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N-(2-Hydroxyethyl)maleimide

CAS 1585-90-6C6H7NO3Organic Building Blocks

N-(2-Hydroxyethyl)maleimide (CAS: 1585-90-6; Formula: C6H7NO3) is a valuable organic compound with a molecular weight of 141.12 g/mol. This bifunctional molecule contains both a reactive maleimide group and a primary alcohol. It serves as a versatile building block in chemical synthesis, particularly in the fields of chemical biology and materials science, enabling the creation of complex molecular structures and functionalised materials.

IUPAC
1-(2-Hydroxyethyl)-pyrrole-2,5-dione,1-(2-Hydroxyethyl)maleimide,N-(Ethanol)maleimide,HEMI
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N-(2-Hydroxyethyl)maleimide (C6H7NO3) — chemical structure, CAS 1585-90-6; Chemistry, fine chemical supplied by Tech Serve Solutions
AlcoholsBifunctional LinkersBuilding BlocksC2 to C6Carbonyl CompoundsChemical BiologyChemical SynthesisCyclic ImidesLinkers and CrosslinkersOrganic Building Blocks
01 /Applications

Bioconjugation

The maleimide group readily reacts with thiols via Michael addition, making N-(2-Hydroxyethyl)maleimide suitable for conjugating molecules to proteins or peptides that have been modified to contain sulfhydryl groups. The hydroxyl group offers a secondary site for further functionalization or attachment.

Polymer Chemistry

It can be incorporated into polymer chains as a monomer or used to functionalise existing polymers. The dual functionality allows for crosslinking or the introduction of specific chemical properties into polymeric materials for advanced applications.

Organic Synthesis

As a building block, it is employed in the synthesis of various heterocyclic compounds and complex organic molecules. Its structure provides a scaffold for introducing both cyclic imide and alcohol functionalities into target molecules.

02 /Properties
Molecular weight141.12
Empirical formulaC6H7NO3
Assay97%
Storage temperature2-8°C
Melting point66-67 °C(lit.)67-74 °C
03 /Safety & handling
GHS hazard pictogram: Harmful / irritant (GHS07)
Harmful / irritant
Warning

Hazard statements

  • H319Causes serious eye irritation

Precautionary statements

  • P305IF IN EYES
Water hazard class (WGK, DE)3
Hazard codes (EU)Xn
Risk statements (R)22-36
Safety statements (S)26

Hazard information is provided for guidance. Always consult the product Safety Data Sheet (SDS), available on request, before handling.

04 /Identifiers & registry
CAS number
1585-90-6
MDL number
MFCD00465266
05 /Quality & supply

Documentation

Every batch ships with a Certificate of Analysis covering assay, identity and purity; the grade is confirmed against your enquiry. Safety Data Sheets and technical data sheets are available on request.

Supply & logistics

Samples for technical evaluation; bulk MOQ by grade and packaging. In-stock material ships in 7–10 working days, worldwide, with full export documentation.

06 /Frequently asked questions

What is N-(2-Hydroxyethyl)maleimide used for?

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N-(2-Hydroxyethyl)maleimide is primarily used as a bifunctional linker in bioconjugation and polymer chemistry, as well as a building block in organic synthesis.

What is the CAS number and formula for N-(2-Hydroxyethyl)maleimide?

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The CAS number is 1585-90-6 and the molecular formula is C6H7NO3.

What grade and purity does Tech Serve Solutions supply?

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Tech Serve Solutions supplies N-(2-Hydroxyethyl)maleimide with an assay of 97%. This product is intended for research and laboratory use and is not represented as USP, BP, EP, or pharmacopoeia grade.

What are the safety considerations for handling N-(2-Hydroxyethyl)maleimide?

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N-(2-Hydroxyethyl)maleimide is classified as a Warning with H319 hazard statement, indicating it causes serious eye irritation. Handle with appropriate personal protective equipment, including eye protection, and follow recommended safety protocols in a well-ventilated area.

How is N-(2-Hydroxyethyl)maleimide packaged and shipped?

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N-(2-Hydroxyethyl)maleimide is typically stored at 2-8°C. Packaging and shipping methods comply with all relevant regulations for chemical export and supply.

How can I request a sample or quote for N-(2-Hydroxyethyl)maleimide?

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To request a sample or a quotation for N-(2-Hydroxyethyl)maleimide, please contact our sales team through the website or by phone.

Need N-(2-Hydroxyethyl)maleimide in a specific grade or volume?