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2-Deuteriobenzoic acid, also known as 2-D-benzoic acid, is a deuterated derivative of benzoic acid, where one hydrogen atom at the 2-position is replaced by a deuterium atom. This stable isotope substitution can be used to study the effects of isotopic labeling on chemical reactions and physical properties. The compound is a white crystalline solid with a melting point of 122-123°C and is soluble in organic solvents. It is synthesized by deuteration of benzoic acid using deuterium gas or deuterated reagents. 2-Deuteriobenzoic acid has applications in various fields, including organic synthesis, pharmaceuticals, and as a tracer in chemical reactions to study reaction mechanisms and kinetics.

4551-39-7

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4551-39-7 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 4551-39-7 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 4,5,5 and 1 respectively; the second part has 2 digits, 3 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 4551-39:
(6*4)+(5*5)+(4*5)+(3*1)+(2*3)+(1*9)=87
87 % 10 = 7
So 4551-39-7 is a valid CAS Registry Number.

4551-39-7Relevant academic research and scientific papers

Complete replacement of H2 by D2 via Pd/C-catalyzed H/D exchange reaction

Sajiki, Hironao,Kurita, Takanori,Esaki, Hiroyoshi,Aoki, Fumiyo,Maegawa, Tomohiro,Hirota, Kosaku

, p. 3521 - 3523 (2004)

(Chemical Equation Presented) A general and in situ D2 gas generation method using 10% Pd/C-catalyzed H2-D2 exchange reaction in a H2-D2O system has been developed. H 2 gas sealed in a reac

Synthesis of ortho deuterated phenylisocyanate under mild conditions

Masson,Dormoy

, p. 785 - 790 (1979)

A new method has been developed for the synthesis of phenylisocyanate 2-2H through the use of azido (tris dimethylamino) phosphonium hexafluorophosphate and benzoic acid 2-2H. The product prepared is obtained with a high percentage of isotopic substitution, specificity of label and appreciable yield.

Method for synthesizing deuterated compound in aqueous phase solvent

-

Paragraph 0092-0097; 0143; 0146; 0147; 0150; 0172-0174, (2021/05/12)

The invention belongs to the technical field of isotope labeling chemical synthesis, and discloses a method for synthesizing a deuterated compound in an aqueous phase solvent. The method is based on the following chemical reaction equation: a halide, diaz

Nickel-mediated C(sp2)-H amidation in synthesis of secondary sulfonamides via sulfonyl azides as amino source

Xu, Peng,Ding, Peng-Fei,Zhang, Mei-Qi,Xia, Yu-Shi,Xie, Ting

supporting information, (2021/02/16)

In this paper, Ni(II)- Catalyzed ortho-amidation of C(sp2)-H bond with sulfonyl azides directed by (quinolin-8-yl) amine (AQ-amine) is described. The method provides a straightforward method for the synthesis of sulfonamides from available sulfonyl azides via the transition-metal-catalyzed C(sp2)-N bond forming reaction. The amidation reactions exhibit high functional group compatibility, which might proceed a Ni(III)/Ni(I) catalytic cycle. We also applied sulfonamide compound in OLEDs, which exhibits the certain application potential in OLEDs field.

Water Compatible Hypophosphites- d2 Reagents: Deuteration Reaction via Deutero-deiodination in Aqueous Solution

Fang, Jing,Li, Ting,Meng, Lingkui,Song, Zejin,Wan, Qian,Zeng, Jing,Zhao, Xiang

supporting information, (2020/03/13)

Contrary to conventional deuteration approaches which typically entail deuterated solvents and/or moisture exclusion, an unprecedented deutero-deiodination reaction attainable in aqueous (H2O) solution is presented herein. By utilizing the stability of inorganic deuterated calcium/sodium hypophosphites against wayward H/D isotopic exchange within pH 2.5-11.7, these shelf-stable, nontoxic, cost-effective, and environmentally benign deuteration reagents mediate deuteration of a broad range alkyl and aryl iodides with ample isotopic incorporation in aqueous (H2O) solution.

Continuous-flow catalytic deuterodehalogenation carried out in propylene carbonate

Orsy, Gy?rgy,Fül?p, Ferenc,Mándity, István M.

supporting information, p. 956 - 961 (2019/03/11)

A selective continuous-flow (CF) deuterodehalogenation approach is described performed in propylene carbonate, which is considered as one of the greenest solvents. Various CF technologies are known for hydrodehalogenation reactions; however, they are not

Co(III)-Catalyzed [4+1] Annulation of Amides with Allenes via C?H Activation

Boobalan, Ramadoss,Santhoshkumar, Rajagopal,Cheng, Chien-Hong

supporting information, p. 1140 - 1145 (2019/01/30)

A Co(III)-catalyzed [4+1] annulation of amides with allenes to synthesize isoindolone and 1,5-dihydro-pyrrol-2-one derivatives is reported. A wide range of aromatic and vinylic amides react with allenes to give the corresponding annulation products in good to excellent yields. The mechanistic studies strongly support that the catalytic reaction proceeds through an amide-directed C?H activation, followed by carbocobaltation of allene, β-hydride elimination, and an intramolecular 1,2-hydroamination. (Figure presented.).

Nitrate-promoted Selective C-H Fluorination of Benzamides and Benzeneacetamides

Ning, Xing-Qian,Lou, Shao-Jie,Mao, Yang-Jie,Xu, Zhen-Yuan,Xu, Dan-Qian

supporting information, p. 2445 - 2448 (2018/04/27)

A versatile and site-selective nitrate-promoted C-H bond fluorination using various weak coordinating amides as intrinsic directing groups was developed. Diverse tertiary and secondary amides underwent selective aromatic C-H bond fluorination, which featu

Cp?CoIII-Catalyzed syn-Selective C-H Hydroarylation of Alkynes Using Benzamides: An Approach Toward Highly Conjugated Organic Frameworks

Bera, Sourav Sekhar,Debbarma, Suvankar,Ghosh, Avick Kumar,Chand, Santanu,Maji, Modhu Sudan

supporting information, p. 420 - 430 (2017/04/26)

Hydroarylation of internal alkynes by cost-effective CoIII-catalysis, directed by N-tert-butyl amides, is achieved to avail mono- or dihydroarylated amide products selectively in an atom and step economic way. Several important functional groups were tolerated under the reaction conditions, and syn-hydroarylation products were exclusively isolated. Notably, a 4-fold C-H hydroarylation provided a highly conjugated organic framework in one step. Kinetic study with extensive deuterium labeling experiments were performed to support the proposed mechanism.

Synthesis of isoquinolones: Via Rh-catalyzed C-H activation of substituted benzamides using air as the sole oxidant in water

Upadhyay, Nitinkumar Satyadev,Thorat, Vijaykumar H.,Sato, Ryota,Annamalai, Pratheepkumar,Chuang, Shih-Ching,Cheng, Chien-Hong

supporting information, p. 3219 - 3224 (2017/07/28)

Most of the metal-catalyzed C-H activation/annulation reactions were carried out in organic solvents using expensive oxidants such as Cu(ii) and Ag(i) salts. Here, we reported a new approach for a highly regioselective synthesis of isoquinolones from N-alkyl benzamides and alkynes using an Rh(iii) catalyst and inexpensive oxygen as the sole oxidant in an aqueous medium. In the reaction, water gave the highest product yield among the solvents used. In addition, at the end of the reaction, the isoquinolone product directly precipitated out from the aqueous solution. The methodology can be applied to a gram scale synthesis. This Rh(iii)-catalyzed reaction shows interesting meta selectivity with the meta substituted benzamide and shows various regioselectivities with different substituted alkynes. Moreover, the methodology can be applied to the preparation of biologically active compounds having the isoquinolone core.

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