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(2-chlorophenyl)(phenyl)methanol, also known as 2-chlorobenzenemethanol or α-(2-chlorophenyl)benzyl alcohol, is a white crystalline solid with the chemical formula C13H11ClO and a molecular weight of 216.68 g/mol. It is a versatile compound commonly used as an intermediate in the synthesis of pharmaceuticals and agrochemicals, as well as in the production of flavors and fragrances. Its antimicrobial properties also make it an effective ingredient in antiseptic products.

134236-27-4

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134236-27-4 Usage

Uses

Used in Pharmaceutical and Agrochemical Industries:
(2-chlorophenyl)(phenyl)methanol is used as an intermediate in the synthesis of various pharmaceuticals and agrochemicals for its ability to contribute to the development of new and effective products.
Used in Flavors and Fragrances Industry:
(2-chlorophenyl)(phenyl)methanol is used as a component in the production of flavors and fragrances due to its unique scent and properties that enhance the sensory experience of consumer products.
Used in Antiseptic Products:
(2-chlorophenyl)(phenyl)methanol is used as an antimicrobial ingredient in antiseptic products for its effectiveness in inhibiting the growth of harmful microorganisms and promoting cleanliness and hygiene.

Check Digit Verification of cas no

The CAS Registry Mumber 134236-27-4 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,3,4,2,3 and 6 respectively; the second part has 2 digits, 2 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 134236-27:
(8*1)+(7*3)+(6*4)+(5*2)+(4*3)+(3*6)+(2*2)+(1*7)=104
104 % 10 = 4
So 134236-27-4 is a valid CAS Registry Number.

134236-27-4Relevant academic research and scientific papers

Asymmetric Reduction of ortho-Substituted Benzophenones with B-Chlorodiisopinocampheylborane: A Convenient Synthesis of Enantiomerically Enriched Benzhydrols

Shieh, Wen-Chung,Cantrell, William R.,Carlson, John A.

, p. 3797 - 3800 (1995)

A very efficient synthesis of chiral benzhydrols from ortho-substituted benzophenones is described which presumably utilizes a heteroatom-directed, intramolecular asymmetric reduction of ketones with B-chlorodiisopinocampheylborane.

Generation of functionalized asymmetric benzynes with TMP-zincates. Effects of ligands on selectivity and reactivity of zincates

Uchiyama, Masanobu,Miyoshi, Tomoko,Kajihara, Yumiko,Sakamoto, Takao,Otani, Yuko,Ohwada, Tomohiko,Kondo, Yoshinori

, p. 8514 - 8515 (2002)

We have developed new methods for preparing functionalized benzynes through deprotonative zincation as a key reaction using R2Zn(TMP)Li, and we also describes dramatic ligand effects on the benzyne formation. Deprotonative zincation of various meta-substituted bromobenzenes with Me2Zn(TMP)Li proved effective for the one-pot generation of various 3-functionalized benzynes, particularly those electrophilic substituents such as ester, amide, and cyano. On the other hand, zincation with tBu2Zn(TMP)Li, followed by electrophilic trapping (with I2) proved a powerful tool for the preparation of 1,2,3-trisubstituted aromatic compounds.8 The resultant 1,2,3-trisubstituted benzenes are available as precursors for generation of 3-substituted benzynes by halogen-zinc exchange reactions with Me3ZnLi. These methods offer far greater generality than previous methods for the synthesis of functionalized asymmetric benzynes, and should be of value in new syntheses of various natural products and functional materials. In addition, these results underline the utility of spectator ligands on the central metal of ate complexes as a tunable functionality in the development of new ate complex-promoted reactions. Copyright

Bio-inspired asymmetric aldehyde arylations catalyzed by rhodium-cyclodextrin self-inclusion complexes

Asahi, Kaoru,Fujiwara, Shin-Ichi,Iwasaki, Takanori,Kambe, Nobuaki,Takahashi, Ryota,Tsuda, Susumu,Ueda, Ryoji,Yamauchi, Hiroki

supporting information, p. 801 - 807 (2022/02/03)

Transition-metal catalysts are powerful tools for carbon-carbon bond-forming reactions that are difficult to achieve using native enzymes. Enzymes that exhibit inherent selectivities and reactivities through host-guest interactions have inspired widesprea

Preparation method of cetirizine impurity C

-

Paragraph 0052-0055; 0068-0070; 0075-0077, (2022/01/10)

The present invention relates to the field of pharmaceutical chemical technology, specifically, to a method for preparing cetirizine impurity C. The method is to prepare the key intermediate 4-{(2-chlorophenyl)phenyl) directly with hydroxyethylpiperazine

4-Methyltetrahydropyran (4-MeTHP): Application as an Organic Reaction Solvent

Kobayashi, Shoji,Tamura, Tomoki,Yoshimoto, Saki,Kawakami, Takashi,Masuyama, Araki

, p. 3921 - 3937 (2019/11/11)

4-Methyltetrahydropyran (4-MeTHP) is a hydrophobic cyclic ether with potential for industrial applications. We herein report, for the first time, a comprehensive study on the performance of 4-MeTHP as an organic reaction solvent. Its broad application to organic reactions includes radical, Grignard, Wittig, organometallic, halogen-metal exchange, reduction, oxidation, epoxidation, amidation, esterification, metathesis, and other miscellaneous organic reactions. This breadth suggests 4-MeTHP can serve as a substitute for conventional ethers and harmful halogenated solvents. However, 4-MeTHP was found incompatible with strong Lewis acids, and the C?O bond was readily cleaved by treatment with BBr3. Moreover, the radical-based degradation pathways of 4-MeTHP, THP and 2-MeTHF were elucidated on the basis of GC-MS analyses. The data reported herein is anticipated to be useful for a broad range of synthetic chemists, especially industrial process chemists, when selecting the reaction solvent with green chemistry perspectives.

Diaryl hydroxylamines as pan or dual inhibitors of indoleamine 2,3-dioxygenase-1, indoleamine 2,3-dioxygenase-2 and tryptophan dioxygenase

Winters, Maria,DuHadaway, James B.,Pham, Khoa N.,Lewis-Ballester, Ariel,Badir, Shorouk,Wai, Jenny,Sheikh, Eesha,Yeh, Syun-Ru,Prendergast, George C.,Muller, Alexander J.,Malachowski, William P.

supporting information, p. 455 - 464 (2018/11/25)

Tryptophan (Trp) catabolizing enzymes play an important and complex role in the development of cancer. Significant evidence implicates them in a range of inflammatory and immunosuppressive activities. Whereas inhibitors of indoleamine 2,3-dioxygenase-1 (IDO1) have been reported and analyzed in the clinic, fewer inhibitors have been described for tryptophan dioxygenase (TDO) and indoleamine 2,3-dioxygenase-2 (IDO2) which also have been implicated more recently in cancer, inflammation and immune control. Consequently the development of dual or pan inhibitors of these Trp catabolizing enzymes may represent a therapeutically important area of research. This is the first report to describe the development of dual and pan inhibitors of IDO1, TDO and IDO2.

A Direct Br?nsted Acid-Catalyzed Azidation of Benzhydrols and Carbohydrates

Regier, Jeffery,Maillet, Robert,Bolshan, Yuri

, p. 2390 - 2396 (2019/04/14)

Benzhydryl alcohols were converted into their corresponding diarylazidomethane analogues using azidotrimethylsilane (TMSN3) in the presence of a catalytic amount of a Br?nsted acid HBF4·OEt2. The azidation reactions proceeded in high yields and demonstrated excellent functional group tolerance to electron-donating and electron-withdrawing substituents. In addition, a range of unprotected functional groups including amine, amide, aldehyde and alcohol were well-tolerated. Furthermore, this methodology was successfully applied to carbohydrates for the preparation of the corresponding azide derivatives.

Iodide as a Nucleophilic Trigger in Aryne Three-Component Coupling for the Synthesis of 2-Iodobenzyl Alcohols

Bhattacharjee, Subrata,Guin, Avishek,Gaykar, Rahul N.,Biju, Akkattu T.

supporting information, p. 4383 - 4387 (2019/06/08)

The synthetic potential of KI as the iodide source in aryne three-component coupling has been demonstrated using aldehydes as the third component. This mild and transition-metal-free coupling reaction allowed the straightforward synthesis of 2-iodobenzyl alcohols in moderate to good yields with good functional group compatibility. Moreover, KBr and KCl could be used as the nucleophilic trigger in this aryne multicomponent coupling (MCC) and N-methylisatin and CO2 could be used as the electrophilic third components.

Employing Arynes for the Generation of Aryl Anion Equivalents and Subsequent Reaction with Aldehydes

Gaykar, Rahul N.,Bhunia, Anup,Biju, Akkattu T.

, p. 11333 - 11340 (2018/07/21)

Arynes are highly reactive intermediates, which are utilized for the electrophilic arylation of various X-H bonds (X = O, N, S etc.). Herein, a new synthetic strategy is demonstrated, where arynes are converted into aryl anion equivalents by treatment with phosphines and a base. The addition of phosphines to arynes form the phosphonium salts, which in the presence of a carbonate base generates the aryl anion equivalent. Subsequent addition of the aryl anions with aldehydes afforded the secondary alcohols.

Exploring the Reactivity of α-Lithiated Aryl Benzyl Ethers: Inhibition of the [1,2]-Wittig Rearrangement and the Mechanistic Proposal Revisited

Velasco, Rocío,Silva López, Carlos,Nieto Faza, Olalla,Sanz, Roberto

supporting information, p. 15058 - 15068 (2016/10/11)

By carefully controlling the reaction temperature, treatment of aryl benzyl ethers with tBuLi selectively leads to α-lithiation, generating stable organolithiums that can be directly trapped with a variety of selected electrophiles, before they can undergo the expected [1,2]-Wittig rearrangement. This rearrangement has been deeply studied, both experimentally and computationally, with aryl α-lithiated benzyl ethers bearing different substituents at the aryl ring. The obtained results support the competence of a concerted anionic intramolecular addition/elimination sequence and a radical dissociation/recombination sequence for explaining the tendency of migration for aryl groups. The more favored rearrangements are found for substrates with electron-poor aryl groups that favor the anionic pathway.

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