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N-Methylmaleimide

Product Name
N-Methylmaleimide
CAS No.
930-88-1
Chemical Name
N-Methylmaleimide
Synonyms
N-METHYLMALEIMID;N-METHYLMALEIMIDE;N-Methyl-Malemide;Maleimide,N-methyl-;N-Methylmaleinimide;Maleimide, N-methyl-;N-Methylmaleimide>N-Methylmaleimide,97%;N-Methylmaleimide,98+%;Maleinsαure-N-methylimid
CBNumber
CB1403307
Molecular Formula
C5H5NO2
Formula Weight
111.1
MOL File
930-88-1.mol
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N-Methylmaleimide Property

Melting point:
94-96 °C (lit.)
Boiling point:
208.19°C (rough estimate)
Density 
1.3113 (rough estimate)
refractive index 
1.4260 (estimate)
storage temp. 
Keep in dark place,Sealed in dry,Room Temperature
solubility 
Chloroform (Sparingly), Methanol (Slightly)
pka
-2.18±0.20(Predicted)
form 
Crystals
color 
Light yellow
Water Solubility 
Slightly soluble in water.
BRN 
108550
InChI
InChI=1S/C5H5NO2/c1-6-4(7)2-3-5(6)8/h2-3H,1H3
InChIKey
SEEYREPSKCQBBF-UHFFFAOYSA-N
SMILES
N1(C)C(=O)C=CC1=O
CAS DataBase Reference
930-88-1(CAS DataBase Reference)
NIST Chemistry Reference
N-Methylmaleimide(930-88-1)
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Safety

Hazard Codes 
C
Risk Statements 
22-34-43-25-20/21
Safety Statements 
26-36/37/39-45
RIDADR 
UN 1759 8/PG 2
WGK Germany 
3
RTECS 
ON5600000
10-21
HazardClass 
6.1
PackingGroup 
II
HS Code 
29241990
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H302Harmful if swallowed

H314Causes severe skin burns and eye damage

H317May cause an allergic skin reaction

Precautionary statements

P260Do not breathe dust/fume/gas/mist/vapours/spray.

P270Do not eat, drink or smoke when using this product.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P303+P361+P353IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
389412
Product name
N-Methylmaleimide
Purity
97%
Packaging
5g
Price
$74
Updated
2025/07/31
Sigma-Aldrich
Product number
389412
Product name
N-Methylmaleimide
Purity
97%
Packaging
25g
Price
$165
Updated
2025/07/31
TCI Chemical
Product number
M0807
Product name
N-Methylmaleimide
Purity
>98.0%(GC)
Packaging
25g
Price
$132
Updated
2025/07/31
TCI Chemical
Product number
M0807
Product name
N-Methylmaleimide
Purity
>98.0%(GC)
Packaging
100g
Price
$334
Updated
2025/07/31
TCI Chemical
Product number
M0807
Product name
N-Methylmaleimide
Purity
>98.0%(GC)
Packaging
500g
Price
$1170
Updated
2025/07/31
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N-Methylmaleimide Chemical Properties,Usage,Production

Chemical Properties

light yellow crystals

Uses

N-Methylmaleimide is an electron deficient olefin that acts as a thiol-blocking reagent.

Synthesis Reference(s)

The Journal of Organic Chemistry, 60, p. 6676, 1995 DOI: 10.1021/jo00126a013

Synthesis

108-31-6

593-51-1

930-88-1

GENERAL METHOD: Methylamine hydrochloride (19.1 g, 0.30 mol) was added to a solution of acetic acid (40 mL) containing maleic anhydride (20 g, 0.20 mol) and potassium acetate (30.0 g, 0.30 mol) and stirred thoroughly. The mixture was heated to reflux temperature (110 °C) and the reaction was maintained for 4 hours. Upon completion of the reaction, the reaction mixture was cooled to 25-30 °C. Subsequently, the reaction mixture was slowly poured into pre-cooled sodium bicarbonate solution (100 mL) and extracted with diethyl ether (3 x 70 mL). The organic layers were combined, washed with brine solution and dried over anhydrous sodium sulfate. The solvent was removed by distillation under reduced pressure to give N-methylmaleimide (6.89 g, 30% yield).

Purification Methods

Crystallise the imide three times from diethyl ether. Dry it in vacuo.[Beilstein 21/10 V 5.]

References

[1] Bioorganic and Medicinal Chemistry Letters, 2011, vol. 21, # 15, p. 4577 - 4580

N-Methylmaleimide Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from N-Methylmaleimide manufacturers

ZHENGZHOU JIUYI TIME NEW MATERIALS CO,.LTD
Product
N-Methylmaleimide 930-88-1
Price
US $3.00-9.00/KG
Min. Order
0.01KG
Purity
99%
Supply Ability
g-kg-tons, free sample is available
Release date
2025-06-21
WUHAN FORTUNA CHEMICAL CO., LTD
Product
N-Methylmaleimide 930-88-1
Price
US $0.00-0.00/Kg/Drum
Min. Order
1KG
Purity
98%min
Supply Ability
100KGS
Release date
2021-07-16
Hebei Chuanghai Biotechnology Co,.LTD
Product
N-Methylmaleimide 930-88-1
Price
US $5.00-2.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
10000kg
Release date
2024-08-23

930-88-1, N-MethylmaleimideRelated Search:


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