155116-19-1

Basic information

• Product Name: (1,2-METHANOFULLERENE C60)-61-CARBOXYLIC ACID
• Synonyms: (1,2-METHANOFULLERENE C60)-61-CARBOXYLIC ACID;(1,2-METHANOFULLERENE C(60))-61-CARBOXY;(1 2-METHANOFULLERENE C(60))-61-CARBO- &;(1,2-Methanofullerene C60)-61-carboxylic acid 97% (HPLC);3H-Cyclopropa[1,9][5,6]fullerene-C60-Ih-3-carboxylic acid
• CAS NO: 155116-19-1
• Molecular Formula: C₆₂H₂O₂
• Molecular Weight: 778.67808
• Product Categories: Carbon Nanomaterials;Fullerenes;Nanomaterials
• Mol File: 155116-19-1.mol
• Article Data: 8

Chemical Properties

• Appearance: /
• Density: 2.05g/cm³
• Refractive Index: 2.316
• PKA: 4.71±0.20(Predicted)
• CAS DataBase Reference: (1,2-METHANOFULLERENE C60)-61-CARBOXYLIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: (1,2-METHANOFULLERENE C60)-61-CARBOXYLIC ACID(155116-19-1)
• EPA Substance Registry System: (1,2-METHANOFULLERENE C60)-61-CARBOXYLIC ACID(155116-19-1)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• F: 8-10
• Hazardous Substances Data: 155116-19-1(Hazardous Substances Data)

Usage

Uses

Reagent for preparation of fullerene derivatives. Interaction of C60 fullerence derivative with L-histidine was studied in detail. The quantum chemical calculations were focused on the enantioselective binding between the two. (1,2-Methanofullerene C60)-61-carboxylic acid may find potential application in biomedical and cosmetics.

General Description

Behavior of the fullerene derivative in non aqueous capillary electrophoresis has been studied.

InChI:InChI=1/C41H16O2/c42-39(43)38-40-18-8-16-7-15-5-11-1-10-2-13-3-12-4-14-6-17(9-18)36-31-22(14)21(12)26-23(13)25-19(10)20(11)27-24(15)32(35(16)40)34-30(27)28(25)29(26)33(31)37(34)41(36,38)40/h1,3,5-8,18,37-38H,2,4,9H2,(H,42,43)

Upstream product

• 150493-29-1 tert-butyl 3′H-cyclopropa[1,9](C₆₀-I_h)[5,6]fullerene-3′-carboxylate 

Downstream Products

• 1010806-13-9 C₆₈HF₅O₂ 
• 361369-69-9 C₈₆H₄₄O₉Si 
• 199917-16-3 C₈₀H₃₀O₉ 
• 161957-79-5 C₇₅H₁₆O₂ 
• 150493-27-9 ethyl 3′H-cyclopropa[1,9](C₆₀-I_h)[5,6]fullerene-3′-carboxylate 
• 1256161-71-3 C₈₃H₃₀O₄ 

Relevant articles and documents

Anion-π Catalysis on Fullerenes

Anion-π interactions on fullerenes are about as poorly explored as the use of fullerenes in catalysis. However, strong exchange-correlation contributions and the localized π holes on their surface promise unique selectivities. To elaborate on this promise, tertiary amines are attached nearby. Dependent on their positioning, the resulting stabilization of anionic transition states on fullerenes is shown to accelerate disfavored enolate addition and exo Diels-Alder reactions enantioselectively. The found selectivities are consistent with computational simulations, particularly concerning the discrimination of differently planarized and charge-delocalized enolate tautomers by anion-π interactions. Enolate-π interactions on fullerenes are much shorter than standard π- π interactions and anion-π interactions on planar surfaces, and alternative cation-π interactions are not observed. These findings open new perspectives with regard to anion-π interactions in general and the use of carbon allotropes in catalysis.

The use of solid phase synthesis for the preparation of monoadducts of fullerene C60

The method of solid phase synthesis was proposed for the preparation of monoadducts of fullerene C60 using 3′H-cyclopropa[1,9](C 60-I h )[5,6]fullerene-3′-carboxylic acid as an example.

Toward controlled spacing in one-dimensional molecular chains: Alkyl-chain-functionalized fullerenes in carbon nanotubes

A range of fullerenes (C60) functionalized with long alkyl chains have been synthesized and inserted into single-walled carbon nanotubes. The impact of the alkyl chain length and of the type of linker between the addend and the fullerene cage on the geometry of molecular arrays in nanotube has been studied by high-resolution transmission electron microscopy. In the presence of functional groups the mean interfullerene separations are significantly increased by 2-8 nm depending on the length of the alkyl chain, but the periodicity of the fullerene arrays is disrupted due to the conformational flexibility of the alkyl groups.