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
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)
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
- F
- 10-21
- HazardClass
- 6.1
- PackingGroup
- II
- HS Code
- 29241990
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.
N-Bromosuccinimide Price
- Product number
- 389412
- Product name
- N-Methylmaleimide
- Purity
- 97%
- Packaging
- 5g
- Price
- $74
- Updated
- 2025/07/31
- Product number
- 389412
- Product name
- N-Methylmaleimide
- Purity
- 97%
- Packaging
- 25g
- Price
- $165
- Updated
- 2025/07/31
- Product number
- M0807
- Product name
- N-Methylmaleimide
- Purity
- >98.0%(GC)
- Packaging
- 25g
- Price
- $132
- Updated
- 2025/07/31
- Product number
- M0807
- Product name
- N-Methylmaleimide
- Purity
- >98.0%(GC)
- Packaging
- 100g
- Price
- $334
- Updated
- 2025/07/31
- Product number
- M0807
- Product name
- N-Methylmaleimide
- Purity
- >98.0%(GC)
- Packaging
- 500g
- Price
- $1170
- Updated
- 2025/07/31
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
- 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
- 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
- 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