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123-56-8 Usage

Uses

Growth stimulants for plants, organic synthesis.

Synthesis Reference(s)

Journal of the American Chemical Society, 102, p. 7448, 1980 DOI: 10.1021/ja00545a009Organic Syntheses, Coll. Vol. 2, p. 562, 1943

Definition

ChEBI: A dicarboximide that is pyrrolidine which is substituted by oxo groups at positions 2 and 5.

Purification Methods

Crystallise the imide from EtOH (1mL/g) or water. [Beilstein 21 H 369, 21/9 V 438.]

Chemical Properties

white crystalline powder

Preparation

To a flask equipped with a dropping funnel, mechanical stirrer, and a 40 cm long side arm of not less than 10 mm inside diameter is added 236 gm (2.0 mole) of succinic acid. The flask is cooled and 270 ml (4.0 moles) of 28% aqueous ammonia is slowly added with stirring. The flask is rapidly heated with an oil bath until 200 ml of water distils. The temperature of the bath is rapidly raised to 275°C. Succinimide starts to distil over the range 275-289°C, to afford 168 gm of crude product which solidifies on cooling. The intermediate fraction, boiling between 102° and 275°C, is redistilled to afford 10.0 gm of crude succinimide, b.p. 275-289°C. The combined product (178 gm) is added to 178 gm of hot ethanol. The solution is cooled, the crystals filtered, washed with 25 ml of cold ethanol, and dried to afford 163-164 gm (82-83%), m.p. 123-125°C. Approximately 4-5 gm of additional product may be obtained by concen-trating the mother liquor. Recent Japanese patents suggested inert aprotic solvents such as cyclic amides (e.g., N-methylpyrrolidone, N-acetyl-2-pyrrolidone, DMF, or tet-ramethylurea) and azeotroping solvents (e.g., toluene, 0-xylene, hexane, or pentane) or other high-boiling solvents (e.g., chlorobenzene or chlo-rotoluene) as dehydrating agents for the formation of imides from di-basic acids (e.g., 3- and/or 4) hydroxyphthalic acid with a large variety of diamines including diaminosiloxanes such as bis (3-aminopropyl)-tetra-methylsiloxane.
InChI:InChI=1/C4H5NO2/c6-3-1-2-4(7)5-3/h1-2H2,(H,5,6,7)

123-56-8 Well-known Company Product Price

Brand (Code)Product description CAS number Packaging Price Detail
Alfa Aesar (A13503)  Succinimide, 98+%    123-56-8 250g 378.0CNY Detail
Alfa Aesar (A13503)  Succinimide, 98+%    123-56-8 1000g 797.0CNY Detail
Alfa Aesar (A13503)  Succinimide, 98+%    123-56-8 5000g 3544.0CNY Detail

123-56-8SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 10, 2017

Revision Date: Aug 10, 2017

1.Identification

1.1 GHS Product identifier

Product name succinimide

1.2 Other means of identification

Product number -
Other names dihydromaleimide

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:123-56-8 SDS

123-56-8Synthetic route

maleiimide
541-59-3

maleiimide

Succinimide
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%
piperidine
110-89-4

piperidine

A

Succinimide
123-56-8

Succinimide

B

N,N'-thiodipiperidine
25116-80-7

N,N'-thiodipiperidine

C

piperidine hydrochloride
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%
2,5-diphenyl-2,5-hexanediol
24434-16-0

2,5-diphenyl-2,5-hexanediol

A

Succinimide
123-56-8

Succinimide

B

acetophenone
98-86-2

acetophenone

Conditions
ConditionsYield
With N-iodo-succinimide In benzene for 6h; Product distribution; Irradiation; varying reaction time;A 99%
B 100%
4-Chloro-1-(4-isopropyl-phenyl)-butan-1-one
70289-38-2

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

A

Succinimide
123-56-8

Succinimide

B

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

NiCH2CH2CONH(P(C6H11)3)

A

Succinimide
123-56-8

Succinimide

B

(tricyclohexylphosphane)Ni(0)(CO)3
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
dibutyldisuccinimidostannane
84839-03-2

dibutyldisuccinimidostannane

A

Succinimide
123-56-8

Succinimide

B

dibutyltin chloride
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%
2-pyrrolidinon
616-45-5

2-pyrrolidinon

Succinimide
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
2,5-dimethyl-2,5-hexanediol
110-03-2

2,5-dimethyl-2,5-hexanediol

A

Succinimide
123-56-8

Succinimide

B

acetone
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%
N-(phenylthio)succinimide
14204-24-1

N-(phenylthio)succinimide

Diethyl phosphonate
762-04-9, 123-22-8

Diethyl phosphonate

A

Succinimide
123-56-8

Succinimide

B

O,O-diethyl S-phenyl phosphorothioate
1889-58-3

O,O-diethyl S-phenyl phosphorothioate

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

L-Pyroglutamic acid

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

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

Succinimide
123-56-8

Succinimide

Conditions
ConditionsYield
With sodium hydride; 1-dodecylthiol In acetonitrile at 50℃; for 0.25h; Inert atmosphere;98%
methanol
67-56-1

methanol

benzoic acid
65-85-0

benzoic acid

A

benzoic acid methyl ester
93-58-3

benzoic acid methyl ester

B

Succinimide
123-56-8

Succinimide

Conditions
ConditionsYield
With N-Bromosuccinimide at 70℃; for 20h;A 85%
B 98%
N-chloro-succinimide
128-09-6

N-chloro-succinimide

ethanol
64-17-5

ethanol

2-(Benzylsulfanyl)benzonitrile
63216-04-6

2-(Benzylsulfanyl)benzonitrile

A

Succinimide
123-56-8

Succinimide

B

2-cyanobenzenesulfonyl chloride
69360-26-5

2-cyanobenzenesulfonyl chloride

C

benzyl chloride
100-44-7

benzyl chloride

D

2-Cyano-benzenesulfinic acid ethyl ester

2-Cyano-benzenesulfinic acid ethyl ester

Conditions
ConditionsYield
In chloroform for 18h; Product distribution; Ambient temperature;A n/a
B n/a
C n/a
D 97%
succinic acid anhydride
108-30-5

succinic acid anhydride

Succinimide
123-56-8

Succinimide

Conditions
ConditionsYield
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%
morpholine
110-91-8

morpholine

N-(morpholinothio)imide
59939-51-4

N-(morpholinothio)imide

A

Succinimide
123-56-8

Succinimide

B

N,N'-thiodimorpholine
5038-11-9

N,N'-thiodimorpholine

Conditions
ConditionsYield
In benzene at 20 - 25℃; for 0.25h;A 96%
B 88%
N-(phenylthio)succinimide
14204-24-1

N-(phenylthio)succinimide

diisopropyl phosphite
691-96-3

diisopropyl phosphite

A

Succinimide
123-56-8

Succinimide

B

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

thiophosphoric acid O,O'-diisopropyl ester S-phenyl ester

Conditions
ConditionsYield
In benzene for 20h; Ambient temperature;A n/a
B 96%
Pyroglutamic acid
149-87-1

Pyroglutamic acid

Succinimide
123-56-8

Succinimide

Conditions
ConditionsYield
With ammonium peroxydisulfate; silver nitrate In water at 20℃; for 2h; Catalytic behavior; Reagent/catalyst; Time; Green chemistry;96%
N-chloro-succinimide
128-09-6

N-chloro-succinimide

mercury(II) diacetate
1600-27-7

mercury(II) diacetate

potassium thioacyanate
333-20-0

potassium thioacyanate

A

Succinimide
123-56-8

Succinimide

B

cyanide(1-)
57-12-5

cyanide(1-)

C

chloride
16887-00-6

chloride

D

Sulfate
14808-79-8

Sulfate

E

hydrogen cation

hydrogen cation

Conditions
ConditionsYield
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
N-Bromosuccinimide
128-08-5

N-Bromosuccinimide

mercury(II) diacetate
1600-27-7

mercury(II) diacetate

potassium thioacyanate
333-20-0

potassium thioacyanate

A

Succinimide
123-56-8

Succinimide

B

bromocyane
506-68-3

bromocyane

C

bromide
10097-32-2

bromide

D

Sulfate
14808-79-8

Sulfate

E

hydrogen cation

hydrogen cation

Conditions
ConditionsYield
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
dimedone
126-81-8

dimedone

A

Succinimide
123-56-8

Succinimide

B

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

bis(4,4-dimethyl-2,6-dioxo-1-cyclohexyl) sulfide

Conditions
ConditionsYield
With bis(succinimide) sulfide In 1,2-dichloro-ethane at 20 - 25℃; for 1h;A n/a
B 93%
L-Aspartic acid
56-84-8

L-Aspartic acid

Succinimide
123-56-8

Succinimide

Conditions
ConditionsYield
molecular sieve In diphenylether92.2%
With toluene-4-sulfonic acid In nitrobenzene85.5%
1-[(E)-2-(phenylsulfonyl)ethenyl]-succinimide

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

Succinimide
123-56-8

Succinimide

Conditions
ConditionsYield
With sodium hydride; 1-dodecylthiol In acetonitrile at 20℃; for 15h; Inert atmosphere;92%
trans-NiH(succinimido) (PCy3)2

trans-NiH(succinimido) (PCy3)2

Succinimide
123-56-8

Succinimide

Conditions
ConditionsYield
With carbon monoxide In dichloromethane for 4h; Ambient temperature;91%
trans-NiH(succinimido)((C6H11)3P)2
82384-39-2

trans-NiH(succinimido)((C6H11)3P)2

carbon monoxide
201230-82-2

carbon monoxide

A

Succinimide
123-56-8

Succinimide

B

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

(CO)2Ni(P(C6H11-cyclo)3)2

Conditions
ConditionsYield
In dichloromethane at room temp., for 4 h, with excess amount of CO;A 91%
B n/a
1-methyl-pyrrolidin-2-one
872-50-4

1-methyl-pyrrolidin-2-one

aspartic Acid
617-45-8

aspartic Acid

Succinimide
123-56-8

Succinimide

Conditions
ConditionsYield
With phosphoric acid; nitrogen; silica gel In diphenylether; acetone90.9%
aspartic Acid
617-45-8

aspartic Acid

Succinimide
123-56-8

Succinimide

Conditions
ConditionsYield
In diphenylether90%
In diphenylether90%
3-Sulfolene
77-79-2

3-Sulfolene

{(succinimide)2silver}(silver)

{(succinimide)2silver}(silver)

A

Succinimide
123-56-8

Succinimide

B

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

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

Conditions
ConditionsYield
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
1-[(Z)-2-(phenylsulfonyl)ethenyl]succinimide

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

Succinimide
123-56-8

Succinimide

Conditions
ConditionsYield
With sodium hydride; 1-dodecylthiol In acetonitrile at 20℃; for 15h; Inert atmosphere;90%
N-(phenylthio)succinimide
14204-24-1

N-(phenylthio)succinimide

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

methyl phosphite

A

Succinimide
123-56-8

Succinimide

B

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

thiophosphoric acid O,O'-dimethyl ester S-phenyl ester

Conditions
ConditionsYield
In benzene for 20h; Ambient temperature;A n/a
B 89%
piperidine
110-89-4

piperidine

Succinimide
123-56-8

Succinimide

formaldehyd
50-00-0

formaldehyd

N-piperidinomethyl-succinimide
13314-95-9

N-piperidinomethyl-succinimide

Conditions
ConditionsYield
With aluminum oxide In water for 0.2h; Condensation; microwave irradiation;100%
With ethanol; water
morpholine
110-91-8

morpholine

Succinimide
123-56-8

Succinimide

formaldehyd
50-00-0

formaldehyd

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

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

Conditions
ConditionsYield
With aluminum oxide In water for 0.2h; Condensation; microwave irradiation;100%
In ethanol at 60℃; for 2h;88%
Succinimide
123-56-8

Succinimide

ethylamine
75-04-7

ethylamine

N-ethyl-succinic diamide
3025-98-7

N-ethyl-succinic diamide

Conditions
ConditionsYield
at 20℃; under 600.048 - 750.06 Torr; Addition; soid-gas reaction; ring cleavage;100%
With water
Succinimide
123-56-8

Succinimide

methyl vinyl ketone
78-94-4

methyl vinyl ketone

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

1-(3-oxobutyl)pyrrolidine-2,5-dione

Conditions
ConditionsYield
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
Succinimide
123-56-8

Succinimide

methylamine
74-89-5

methylamine

N-methyl-succinic diamide
3025-97-6

N-methyl-succinic diamide

Conditions
ConditionsYield
at 20℃; under 600.048 - 750.06 Torr; Addition; soid-gas reaction; ring cleavage;100%
With water
In water for 1h; Ambient temperature;
Succinimide
123-56-8

Succinimide

bromobenzene
108-86-1

bromobenzene

N-phenylmaleimide
83-25-0

N-phenylmaleimide

Conditions
ConditionsYield
With copper at 210℃; for 12h;100%
Succinimide
123-56-8

Succinimide

ethanol
64-17-5

ethanol

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

5-ethoxy-pyrrolidin-2-one

Conditions
ConditionsYield
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%
Succinimide
123-56-8

Succinimide

p-methoxybenzyl chloride
824-94-2

p-methoxybenzyl chloride

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

1-[(4-methoxyphenyl)methyl]-2,5-pyrrolidinedione

Conditions
ConditionsYield
With potassium carbonate In acetonitrile100%
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;
Succinimide
123-56-8

Succinimide

dimethyl amine
124-40-3

dimethyl amine

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

mono-N,N-dimethylamide of succinic acid

Conditions
ConditionsYield
at 20℃; under 600.048 - 750.06 Torr; Addition; soid-gas reaction; ring cleavage;100%
Succinimide
123-56-8

Succinimide

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
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
ConditionsYield
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%
Succinimide
123-56-8

Succinimide

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

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

diethylazodicarboxylate
1972-28-7

diethylazodicarboxylate

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

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

Conditions
ConditionsYield
With triphenylphosphine In tetrahydrofuran; toluene100%
Succinimide
123-56-8

Succinimide

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

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

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

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

Conditions
ConditionsYield
In benzene-d6 air and H2O free atmosphere, NMR tube (5 min); detd. by (1)H NMR spectroscopy;100%
Succinimide
123-56-8

Succinimide

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

2-[1,1'-biphenyl]-2-ylethanol

C18H17NO2
1281027-45-9

C18H17NO2

Conditions
ConditionsYield
With triphenylphosphine; diethylazodicarboxylate In dichloromethane at 0 - 20℃; Mitsunobu reaction;100%
Succinimide
123-56-8

Succinimide

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

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

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

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

Conditions
ConditionsYield
In acetonitrile at 40℃; for 3h;100%
Succinimide
123-56-8

Succinimide

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

1-bromo-4-butene

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

N-(3-butenyl)succinimide

Conditions
ConditionsYield
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
Succinimide
123-56-8

Succinimide

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

2,3-butadien-1-ol

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

1-(2,3-butadienyl)-2,5-pyrrolidinedione

Conditions
ConditionsYield
With triphenylphosphine; diethylazodicarboxylate In tetrahydrofuran for 1.5h; Ambient temperature;99%
With triphenylphosphine; diethylazodicarboxylate In tetrahydrofuran at 20℃; for 3h;99%
Succinimide
123-56-8

Succinimide

N-iodo-succinimide
516-12-1

N-iodo-succinimide

Conditions
ConditionsYield
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;
Succinimide
123-56-8

Succinimide

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

11-[(triphenylmethyl)sulfanyl]undecanoic Acid

C34H39NO4S
916980-32-0

C34H39NO4S

Conditions
ConditionsYield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 5 - 20℃; for 25h;99%
Succinimide
123-56-8

Succinimide

formaldehyd
50-00-0

formaldehyd

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

2,5-di-tert-butylaniline

C19H28N2O2
1182178-42-2

C19H28N2O2

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

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LC-MS peptide mapping is the most commonly used method to analyze protein modifications. The proteins are generally digested using trypsin at a slightly basic pH at 37 °C from several hours to overnight. Assay-induced artifacts can be generated during this procedure, potentially causing false-p...detailed

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In the present study, twelve new 1-aryl-3-ethyl-3-methylpyrrolidine-2,5-diones were synthesized and their structures were characterized by FT-IR, 1H NMR, 13C NMR spectroscopy and elemental analysis. In the final step of synthetic rout, condensation between corresponding succinic acid and substit...detailed

Research ArticlePharmaceutical BiotechnologyCharacterization of Ring-Opening Reaction of Succinimide (cas 123-56-8) Linkers in ADCs09/10/2019

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Characterization and quantification of Succinimide (cas 123-56-8) using peptide mapping under low-pH conditions and hydrophobic interaction chromatography09/09/2019

Characterization of asparagine deamidation and aspartic acid isomerization is an important aspect of biotherapeutic protein analysis due to the potential negative effect of these modifications on drug efficacy and stability. Succinimide has long been known to be an intermediate product of aspara...detailed

General CommentaryAn Automated and Qualified Platform Method for Site-Specific Succinimide (cas 123-56-8) and Deamidation Quantitation Using Low-pH Peptide Mapping09/08/2019

ABSTRACTMonoclonal antibodies undergo several post-translational modifications, including the formation of succinimide from the deamidation of asparagine or the isomerization of aspartic acid. Because of the potential impact of succinimide formation on the biological activity of monoclonal antib...detailed

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