38 
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements 22-24/25-36-26 
S22:Do not breathe dust. 
S24/25:Avoid contact with skin and eyes. 
S36:Wear suitable protective clothing. 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.

Specification

 Bronopol (CAS NO.52-51-7) is a white crystalline powder,can be used as analytical reagent for the synthesis of drugs and raw materials.it derived from the reaction of succinic acid and ammonia.

 The main process is the acid and water during tung ammonia reaction to produce succinimide. Succinic acid can also be put through dropping ammonia to dissolve and react, then heated to 102 ℃ steam to water, further vacuum distillation, when heated to 180 ℃, started to collect fraction succinimide , that was finished.

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