Triptycene

Base Information

• Chemical Name: Triptycene
• CAS No.: 477-75-8
• Molecular Formula: C20H14
• Molecular Weight: 254.331
• Hs Code.: 29029090
• European Community (EC) Number: 207-519-3
• NSC Number: 122926
• UNII: CL32869MEP
• DSSTox Substance ID: DTXSID6060058
• Nikkaji Number: J1.255.853H,J6.140I
• Wikipedia: Triptycene
• Wikidata: Q411264
• Mol file: 477-75-8.mol

Synonyms:9,10-dihydro-9,10-o-benzenoanthracene;triptycene

Chemical Property of Triptycene

Chemical Property:

• Vapor Pressure: 2.15E-05mmHg at 25°C
• Melting Point: 252-254 °C(lit.)
• Refractive Index: 1.688
• Boiling Point: 371.8°C at 760mmHg
• Flash Point: 171.7°C
• PSA: 0.00000
• Density: 1.197g/cm³
• LogP: 4.67380
• Storage Temp.: Sealed in dry,Room Temperature
• Water Solubility.: Insoluble in water
• XLogP3: 4.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 254.109550447
• Heavy Atom Count: 20
• Complexity: 279

Purity/Quality:

98%,99%, ^*data from raw suppliers

Triptycene >98.0%(GC) ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Aromatic Hydrocarbons
• Canonical SMILES: C1=CC=C2C3C4=CC=CC=C4C(C2=C1)C5=CC=CC=C35
• Uses: Triptycene was used in determination of diffusion coefficients of radical ions of hexafluorobenzene, diphenylacetylene, triptycene and tetraphenylnapthalene in liquid n-hexane and n-hexadecane.

Technology Process of Triptycene

There total 69 articles about Triptycene 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: 100.0%

anthracene (120-12-7) + Phenyl[2-(trimethylsilyl)phenyl]iodonium trifluoromethanesulfonate (164594-13-2) → triptycene (477-75-8)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; dichloromethane; at 20 ℃; for 0.5h;

DOI:10.1021/ja992324x

Reference yield: 100.0%

2.4a-Dihydrotriptycen (71870-39-8) → triptycene (477-75-8)

Guidance literature:

With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In chloroform; for 48h; Ambient temperature;

DOI:10.1016/0040-4020(96)00877-0

Reference yield: 90.0%

C26H20O4S2 → triptycene (477-75-8) + 2.4a-Dihydrotriptycen (71870-39-8)

Guidance literature:

With potassium dihydrogenphosphate; sodium amalgam; In methanol; for 12h; Ambient temperature;

DOI:10.1016/0040-4020(96)00877-0

upstream raw materials:

tetrahydrofuran

n-butyllithium

fluorobenzene

diethyl ether

Downstream raw materials:

2,

(9r,10r)-2-bromo-9,10-dihydro-9,10-[1,2]benzenoanthracene

Refernces

• 1、 White, Nicholas G.,MacLachlan, Mark J.. "Soluble Tetraaminotriptycene Precursors". . p. 8390 - 8397. Retrieved 2015.
• 2、 Verbit et al.. "". . p. 1053. Retrieved 1966.
• 3、 Courtneidge, John L.,Davies, Alwyn G.,McGuchan, Deborah C.. "THE ELECTRON SPIN RESONANCE OF THE RADICAL CATIONS OF P-TERPHENYL, TRIPHENYLENE AND TRIPTYCENE". . p. 190 - 196. Retrieved 1988.
• 4、 Sulleiro,Quiroga,Pe?a,Pérez,Guitián,Criado,Prato. "Microwave-induced covalent functionalization of few-layer graphene with arynes under solvent-free conditions". supporting information. p. 2086 - 2089. Retrieved 2018/03/06.
• 5、 Tsuchido, Yoshitaka,Ide, Tomohito,Suzaki, Yuji,Osakada, Kohtaro. "1,4-Selective Diels - Alder reaction of 9,10-diethynylanthracene with 3,6-difluorobenzyne". supporting information. p. 821 - 823. Retrieved 2015/06/25.