150493-27-9

Basic information

• Product Name: (1,2-METHANOFULLERENE C60)-61-CARBOXYLIC ACID ETHYL ESTER
• Synonyms: ETHYL (1,2-METHANOFULLERENE C60)-61-CARBOXYLATE;ETHYL (1 2-METHANOFULLERENE C(60))- &;(1,2-METHANOFULLERENE C60)-61-CARBOXYLIC ACID ETHYL ESTER
• CAS NO: 150493-27-9
• Molecular Formula: C₆₄H₆O₂
• Molecular Weight: 806.73124
• Mol File: 150493-27-9.mol
• Article Data: 15

Chemical Properties

• Appearance: /
• Density: 2.97±0.1 g/cm3(Predicted)
• Storage Temp.: 2-8°C
• CAS DataBase Reference: (1,2-METHANOFULLERENE C60)-61-CARBOXYLIC ACID ETHYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: (1,2-METHANOFULLERENE C60)-61-CARBOXYLIC ACID ETHYL ESTER(150493-27-9)
• EPA Substance Registry System: (1,2-METHANOFULLERENE C60)-61-CARBOXYLIC ACID ETHYL ESTER(150493-27-9)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• F: 8
• Hazardous Substances Data: 150493-27-9(Hazardous Substances Data)

Usage

Description

(1,2-METHANOFULLERENE C60)-61-CARBOXYLIC ACID ETHYL ESTER is a carbon-based molecule belonging to the fullerene family, characterized by a unique hollow spherical structure. As an ethyl ester derivative of carboxylic acid, this compound is widely utilized in organic synthesis and materials science due to its distinctive physical and chemical attributes.

Uses

Used in Organic Synthesis:
(1,2-METHANOFULLERENE C60)-61-CARBOXYLIC ACID ETHYL ESTER is used as a key intermediate in organic synthesis for the development of novel fullerene-based compounds with potential applications in various fields.
Used in Materials Science:
In the field of materials science, (1,2-METHANOFULLERENE C60)-61-CARBOXYLIC ACID ETHYL ESTER is employed as a building block for creating advanced materials with unique properties, such as enhanced electronic and optical characteristics.
Used in Drug Delivery:
(1,2-METHANOFULLERENE C60)-61-CARBOXYLIC ACID ETHYL ESTER is utilized as a component in drug delivery systems, leveraging its unique properties to improve the efficacy and targeted delivery of therapeutic agents.
Used in Photovoltaics:
In the photovoltaic industry, (1,2-METHANOFULLERENE C60)-61-CARBOXYLIC ACID ETHYL ESTER is used as a component in the development of solar cells, taking advantage of its light-absorbing and charge transport properties to enhance energy conversion efficiency.
Used in Nanotechnology:
(1,2-METHANOFULLERENE C60)-61-CARBOXYLIC ACID ETHYL ESTER is employed in nanotechnology for the design and fabrication of nanoscale devices and systems, capitalizing on its size, shape, and chemical reactivity.
Used in Medical and Pharmaceutical Applications:
(1,2-METHANOFULLERENE C60)-61-CARBOXYLIC ACID ETHYL ESTER is under investigation for its potential use in the medical and pharmaceutical sectors, where it may contribute to the development of new treatments and therapies.
Used in the Development of Advanced Electronic Materials:
In the electronics industry, (1,2-METHANOFULLERENE C60)-61-CARBOXYLIC ACID ETHYL ESTER is used as a component in the creation of materials with advanced electronic properties, such as improved conductivity and stability.

Upstream product

• 623-73-4 diazoacetic acid ethyl ester 
• 99685-96-8 fullerene-C₆₀ 
• 64-17-5 ethanol 
• 155116-19-1 1,2-dihydro-1,2-methanofullerene[60]-61-carboxylic acid 
• 7380-81-6 ethyl (dimethylsulfuranylidene)acetate 
• 105-36-2 ethyl bromoacetate 
• 5187-82-6 (ethoxycarbonylmethyl)dimethylsulfonium bromide 
• 138851-85-1 ((E)-2-Chloro-1-ethoxy-vinyloxy)-trimethyl-silane 
• 122422-46-2 ((Z)-2-Bromo-1-ethoxy-vinyloxy)-trimethyl-silane 
• 838-57-3 ethyl 4-nitrobenzoylacetate 
• 188175-32-8 1,2-(3'-chloroformylcyclopropano)[60]fullerene 
• 617-33-4 ethyl dibromoacetate 
• 623-48-3 ethyl iodoacetae 
• 702644-80-2 C₄H₆N₂O₂C₆₀ 

Relevant articles and documents

Synthesis and reactions of 2,2-[60]fullerenoalkanoyl chlorides

2,2-[60]Fullerenoalkanoyl chlorides (1a-d) were easily and securely prepared from the corresponding 2,2-[60]fullerenoalkanoic acids (2a-d) by the reaction with thionyl chloride in an unusual mixed solvent, CH 2Cl2/dioxane. The characterization of 1a-d by 1H and 13C NMR, FT-IR, and MALDI-TOF-MASS was conducted for the first time. The 2,2-[60]fullerenoalkanoyl chlorides thus obtained were readily converted to the corresponding amides and esters in moderate to excellent yields by the condensation with amines and alcohols, respectively. Upon applying the condensation, [60]fullerene-biomolecule hybrids were easily prepared.

Synthesis of methano[60]fullerene derivatives: The fluoride ion-mediated reaction of [60]fullerene with silylated nucleophiles

A new reaction of [60]fullerene with silylated nucleophiles is described. The cyclopropanation of [60]fullerene with silylated nucleophiles, such as silyl ketene acetals, silyl ketene thioacetals, and silyl enol ethers, derived from α-halo carbonyl compounds, smoothly proceeded in the presence of KF/18-crown-6 to give the corresponding methano[60]fullerene derivatives in moderate to good yields.

Catalytic [2+1]-cycloaddition of ethyl diazoacetate to fullerene [60]

Cyclopropanation of C60-fullerene was performed with ethyl diazoacetate in the presence of Pd(PPh3)4 catalyst. A probable reaction mechanism is suggested.

176. Structures and Chemistry of Methanofullerenes: A Versatile Route into N--Substituted Amino Acids

The reaction of C60 with oxadiazole 13 afforded the dimethoxymethanofullerene 7 in 32 percent yields as a 6-6-ring-bridged isomer with a closed transannular bond.A literature survey showed that all 6-6-ring-bridged methanofullerenes are ?-homoaromatic with a closed transannular bond (6-6-closed) and all 6-5-ring-bridged are ?-homoaromatic with an open transannular bond (6-5-open).The preference for 6-6-closed and 6-5-open structures is not due to substituent effects but is best explained with the conservation in these isomers of the favorable bonding seen in C60 with higher double- bond character at 6-6-bonds and higher single-bond character at 6-5-bonds.Reaction of C60 with diazo diester 15 gave the fullerene diester 14 which was hydrolyzed with BBr3 in benzene to the methanofullerenecarboxylic acid 10, a versatile synthon for the preparation of amphiphilic fullerene derivatives.Treatment of 10 with alcohols and amino acid esters under DCC coupling conditions afforded the esters 5 and 17 and the amino-acid derivatives 11 and 12, respectively.

C602- chemistry: C60 adducts bearing two ester, carbonyl, or alcohol groups

(Matrix presented) Reactions of activated halo compounds XCH2-A (X = Br, I; A = ester, ketone) with C602- anion give rise to C60(CH2-A)2 adducts (major products) along with unexpected metha

[60]Fullerenoacetyl chloride as a versatile precursor for fullerene derivatives: Efficient ester formation with various alcohols

(Matrix presented) [60]Fullerenoacetyl chloride, one of the reactive derivatives of [60]fullerenoacetic acid, was isolated and identified for the first time. This acid chloride was easily synthesized in good yield from tert-butyl [60]fullerenoacetate through two steps. In the presence of 4-(dimethylamino)-pyridine as a base, the acid chloride smoothly reacted with various alcohols under mild conditions to give the corresponding esters including [60]fullerene-biomolecule hybrids in moderate to high yields.

CuBr/PMDETA-mediated reactions of [60]fullerene with active halides: Preparation of methano[60]fullerene derivatives

An efficient protocol for the synthesis of methano[60]fullerene derivatives linked with a single electron-withdrawing group has been developed through one-step reaction of [60]fullerene with active halides mediated by CuBr/pentamethyldiethylenetriamine. M