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1-(4-METHYLPHENYL)-3-BUTEN-1-OL 97, also known as 1-p-tolyl-but-3-en-1-ol, is a homoallylic alcohol derivative with a unique chemical structure that allows for various applications in different industries. It can be synthesized through the allylation of 4-methylbenzaldehyde using potassium allyltrifluoroborate in the presence of 18-crown-6. 1-(4-METHYLPHENYL)-3-BUTEN-1-OL 97 has the ability to undergo Prins cyclization in the presence of cellulose-sulfonic acid, forming the corresponding tetrahydropyran-4-ol.

24165-63-7

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24165-63-7 Usage

Uses

Used in Chemical Synthesis:
1-(4-METHYLPHENYL)-3-BUTEN-1-OL 97 is used as a key intermediate in the synthesis of various organic compounds. Its unique structure allows for further functionalization and modification, making it a valuable building block in the development of new molecules with potential applications in pharmaceuticals, agrochemicals, and other specialty chemicals.
Used in Flavor and Fragrance Industry:
1-(4-METHYLPHENYL)-3-BUTEN-1-OL 97 is used as a component in the creation of unique and complex fragrances and flavors. Its distinct chemical structure contributes to the overall sensory profile of the final product, making it an important ingredient in the development of new and innovative scents and tastes.
Used in Pharmaceutical Industry:
1-(4-METHYLPHENYL)-3-BUTEN-1-OL 97 is used as a starting material for the development of new pharmaceutical compounds. Its versatile chemical structure allows for the creation of novel drug candidates with potential therapeutic applications in various medical fields.
Used in Material Science:
1-(4-METHYLPHENYL)-3-BUTEN-1-OL 97 can be utilized in the development of new materials with unique properties. Its chemical structure can be modified to create new polymers, coatings, and other materials with specific characteristics, such as improved strength, durability, or chemical resistance.

Check Digit Verification of cas no

The CAS Registry Mumber 24165-63-7 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 2,4,1,6 and 5 respectively; the second part has 2 digits, 6 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 24165-63:
(7*2)+(6*4)+(5*1)+(4*6)+(3*5)+(2*6)+(1*3)=97
97 % 10 = 7
So 24165-63-7 is a valid CAS Registry Number.
InChI:InChI=1/C11H14O/c1-3-4-11(12)10-7-5-9(2)6-8-10/h3,5-8,11-12H,1,4H2,2H3

24165-63-7SDS

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 1-(4-methylphenyl)but-3-en-1-ol

1.2 Other means of identification

Product number -
Other names 1-(p-methylphenyl)-3-buten-1ol

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:24165-63-7 SDS

24165-63-7Relevant academic research and scientific papers

2,3-Wittig rearrangement by partial reduction of diallyl acetals with SmI2 in acetonitrile

Hioki, Kazuhito,Kono, Kazuhiro,Tani, Shohei,Kunishima, Munetaka

, p. 5229 - 5232 (1998)

Diallyl acetals undergo reductive cleavage of an allyloxy group by SmI2 to generate α-allyloxy carbanions, which are transformed into homoallyl alcohols by 2,3-Wittig rearrangement.

Visible Light-Promoted Recyclable Carbon Nitride-Catalyzed Dioxygenation of β,γ-Unsaturated Oximes

Fu, Xiao-Yang,Si, Ya-Feng,Qiao, Li-Peng,Zhao, Yu-Fen,Chen, Xiao-Lan,Yu, Bing

supporting information, p. 574 - 580 (2021/11/13)

A visible-light-induced dioxygenation of β,γ-unsaturated oximes for the synthesis of diverse useful isoxazolines bearing a hydroxyl moiety was developed by employing graphitic carbon nitride (g-C3N4) as a heterogeneous photocatalyst under an air atmosphere. Noted that, the eminent advantages of this metal-free protocol include step economy, easy operation, a recyclable photocatalyst, external reductant-/oxidant-free and mild reaction conditions. Additionally, mechanistic studies indicated hydroxyl radical was generated under the photocatalysis of g-C3N4.

Organocatalytic Asymmetric Synthesis of Cyclic Acetals with Spirooxindole Skeleton

Shikari, Amit,Mandal, Koushik,Chopra, Deepak,Pan, Subhas Chandra

supporting information, p. 58 - 63 (2021/11/09)

An organocatalytic asymmetric synthesis of cyclic acetal with spirooxindole skeleton has been developed via a domino reaction between isatin and γ-hydroxy enones. Bifunctional squaramide catalyst with adamantyl motif was found to be the most effective for the cascade reaction. With 10 mol% of the catalyst, the desired products were obtained in 1.8:1 to 9:1 diastereo- and 86% to >99% enantioselectivities from a range of substituted isatins and γ-hydroxy enones. (Figure presented.).

Nickel-Catalyzed Reductive Allylation of Aldehydes with Allyl Acetates

Suzuki, Hiroyuki,Yamaguchi,Itoh, Akichika

, p. 1489 - 1494 (2020/12/13)

Carbonyl allylation reactions constitute an important step in the formation of carbon-carbon reactions, and involve various related reactions that chiefly use allylmetal reagents. This report presents a nickel-catalyzed carbonyl allylation reaction using allyl acetate, which produces homoallyl alcohols in moderate to good yields, as an efficient methodology under reductive coupling conditions.

Copper-catalyzed radical oxyallylation of olefins for the construction of alkene-containing isoxazolines

He, Xiaoxue,Qian, Lijie,Dai, Yuyu,Yan, Xinhuan,Li, Xiaoqing,Xu, Xiangsheng

supporting information, (2021/05/31)

A radical-mediated approach to alkene oxyallylation using allylic oximes is described. The reaction proceeds under copper-catalytic redox-neutral conditions and tolerates various functional groups. This protocol thus enables the synthesis of structurally valuable isoxazolines and the introduction of a versatile olefin motif in a single step.

Ni-Catalyzed 1,2-Diarylation of Alkenyl Ketones: A Comparative Study of Carbonyl-Directed Reaction Systems

Apolinar, Omar,Derosa, Joseph,Engle, Keary M.,Karunananda, Malkanthi K.,Kleinmans, Roman,Li, Zi-Qi,Tran, Van T.,Wisniewski, Steven R.

supporting information, p. 5311 - 5316 (2021/07/26)

A nickel-catalyzed 1,2-diarylation of alkenyl ketones with aryl iodides and arylboronic esters is reported. Ketones with a variety of substituents serve as effective directing groups, offering high levels of regiocontrol. A representative product is diversified into a wide range of useful products that are not readily accessible via existing 1,2-diarylation reactions. Preliminary mechanistic studies shed light on the binding mode of the substrate, and Hammett analysis reveals the effect of electronic factors on initial rates.

Photocatalytic Umpolung Synthesis of Nucleophilic π-Allylcobalt Complexes for Allylation of Aldehydes

Shi, Caizhe,Li, Fusheng,Chen, Yuqing,Lin, Shuangjie,Hao, Erjun,Guo, Zhuowen,Wosqa, Urwa Tul,Zhang, Dandan,Shi, Lei

, p. 2992 - 2998 (2021/03/09)

The concept of "umpolung"reactivity of π-allylmetal complexes has been developed as a powerful method for the allylation of aldehydes. This paper describes the photocatalytic umpolung strategy for the synthesis of nucleophilic allylcobalt complexes through a single-electron-transfer (SET) process. This strategy enables the metallaphotoredox allylation of carbonyls with allyl acetate using organic N,N-diisopropylethylamine as the terminal reductant bypassing the use of a stoichiometric amount of metals. Ultraviolet-visible spectroscopy was used to monitor the redox changes of cobalt in the reaction.

Enantioselective Synthesis of Isoxazolines Enabled by Palladium-Catalyzed Carboetherification of Alkenyl Oximes

Chen, Mingjie,Li, Wenbo,Wang, Lei,Wang, Yuzhuo,Zhang, Junliang,Zhang, Kenan

supporting information, p. 4421 - 4427 (2020/02/11)

Reported here is a highly efficient Pd/Xiang-Phos catalyzed enantioselective carboetherification of alkenyl oximes with either aryl or alkenyl halides, delivering various chiral 3,5-disubstituted and 3,5,5-trisubstituted isoxazolines in good yields with u

Regioselective Synthesis of Arylsulfonyl Benzophenones via Aerobic Oxidative [3+3] Benzannulation Reactions

Yadav, Deepak,Joshi, Prabhakar R.,Sharma, Sunil K.,Menon, Rajeev S.

, p. 6370 - 6374 (2020/10/19)

Regioselective synthesis of 3-arylsulfonyl benzophenone derivatives via base mediated, aerial-oxidative [3+3] benzannulation of α,β-unsaturated aldehydes and 4-sulfonyl butenones is reported. A variety of readily available acyclic building blocks are tran

Application of metallocene rare earth metal complex in catalyzing aldehyde and allyl boric acid reaction

-

Paragraph 0016; 0039-0040, (2020/10/19)

The invention discloses a preparation method of allyl alcohol. The preparation method comprises the following steps of: in an anhydrous anaerobic environment and an inert gas atmosphere, adding a tricyclopentadienyl rare earth metal complex into a reaction flask; adding n-heptaldehyde, performing uniform mixing; and adding allylboronic acid, and carrying out a reaction to prepare allyl alcohol. The method has the advantages of mild reaction conditions, improvement of the catalytic activity, reduction of the preparation difficulty of a catalyst, and reduction of post-treatment cost.

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