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Succinimide

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Succinimide Basic information

Product Name:
Succinimide
CAS:
123-56-8
MF:
C4H5NO2
MW:
99.09
EINECS:
204-635-6
Mol File:
123-56-8.mol
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Succinimide Chemical 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)
Water Solubility 
Soluble in water and ethanol. Insoluble in ether and chloroform.
Merck 
14,8871
BRN 
108440
InChIKey
KZNICNPSHKQLFF-UHFFFAOYSA-N
CAS DataBase Reference
123-56-8(CAS DataBase Reference)
NIST Chemistry Reference
2,5-Pyrrolidinedione(123-56-8)
EPA Substance Registry System
Succinimide (123-56-8)
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Safety Information

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)

MSDS

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Succinimide Usage And Synthesis

Chemical Properties

white crystalline powder

Uses

Growth stimulants for plants, organic synthesis.

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

Definition

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

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

Purification Methods

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

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SuccinimideSupplierMore

NANJING RUIJIE BIOTECHNOLOGY CO,LTD. Gold
Tel:
13905141307 025-86129897-
Email:
1220449729@qq.com
Zhengzhou HongSheng Pharmaceutical Co., Ltd. Gold
Tel:
15637198702 0371-55695890-
Email:
xpkchem@163.com;xpkchem@163.com;
Shanghai Boyle Chemical Co., Ltd.
Tel:
Mr Qiu:021-50182298(Demestic market) Miss Xu:021-50180596(Abroad market)
Email:
sales@boylechem.com
J & K SCIENTIFIC LTD.
Tel:
400-666-7788 010-82848833-
Email:
jkinfo@jkchemical.com;market6@jkchemical.com
Meryer (Shanghai) Chemical Technology Co., Ltd.
Tel:
400-660-8290 21-61259100-
Email:
sh@meryer.com
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