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(6-Methoxynaphthalen-2-ylethynyl)trimethylsilane, 97% is a trimethylsilyl acetylene derivative featuring a methoxy group at the 6-position of the naphthalene ring. This chemical compound is widely utilized in organic synthesis and is available at a high purity level of 97%, making it suitable for research and industrial applications that demand precise and reliable results.

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  • 454431-03-9 Structure
  • Basic information

    1. Product Name: (6-Methoxynaphthalen-2-ylethynyl)trimethylsilane, 97%
    2. Synonyms: (6-Methoxynaphthalen-2-ylethynyl)trimethylsilane, 97%
    3. CAS NO:454431-03-9
    4. Molecular Formula: C16H18OSi
    5. Molecular Weight: 254.39902
    6. EINECS: N/A
    7. Product Categories: Building Blocks;Chemical Synthesis;Organic Building Blocks;Alkynes;Internal;Organic Building Blocks
    8. Mol File: 454431-03-9.mol
  • Chemical Properties

    1. Melting Point: 99-103 °C(lit.)
    2. Boiling Point: 341.4°C at 760 mmHg
    3. Flash Point: 125.1°C
    4. Appearance: /
    5. Density: 1.02g/cm3
    6. Vapor Pressure: 0.000159mmHg at 25°C
    7. Refractive Index: 1.565
    8. Storage Temp.: N/A
    9. Solubility: N/A
    10. CAS DataBase Reference: (6-Methoxynaphthalen-2-ylethynyl)trimethylsilane, 97%(CAS DataBase Reference)
    11. NIST Chemistry Reference: (6-Methoxynaphthalen-2-ylethynyl)trimethylsilane, 97%(454431-03-9)
    12. EPA Substance Registry System: (6-Methoxynaphthalen-2-ylethynyl)trimethylsilane, 97%(454431-03-9)
  • Safety Data

    1. Hazard Codes: Xi
    2. Statements: 36/37/38
    3. Safety Statements: 26
    4. WGK Germany: 3
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 454431-03-9(Hazardous Substances Data)

454431-03-9 Usage

Uses

Used in Organic Synthesis:
(6-Methoxynaphthalen-2-ylethynyl)trimethylsilane, 97% is used as a building block for the synthesis of various organic molecules. Its ability to introduce the naphthalene moiety into complex organic structures makes it a valuable component in the creation of diverse chemical compounds.
Used in Research Applications:
In the field of research, (6-Methoxynaphthalen-2-ylethynyl)trimethylsilane, 97% is employed for its high purity and versatility in organic synthesis, allowing scientists to explore new chemical reactions and develop innovative organic molecules.
Used in Industrial Applications:
(6-Methoxynaphthalen-2-ylethynyl)trimethylsilane, 97% is also utilized in industrial applications where its high purity and reactivity are essential for the production of specific organic molecules on a larger scale, contributing to the development of various products and materials.

Check Digit Verification of cas no

The CAS Registry Mumber 454431-03-9 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 4,5,4,4,3 and 1 respectively; the second part has 2 digits, 0 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 454431-03:
(8*4)+(7*5)+(6*4)+(5*4)+(4*3)+(3*1)+(2*0)+(1*3)=129
129 % 10 = 9
So 454431-03-9 is a valid CAS Registry Number.
InChI:InChI=1/C16H18OSi/c1-17-16-8-7-14-11-13(5-6-15(14)12-16)9-10-18(2,3)4/h5-8,11-12H,1-4H3

454431-03-9 Well-known Company Product Price

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  • Aldrich

  • (633356)  (6-Methoxynaphthalen-2-ylethynyl)trimethylsilane  97%

  • 454431-03-9

  • 633356-1G

  • 535.86CNY

  • Detail

454431-03-9Relevant articles and documents

Fluorine-containing dinaphthylacetylene liquid crystal compound, preparation method and application thereof

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Paragraph 0060; 0069; 0070, (2017/08/27)

The invention relates to a fluorine-containing dinaphthylacetylene liquid crystal compound, which has a structural formula shown as the specification. Specifically, R is respectively independent straight chain alkyl of C1-9. The fluorine-containing dinaphthylacetylene liquid crystal compound provided by the invention has the advantages of low melting point, high clearing point, and high birefringence, etc., and can be used for preparation of high birefringence liquid crystal materials with good performance.

Aerobic oxynitration of alkynes with tBuONO and TEMPO

Dutta, Uttam,Maity, Soham,Kancherla, Rajesh,Maiti, Debabrata

supporting information, p. 6302 - 6305 (2015/02/19)

An efficient method for stereoselective nitroaminoxylation of alkyne has been reported. The reaction enjoys a broad substrate scope, good functional group tolerance, and high yields. Synthetically useful α-nitroketones can be accessed through these products in a single step.

NHC catalysed trimethylsilylation of terminal alkynes and indoles with Ruppert's reagent under solvent free conditions

Arde, Panjab,Reddy, Virsinha,Anand, Ramasamy Vijaya

, p. 49775 - 49779 (2014/12/11)

An organo-catalytic protocol for the trimethylsilylation of terminal alkynes employing Ruppert's reagent (CF3SiMe3) as a trimethylsilyl source has been developed under solvent and fluoride free conditions. This method was found to be very effective as a variety of terminal alkynes bearing aliphatic or aromatic substituents underwent smooth transformation to their corresponding silylated products in excellent yields within a few minutes using N-heterocyclic carbene as an organo-catalyst. This methodology was also applied to the chemospecific N-silylation of indoles. This journal is

Emission and transient absorption measurements of substitution effects of C-C triple bonds on relaxation processes of the fluorescent state of naphthalenes

Yamaji, Minoru,Maeda, Hajime,Minamida, Keita,Maeda, Tomohiro,Asai, Kengo,Konishi, Gen-Ichi,Mizuno, Kazuhiko

, p. 321 - 345 (2013/03/14)

Photophysical and photochemical properties of naphthalenes substituted with trimethylsilylethynyl, tert-butylethynyl, and trimethylsilylbutadiynyl groups were investigated by measurement of fluorescence yields, lifetimes, and triplet absorption. Introducing trimethylsilylethynyl and tert-butylethynyl groups to the 1-position of the naphthalene skeleton substantially enhanced fluorescence and intersystem crossing (ISC). The rates of fluorescence of 2-substituted naphthalenes were low. The effect of ethynyl groups on the 1-substituted naphthalenes was rationalized in terms of an increase of the transition moment along the short axis of the naphthalene skeleton. Substitution of the trimethylsilylbutadiynyl group at the 1 or 2-position of the naphthalene skeleton caused a considerable decrease in the fluorescence yield (approximately 0.01) and an increase in the ISC yield (0.99).

Unique solvent-dependent fluorescence of nitro-group-containing naphthalene derivatives with weak donor-strong acceptor system

Hachiya, Sojiro,Asai, Kengo,Konishi, Gen-Ichi

supporting information, p. 1839 - 1841 (2013/05/09)

We synthesized nitro-group-containing π-conjugated naphthalene derivatives with a weak donor-strong acceptor system and investigated their photophysical properties. The nitro group was introduced into naphthalene through the phenyl or phenylethynyl moiety at the C2 and C7 positions as the strong acceptor moiety, and a methoxy group was introduced into naphthalene directly at the position opposite to the nitro group, as a weak donor moiety. While 2-(4-nitrophenyl)naphthalene did not show fluorescence in various solvents, 2-methoxy-6-(4-nitrophenyl)naphthalene showed fluorescence in weakly polar solvents (ΦF = 0.11 in CH2Cl2), with a large Stokes shift (Δν = 12,000 cm-1). Additionally, 2-methoxy-6-(4-nitrophenyl)naphthalene did not show fluorescence in polar solvents (acetonitrile) and non-polar solvents (toluene). This unique solvent-dependent fluorescence is remarkable for environmental fluorescence sensor applications.

Design of an extremely high birefringence nematic liquid crystal based on a dinaphthyl-diacetylene mesogen

Arakawa, Yuki,Nakajima, Shunpei,Kang, Sungmin,Shigeta, Masayuki,Konishi, Gen-Ichi,Watanabe, Junji

, p. 13908 - 13910 (2012/08/08)

We designed dinaphthyl-diacetylene-based nematic liquid crystals with alkoxy tails (DNDA-OCm) and evaluated their birefringence (Δn). Actual measurements of pure target compounds showed that DNDA-OC2 had the highest value of 0.62 at 550 nm at Tc + 10 °C.

Synthesis and antiplasmodial activity of new indolone N-Oxide derivatives

Nepveu, Fran?oise,Kim, Sothea,Boyer, Jeremie,Chatriant, Olivier,Ibrahim, Hany,Reybier, Karine,Monje, Marie-Carmen,Chevalley, Severine,Perio, Pierre,Lajoie, Barbora H.,Bouajila, Jalloul,Deharo, Eric,Sauvain, Michel,Tahar, Rachida,Basco, Leonardo,Pantaleo, Antonella,Turini, Francesco,Arese, Paolo,Valentin, Alexis,Thompson, Eloise,Vivas, Livia,Petit, Serge,Nallet, Jean-Pierre

scheme or table, p. 699 - 714 (2010/07/09)

A series of 66 new indolone-N-oxide derivatives was synthesized with three different methods. Compounds were evaluated for in vitro activity against CQ-sensitive (3D7), CQ-resistant (FcB1), and CQ and pyrimethamine cross-resistant (K1) strains of Plasmodium falciparum (P.f.), aswell as for cytotoxic concentration (CC50) on MCF7 and KB human tumor cell lines. Compound 26 (5-methoxy-indolone-N-oxide analogue) had the most potent antiplasmodial activity in vitro (50 MCF7/IC50 FcB1: 14623; CC50 KB/IC50 3D7: 198823). In in vivo experiments, compound 1 (dioxymethylene derivatives of the indolone-N-oxide) showed the best antiplasmodial activity against Plasmodium berghei, 62% inhibition of the parasitaemia at 30 mg/kg/day. 2009 American Chemical Society.

Synthesis of the racemic forms of carbon-carbon double bond locked analogues of strobilurins which are characterized by a 2-arylcyclopropane ring cis-substituted at C-1 by the methyl (E)-3-methoxypropenoate unit

Carpita, Adriano,Ribecai, Arianna,Rossi, Renzo,Stabile, Paolo

, p. 3673 - 3680 (2007/10/03)

The racemic forms of three new carbon-carbon double bond locked analogues of strobilurins, which are characterized by a 2-arylcyclopropane ring cis-substituted at C-1 by the methyl (E)-3-methoxypropenoate unit, have been synthesized according to a strateg

Synthesis of Novel Non-centrosymmetric Crystalline Materials for Quadratic Non-linear Optics

Wong, Man Shing,Nicoud, Jean-Francois

, p. 249 - 250 (2007/10/02)

Racemic 6,6'-bis-(phenylethynyl)-1,1'-binaphthyls and five of the six 6,4'-disubstituted 2-naphthylphenylacetylenes designed and synthesized show non-linear optical (NLO) activity in the Kurtz and Perry second-harmonic generation (SHG) powder test.

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