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17851-99-9

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17851-99-9 Usage

General Description

2-(Tributylstannyl)acetophenone is an organic compound that belongs to the family of acetophenone derivatives. It is a carbonyl compound containing an aromatic ring and a tin atom bonded to the alpha carbon. 2-(Tributylstannyl)acetophenone is commonly used as a reagent in organic synthesis for the introduction of tributylstannyl groups to organic molecules. The tributylstannyl group can later be replaced with other functional groups, making it a versatile building block in the synthesis of various organic compounds. Additionally, 2-(Tributylstannyl)acetophenone has been utilized in the preparation of pharmaceuticals, agrochemicals, and materials science. However, it is important to note that the use of tributylstannyl compounds in general has been restricted due to concerns about their environmental and health hazards.

Check Digit Verification of cas no

The CAS Registry Mumber 17851-99-9 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,7,8,5 and 1 respectively; the second part has 2 digits, 9 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 17851-99:
(7*1)+(6*7)+(5*8)+(4*5)+(3*1)+(2*9)+(1*9)=139
139 % 10 = 9
So 17851-99-9 is a valid CAS Registry Number.

17851-99-9Relevant articles and documents

ADDITION OF STANNYLATED CARBOXYLIC ACID DERIVATIVES TO THE CARBONYL GROUP OF ALDEHYDES

Kashin, A. N.,Tulchinsky, M. L.,Beletskaya, I. P.

, p. 205 - 216 (2007/10/02)

Addition reactions of Bu3SnCH2COOEt with PhCHO at 75 deg C in the presence of Bu3SnI and reactions of Et3SnCH2X (X=COOEt, CN, CONMe2) with benzaldehyde, cynnamaldehyde and furfural at 20 deg C in DMSO in the presence of Me4NF (2 mol percent) were investigated.Adducts obtained in high yield in these reactions readily undergo hydrolysis (when treated with aqueous KF) and acetolysis (when treated with AcCl) with quantitative formation of 3-hydroxy and 3-acetoxy derivatives of esters, nitriles and amides.We show that interaction of Et3SnCH2COOEt with the above-mentioned aldehydes and isovaleraldehyde in the presence of equimolar amounts of Et4NCl in CH2Cl2/HMPTA (10/1) at 20 deg C followed by treatment of the reaction mixture with AcCl readily gives 3-acetoxyesters.Reactions of PhCH(SnMe3)COOEt with acrolein, crotonaldehyde and cinnamaldehyde and the hydrolysis of the obtained adducts lead exclusively to 1,2-addition products, these reactions are virtually non-stereoselective.The reaction of PhCH(SnMe3)COOEt with benzaldehyde at 20 deg C in DMF, CH2Cl2 or without solvent gives mainly threo-ethyl(2,3-diphenyl-3-hydroxy)propoinate whereas at -78 deg C in CH2Cl2 in the presence of BF3*Et2O erythro isomer is mainly formed.The data obtained are discussed within the framework of the mechanism involving the participation of the O-isomer CH2=C(OEt)OSnR3.This active intermediate is formed via metallotropic rearrangement of the starting organotin compound.

Metal Effect on Aldol-Type Stereoselection. Erythro-Selective Condensations with Aldehydes via α-Mercurio Ketones

Yamamoto, Yoshinori,Maruyama, Kazuhiro

, p. 2323 - 2325 (2007/10/02)

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