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Basic Information
CAS No.: 541-59-3
Name: Maleimide
Molecular Structure:
Molecular Structure of 541-59-3 (Maleimide)
Formula: C4H3NO2
Molecular Weight: 97.0733
Synonyms: 3-Pyrroline-2,5-dione;AI3-61139;BRN 0106910;CCRIS 3408;Maleic imide;NSC 13684;Pyrrole-2,5-dione;1H-Pyrrole-2,5-dione;
EINECS: 208-787-4
Density: 1.366 g/cm3
Melting Point: 91-93 °C(lit.)
Boiling Point: 244.073 °C at 760 mmHg
Flash Point: 136.574 °C
Solubility: soluble in water
Appearance: slight yellow crystalline powder
Hazard Symbols: ToxicT,CorrosiveC
Risk Codes: 25-34-43-36/37/38
Safety: 26-36/37/39-45-28-7/9
Transport Information: UN 2923 8/PG 2
PSA: 46.17000
LogP: -0.47220
Synthetic route
Conditions
ConditionsYield
With triethylamine In N,N-dimethyl-formamide97%
108-31-6

maleic anhydride

541-59-3

maleiimide

Conditions
ConditionsYield
With formamide In neat (no solvent) for 0.5h; Reagent/catalyst; Milling; Heating; Green chemistry;93%
With 2-butenedioic acid at 100℃; for 20h; Inert atmosphere;65%
In methanol; o-xylene
79901-70-5

O-t-butylmaleimide

A

541-59-3

maleiimide

B

115-11-7

isobutene

Conditions
ConditionsYield
In chloroform-d1 Product distribution; Irradiation; photochemical reactivity;A 83%
B n/a
79887-86-8

O-i-propylmaleimide

541-59-3

maleiimide

Conditions
ConditionsYield
In chloroform-d1 Product distribution; Irradiation; photochemical reactivity;80%
55750-48-6

N-methoxycarbonylmaleimide

541-59-3

maleiimide

Conditions
ConditionsYield
With sodium hydrogencarbonate60%
6066-82-6

1-hydroxy-pyrrolidine-2,5-dione

isomaleimide

isomaleimide

541-59-3

maleiimide

Conditions
ConditionsYield
In acetonitrile36%
67-56-1

methanol

22112-79-4

meso-5,10,15,20-tetra(3-hydroxyphenyl)porphine

A

541-59-3

maleiimide

B

19438-10-9

methyl 3-hydroxybenzoate

C

5-(3,4-benzoquinonyl)-10,15,20-tris(3-hydroxyphenyl)porphyrin

Conditions
ConditionsYield
With air for 140h; Product distribution; Photolysis;A 1.1%
B 2.5%
C 5%
67-56-1

methanol

temoporfin

A

541-59-3

maleiimide

B

123-56-8

Succinimide

C

19438-10-9

methyl 3-hydroxybenzoate

D

5-[1-[5-(3-Hydroxy-benzoyl)-1H-pyrrol-2-yl]-1-(3-hydroxy-phenyl)-meth-(Z)-ylidene]-1,5-dihydro-pyrrol-2-one

Conditions
ConditionsYield
With air; water for 23h; Product distribution; Photolysis;A 1.2%
B 0.6%
C 1.5%
D n/a
123-56-8

Succinimide

541-59-3

maleiimide

Conditions
ConditionsYield
With iodine; oxygen; silica gel at 500 - 700℃;
109-97-7

pyrrole

541-59-3

maleiimide

Conditions
ConditionsYield
With chromium(III) oxide; sulfuric acid
With sodium dichromate; sulfuric acid; water
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Chemistry

IUPAC Name: Pyrrole-2,5-dione
Synonyms of Maleimide (CAS NO.541-59-3): 3-Pyrroline-2,5-dione ; 5-21-10-00003 (Beilstein Handbook Reference) ; AI3-61139 ; BRN 0106910 ; CCRIS 3408 ; EINECS 208-787-4 ; Maleic imide ; Maleinimide ; NSC 13684 ; Pyrrole-2,5-dione ; 1H-Pyrrole-2,5-dione
CAS NO: 541-59-3
Classification Code: Reproductive Effect
Molecular Formula of Maleimide (CAS NO.541-59-3): C4H3NO2
Molecular Weight: 97.0721
Molecular Structure:

Melting Point: 91-93 °C
Polar Surface Area: 37.38 Å2
Index of Refraction: 1.521
Molar Refractivity: 21.65 cm3
Molar Volume: 71 cm3
Surface Tension: 47.7 dyne/cm
Density of Maleimide (CAS NO.541-59-3): 1.366 g/cm3
Flash Point: 136.6 °C
Enthalpy of Vaporization: 48.11 kJ/mol
Boiling Point: 244.1 °C at 760 mmHg
Vapour Pressure: 0.031 mmHg at 25°C

Uses

 Maleimide (CAS NO.541-59-3) is used as flexible linking molecules to reinforce rubber.

Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 7766ug/kg (7.766mg/kg)   Archives of Toxicology. Vol. 37, Pg. 15, 1976.
mouse LD50 intravenous 9mg/kg (9mg/kg) SENSE ORGANS AND SPECIAL SENSES: HEMORRHAGE: EYE

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Biochemical Pharmacology. Vol. 27, Pg. 151, 1978.
mouse LD50 oral 80mg/kg (80mg/kg)   Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 40(11), Pg. 109, 1975.

Consensus Reports

Reported in EPA TSCA Inventory.

Safety Profile

Hazard Codes: ToxicT,CorrosiveC
Risk Statements: 25-34-43-36/37/38 
R25: Toxic if swallowed. 
R34: Causes burns. 
R43: May cause sensitization by skin contact. 
R36/37/38: Irritating to eyes, respiratory system and skin.
Safety Statements: 26-36/37/39-45-28-7/9 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S36/37/39: Wear suitable protective clothing, gloves and eye/face protection. 
S45: In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) 
S28: After contact with skin, wash immediately with plenty of soap-suds. 
S7: Keep container tightly closed. 
S9: Keep container in a well-ventilated place.
RIDADR: UN 2923 8/PG 2
WGK Germany: 3
RTECS: ON4800000
HazardClass: 8
PackingGrou:p III
HS Code: 29251995
Poison by intraperitoneal and intravenous routes. An experimental teratogen. Experimental reproductive effects. When heated to decomposition it emits toxic fumes of NOx.