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N-METHOXYCARBONYLMALEIMIDE

Product Name
N-METHOXYCARBONYLMALEIMIDE
CAS No.
55750-48-6
Chemical Name
N-METHOXYCARBONYLMALEIMIDE
Synonyms
Methyl 2,5-dioxo-2,5-dihydro-1H-pyrrole-1-carboxylate;methyl 2,5-dioxopyrrole-1-carboxylate;Methyl 2,5-dioxo-2H-pyrrole-1(5H)-carboxylate;106271;Einecs 259-792-3;N-(CarboMethoxy)MaleiMide;N-METHOXYCARBONYLMALEIMIDE;N-Methoxycarbonylmaleimide>N-methoxycarbonylmaleimide 98%;N-methyoxy carbonyl maleimide 97%
CBNumber
CB9424977
Molecular Formula
C6H5NO4
Formula Weight
155.11
MOL File
55750-48-6.mol
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N-METHOXYCARBONYLMALEIMIDE Property

Melting point:
63-65 °C
Boiling point:
242.5±23.0 °C(Predicted)
Density 
1.496±0.06 g/cm3(Predicted)
storage temp. 
Inert atmosphere,2-8°C
solubility 
DMSO (Slightly), Ethyl Acetate (Slightly), Chloroform
form 
Solid
pka
-3.17±0.20(Predicted)
color 
Off-White to Pink
BRN 
1450638
InChI
InChI=1S/C6H5NO4/c1-11-6(10)7-4(8)2-3-5(7)9/h2-3H,1H3
InChIKey
LLAZQXZGAVBLRX-UHFFFAOYSA-N
SMILES
N1(C(OC)=O)C(=O)C=CC1=O
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Safety

Safety Statements 
22-24/25
WGK Germany 
3
10
HS Code 
29251900
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P271Use only outdoors or in a well-ventilated area.

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

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N-Bromosuccinimide Price

TCI Chemical
Product number
M2333
Product name
N-Methoxycarbonylmaleimide
Purity
>98.0%(N)
Packaging
1g
Price
$75
Updated
2025/07/31
TCI Chemical
Product number
M2333
Product name
N-Methoxycarbonylmaleimide
Purity
>98.0%(N)
Packaging
5g
Price
$262
Updated
2025/07/31
TRC
Product number
M261300
Product name
N-(Methoxycarbonyl)Maleimide
Packaging
2g
Price
$115
Updated
2021/12/16
BroadPharm
Product number
BP-21525
Product name
methyl2,5-dioxo-2H-pyrrole-1(5H)-carboxylate
Packaging
1g
Price
$72
Updated
2021/12/16
SynQuest Laboratories
Product number
4H56-1-0JK
Product name
N-Methoxycarbonylmaleimide
Packaging
1g
Price
$120
Updated
2021/12/16
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N-METHOXYCARBONYLMALEIMIDE Chemical Properties,Usage,Production

Chemical Properties

Off-White Cyrstalline Solid

Uses

N-(Methoxycarbonyl) Maleimide (cas# 55750-48-6) is a compound useful in organic synthesis.

Synthesis

541-59-3

79-22-1

55750-48-6

To a solution of ethyl acetate (120 mL) of maleimide (6.35 g, 65.4 mmol) was sequentially added N-methylmorpholine (NMM, 8.6 mL, 78.5 mmol) and methyl chloroformate (6.0 mL, 78.5 mmol) at 0 °C. The reaction mixture was stirred at 0 °C for 30 min, then brought to room temperature and continued stirring for 1 h. The reaction was completed by filtration. Upon completion of the reaction, the solid was collected by filtration and the filtrate was concentrated under reduced pressure. The concentrated residue was dissolved in dichloromethane, filtered through a silica gel column and eluted with dichloromethane to remove red impurities. The eluate was concentrated and the resulting solid was ground with a solvent mixture of ethyl acetate and petroleum ether to give a final white solid of methyl 2,5-dioxo-2,5-dihydro-1H-pyrrole-1-carboxylate (9.0 g, 88% yield).

References

[1] Chemistry Letters, 2012, vol. 41, # 3, p. 313 - 315
[2] Journal of Medicinal Chemistry, 2013, vol. 56, # 20, p. 7890 - 7901
[3] Patent: WO2017/46658, 2017, A1. Location in patent: Page/Page column 149; 150
[4] Journal of Fluorine Chemistry, 2013, vol. 152, p. 173 - 181
[5] Journal of the American Chemical Society, 2008, vol. 130, # 34, p. 11288 - 11289

N-METHOXYCARBONYLMALEIMIDE Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from N-METHOXYCARBONYLMALEIMIDE manufacturers

Career Henan Chemical Co
Product
N-METHOXYCARBONYLMALEIMIDE 55750-48-6
Price
US $1.00/KG
Min. Order
1KG
Purity
≥98%
Supply Ability
200KG
Release date
2019-08-30

55750-48-6, N-METHOXYCARBONYLMALEIMIDERelated Search:


  • N-METHOXYCARBONYLMALEIMIDE
  • 106271
  • methyl 2,5-dihydro-2,5-dioxo-1H-pyrrole-1-carboxylate
  • 2,5-Dihydro-2,5-dioxo-1H-pyrrole-1-carboxylic acid methyl ester
  • 2,5-Dioxo-2,5-dihydro-1H-pyrrole-1-carboxylic acid methyl ester
  • 2,5-Dioxo-3-pyrroline-1-carboxylic acid methyl ester
  • Einecs 259-792-3
  • N-(CarboMethoxy)MaleiMide
  • 1H-Pyrrole-1-carboxylic acid, 2,5-dihydro-2,5-dioxo-, Methyl ester
  • Methyl 2,5-dioxo-2H-pyrrole-1(5H)-carboxylate
  • N-MethoxycarbonylMaleiMide >=97.0% (N)
  • N-methoxycarbonylmaleimide 98%
  • Methyl 2,5-dioxo-2,5-dihydro-1H-pyrrole-1-carboxylate
  • N-Methoxycarbonylmaleimide≥ 98%(N)
  • N-methyoxy carbonyl maleimide 97%
  • methyl 2,5-dioxopyrrole-1-carboxylate
  • 2,5-Dioxo-3-pyrroline-1-carboxylic acid methyl
  • N-Methoxycarbonylmaleimide&gt
  • <i>N</i>-Methoxycarbonylmaleimide
  • 55750-48-6
  • Carbonyl Compounds
  • Building Blocks
  • Organic Building Blocks
  • Cyclic Imides
  • Building Blocks
  • Carbonyl Compounds
  • Chemical Synthesis
  • Cyclic Imides
  • Organic Building Blocks
  • Life Science Chemical Reagents
  • Nitric Oxide Reagents
  • Cross Linking Reagents
  • Maleimide Derivatives
  • MTS & Sulfhydryl Active Reagents
  • Carbonyl Compounds
  • Cyclic Imides
  • Organic Building Blocks