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3-Methoxy-4-[(trimethylsilyl)oxy]benzaldehyde is an organic compound with the molecular formula C11H18O3Si. It is a derivative of benzaldehyde, featuring a methoxy group at the 3-position and a trimethylsilyl ether group at the 4-position. 3-Methoxy-4-[(trimethylsilyl)oxy]benzaldehyde is known for its stability and reactivity, which makes it a valuable intermediate in organic synthesis. It is often used in the preparation of various pharmaceuticals, agrochemicals, and other specialty chemicals due to its ability to protect the aldehyde group from unwanted reactions. The trimethylsilyl group can be selectively removed under mild conditions when needed, making it a useful protecting group in synthetic strategies.

6689-43-6

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6689-43-6 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 6689-43-6 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 6,6,8 and 9 respectively; the second part has 2 digits, 4 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 6689-43:
(6*6)+(5*6)+(4*8)+(3*9)+(2*4)+(1*3)=136
136 % 10 = 6
So 6689-43-6 is a valid CAS Registry Number.

6689-43-6SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 18, 2017

Revision Date: Aug 18, 2017

1.Identification

1.1 GHS Product identifier

Product name 3-methoxy-4-trimethylsilyloxybenzaldehyde

1.2 Other means of identification

Product number -
Other names Vanillin-trimethylsilylether

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 -
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More Details:6689-43-6 SDS

6689-43-6Downstream Products

6689-43-6Relevant academic research and scientific papers

Synthesis of functionalized 1-trimethylsiloxy-substituted O-trimethylsilyl alkylphosphonites and their derivatives

Prishchenko, Andrey A.,Livantsov, Mikhail V.,Novikova, Olga P.,Livantsova, Ludmila I.,Petrosyan, Valery S.

, p. 352 - 359 (2008/09/20)

Nucleophilic addition of trimethylsilyl esters of tricoordinate organophosphorus acids to various functionalized aldehydes with vinyl, aryl, and heterocyclic fragments is proposed as a convenient method for the synthesis of new 1-trimethylsiloxysubstituted alkylphosphonites and their derivatives at mild conditions. Also the new functionalized derivatives of these phosphonites, including amino groups as well as certain properties of these compounds as important precursors of new functionalized 1-hydroxyalkylorganophosphorus acids, are presented.

29Si and 13C NMR Spectra of 4-Substituted 2-Methoxytrimethylsiloxybenzenes. Factors Determining the Chemical Shifts in Models of Lignin Constituents

Schraml, Jan,Kvicalova, Magdalena,Chvalovsky, Vaclav,Elder, Thomas,Brezny, Robert

, p. 973 - 978 (2007/10/02)

29Si and 13C NMR chemical shifts are reported for a series of twenty 4-substituted 2-methoxytrimethylsiloxybenzenes; the set of substituents incorporates a basic set of ten substituents differing in their relative polar and resonance effects and ten other

Fragmentation of Trimethylsilyl Derivatives of 2-Alkoxyphenols: a Further Violation of the 'Even-electron Rule'

Krauss, Dietlinde,Mainx, Hans Georg,Tauscher, Bernhard,Bischof, Peter

, p. 614 - 618 (2007/10/02)

The mass spectra of trimethylsilyl (TMS) ethers of 2-methoxyphenols show abundant +* ions originating from consecutive loss of two methyl radicals.This is illustrated by comparison of the accurate mass-measured and linked-scan spectra of the TMS derivatives of 2-methoxyphenol (guaiacol), 4-hydroxy-3-methoxybenzaldehyde (vanillin) and 3-(4-hydroxy-3-methoxyphenyl)-2-propenoic acid methyl ester (ferulic acid methyl ester) with those of the TMS derivatives of phenol, 4-hydroxybenzaldehyde, 3-(4-hydroxyphenyl)-2-propenoic acid methyl ester (p-coumaric acid methyl ester), 3-methoxyphenol and 4-methoxyphenol.This distinctive ortho effect is valuable in the identification of isomeric phenolic compounds.In the spectra of the TMS derivatives of 2-ethoxyphenol and 2-propoxyphenol the sequential loss of two radicals is less pronounced, because elimination of the side-chain and methyl group with rearrengement and hydrogen migration is competitive.

UNERWARTETE REAKTIONSPRODUKTE VON N-METHYL-N-TRIMETHYLSILYLTRIFLUORACETAMID (MSTFA) MIT ALDEHYDEN

Ende, M.,Luftmann, H.

, p. 5167 - 5170 (2007/10/02)

Aldehydes react with MSTFA (N-methyl-N-trimethylsilyl-trifluoroacetamide) to give E/Z-silylenolethers and surprisingly addition products of the reagent to the carbonyl group.The mass spectra of the MSTFA/aliphatic aldehyde adducts are dominated by a key fragment of m/z 228 formed by elimination of the alkyl part.With MSTFA/aromatic aldehyde adducts this fragmentation is replaced by M-H and M-CH3N.8COCF3 (M-126 amu) ions.

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