Sumanene | CAS#151253-59-7 | buckybowl

MedKoo Cat#: 145238 | Name: Sumanene

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Sumanene is a pristine buckybowl. It has 3-symmetric polycyclic aromatic hydrocarbon having three benzylic positions clipped between three phenyl rings in the triphenylene framework.

Chemical Structure

Sumanene

CAS#151253-59-7

Theoretical Analysis

MedKoo Cat#: 145238

Name: Sumanene

CAS#: 151253-59-7

Chemical Formula: C21H12

Exact Mass: 264.0939

Molecular Weight: 264.33

Elemental Analysis: C, 95.42; H, 4.58

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.

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Related CAS #

No Data

Synonym

Sumanene;

IUPAC/Chemical Name

4,7-dihydro-1H-tricyclopenta[def,jkl,pqr]triphenylene

InChi Key

WOYKPMSXBVTRKZ-UHFFFAOYSA-N

InChi Code

1S/C21H12/c1-2-11-8-13-5-6-15-9-14-4-3-12-7-10(1)16-17(11)19(13)21(15)20(14)18(12)16/h1-6H,7-9H2

SMILES Code

C1C2=CC=C3CC4=CC=C5CC6=CC=C1C7=C6C5=C4C3=C27

Appearance

To be determined

Purity

>98% (or refer to the Certificate of Analysis)

Shipping Condition

Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition

Dry, dark and at 0 -4 C for short term (days to weeks) or -20 C for long term(months to years).

Solubility

To be determined

Shelf Life

>2 years if stored properly

Drug Formulation

To be determined

Stock Solution Storage

0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code

2934.99.9001

More Info

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 264.33 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass	1 mg	5 mg	10 mg
1 mM	1.15 mL	5.76 mL	11.51 mL
5 mM	0.23 mL	1.15 mL	2.3 mL
10 mM	0.12 mL	0.58 mL	1.15 mL
50 mM	0.02 mL	0.12 mL	0.23 mL

1: Kasprzak A. Supramolecular Chemistry of Sumanene. Angew Chem Int Ed Engl. 2024 Apr 8;63(15):e202318437. doi: 10.1002/anie.202318437. Epub 2024 Feb 1. PMID: 38231540. 2: Mizuno H, Nakazawa H, Harada M, Yakiyama Y, Sakurai H, Fukuhara G. Sumanene- stacked supramolecular polymers. Dynamic, solvation-directed control. Chem Commun (Camb). 2023 Aug 3;59(63):9595-9598. doi: 10.1039/d3cc02990e. PMID: 37476925. 3: Kasprzak A, Zuchowska A, Romanczuk P, Kowalczyk A, Grudzinski IP, Malkowska A, Nowicka AM, Sakurai H. Oxidation-derived anticancer potential of sumanene- ferrocene conjugates. Dalton Trans. 2023 Dec 19;53(1):56-64. doi: 10.1039/d3dt03810f. PMID: 38078478. 4: Alvi S, Ali R. Synthetic approaches to bowl-shaped π-conjugated sumanene and its congeners. Beilstein J Org Chem. 2020 Sep 9;16:2212-2259. doi: 10.3762/bjoc.16.186. PMID: 32983269; PMCID: PMC7492699. 5: Shi X, Gao W, Liu H, Fu ZG, Zhang G, Zhang YW, Liu T, Zhao J, Gao J. Sumanene Monolayer of Pure Carbon: A Two-Dimensional Kagome-Analogy Lattice with Desirable Band Gap, Ultrahigh Carrier Mobility, and Strong Exciton Binding Energy. Small. 2022 Oct;18(40):e2203274. doi: 10.1002/smll.202203274. Epub 2022 Sep 1. PMID: 36050882. 6: Amaya T, Hirao T. Chemistry of sumanene. Chem Rec. 2015 Feb;15(1):310-21. doi: 10.1002/tcr.201402078. Epub 2014 Dec 4. PMID: 25474759. 7: Wang YY, Ding XL, Chen Y, Wang MM, Li W, Wang X. Trimetallic clusters in the sumanene bowl for dinitrogen activation. Phys Chem Chem Phys. 2022 Oct 5;24(38):23265-23278. doi: 10.1039/d2cp03346a. PMID: 36156001. 8: Kasprzak A, Matczuk M, Sakurai H. A sumanene-containing magnetic nanoadsorbent for the removal of caesium salts from aqueous solutions. Chem Commun (Camb). 2023 Aug 3;59(63):9591-9594. doi: 10.1039/d3cc02657d. PMID: 37435806. 9: Armaković S, Armaković SJ, Setrajčić JP, Jaćimovski SK, Holodkov V. Sumanene and its adsorption properties towards CO, CO₂ and NH₃ molecules. J Mol Model. 2014 Apr;20(4):2170. doi: 10.1007/s00894-014-2170-3. Epub 2014 Mar 16. PMID: 24633773. 10: Ażgin J, Wesoły M, Durka K, Sakurai H, Wróblewski W, Kasprzak A. Expanding the library of sumanene molecular receptors for caesium-selective potentiometric sensors. Dalton Trans. 2024 Feb 13;53(7):2964-2972. doi: 10.1039/d3dt03885h. PMID: 38247442. 11: Weber I, Tsuge M, Sundararajan P, Baba M, Sakurai H, Lee YP. Infrared and Laser-Induced Fluorescence Spectra of Sumanene Isolated in Solid para-Hydrogen. J Phys Chem A. 2022 Aug 18;126(32):5283-5293. doi: 10.1021/acs.jpca.2c02906. Epub 2022 Aug 3. PMID: 35921614. 12: Tan Q, Zhou D, Zhang T, Liu B, Xu B. Iodine-doped sumanene and its application for the synthesis of chalcogenasumanenes and silasumanenes. Chem Commun (Camb). 2017 Sep 14;53(74):10279-10282. doi: 10.1039/c7cc05885c. PMID: 28868542. 13: Cyniak JS, Kocobolska Ł, Bojdecka N, Gajda-Walczak A, Kowalczyk A, Wagner B, Nowicka AM, Sakurai H, Kasprzak A. Synthesis of π-extended and bowl-shaped sumanene-ferrocene conjugates and their application in highly selective and sensitive cesium cations electrochemical sensors. Dalton Trans. 2023 Mar 7;52(10):3137-3147. doi: 10.1039/d3dt00084b. PMID: 36789905. 14: Ufnal D, Cyniak JS, Krzyzanowski M, Durka K, Sakurai H, Kasprzak A. Sumanene-carbazole conjugate with push-pull structure and its chemoreceptor application. Org Biomol Chem. 2024 Jun 26;22(25):5117-5126. doi: 10.1039/d4ob00539b. PMID: 38766811. 15: Della TD , Suresh CH . Sumanene: an efficient π-bowl for dihydrogen storage. Phys Chem Chem Phys. 2018 Feb 28;20(9):6227-6235. doi: 10.1039/c7cp07000d. PMID: 29431776. 16: Kasprzak A, Sakurai H. Disaggregation of a sumanene-containing fluorescent probe towards highly sensitive and specific detection of caesium cations. Chem Commun (Camb). 2021 Jan 14;57(3):343-346. doi: 10.1039/d0cc07226e. PMID: 33319217. 17: Li M, Chen X, Yakiyama Y, Wu J, Akutagawa T, Sakurai H. Tuning the dielectric response by co-crystallisation of sumanene and its fluorinated derivative. Chem Commun (Camb). 2022 Aug 9;58(64):8950-8953. doi: 10.1039/d2cc02766f. PMID: 35856625. 18: Kasprzak A , Kowalczyk A , Jagielska A , Wagner B , Nowicka AM , Sakurai H . Tris(ferrocenylmethidene)sumanene: synthesis, photophysical properties and applications for efficient caesium cation recognition in water. Dalton Trans. 2020 Aug 7;49(29):9965-9971. doi: 10.1039/d0dt01506g. Epub 2020 Jun 29. PMID: 32597432. 19: Amaya T, Hirao T. A molecular bowl sumanene. Chem Commun (Camb). 2011 Oct 14;47(38):10524-35. doi: 10.1039/c1cc12532j. Epub 2011 Jul 8. PMID: 21743888. 20: Kasprzak A, Tobolska A, Sakurai H, Wróblewski W. Tuning the sumanene receptor structure towards the development of potentiometric sensors. Dalton Trans. 2022 Jan 4;51(2):468-472. doi: 10.1039/d1dt03467g. PMID: 34904597.