ChemicalBook >> CAS DataBase List >>Succinimide

Succinimide

CAS No.
123-56-8
Chemical Name:
Succinimide
Synonyms
SI;Pyrrolidine-2,5-dione;2,5-PYRROLIDINEDIONE;3,4-Dihydropyrrole-2,5-dione;Lubrizol 2153;succiminide;Succinic imide;Orotric;BUTANIMIDE;SUCCINIMIDE
CBNumber:
CB4852973
Molecular Formula:
C4H5NO2
Molecular Weight:
99.09
MDL Number:
MFCD00005495
MOL File:
123-56-8.mol
MSDS File:
SDS
Last updated:2024-03-28 16:55:20

Succinimide Properties

Melting point 123-125 °C (lit.)
Boiling point 285-290 °C (lit.)
Density 1.41
vapor pressure <1 hPa (50 °C)
refractive index 1.4166 (estimate)
Flash point 201 °C
storage temp. Store below +30°C.
solubility 330g/l
pka 9.6(at 25℃)
form Powder or Flakes
color Off-white to beige to light brown
PH 4-6 (200g/l, H2O)
Odor nearly odorless
Water Solubility Soluble in water and ethanol. Insoluble in ether and chloroform.
Merck 14,8871
BRN 108440
InChIKey KZNICNPSHKQLFF-UHFFFAOYSA-N
LogP -0.85 at 20℃
CAS DataBase Reference 123-56-8(CAS DataBase Reference)
EWG's Food Scores 1
FDA UNII 10X90O3503
ATC code G04BX10
NIST Chemistry Reference 2,5-Pyrrolidinedione(123-56-8)
EPA Substance Registry System Succinimide (123-56-8)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H302-H315-H319-H335
Precautionary statements  P261-P305+P351+P338
Hazard Codes  Xi
Risk Statements  36/37/38
Safety Statements  22-24/25-36-26-S24/25
WGK Germany  2
RTECS  WN2200000
TSCA  Yes
HS Code  29251995
Toxicity LD50 orally in rats: 14 g/kg (Melon)
NFPA 704
0
1 0

Succinimide price More Price(40)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 8.07971 Succinimide for synthesis 123-56-8 250g $65.5 2024-03-01 Buy
Sigma-Aldrich S9381 Succinimide 123-56-8 500g $117 2024-03-01 Buy
Sigma-Aldrich 8.07971 Succinimide for synthesis 123-56-8 1kg $233 2024-03-01 Buy
TCI Chemical S0108 Succinimide >98.0%(T) 123-56-8 25g $18 2024-03-01 Buy
TCI Chemical S0108 Succinimide >98.0%(T) 123-56-8 500g $67 2024-03-01 Buy
Product number Packaging Price Buy
8.07971 250g $65.5 Buy
S9381 500g $117 Buy
8.07971 1kg $233 Buy
S0108 25g $18 Buy
S0108 500g $67 Buy

Succinimide Chemical Properties,Uses,Production

Description

Succinimide is a natural product found in Xanthium strumarium and Panax notoginseng with data available.Succinimide is a colorless acicular crystal or thin solid with light brown luster. It tastes sweet. Easily soluble in water, alcohol or sodium hydroxide solution, insoluble in ether, chloroform, etc.
Succinimide dispersants appear as dark or brown-colored liquids with a thickness or viscosity similar to heavy syrup. They have little or no solubility in water, and because they are denser than water, will sink in a water environment. They are readily soluble in oil and lighter weight hydrocarbons, such as gasoline. Succinimide dispersants have very low vapor pressure and little noticeable odor at ambient temperatures.

Chemical Properties

white crystalline powder

Uses

Succinimide is a cycle imide of succinic acid that is present in numerous biologically active compounds including anticonvulsants, antitremor, anti-Parkinson's agents.
Succinimide is the key intermediate for deamidation of asparagine (Asn) and isom-erization of aspartic acid (Asp) residues in a protein or peptide, either in vivo or invitro (Wakankar and Borchardt 2006). Formation of succinimide is the rate-deter-mining step in these reactions.

Uses

Succinimide is used in organic syntheses and in industrial silver plating processes. It is a reagent that is used in the synthesis of Lumiflavin (L473900), which is a toxic photolysis product of vitamin B2 (R415000). Further, it is used to form covalent bonds between proteins, peptides and plastics. In addition to this, it is used as an important raw material for the synthesis of heterocyclic compounds through N-acyliminium cyclizations.

Definition

ChEBI: Succinimide is a dicarboximide that is pyrrolidine which is substituted by oxo groups at positions 2 and 5. It is a pyrrolidinone and a dicarboximide.

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 concen­trating 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 di­basic acids (e.g., 3- and/or 4) hydroxyphthalic acid with a large variety of diamines including diaminosiloxanes such as bis (3-aminopropyl)-tetra-methylsiloxane.
Preparation of Succinimide

Synthesis Reference(s)

Journal of the American Chemical Society, 102, p. 7448, 1980 DOI: 10.1021/ja00545a009
Organic Syntheses, Coll. Vol. 2, p. 562, 1943

Flammability and Explosibility

Non flammable

Synthesis

Succinimide is obtained by the reaction of succinic acid with ammonia. Succinic acid and water are added into the reaction pot, and succinimide can be produced by ammonia reaction. Succinic acid can also be put into the reaction pot, drop ammonia, stir to dissolve and react, heat it to 102 ℃, evaporate the water, and then carry out vacuum distillation. When the temperature rises to 180 ℃, start collecting succinimide fraction to obtain the finished product.

Purification Methods

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

98-79-3
123-56-8
Synthesis of Succinimide from L-Pyroglutamic acid
Global( 553)Suppliers
Supplier Tel Email Country ProdList Advantage
Langfang Hawk Techology & Development Co, Ltd.
0316-2224727,2224728,2224729 38755326@qq.com China 23 58
LEAP CHEM CO., LTD.
+86-852-30606658 market18@leapchem.com China 24738 58
Hebei Mojin Biotechnology Co., Ltd
+8613288715578 sales@hbmojin.com China 12452 58
Hebei Yanxi Chemical Co., Ltd.
+8617531190177 peter@yan-xi.com China 5988 58
Suzhou Sanyi Polymer Chemical Technology Co., Ltd.
+8615571922873 15571922873@163.com China 105 58
Henan Fengda Chemical Co., Ltd
+8613613820652 info@fdachem.com China 5085 58
Capot Chemical Co.,Ltd.
571-85586718 +8613336195806 sales@capotchem.com China 29797 60
Henan Tianfu Chemical Co.,Ltd.
+86-0371-55170693 +86-19937530512 info@tianfuchem.com China 21700 55
Hangzhou FandaChem Co.,Ltd.
008657128800458; +8615858145714 fandachem@gmail.com China 9354 55
career henan chemical co
+86-0371-86658258 sales@coreychem.com China 29914 58

Related articles

  • Introduction of Succinimide
  • Succinimide is a dicarboximide that is pyrrolidine which is substituted by oxo groups at positions 2 and 5. It is a pyrrolidin....
  • Apr 13,2022

View Lastest Price from Succinimide manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Succinimide pictures 2024-03-28 Succinimide
123-56-8
US $20.00 / kg 1kg 99 1000kg Shaanxi Franta Biotechnology Co., Ltd
Succinimide pictures 2024-03-27 Succinimide
123-56-8
US $20.00 / kg 1kg 99 20 ton Suzhou Sanyi Polymer Chemical Technology Co., Ltd.
Succinimide pictures 2024-01-18 Succinimide
123-56-8
US $6.00-0.60 / KG 1KG 99% g-kg-tons, free sample is available Henan Fengda Chemical Co., Ltd
  • Succinimide pictures
  • Succinimide
    123-56-8
  • US $20.00 / kg
  • 99
  • Shaanxi Franta Biotechnology Co., Ltd
  • Succinimide pictures
  • Succinimide
    123-56-8
  • US $20.00 / kg
  • 99
  • Suzhou Sanyi Polymer Chemical Technology Co., Ltd.
  • Succinimide pictures
  • Succinimide
    123-56-8
  • US $6.00-0.60 / KG
  • 99%
  • Henan Fengda Chemical Co., Ltd
SUCCINIMIDE SUCCINIC ACID IMIDE 3,4-Dihydropyrrolidinone 2-Hydroxy-1-pyrroline-5-one Succinimide,2,5-Pyrrolidinedione SUCCINIMIDE FOR SYNTHESIS 1 KG SUCCINIMIDE FOR SYNTHESIS 250 G ALS (SodiuM allyl sulfonate) Succinimide Vetec(TM) reagent grade, 98% Succinimide≥ 99% (HPLC) 3,4-dihydropyrrolidine Dihydro-3-pyrroline-2,5-dione Lubrizol 6406 Orotric Succinimide-Sauba Succinimide,~99% Succinimide, 98+% succinimide, butanimide BUTANIMIDE,SUCCINIMIDE,2.5-PYRROLIDINEDIONE,2.5-DIKETOPYRROLIDINE 2,5-Pyrrolidinone BUTANIMIDE AKOS BBS-00004334 2,5-DIKETOPYRROLIDENE 2,5-DIKETOPYRROLIDINE 2,5-Dioxopyrrolidine Ozagrel Impurity 13 Letrozole Impurity 22 Succinimide > Succinimide CAS 123-56-8 with Favorable Price Succinimide (Butanimide) extrapure AR, 99% 3,4-Dihydropyrrole-2,5-dione SI Succinic imide succiminide Lubrizol 2153 Pyrrolidine-2,5-dione 2,5-PYRROLIDINEDIONE Butadiene imide Ozagrel Sodium Impurity 13 123-56-8 123-56-4 CH2CO2NH KETONE Cyclic Imides Carbonyl Compounds Organic Building Blocks Peptide Synthesis Building Blocks Biochemicals and Reagents Amino Acids and Peptides BioChemical Miscellaneous 123-56-8