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Benzenemethanol, 4-[(trimethylsilyl)methyl]-, also known as 4-(trimethylsilylmethyl)benzyl alcohol or 4-(TMS)benzyl alcohol, is an organic compound with the chemical formula C11H18OSi. It is a colorless liquid that is soluble in organic solvents and has a molecular weight of 194.35 g/mol. Benzenemethanol, 4-[(trimethylsilyl)methyl]- is characterized by a benzyl alcohol moiety with a trimethylsilyl group attached to the para position of the benzene ring. It is commonly used as a protecting group in organic synthesis, particularly for the selective protection of alcohols and phenols, and is also employed as a reagent in various chemical reactions. Due to its unique structure, it is a valuable intermediate in the synthesis of pharmaceuticals, agrochemicals, and other specialty chemicals.

17993-96-3

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17993-96-3 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 17993-96-3 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,7,9,9 and 3 respectively; the second part has 2 digits, 9 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 17993-96:
(7*1)+(6*7)+(5*9)+(4*9)+(3*3)+(2*9)+(1*6)=163
163 % 10 = 3
So 17993-96-3 is a valid CAS Registry Number.

17993-96-3SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 13, 2017

Revision Date: Aug 13, 2017

1.Identification

1.1 GHS Product identifier

Product name p-[(Trimethylsilyl)methyl]benzyl alcohol

1.2 Other means of identification

Product number -
Other names 4-[(trimethylsilyl)methyl]benzyl alcohol

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:17993-96-3 SDS

17993-96-3Relevant academic research and scientific papers

Nickel-Catalyzed Csp2-Csp3 Bond Formation via C-F Bond Activation

Ho, Yee Ann,Leiendecker, Matthias,Liu, Xiangqian,Wang, Chengming,Alandini, Nurtalya,Rueping, Magnus

supporting information, p. 5644 - 5647 (2018/09/12)

A nickel-catalyzed cross coupling of aryl fluorides via C-F bond activation has been developed. The alkylation method allows selective replacement of aryl fluorides by alkyl groups and enables the synthesis of diverse and otherwise difficult to access scaffolds in good yields.

Palladium-catalyzed C(sp3)-C(sp2) cross-coupling of homoleptic rare-earth metal trialkyl complexes with aryl bromides: Efficient synthesis of functionalized benzyltrimethylsilanes

Cai, Guilong,Huang, Yingda,Du, Tingting,Zhang, Shaowen,Yao, Bo,Li, Xiaofang

supporting information, p. 5425 - 5427 (2016/05/09)

The first C(sp3)-C(sp2) cross-coupling of rare-earth metal alkyl complexes with aryl bromides has been developed. This reaction was conducted at low catalyst loading (0.5 mol%) and exhibited a broad substrate scope, thus providing a facile method for the synthesis of benzyltrimethylsilanes with diverse functional groups.

Palladium-catalyzed C(sp 3)-C(sp 2) cross-coupling of (trimethylsilyl)methyllithium with (hetero)aryl halides

Heijnen, Dorus,Hornillos, Valentín,Corbet, Brian P.,Giannerini, Massimo,Feringa, Ben L.

supporting information, p. 2262 - 2265 (2015/05/13)

The palladium-catalyzed direct cross-coupling of a range of organic chlorides and bromides with the bifunctional C(sp3)-(trimethylsilyl)methyllithium reagent is reported. The use of Pd-PEPPSI-IPent as the catalyst allows for the preparation of structurally diverse and synthetically versatile benzyl- and allylsilanes in high yields under mild conditions (room temperature) with short reaction times.

Metal-catalyzed dealkoxylative Caryl-C sp 3 cross-coupling - Replacement of aromatic methoxy groups of aryl ethers by employing a functionalized nucleophile

Leiendecker, Matthias,Hsiao, Chien-Chi,Guo, Lin,Alandini, Nurtalya,Rueping, Magnus

supporting information, p. 12912 - 12915 (2016/02/18)

The direct replacement of aromatic methoxy groups with activated carbon nucleophiles would give rise to novel synthetic pathways for targeted and diversity-oriented syntheses. We demonstrate here that this transformation can be achieved in a one-step reac

Room temperature observation of p-xylylenes by 1H NMR and evidence for diradical intermediates in their oligomerization

Trahanovsky, Walter S.,Lorimor, Steven P.

, p. 1784 - 1794 (2007/10/03)

p-Quinodimethanes (p-QDMs) are reactive molecules that have been invoked as transient intermediates in a number of reactions. Dilute solutions of benzene-based p-QDMs, p-xylylene (1), α-methyl-p-xylylene (10), and 2,5-dimethyl-p-xylylene (11) can be prepared by fluoride-induced elimination of trimethylsilyl acetate from the appropriate precursor. It has been found that these solutions are stable enough to allow these reactive p-QDMs to be observed by 1H NMR spectroscopy at room temperature. For the first time, the 13C NMR spectrum of p-QDM 1 was observed. After several hours at room temperature, these p-QDMs form dimers, trimers, and insoluble oligomers. Formation of trimers provides evidence that p-QDMs 1, 10, and 11 dimerize by a stepwise mechanism involving dimeric diradicals as intermediates.

Methylbenzene Cation Radical α-Fragmentation Selectivities Revealed in SET-Photoadditions of p-Xylene Derivatives to 1,4-Dicyanonaphthalene

d'Alessandro, Nicola,Albini, Angelo,Mariano, Patrick S.

, p. 937 - 942 (2007/10/02)

SET-promoted photoreactions of selected p-xylene derivatives, including p-xylene (3a), p-phenylenediacetic acid (3b), p-bisbenzene (3c), p-toluene (3d), p-tolylacetic acid (3e), and p-(trimethylsilyl)methyl

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