Succinimide supplier | CasNO.123-56-8

Name
Succinimide
EINECS 204-635-6
CAS No. 123-56-8
Article Data310
CAS DataBase
Density 1.274 g/cm³
Solubility Soluble in water and ethanol. Insoluble in ether and chloroform.
Melting Point 123-125°C
Formula C₄H₅NO₂
Boiling Point 288 °C at 760 mmHg
Molecular Weight 99.0892
Flash Point 160 °C
Transport Information
Appearance A white crystalline powder
Safety 22-24/25-36-26
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols Xi
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;
PSA 46.17000
LogP -0.24820

Synthetic route

: 541-59-3
maleiimide

: 123-56-8
Succinimide

Conditions

Conditions	Yield
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

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

...Expand

: 24434-16-0
2,5-diphenyl-2,5-hexanediol

A: 123-56-8
Succinimide

B: 98-86-2
acetophenone

Conditions

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
In benzene for 20h; Ambient temperature;	A n/a B 99%

...Expand

: 98-79-3
L-Pyroglutamic acid

: 123-56-8
Succinimide

Conditions

Conditions	Yield
With ammonium peroxydisulfate; silver nitrate In water at 20℃; for 2h; Reagent/catalyst; Temperature;	99%
With iodosylbenzene In dichloromethane for 48h; Ambient temperature;	27%

: N-[(Z)-2-(4-methylphenylsulfonyl)ethenyl]succinimide

: 123-56-8
Succinimide

Conditions

Conditions	Yield
With sodium hydride; 1-dodecylthiol In acetonitrile at 50℃; for 0.25h; Inert atmosphere;	98%

: 67-56-1
methanol

: 65-85-0
benzoic acid

A: 93-58-3
benzoic acid methyl ester

B: 123-56-8
Succinimide

Conditions

Conditions	Yield
With N-Bromosuccinimide at 70℃; for 20h;	A 85% B 98%

...Expand

: 128-09-6
N-chloro-succinimide

: 64-17-5
ethanol

: 63216-04-6
2-(Benzylsulfanyl)benzonitrile

A: 123-56-8
Succinimide

B: 69360-26-5
2-cyanobenzenesulfonyl chloride

C: 100-44-7
benzyl chloride

D: 2-Cyano-benzenesulfinic acid ethyl ester

Conditions

Conditions	Yield
In chloroform for 18h; Product distribution; Ambient temperature;	A n/a B n/a C n/a D 97%

...Expand

: 108-30-5
succinic acid anhydride

: 123-56-8
Succinimide

Conditions

Conditions	Yield
With dmap; hydroxylamine hydrochloride for 0.0303333h; microwave irradiation;	96%
With formamide In neat (no solvent) for 0.416667h; Reagent/catalyst; Milling; Heating; Green chemistry;	95%
With dmap; ammonium chloride at 150℃; for 0.0833333h; microwave irradiation;	91%

: 110-91-8
morpholine

: 59939-51-4
N-(morpholinothio)imide

A: 123-56-8
Succinimide

B: 5038-11-9
N,N'-thiodimorpholine

Conditions

Conditions	Yield
In benzene at 20 - 25℃; for 0.25h;	A 96% B 88%

...Expand

: 14204-24-1
N-(phenylthio)succinimide

: 691-96-3
diisopropyl phosphite

A: 123-56-8
Succinimide

B: 15267-38-6
thiophosphoric acid O,O'-diisopropyl ester S-phenyl ester

Conditions

Conditions	Yield
In benzene for 20h; Ambient temperature;	A n/a B 96%

...Expand

: 149-87-1
Pyroglutamic acid

: 123-56-8
Succinimide

Conditions

Conditions	Yield
With ammonium peroxydisulfate; silver nitrate In water at 20℃; for 2h; Catalytic behavior; Reagent/catalyst; Time; Green chemistry;	96%

: 128-09-6
N-chloro-succinimide

: 1600-27-7
mercury(II) diacetate

: 333-20-0
potassium thioacyanate

A: 123-56-8
Succinimide

B: 57-12-5
cyanide(1-)

C: 16887-00-6
chloride

D: 14808-79-8
Sulfate

E: hydrogen cation

Conditions

Conditions	Yield
With perchloric acid In methanol; water Kinetics; oxidation of SCN(1-) by NCS in aq. methanol in presence of mercuric acetate and HClO4 (room temp.); gravimetric and iodometric methods;	A n/a B n/a C n/a D 94% E n/a
With sodium hydroxide In methanol; water Kinetics; oxidation of SCN(1-) by NCS in aq. methanol in presence of mercuric acetate and NaOH at 303 K; gravimetric and iodometric methods;	A n/a B n/a C n/a D 94% E n/a

...Expand

: 128-08-5
N-Bromosuccinimide

: 1600-27-7
mercury(II) diacetate

: 333-20-0
potassium thioacyanate

A: 123-56-8
Succinimide

B: 506-68-3
bromocyane

C: 10097-32-2
bromide

D: 14808-79-8
Sulfate

E: hydrogen cation

Conditions

Conditions	Yield
With sodium hydroxide In methanol; water Kinetics; oxidation of SCN(1-) by NBS in aq. methanol in presence of mercuric acetate and NaOH at 303 K; gravimetric and iodometric methods;	A n/a B 94% C n/a D 94% E n/a
With perchloric acid In methanol; water Kinetics; oxidation of SCN(1-) by NBS in aq. methanol in presence of mercuric acetate and HClO4 at 273 K; gravimetric and iodometric methods;	A n/a B 94% C n/a D 94% E n/a

...Expand

: 126-81-8
dimedone

A: 123-56-8
Succinimide

B: 3359-52-2
bis(4,4-dimethyl-2,6-dioxo-1-cyclohexyl) sulfide

Conditions

Conditions	Yield
With bis(succinimide) sulfide In 1,2-dichloro-ethane at 20 - 25℃; for 1h;	A n/a B 93%

: 56-84-8
L-Aspartic acid

: 123-56-8
Succinimide

Conditions

Conditions	Yield
molecular sieve In diphenylether	92.2%
With toluene-4-sulfonic acid In nitrobenzene	85.5%

: 1-[(E)-2-(phenylsulfonyl)ethenyl]-succinimide

: 123-56-8
Succinimide

Conditions

Conditions	Yield
With sodium hydride; 1-dodecylthiol In acetonitrile at 20℃; for 15h; Inert atmosphere;	92%

trans-NiH(succinimido) (PCy3)2: trans-NiH(succinimido) (PCy3)2

: 123-56-8
Succinimide

Conditions

Conditions	Yield
With carbon monoxide In dichloromethane for 4h; Ambient temperature;	91%

: 82384-39-2
trans-NiH(succinimido)((C6H11)3P)2

: 201230-82-2
carbon monoxide

A: 123-56-8
Succinimide

B: 28796-12-5
(CO)2Ni(P(C6H11-cyclo)3)2

Conditions

Conditions	Yield
In dichloromethane at room temp., for 4 h, with excess amount of CO;	A 91% B n/a

...Expand

: 872-50-4
1-methyl-pyrrolidin-2-one

: 617-45-8
aspartic Acid

: 123-56-8
Succinimide

Conditions

Conditions	Yield
With phosphoric acid; nitrogen; silica gel In diphenylether; acetone	90.9%

: 617-45-8
aspartic Acid

: 123-56-8
Succinimide

Conditions

Conditions	Yield
In diphenylether	90%
In diphenylether	90%

: 77-79-2
3-Sulfolene

: {(succinimide)2silver}(silver)

A: 123-56-8
Succinimide

B: 2,5,2',5'-Tetrahydro-[2,2']bithiophenyl 1,1,1',1'-tetraoxide

Conditions

Conditions	Yield
With nitric acid In acetonitrile Electrolysis; Electrolysis of silver salt of succinimide in CH3CN-TEABF containing sulfolene on Pt electrode at an anodic potential of 1.5 V untol zero current (45 min).; Evapn. of anolyte to dryness in vac., extn. with refluxing ether, the solid residue is treated with nitric acid and again extd. with refluxing ether.;	A 90% B n/a

...Expand

: 1-[(Z)-2-(phenylsulfonyl)ethenyl]succinimide

: 123-56-8
Succinimide

Conditions

Conditions	Yield
With sodium hydride; 1-dodecylthiol In acetonitrile at 20℃; for 15h; Inert atmosphere;	90%

: 14204-24-1
N-(phenylthio)succinimide

: 96-36-6, 868-85-9
methyl phosphite

A: 123-56-8
Succinimide

B: 4237-00-7
thiophosphoric acid O,O'-dimethyl ester S-phenyl ester

Conditions

Conditions	Yield
In benzene for 20h; Ambient temperature;	A n/a B 89%

...Expand

: 110-89-4
piperidine

: 123-56-8
Succinimide

: 50-00-0
formaldehyd

: 13314-95-9
N-piperidinomethyl-succinimide

Conditions

Conditions	Yield
With aluminum oxide In water for 0.2h; Condensation; microwave irradiation;	100%
With ethanol; water

...Expand

: 110-91-8
morpholine

: 123-56-8
Succinimide

: 50-00-0
formaldehyd

: 13314-97-1
N-[{morpholin-1-yl}-methyl]-pyrrolidine-2,5-dione

Conditions

Conditions	Yield
With aluminum oxide In water for 0.2h; Condensation; microwave irradiation;	100%
In ethanol at 60℃; for 2h;	88%

...Expand

: 123-56-8
Succinimide

: 75-04-7
ethylamine

: 3025-98-7
N-ethyl-succinic diamide

Conditions

Conditions	Yield
at 20℃; under 600.048 - 750.06 Torr; Addition; soid-gas reaction; ring cleavage;	100%
With water

: 123-56-8
Succinimide

: 78-94-4
methyl vinyl ketone

: 77356-07-1
1-(3-oxobutyl)pyrrolidine-2,5-dione

Conditions

Conditions	Yield
Stage #1: Succinimide With sodium ethanolate In ethyl acetate at 20℃; for 0.25h; Inert atmosphere; Stage #2: methyl vinyl ketone In ethyl acetate at 77℃; for 16h; Reagent/catalyst; Inert atmosphere;	100%
With poly(N-vinylimidazole) In water at 20 - 25℃; for 24h; aza-Michael reaction; Inert atmosphere;	81%
With sodium ethanolate In ethyl acetate for 1h; Heating;	3%
With methanol; sodium methylate

: 123-56-8
Succinimide

: 74-89-5
methylamine

: 3025-97-6
N-methyl-succinic diamide

Conditions

Conditions	Yield
at 20℃; under 600.048 - 750.06 Torr; Addition; soid-gas reaction; ring cleavage;	100%
With water
In water for 1h; Ambient temperature;

: 123-56-8
Succinimide

: 108-86-1
bromobenzene

: 83-25-0
N-phenylmaleimide

Conditions

Conditions	Yield
With copper at 210℃; for 12h;	100%

: 123-56-8
Succinimide

: 64-17-5
ethanol

: 39662-63-0
5-ethoxy-pyrrolidin-2-one

Conditions

Conditions	Yield
With hydrogenchloride; sodium tetrahydroborate at 0℃; for 1h;	100%
Stage #1: Succinimide; ethanol With sodium tetrahydroborate In ethanol at -10℃; for 0.25h; Inert atmosphere; Stage #2: With hydrogenchloride In ethanol at -10℃; for 4h; Product distribution / selectivity; Inert atmosphere;	84%
Stage #1: Succinimide; ethanol With sodium tetrahydroborate pH=2; Stage #2: With sulfuric acid pH=2;	81%

: 123-56-8
Succinimide

: 824-94-2
p-methoxybenzyl chloride

: 108640-66-0
1-[(4-methoxyphenyl)methyl]-2,5-pyrrolidinedione

Conditions

Conditions	Yield
With potassium carbonate In acetonitrile	100%
With potassium carbonate In acetonitrile at 25℃; for 16h;
With potassium carbonate In acetonitrile at 25℃; for 16h;
With potassium carbonate In acetonitrile at 25℃; for 16h;

: 123-56-8
Succinimide

: 124-40-3
dimethyl amine

: 131566-92-2
mono-N,N-dimethylamide of succinic acid

Conditions

Conditions	Yield
at 20℃; under 600.048 - 750.06 Torr; Addition; soid-gas reaction; ring cleavage;	100%

: 123-56-8
Succinimide

: 911395-13-6
allyl [(2R,3S)-3-((1R)-1-{[tert-butyl(dimethyl)silyl]oxy}ethyl)-2-(2-{4-[(2,5-dioxopyrrolidin-1-yl)methyl]phenyl}-2-oxoethyl)-4-oxoazetidin-1-yl](triphenylphosphoranilidene)acetate

Conditions

Conditions	Yield
Stage #1: allyl ((2R,3S)-3-((1R)-1-{[tert-butyl-(dimethyl)-silyl]-oxy}-ethyl)-2-{2-[4-(hydroxymethyl)-phenyl]-2-oxoethyl}-4-oxoazetidin-1-yl) (triphenylphosphoranilidene) acetate With N,N-dimethyl-2-chloropropenylamine In dichloromethane at 20℃; for 0.5h; Stage #2: Succinimide With tetrabutylammomium bromide; caesium carbonate In N,N-dimethyl-formamide for 2h;	100%

: 123-56-8
Succinimide

: 429666-52-4
3-t-butyldiphenylsilyloxy-1-(4-hydroxymethyl-1,3-thiazol-2-yl)azetidine

: 1972-28-7
diethylazodicarboxylate

: 3-t-butyldiphenylsilyloxy-1-(4-succinimidomethyl-1,3-thiazol-2-yl)azetidine

Conditions

Conditions	Yield
With triphenylphosphine In tetrahydrofuran; toluene	100%

...Expand

: 123-56-8
Succinimide

: (C5H5)Mo(NO)(CHC(CH3)3)(C5H5N)

: (C5H5)Mo(NO)(CH2C(CH3)3)(NC(O)C2H4C(O))

Conditions

Conditions	Yield
In benzene-d6 air and H2O free atmosphere, NMR tube (5 min); detd. by (1)H NMR spectroscopy;	100%

: 123-56-8
Succinimide

: 111033-77-3
2-[1,1'-biphenyl]-2-ylethanol

: 1281027-45-9
C18H17NO2

Conditions

Conditions	Yield
With triphenylphosphine; diethylazodicarboxylate In dichloromethane at 0 - 20℃; Mitsunobu reaction;	100%

: 123-56-8
Succinimide

: (2,2’-bipyridin-3-yl-N-oxide)palladium acetate dimer

: (2,2’-bipyridin-3-yl-N-oxide)palladium succinimidate

Conditions

Conditions	Yield
In acetonitrile at 40℃; for 3h;	100%

: 123-56-8
Succinimide

: 5162-44-7
1-bromo-4-butene

: 58805-10-0
N-(3-butenyl)succinimide

Conditions

Conditions	Yield
With 18-crown-6 ether; potassium carbonate In toluene for 16h; Heating;	99.5%
Stage #1: Succinimide With sodium hydride In N,N-dimethyl-formamide at 20℃; for 1h; Stage #2: 1-bromo-4-butene In N,N-dimethyl-formamide at 50℃; for 20h;	92%
With sodium ethanolate In ethanol for 6h; Heating;
With sodium hydride In tetrahydrofuran; N,N-dimethyl-formamide
Stage #1: Succinimide With sodium hydride In N,N-dimethyl-formamide at 0 - 20℃; for 1h; Inert atmosphere; Stage #2: 1-bromo-4-butene In N,N-dimethyl-formamide at 50℃; for 16h; Inert atmosphere;	130 g

: 123-56-8
Succinimide

: 18913-31-0
2,3-butadien-1-ol

: 92721-47-6
1-(2,3-butadienyl)-2,5-pyrrolidinedione

Conditions

Conditions	Yield
With triphenylphosphine; diethylazodicarboxylate In tetrahydrofuran for 1.5h; Ambient temperature;	99%
With triphenylphosphine; diethylazodicarboxylate In tetrahydrofuran at 20℃; for 3h;	99%

: 123-56-8
Succinimide

: 516-12-1
N-iodo-succinimide

Conditions

Conditions	Yield
With [bis(acetoxy)iodo]benzene; iodine In benzene at 20℃; for 15h; Concentration; Solvent; Time; Darkness;	99%
With Iodine monochloride; bis(tri-n-butyltin)oxide 1.) benzene, reflux, 4 h, 2.) CH3CN; Yield given. Multistep reaction;

: 123-56-8
Succinimide

: 202462-83-7
11-[(triphenylmethyl)sulfanyl]undecanoic Acid

: 916980-32-0
C34H39NO4S

Conditions

Conditions	Yield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 5 - 20℃; for 25h;	99%

: 123-56-8
Succinimide

: 50-00-0
formaldehyd

: 21860-03-7
2,5-di-tert-butylaniline

: 1182178-42-2
C19H28N2O2

Conditions

Conditions	Yield
In ethanol; water Reflux;	99%
In ethanol at 80℃; Inert atmosphere;	89%
In ethanol; water at 80℃; Reflux;

...Expand

Succinimide Chemical Properties

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/cm³
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

Succinimide Toxicity Data With Reference

Organism	Test Type	Route	Reported Dose (Normalized Dose)	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.

Succinimide Consensus Reports

Reported in EPA TSCA Inventory.

Succinimide Safety Profile

Hazard Codes Irritant Xi
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.

Succinimide 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.

Product Name

Succinimide

Synthetic route

Succinimide Chemical Properties

Succinimide Toxicity Data With Reference

Succinimide Consensus Reports

Succinimide Safety Profile

Succinimide Specification

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