1274-08-4

Basic information

• Product Name: 1,1'-DI-N-BUTYLFERROCENE
• Synonyms: 1,1'-DI-N-BUTYLFERROCENE;Ferrocene, 1,1'-dibutyl-;Dibutylferrocene;1-butylcyclopenta-1,3-diene;ferrous 1-butylcyclopenta-1,3-diene
• CAS NO: 1274-08-4
• Molecular Formula: C18H26Fe 10*
• Molecular Weight: 298.24
• EINECS: 215-060-5
• Product Categories: Industrial/Fine Chemicals
• Mol File: 1274-08-4.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 162.8 °C at 760 mmHg
• Flash Point: 35.4 °C
• Appearance: /
• Density: 1.1432 g/cm3
• CAS DataBase Reference: 1,1'-DI-N-BUTYLFERROCENE(CAS DataBase Reference)
• NIST Chemistry Reference: 1,1'-DI-N-BUTYLFERROCENE(1274-08-4)
• EPA Substance Registry System: 1,1'-DI-N-BUTYLFERROCENE(1274-08-4)

Safety Data

• Hazardous Substances Data: 1274-08-4(Hazardous Substances Data)

Usage

General Description

1,1'-Di-n-butylferrocene is an organometallic compound with a ferrocene core. It is a bright orange solid that is used as a reagent in organic chemistry. 1,1'-DI-N-BUTYLFERROCENE consists of a ferrocene molecule with two n-butyl functional groups attached to the cyclopentadienyl rings. 1,1'-Di-n-butylferrocene is known for its stability and ability to undergo various chemical reactions, making it a versatile compound for use in synthesis and catalysis. It has been studied for its potential applications in materials science, as well as in the development of new drugs and pharmaceuticals. Additionally, its use in the field of electrochemistry has been of particular interest for its redox properties and potential as a mediator in electrochemical cells.

Upstream product

• 7439-89-6 iron 
• 766-29-0 spiro[4.4]nona-1,3-diene 

Relevant articles and documents

Chemistry via metal atom cocondensation: Isomerization and complexation reactions of organocyclopropanes and spirocycles

Reactions of metal atoms with structurally diverse organocyclopropanes have been studied. Quadricyclane (4) is isomerized to norbornadiene (5) upon cocondensation with a variety of metals, but control experiments suggest this reaction is heterogeneously catalyzed by metal aggregates which form upon warming the matrix. Norcarane (6), 2-norcarene (7), 3-carene (8), and 3-norcarene (9) give no reaction when cocondensed with a broad spectrum of metal atoms, despite the presence of an olefinic group in the latter three. When cyclopropylbenzene (11) is cocondensed with chromium, only bis(cyclopropylbenzene)chromium(0) (12) is formed. However, reaction of iron atoms with spiro[2.4]hepta-4,6-diene (14) yields a 14:64:6:17 ratio of 1,1′-diethylferrocene (15), 1-ethyl-1′-vinylferrocene (16), 1,1′-divinylferrocene (17), and [4]ferrocenophane (18) in 44% yield based upon iron. Cocondensations of iron with spiro[2.4]heptane (20; no reaction) and spiro[4.4]nona-1,3-diene (23; formation of bis(tetrahydroindenyl)iron (24) and 1,2-tetramethylene-1′-butylferrocene (25)) are also reported. Possible mechanisms of spirocycle (14, 23) ring opening and product formation are discussed. No volatile bis(arene)chromium(0) complexes are formed when benzocyclopropene (27) and dispiro[2.2.2.2]deca-4,9-diene (28) are cocondensed with chromium, although the former is polymerized. The preparation of 18 from 1,1′-dilithioferrocene (19) and 1,4-dibromobutane is also described.