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3481-02-5

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3481-02-5 Usage

Chemical Properties

CLEAR COLOURLESS TO LIGHT YELLOW LIQUID

Uses

Different sources of media describe the Uses of 3481-02-5 differently. You can refer to the following data:
1. Cyclopropyl phenyl ketone is used to prepare α-cyclopropylstyrene by the Wittig reaction in dimethyl sulfoxide. It is also used as starting reagent during the (Z)-titanium enolate formation from cyclopropyl ketones via TiCl4-n-Bu4NI-induced ring opening reaction.
2. Cyclopropyl phenyl ketone was used to prepare α-cyclopropylstyrene by the Wittig reaction in dimethyl sulfoxide. It was used as starting reagent during the (Z)-titanium enolate formation from cyclopropyl ketones via TiCl4-n-Bu4NI-induced ring opening reaction.

Synthesis Reference(s)

The Journal of Organic Chemistry, 45, p. 2921, 1980 DOI: 10.1021/jo01302a038Tetrahedron Letters, 16, p. 4389, 1975 DOI: 10.1016/S0040-4039(00)91132-8

Check Digit Verification of cas no

The CAS Registry Mumber 3481-02-5 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 3,4,8 and 1 respectively; the second part has 2 digits, 0 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 3481-02:
(6*3)+(5*4)+(4*8)+(3*1)+(2*0)+(1*2)=75
75 % 10 = 5
So 3481-02-5 is a valid CAS Registry Number.
InChI:InChI=1/C10H10O/c11-10(9-6-7-9)8-4-2-1-3-5-8/h1-5,9H,6-7H2

3481-02-5 Well-known Company Product Price

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  • Alfa Aesar

  • (L02218)  Cyclopropyl phenyl ketone, 97%   

  • 3481-02-5

  • 25g

  • 611.0CNY

  • Detail
  • Alfa Aesar

  • (L02218)  Cyclopropyl phenyl ketone, 97%   

  • 3481-02-5

  • 100g

  • 1976.0CNY

  • Detail

3481-02-5SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 19, 2017

Revision Date: Aug 19, 2017

1.Identification

1.1 GHS Product identifier

Product name cyclopropyl(phenyl)methanone

1.2 Other means of identification

Product number -
Other names phenyl cyclopropyl ketone

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:3481-02-5 SDS

3481-02-5Relevant articles and documents

Oxygen acidity of ring methoxylated 1,1-diarylalkanol radical cations bearing α-cyclopropyl groups. The competition between O-neophyl shift and C-cyclopropyl β-scission in the intermediate 1,1-diarylalkoxyl radicals

Bietti, Massimo,Fiorentini, Simone,Pato, Iria Perez,Salamone, Michela

, p. 3167 - 3175 (2006)

A product and time-resolved kinetic study on the reactivity of the radical cations generated from cyclopropyl(4-methoxyphenyl)phenylmethanol (1) and cyclopropyl[bis(4-methoxyphenyl)]methanol (2) has been carried out in aqueous solution. In acidic solution, 1.+ and 2.+ display very low reactivities toward fragmentation, consistent with the presence of groups at Cα (aryl and cyclopropyl) that after Cα-C β bond cleavage would produce relatively unstable carbon-centered radicals. In basic solution, 1.+ and 2.+ display oxygen acidity, undergoing -OH-induced deprotonation from the α-OH group, leading to the corresponding 1,1-diarylalkoxyl radicals 1r. and 2r., respectively, as directly observed by time-resolved spectroscopy. The product distributions observed in the reactions of 1.+ and 2.+ under these conditions (cyclopropyl phenyl ketone, cyclopropyl(4-methoxyphenyl) ketone, and 4-methoxybenzophenone from 1.+; cyclopropyl(4-methoxyphenyl) ketone and 4,4′- dimethoxybenzophenone from 2.+) have been rationalized in terms of a water-induced competition between O-neophyl shift and C-cyclopropyl β-scission in the intermediate 1,1-diarylalkoxyl radicals 1r. and 2r..

Aquacatalytic aerobic oxidation of benzylic alcohols with a self-supported bipyridyl-palladium complex

Osako, Takao,Uozumi, Yasuhiro

, p. 902 - 903 (2009)

The aerobic oxidation of alcohols was promoted in water under atmospheric molecular oxygen by a readily recyclable self-supported bipyridyl-palladium polymeric complex, which was prepared via construction of a metal-organic framework (MOF) of a bipyridyl-palladium complex bearing carboxylic groups and a copper(II) linker. Copyright

Zwitterion-induced organic-metal hybrid catalysis in aerobic oxidation

Hu, Rong-Bin,Lam, Ying-Pong,Ng, Wing-Hin,Wong, Chun-Yuen,Yeung, Ying-Yeung

, p. 3498 - 3506 (2021/04/07)

In many metal catalyses, the traditional strategy of removing chloride ions is to add silver salts via anion exchange to obtain highly active catalysts. Herein, we reported an alternative strategy of removing chloride anions from ruthenium trichloride using an organic [P+-N-] zwitterionic compound via multiple hydrogen bond interactions. The resultant organic-metal hybrid catalytic system has successfully been applied to the aerobic oxidation of alcohols, tetrahydroquinolines, and indolines under mild conditions. The performance of zwitterion is far superior to that of many other common Lewis bases or Br?nsted bases. Mechanistic studies revealed that the zwitterion triggers the dissociation of chloride from ruthenium trichloride via nonclassical hydrogen bond interaction. Preliminary studies show that the zwitterion is applicable to catalytic transfer semi-hydrogenation.

Visible light mediated selective oxidation of alcohols and oxidative dehydrogenation of N-heterocycles using scalable and reusable La-doped NiWO4nanoparticles

Abinaya, R.,Balasubramaniam, K. K.,Baskar, B.,Divya, P.,Mani Rahulan, K.,Rahman, Abdul,Sridhar, R.,Srinath, S.

, p. 5990 - 6007 (2021/08/24)

Visible light-mediated selective and efficient oxidation of various primary/secondary benzyl alcohols to aldehydes/ketones and oxidative dehydrogenation (ODH) of partially saturated heterocycles using a scalable and reusable heterogeneous photoredox catalyst in aqueous medium are described. A systematic study led to a selective synthesis of aldehydes under an argon atmosphere while the ODH of partially saturated heterocycles under an oxygen atmosphere resulted in very good to excellent yields. The methodology is atom economical and exhibits excellent tolerance towards various functional groups, and broad substrate scope. Furthermore, a one-pot procedure was developed for the sequential oxidation of benzyl alcohols and heteroaryl carbinols followed by the Pictet-Spengler cyclization and then aromatization to obtain the β-carbolines in high isolated yields. This methodology was found to be suitable for scale up and reusability. To the best of our knowledge, this is the first report on the oxidation of structurally diverse aryl carbinols and ODH of partially saturated N-heterocycles using a recyclable and heterogeneous photoredox catalyst under environmentally friendly conditions.

Transition-Metal-Free Ring-Opening Reaction of 2-Halocyclobutanols through Ring Contraction

?ubiňák, Marek,Edlová, Tereza,Oeser, Petr,Tobrman, Tomá?

, p. 4958 - 4967 (2021/09/28)

The present work describes the preparation of halohydrins from 2-halocyclobutanones by means of reactions with Grignard reagents at ?78 °C. We discovered that the prepared cyclobutanols underwent a thermal ring-opening reaction. Depending on the structure of the starting cyclobutanol, different products were formed. More specifically, 1-substituted 2-bromocyclobutan-1-ol was found to open to γ-substituted butyrophenones. A novel 1,3-dihydro-2H-inden-2-ylidene derivative was obtained for indene-derived cyclobutanols. Based on the outcomes of the performed experiments, a mechanism for the ring-opening of cyclobutanols can be proposed.

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