ETHYNYLFERROCENE

Base Information

• Chemical Name: ETHYNYLFERROCENE
• CAS No.: 1271-47-2
• Molecular Formula: C12H10Fe
• Molecular Weight: 210.058
• Hs Code.: 29319090
• Mol file: 1271-47-2.mol

Synonyms:Iron,cyclopentadienyl(ethynylcyclopentadienyl)- (7CI);Ethynylferrocene;Ferrocenylacetylene;Ferrocenylethyne;

Chemical Property of ETHYNYLFERROCENE

Chemical Property:

• Appearance/Colour: red-brown crystals or crystalline powder
• Vapor Pressure: 38.9mmHg at 25°C
• Melting Point: 50-57 °C
• Boiling Point: 102.5°C at 760 mmHg
• Flash Point: 0.5°C
• PSA: 0.00000
• LogP: 2.04390
• Storage Temp.: Refrigerator (+4°C)
• Solubility.: Chloroform (Slightly), Methanol (Slightly)

Purity/Quality:

99% ^*data from raw suppliers

Ethynylferrocene(~90%) ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of ETHYNYLFERROCENE

There total 21 articles about ETHYNYLFERROCENE 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: 98.0%

1,1-dibromo-2-ferrocenylethene → ferroceneacetylene (1271-47-2)

Guidance literature:

With BuLi; In tetrahydrofuran; diethyl ether; hexane; addn. of ferrocene derivative to BuLi (-78°C), stirring (-78°C, 2 h), warming to room temp. (over 1 h), stirring for 2 h; addn. of satd. aq. NH4Cl (-78°C), stirring at room temp. for 10 min, addn. of satd. Na2CO3, extn. of org. layer (hexane), drying of combined org. phase (Na2SO4), solvent removal;

DOI:10.1016/S0022-328X(99)00440-4

Reference yield: 98.0%

2-chloro-1-ferrocenylethene → ferroceneacetylene (1271-47-2)

Guidance literature:

With t-BuOK; In toluene; treatment of Fe-complex with equimolar amt. of t-BuOK (0°C.), warming to reflux temp. over 2 h; cooling to room temp., addn. of H2O, extn. into hexane, solvent removal (reduced pressure), chromy. (SiO2, hexane/CH2Cl2=4:1); elem. anal.;

DOI:10.1016/0022-328X(95)05943-J

Reference yield: 98.0%

2-chloro-1-ferrocenylethene → ferroceneacetylene (1271-47-2) + Z-2-chloro-1-ferrocenylethene

Guidance literature:

With PhLi; In diethyl ether; treatment of Fe-complex with PhLi (0°C, 3 h); chromy. (SiO2, hexane/CH2Cl2=4:1); elem. anal.;

DOI:10.1016/0022-328X(95)05943-J

upstream raw materials:

vinyl ferrocene

ferrocenecarboxaldehyde

chloromethyltriphenylphosphonium chloride

acetylferrocene

Downstream raw materials:

tetraphenyltin(IV)

ferrocene

(C₅H₅)Fe(C₅H₄CCC₆H₄CHO)

1-(3,5-dimethoxyphenyl)-3-ferrocenyl-propynone

Refernces

• 1、 Rausch, M. D.,Siegel, A.. "". . p. 117 - 125. Retrieved 1969.
• 2、 Schloegl, K.,Egger, H.. "". . . Retrieved 1963.
• 3、 Pudelski, John K.,Callstrom, Matthew R.. "Structure, reactivity, and electronic properties of [4]ferrocenophanes and [4]ruthenocenophanes prepared via a novel heteroannular cyclization reaction". . p. 3095 - 3109. Retrieved 1994.
• 4、 Schloegl, K.,Steyrer, W.. "". . p. 399 - 411. Retrieved 1966.
• 5、 Guk,Krasnovskaya,Dashkova,Skvortsov,Rubtsova,Dyadchenko,Yudina,Kosarev,Soldatov,Shapovalov,Semkina,Vlasova,Pergushov,Shafikov,Andreeva,Melnikov,Zyk,Majouga,Beloglazkina. "New ferrocene-based 2-thio-imidazol-4-ones and their copper complexes. Synthesis and cytotoxicity". . p. 17357 - 17366. Retrieved 2018.
• 6、 Doisneau, G.,Balavoine, G.,Fillebeen-Khan, T.. "Synthesis and some reactions of ferrocenylacetylenes". . p. 113 - 117. Retrieved 1992.
• 7、 -. "METAL-ORGANIC POLYHEDRAL INCLUDING METALLOCENE STRUCTURE AND METHOD FOR PREPARING THE SAME". Paragraph 0136. . Retrieved 2021/06/22.