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541-59-3 - Maleimide, 98+% - 2,5-Dioxo-3-pyrroline - 1H-Pyrrole-2,5-dione - A13135 - Alfa Aesar

A13135 Maleimide, 98+%

CAS Number
541-59-3
Synonyms
2,5-Dioxo-3-pyrroline
1H-Pyrrole-2,5-dione

Size Price ($) Quantity Availability
5g 44.81
25g 161.55
50g 293.40
250g 1068.00
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Maleimide, 98+%

MDL
MFCD00005494
EINECS
208-787-4

Chemical Properties

Formula
C4H3NO2
Formula Weight
97.07
Melting point
90-94°
Boiling Point
97-103/5mm
Density
1.249
Solubility
Soluble in water.

Applications

Reacts quantitatively with sulfhydryl groups.Maleimide is used to immobilize the bovine serum albumin-boronic acid conjugates in association with silica beads. Its nanoparticle surface favors the conjugation with cell penetration peptides. It is involved in Rhodium-catalyzed conjugate arylation with arylboronic acids. It is actively involved in Michael additions and Diels-Alder reactions by the addition across the double bond. It acts as crosslinking reagents in polymer chemistry.

Notes

Store in a cool place. Incompatible with strong oxidizing agents, strong acids, strong bases and strong reducing agents.

Literature References

Stereoselective Diels-Alder reaction with an exocyclic diene has been used in the synthesis of a cyclohexannulated [5.3.1]propellane as a precursor of an ABC ring analogue of paclitaxel (Taxol): J. Chem. Soc., Chem. Commun., 1395 (1995).

Haralampiev, I.; Mertens, M.; Schwarzer, R.; Herrmann, A.; Volkmer, R.; Wessig, P.; Müller, P. Recruitment of SH-Containing Peptides to Lipid and Biological Membranes through the Use of a Palmitic Acid Functionalized with a Maleimide Group. Angew. Chem. Int. Ed. 2015, 54 (1), 323-326.

Kanyong, P.; Sun, G.; Rösicke, F.; Syritski, V.; Panne, U.; Hinrichs, K.; Rappich, J. Maleimide functionalized silicon surfaces for biosensing investigated by in-situ IRSE and EQCM. Electrochem. Commun. 2015, 51, 103-107.

GHS Hazard and Precautionary Statements

Hazard Statements: H301-H317-H314-H318

Toxic if swallowed. May cause an allergic skin reaction. Causes severe skin burns and eye damage. Causes serious eye damage.

Precautionary Statements: P260-P261-P280-P301+P310-P303+P361+P353-P305+P351+P338-P301+P330+P331-P304+P340-P405-P501a

Do not breathe dust/fume/gas/mist/vapours/spray. Avoid breathing dust/fume/gas/mist/vapours/spray. Wear protective gloves/protective clothing/eye protection/face protection. IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician. IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Rinse mouth. Do NOT induce vomiting. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.

Other References

Beilstein
106910
Hazard Class
8
Packing Group
III
Harmonized Tariff Code
2925.19
TSCA
Yes
RTECS
ON4800000

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