Buckminsterfullerene

Base Information

• Chemical Name: Buckminsterfullerene
• CAS No.: 99685-96-8
• Molecular Formula: C₆₀
• Molecular Weight: 720.66
• Hs Code.: 28030000
• European Community (EC) Number: 628-630-7
• UNII: NP9U26B839
• DSSTox Substance ID: DTXSID4031772
• Wikipedia: Buckminsterfullerene
• Wikidata: Q1075376
• Mol file: 99685-96-8.mol

Synonyms:Buckminsterfullerene;Buckminsterfullerenes;Buckyball;Buckyballs;Fullerene;Fullerenes

Chemical Property of Buckminsterfullerene

Chemical Property:

• Appearance/Colour: black to brown crystalline powder
• Melting Point: >280 °C(lit.)
• Refractive Index: 1.813
• Boiling Point: 500-600℃ subl.
• Flash Point: 94 °C
• PSA: 0.00000
• Density: 3.43 g/cm³
• LogP: 17.73000
• Storage Temp.: Dark Room
• Solubility.: organic solvents: soluble
• Water Solubility.: Soluble in toluene. Insoluble in water.
• XLogP3: 16.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 720
• Heavy Atom Count: 60
• Complexity: 2030

Purity/Quality:

99.95% ^*data from raw suppliers

Fullerene C60 ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Other Organic Compounds
• Canonical SMILES: C12=C3C4=C5C6=C1C7=C8C9=C1C%10=C%11C(=C29)C3=C2C3=C4C4=C5C5=C9C6=C7C6=C7C8=C1C1=C8C%10=C%10C%11=C2C2=C3C3=C4C4=C5C5=C%11C%12=C(C6=C95)C7=C1C1=C%12C5=C%11C4=C3C3=C5C(=C81)C%10=C23
• Description: Buckminsterfullerene (C60) belongs to the category of carbon allotropes and is specifically classified as a fullerene. The chemical structure of it consists of 60 carbon atoms arranged in a hollow sphere, forming a truncated icosahedron.
• Uses: Buckminsterfullerene has diverse applications. It can be utilized in chiral induction processes, astrophysical studies, and materials science. In addition, it has potential applications in areas such as nanotechnology, drug delivery systems, and photovoltaic devices. Buckminsterfullerene has various mechanisms of action depending on its application. For example, in a metal-organic framework (MOF), it can exhibit chiral induction. In astrophysical contexts, it plays a role in photoionization dynamics relevant to diffuse interstellar bands (DIBs) and photoelectric heating in the interstellar medium.
• History and Development: Buckminsterfullerene (C60) was first discovered in 1985 by Richard Smalley, Robert Curl, James Heath, Sean O'Brien, and Harold Kroto, who were awarded the Nobel Prize in Chemistry in 1996 for their discovery. Buckminsterfullerene is named after Richard Buckminster Fuller, an American architect and inventor known for popularizing geodesic dome structures. The molecule's spherical shape resembles the geodesic domes designed by Fuller.
• Production Methods: Buckminsterfullerene can be produced through various methods, including laser ablation, arc discharge, and chemical vapor deposition.

Technology Process of Buckminsterfullerene

There total 140 articles about Buckminsterfullerene 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: 68.0%

C60*C106H92Ag2N4O12(2+)*2NO3(1-) → C53H46N2O6 (1450830-80-4) + silver (7440-22-4) + fullerene-C60 (99685-96-8,161105-99-3,161106-00-9,111138-12-6,133318-63-5,134053-11-5,134931-35-4,134931-36-5,139703-76-7,145633-27-8,175414-73-0,175414-74-1,175414-75-2,175519-12-7,175519-13-8,175519-14-9,175519-15-0,136376-46-0,144906-37-6,144906-38-7,151767-00-9,152882-97-8,152882-98-9,152882-99-0,153062-34-1,154171-74-1,154171-75-2,154333-99-0,154334-00-6,154397-63-4,154460-59-0,199456-56-9,108739-25-9,120329-57-9,120329-58-0)

Guidance literature:

In acetonitrile; at 20 ℃; for 1.5h; Irradiation;

DOI:10.1021/ja406893y

Reference yield: 41.0%

C74H11N3O3 (1016894-31-7) → ethyl 4-nitrobenzoate (99-77-4) + fullerene-C60 (99685-96-8,161105-99-3,161106-00-9,111138-12-6,133318-63-5,134053-11-5,134931-35-4,134931-36-5,139703-76-7,145633-27-8,175414-73-0,175414-74-1,175414-75-2,175519-12-7,175519-13-8,175519-14-9,175519-15-0,136376-46-0,144906-37-6,144906-38-7,151767-00-9,152882-97-8,152882-98-9,152882-99-0,153062-34-1,154171-74-1,154171-75-2,154333-99-0,154334-00-6,154397-63-4,154460-59-0,199456-56-9,108739-25-9,120329-57-9,120329-58-0) + 1,2-epox-[60]fullerene (148347-18-6,139141-81-4)

Guidance literature:

With maleic anhydride; In toluene; at 20 ℃; for 1h; Solvent; Inert atmosphere; Irradiation;

DOI:10.1039/c4cc03859b

Reference yield: 13.3%

graphite → fullerene-C60 (99685-96-8,161105-99-3,161106-00-9,111138-12-6,133318-63-5,134053-11-5,134931-35-4,134931-36-5,139703-76-7,145633-27-8,175414-73-0,175414-74-1,175414-75-2,175519-12-7,175519-13-8,175519-14-9,175519-15-0,136376-46-0,144906-37-6,144906-38-7,151767-00-9,152882-97-8,152882-98-9,152882-99-0,153062-34-1,154171-74-1,154171-75-2,154333-99-0,154334-00-6,154397-63-4,154460-59-0,199456-56-9,108739-25-9,120329-57-9,120329-58-0) + [5,6]fullerene-C70 (741268-81-5,741268-84-8,133227-82-4,133320-10-2,133320-11-3,133869-47-3,134054-62-9,134932-61-9,149820-05-3,149820-06-4,157903-26-9,175779-21-2,115383-22-7,958017-68-0,958017-71-5,958017-74-8,958017-77-1,958017-80-6,140630-87-1,140694-21-9,151716-50-6,157008-89-4,220062-79-3,220062-83-9)

Guidance literature:

With tetrachloromethane; In gaseous matrix; Electric Arc; arc-discharge react. in He (300 Torr) with addn. of CCl4 (10 Torr); reverse phase liq. chromy. and UV spect.;

DOI:10.1039/b306921b

upstream raw materials:

PERYLENE

3'-[4-(phenylmethoxy)phenyl][5,6]fullereno-C₆₀-I_h-[1,9-d]isoxazole

Downstream raw materials:

ethyl 3′H-cyclopropa[1,9](C₆₀-I_h)[5,6]fullerene-3′-carboxylate

2-phenylpyrrolidino[3',4':1,2][60]fullerene

1,2-dihydrofullerene functionalized with ethylester acetate group

Refernces

• 1、 Ma, Wan,Wang, Kun,Huang, Cheng,Wang, Hui-Juan,Li, Fa-Bao,Sun, Rui,Liu, Li,Liu, Chao-Yang,Asiri, Abdullah M.. "Stereoselective synthesis of amino-substituted cyclopentafullerenes promoted by magnesium perchlorate/ferric perchlorate". supporting information. p. 964 - 974. Retrieved 2020/02/15.
• 2、 Peng, Jie,Xiang, Jun-Jun,Wang, Hui-Juan,Li, Fa-Bao,Huang, Yong-Shun,Liu, Li,Liu, Chao-Yang,Asiri, Abdullah M.,Alamry, Khalid A.. "DMAP-Mediated Synthesis of Fulleropyrrolines: Reaction of [60]Fullerene with Aromatic Aldehydes and Arylmethanamines in the Absence or Presence of Manganese(III) Acetate". . p. 9751 - 9764. Retrieved 2017/09/22.