1-(Ferrocenyl)ethanol

Base Information

• Chemical Name: 1-(Ferrocenyl)ethanol
• CAS No.: 1277-49-2
• Molecular Formula: C12H14FeO
• Molecular Weight: 230.09
• Hs Code.: 29319090
• European Community (EC) Number: 625-176-1
• Mol file: 1277-49-2.mol

Synonyms:1-(Ferrocenyl)ethanol;cyclopenta-1,3-diene;1-cyclopenta-1,4-dien-1-ylethanol;iron(2+);|A-Ferrocenylethanol;Ferrocene, (1-hydroxyethyl)-;(1-Hydroxyethyl)ferrocene;(+)-1-Ferrocenylethanol;YDZCBKCOBVVHFT-UHFFFAOYSA-N;AKOS028109500;AKOS037655649;A889152;1-cyclopenta-1,3-dien-1-ylethanol

Chemical Property of 1-(Ferrocenyl)ethanol

Chemical Property:

• Appearance/Colour: yellow to yellow-orange crystalline powder
• Melting Point: 76-79 °C
• Boiling Point: 184.6oC at 760mmHg
• Flash Point: >100 °C
• PSA: 20.23000
• Density: 1.016g/cm3
• LogP: 1.79150
• Storage Temp.: 2-8°C
• Solubility.: soluble in Benzene
• Water Solubility.: Insoluble in water.
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 230.039401
• Heavy Atom Count: 14
• Complexity: 76.4

Purity/Quality:

98%min ^*data from raw suppliers

1-Hydroxyethylferrocene >95.0%(T) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi, Xn
• Hazard Codes: Xi,Xn
• Statements: 36/37/38-22
• Safety Statements: 26-36-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C1=CC=C[CH-]1)O.[CH-]1C=CC=C1.[Fe+2]
• Uses: Ligand in titanium-catalyzed intermolecular hydroamination of terminal alkynes (Markovnikov vs. anti-Markovnikov addition) . Reactant for: Single-electron transfer living radical polymerization reactions. Preparation of ferrocene-modified thiopyrimidines as anticancer agents. Preparation of rersible addition-fragmentation chain transfer (RAFT) agent for RAFT polymerization of styrene. Ligand in titanium-catalyzed intermolecular hydroamination of terminal alkynes (Markovnikov vs. anti-Markovnikov addition)Reactant for:Single-electron transfer living radical polymerization reactionsPreparation of ferrocene-modified thiopyrimidines as anticancer agentsPreparation of rersible addition-fragmentation chain transfer (RAFT) agent for RAFT polymerization of styrene

Technology Process of 1-(Ferrocenyl)ethanol

There total 36 articles about 1-(Ferrocenyl)ethanol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

acetylferrocene (1271-55-2) → 1-ferrocenylethanol (1277-49-2)

Guidance literature:

With bis(1,5-cyclooctadiene)diiridium(I) dichloride; C₃₉H₄₅FeN₂O₂PS; hydrogen; sodium methylate; In methanol; at 40 ℃; for 12h; Reagent/catalyst; Solvent; Autoclave; Large scale;

Reference yield: 93.0%

ferrocenecarboxaldehyde (12093-10-6) → 1-ferrocenylethanol (1277-49-2)

Guidance literature:

With LiAlH₄; In diethyl ether; Ar-atmosphere; addn. of acetylferrocene to excess LiAlH4 (15-20°C, stirring); addn. of satd. aq. NH4Cl (cooling to 0-5°C), washing of org. layer (water), drying (Na2SO4), solvent removal;

DOI:10.1016/S0022-328X(98)01097-3

Reference yield: 92.0%

acetylferrocene (1271-55-2) + water (7732-18-5) → 1-ferrocenylethanol (1277-49-2)

Guidance literature:

With samarium diiodide; In tetrahydrofuran; N2-atmosphere; molar ratio SmI2:ferrocene derivative:water=2.6:1:11, 25°C, 10 min; addn. of ice water, filtration over SiO2, concn.;

DOI:10.1016/S0022-328X(99)00411-8

upstream raw materials:

acetylferrocene

water

lithium aluminium tetrahydride

aniline

Downstream raw materials:

acetylferrocene

vinyl ferrocene

N,N-dimethyl-1-ferrocenylethylamine

C₅H₅FeC₅H₄CH(CH₃)N(C₆H₅)2