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Tetrakis(4-ethynylphenyl)methane, also known as TEPM, is a unique chemical compound characterized by a central carbon atom connected to four phenyl rings through ethynyl groups. This molecule is distinguished by its high thermal stability, rigid and symmetrical structure, and is widely recognized in the fields of organic chemistry and materials science for its potential in creating novel organic materials and polymers.

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  • 177991-01-4 Structure
  • Basic information

    1. Product Name: tetrakis(4-ethynylphenyl)Methane
    2. Synonyms: tetrakis(4-ethynylphenyl)Methane;tetra(4-acetylenylphenyl)methane
    3. CAS NO:177991-01-4
    4. Molecular Formula: C33H20
    5. Molecular Weight: 416.5119
    6. EINECS: -0
    7. Product Categories: N/A
    8. Mol File: 177991-01-4.mol
  • Chemical Properties

    1. Melting Point: 300°C(dec.)(lit.)
    2. Boiling Point: 537.0±50.0 °C(Predicted)
    3. Flash Point: N/A
    4. Appearance: /
    5. Density: 1.17±0.1 g/cm3(Predicted)
    6. Refractive Index: N/A
    7. Storage Temp.: N/A
    8. Solubility: N/A
    9. CAS DataBase Reference: tetrakis(4-ethynylphenyl)Methane(CAS DataBase Reference)
    10. NIST Chemistry Reference: tetrakis(4-ethynylphenyl)Methane(177991-01-4)
    11. EPA Substance Registry System: tetrakis(4-ethynylphenyl)Methane(177991-01-4)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 177991-01-4(Hazardous Substances Data)

177991-01-4 Usage

Uses

Used in Organic Chemistry and Materials Science:
TEPM is utilized as a building block for the synthesis of innovative organic materials and polymers, leveraging its unique structure and properties.
Used in the Design and Fabrication of Functional Materials:
Due to its rigid and symmetrical structure, TEPM is employed as a valuable component in designing and fabricating materials with specific electronic and optical properties, contributing to the advancement of material science.
Used in the Development of Advanced Electronic Devices:
TEPM has potential applications in the development of cutting-edge electronic devices such as organic light-emitting diodes (OLEDs) and organic semiconductors, where its thermal stability and structural attributes are advantageous.

Check Digit Verification of cas no

The CAS Registry Mumber 177991-01-4 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,7,7,9,9 and 1 respectively; the second part has 2 digits, 0 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 177991-01:
(8*1)+(7*7)+(6*7)+(5*9)+(4*9)+(3*1)+(2*0)+(1*1)=184
184 % 10 = 4
So 177991-01-4 is a valid CAS Registry Number.

177991-01-4 Well-known Company Product Price

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  • TCI America

  • (T3151)  Tetrakis(4-ethynylphenyl)methane  >98.0%(GC)

  • 177991-01-4

  • 100mg

  • 1,290.00CNY

  • Detail
  • TCI America

  • (T3151)  Tetrakis(4-ethynylphenyl)methane  >98.0%(GC)

  • 177991-01-4

  • 1g

  • 6,990.00CNY

  • Detail

177991-01-4SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 11, 2017

Revision Date: Aug 11, 2017

1.Identification

1.1 GHS Product identifier

Product name Tetrakis(4-ethynylphenyl)methane

1.2 Other means of identification

Product number -
Other names Tetrakis(4-ethynylphenyl)methane

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:177991-01-4 SDS

177991-01-4Relevant articles and documents

Synthesis of Rigid Rod, Trigonal, and Tetrahedral Nucleobase-Terminated Molecules

Cheng, Liang,Jin, Xiao-Yang,Liu, An-Di,Liu, Li,Wu, Chuan-Shuo

, (2022/01/12)

An efficient fragment splicing method for the construction of multiple nucleobase-terminated monomers has been developed. Conformationally fixed rod, trigonal planar and tetrahedral thymine and adenine structures were generated in moderate to good yields,

Synthesis of TEMPO radical decorated hollow porous aromatic frameworks for selective oxidation of alcohols

Shen, Yan-Ming,Xue, Yun,Yan, Mi,Mao, Hui-Ling,Cheng, Hu,Chen, Zhuo,Sui, Zhi-Wei,Zhu, Shao-Bin,Yu, Xiu-Jun,Zhuang, Jin-Liang

, p. 907 - 910 (2021/02/06)

A bottom-up approach was developed to prepare TEMPO radical decorated hollow aromatic frameworks (HPAF-TEMPO) by using TEMPO radical functionalized monomers and SiO2nanospheres as templates. The accessible inner layer, high density of TEMPO sites, and hybrid micro-/mesopores of the HPAF-TEMPO enable the aerobic oxidation of a broad range of alcohols with high efficiency and excellent selectivity.

Preparation of a bispyridine based porous organic polymer as a new platform for Cu(ii) catalyst and its use in heterogeneous olefin epoxidation

Yi, Jigyoung,Ahn, Hye Mi,Yoon, Jong Ho,Kim, Cheal,Lee, Suk Joong

, p. 14067 - 14070 (2018/08/28)

A new type of bispyridine (bpy) incorporated POP was prepared via a cobalt-catalyzed acetylene trimerization. Subsequent immobilization of CuCl2 gave POP-Cu(ii). This new heterogeneous catalyst displayed outstanding olefin oxidation activity compared to its homogeneous analogue, suggesting that the degradation of the homogeneous catalyst was successfully inhibited by site isolation.

Tetrahedral Tetrakis(p-ethynylphenyl) Group IV Compounds in Microporous Polymers: Effect of Tetrel on Porosity

Uptmoor, Andrea C.,Geyer, Florian L.,Rominger, Frank,Freudenberg, Jan,Bunz, Uwe H. F.

, p. 448 - 454 (2018/06/04)

Three Sonogashira–Hagihara polymerization protocols were applied for the synthesis of conjugated microporous polymers (CMPs) by using group IV tetra(p-ethynylphenyl) monomers with 1,4-diiodobenzene or 1,4-dibromobenzene. The optical properties and surface areas of the CMPs were compared and related to the preparation conditions and the geometry of the tetrahedral building block as obtained after X-ray analysis. In each series, surface areas decreased—independently from the chosen parameters of catalyst, base, and solvent—from carbon-centered CMPs (1595 m2 g?1) to silicon-, germanium-, and tin-centered (649 m2 g?1) networks.

Microporous organic polymers involving thiadiazolopyridine for high and selective uptake of greenhouse gases at low pressure

Waseem Hussain, Md.,Bandyopadhyay, Sujoy,Patra, Abhijit

supporting information, p. 10576 - 10579 (2017/09/29)

A new core of [1,2,5]-thiadiazolo-[3,4-c]-pyridine was employed for the fabrication of microporous organic polymers exhibiting a very high CO2 uptake of 5.8 mmol g-1 (25.5 wt%) at 273 K and 1 bar. The presence of CO2-philic active sites and microporosity confer the high uptake and superior selectivity (61) towards CO2 over N2.

Electrochemically active porous organic polymers based on corannulene

Karunathilake, Arosha A.K.,Thompson, Christina M.,Perananthan, Sahila,Ferraris, John P.,Smaldone, Ronald A.

supporting information, p. 12881 - 12884 (2016/11/06)

For the first time, porous organic polymers (POPs) based on the smallest buckybowl, corannulene (BB-POPs) have been synthesized. Three POPs were synthesised via Sonogashira co-polymerization of 1,2,5,6-tetrabromocorannulene and alkyne linkers. BB-POP-3 exhibits the highest surface area (SABET = 560 m2 g-1) and CO2 adsorption of 11.7 wt%, while they retain the redox properties of corannulene.

A Triazole-Containing Metal-Organic Framework as a Highly Effective and Substrate Size-Dependent Catalyst for CO2 Conversion

Li, Pei-Zhou,Wang, Xiao-Jun,Liu, Jia,Lim, Jie Sheng,Zou, Ruqiang,Zhao, Yanli

supporting information, p. 2142 - 2145 (2016/03/05)

A highly porous metal-organic framework (MOF) incorporating both exposed metal sites and nitrogen-rich triazole groups was successfully constructed via solvothermal assembly of a clicked octcarboxylate ligand and Cu(II) ions, which presents a high affinit

Conjugated microporous polymer networks with adjustable microstructures for high CO2 uptake capacity and selectivity

Qin, Long,Xu, Guang-Juan,Yao, Chan,Xu, Yan-Hong

supporting information, p. 12602 - 12605 (2016/10/31)

A series of phenylene-based conjugated microporous polymers (CMPs) of the A6 + Mx (x = 2, 3, 4, 6) type were synthesized. By tuning the monomer length and geometry, the BET surface area of CMPs can be tuned from 571 to 1115 m2/

Tetrahedral rigid core antenna chromophores bearing bay-substituted perylenediimides

Myahkostupov, Mykhaylo,Castellano, Felix N.

, p. 9519 - 9527 (2015/12/01)

Two new representative methane- and adamantane-centered 'antenna' tetramers bearing bay-substituted π-conjugated phenylethynyl-perylenediimides (PDICCPh) as chromophoric subunits, tetrakis-[1-(4-ethynylphenyl)-N,N′-bis(1-hexylheptyl)-perylene-3,4:9,10-tetracarboxylic diimide]-methane (1) and tetrakis-1,3,5,7-[1-(4-ethynylphenyl)-N,N′-bis(1-hexylheptyl)-perylene-3,4:9,10-tetracarboxylic diimide]-adamantane (2), have been synthesized and their structural aspects have been thoroughly investigated by NMR spectroscopy. These PDI tetramers (1 and 2) represent the first successful example of incorporating the bay-substituted phenylethynyl-perylenediimides into the large rigid core tetrahedral frameworks. In these PDI tetramers, dynamic NMR experiments revealed the existence of perylene-centered conformational dynamic equilibrium (ΔG≠=15-17 kcal/mol), the primary cause of the observed spectral broadening in conventional 1H NMR spectra (295 K). In addition, PDI tetramers 1 and 2 were found to possess exceptional (photo)chemical stability, and their corresponding photophysical properties (εmax~180,000; τFL=6.9 ns; ΦFL~60%) make them viable candidates for various photonic applications and are in good agreement with other related multichromophoric PDI-based systems.

Three-dimensional supramolecular polymers driven by rigid tetrahedral building blocks through tetrathiafulvalene radical cation dimerization

Chen, Lan,Zhang, Shao-Chen,Wang, Hui,Zhou, Ya-Ming,Li, Zhan-Ting,Zhang, Dan-Wei

, p. 4778 - 4783 (2014/06/24)

Rigid tetrahedral compounds T1 and T2 that bear four tetrathiafulvalene (TTF) units, which are connected to a tetraphenylmethane core by the ethynylene or amide linker were designed and prepared. Upon one-electron oxidation of the TTF units by Fe(ClO4)3, the resulting TTF+ radical cations stacked intermolecularly to give rise to three-dimensional supramolecular polymers, which were supported by UV-vis spectroscopy, cyclic voltammetry, dynamic light scattering, and scanning electron microscopy.

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