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Cas Database

Name	Maleimide	EINECS	208-787-4
CAS No.	541-59-3	Density	1.366 g/cm³
PSA	46.17000	LogP	-0.47220
Solubility	soluble in water	Melting Point	91-93 °C(lit.)
Formula	C₄H₃NO₂	Boiling Point	244.073 °C at 760 mmHg
Molecular Weight	97.0733	Flash Point	136.574 °C
Transport Information	UN 2923 8/PG 2	Appearance	slight yellow crystalline powder
Safety	26-36/37/39-45-28-7/9	Risk Codes	25-34-43-36/37/38
Molecular Structure		Hazard Symbols	T,C
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;	Article Data	72

Maleimide Synthetic route

: 108-31-6
maleic anhydride

: 373-02-4, 14998-37-9, 33025-09-1, 94044-50-5, 98268-31-6
nickel diacetate

: 541-59-3
maleiimide

Conditions

Conditions	Yield
With triethylamine In N,N-dimethyl-formamide	97%

: 108-31-6
maleic anhydride

: 541-59-3
maleiimide

Conditions

Conditions	Yield
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

Conditions	Yield
In chloroform-d1 Product distribution; Irradiation; photochemical reactivity;	A 83% B n/a

: 79887-86-8
O-i-propylmaleimide

: 541-59-3
maleiimide

Conditions

Conditions	Yield
In chloroform-d1 Product distribution; Irradiation; photochemical reactivity;	80%

: 55750-48-6
N-methoxycarbonylmaleimide

: 541-59-3
maleiimide

Conditions

Conditions	Yield
With sodium hydrogencarbonate	60%

: 6066-82-6
1-hydroxy-pyrrolidine-2,5-dione

isomaleimide: isomaleimide

: 541-59-3
maleiimide

Conditions

Conditions	Yield
In acetonitrile	36%

: 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

Conditions	Yield
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

Conditions	Yield
With air; water for 23h; Product distribution; Photolysis;	A 1.2% B 0.6% C 1.5% D n/a

...Expand

: 123-56-8
Succinimide

: 541-59-3
maleiimide

Conditions

Conditions	Yield
With iodine; oxygen; silica gel at 500 - 700℃;

: 109-97-7
pyrrole

: 541-59-3
maleiimide

Conditions

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

Maleimide Chemical Properties

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

Maleimide Uses

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

Maleimide 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.

Maleimide Consensus Reports

Reported in EPA TSCA Inventory.

Maleimide Safety Profile

Hazard Codes: Toxic T, Corrosive C
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 NO_x.

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