α-Methylferrocenemethanol
α-Methylferrocenemethanol (CAS: 1277-49-2), a key organometallic compound with the formula C12H14FeO and a molecular weight of 230.08 g/mol, is distinguished by its ferrocene core bearing a hydroxylated ethyl group. It serves as a versatile building block in advanced chemical synthesis and catalysis. Primarily recognised for its role as a ligand in titanium-catalyzed hydroamination reactions, it also functions as a reactant in single-electron transfer polymerizations and the preparation of potential anticancer agents.
- IUPAC
- α-Ferrocenylethanol,α-Methylferrocenemethanol,(1-Hydroxyethyl)ferrocene,1-(Ferrocenyl)ethanol,NSC 162110
- Synonyms
- (1-Hydroxyethyl)ferrocene1-(Ferrocenyl)ethanolα-FerrocenylethanolNSC 162110
Ligand in Catalysis
Utilised as a ligand in titanium-catalyzed intermolecular hydroamination of terminal alkynes. This application is crucial for controlling Markovnikov and anti-Markovnikov addition selectivity in organic synthesis.
Polymerization Reactions
Acts as a reactant in single-electron transfer living radical polymerization reactions. It is also employed in the preparation of reversible addition-fragmentation chain transfer (RAFT) agents for styrene polymerization.
Pharmaceutical Intermediate Synthesis
Serves as a reactant for the preparation of ferrocene-modified thiopyrimidines. These compounds are investigated for their potential anticancer properties, highlighting its role in medicinal chemistry research.
| Molecular weight | 230.08 |
|---|---|
| Empirical formula | C12H14FeO |
| Assay | 97% |
| Application | • Ligand in titanium-catalyzed intermolecular hydroamination of terminal alkynes (Markovnikov vs. anti-Markovnikov addition)1Reactant for:• Single-electron transfer living radical polymerization reactions2• Preparation of ferrocene-modified thiopyrimidines as anticancer agents3• Preparation of rersible addition-fragmentation chain transfer (RAFT) agent for RAFT polymerization of styrene4 |
| Melting point | 76-79 °C(lit.) |
Hazard statements
- H315Causes skin irritation
- H319Causes serious eye irritation
- H335May cause respiratory irritation
Precautionary statements
- P261Avoid breathing dust, fume, gas or vapours
- P305IF IN EYES
| Protective equipment | dust mask type N95 (US), Eyeshields, Gloves |
|---|---|
| Water hazard class (WGK, DE) | 3 |
| Hazard codes (EU) | Xi |
| Risk statements (R) | 36/37/38 |
| Safety statements (S) | 26-36 |
Hazard information is provided for guidance. Always consult the product Safety Data Sheet (SDS), available on request, before handling.
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.
What is α-Methylferrocenemethanol primarily used for?
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α-Methylferrocenemethanol is primarily used as a ligand in titanium-catalyzed hydroamination reactions, as a reactant in single-electron transfer living radical polymerization, and in the preparation of ferrocene-modified thiopyrimidines with potential anticancer applications.
What are the CAS number and molecular formula for α-Methylferrocenemethanol?
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The CAS number for α-Methylferrocenemethanol is 1277-49-2, and its molecular formula is C12H14FeO.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies α-Methylferrocenemethanol with an assay of 97%. We do not represent this product as USP, BP, EP, or any other pharmacopoeia grade unless explicitly stated in the product data.
How should α-Methylferrocenemethanol be handled safely?
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α-Methylferrocenemethanol is a Warning substance that causes skin irritation (H315), serious eye irritation (H319), and may cause respiratory irritation (H335). Appropriate personal protective equipment, including a dust mask (type N95 US), eyeshields, and gloves, should be used. Ensure good ventilation and avoid breathing dust.
How is α-Methylferrocenemethanol packed and shipped?
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α-Methylferrocenemethanol is carefully packed according to international shipping regulations for chemicals and is available for global export by Tech Serve Solutions.
How can I request a quote or sample of α-Methylferrocenemethanol?
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To request a quote or sample of α-Methylferrocenemethanol, please contact our sales team through the website or by phone, providing your specific requirements.
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