51271-29-5

Usage

Uses

Used in Chemical Research:
BENZYL-ALPHA,ALPHA-D2 BROMIDE is used as a research compound for studying the impact of isotopic labeling on chemical reactions and molecular behavior. The deuterium atoms in BENZYL-ALPHA,ALPHA-D2 BROMIDE can help researchers understand the differences in reaction rates, energy barriers, and other properties when compared to the non-deuterated version.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, BENZYL-ALPHA,ALPHA-D2 BROMIDE is used as a key intermediate in the synthesis of various drugs and drug candidates. The deuterium labeling can provide insights into the metabolic pathways and pharmacokinetics of these compounds, potentially leading to the development of more effective and safer medications.
Used in Material Science:
BENZYL-ALPHA,ALPHA-D2 BROMIDE is employed as a component in the development of novel materials with specific properties. The isotopic substitution can influence the material's stability, reactivity, and other characteristics, making it a valuable tool for researchers in material science.
Used in Environmental Studies:
In environmental science, BENZYL-ALPHA,ALPHA-D2 BROMIDE can be used to study the fate and transport of pollutants in the environment. The deuterium labeling allows for easier detection and tracking of these compounds, providing valuable information on their behavior and potential impacts on ecosystems.
Used in Analytical Chemistry:
BENZYL-ALPHA,ALPHA-D2 BROMIDE is utilized as a reference material or internal standard in various analytical techniques, such as mass spectrometry and nuclear magnetic resonance (NMR) spectroscopy. The deuterium labeling can improve the accuracy and precision of these measurements, enabling researchers to obtain more reliable results.

Upstream product

• 1076-07-9 2,2-dideuterio-2-phenyl-acetic acid 
• 98-88-4 benzoyl chloride 
• 65-85-0 benzoic acid 
• 98-07-7 Benzotrichlorid 
• 93-58-3 benzoic acid methyl ester 
• 114-70-5 sodium phenylacetate 
• 93-89-0 benzoic acid ethyl ester 
• 100-52-7 benzaldehyde 
• 98-86-2 acetophenone 
• 1124-18-1 toluene-d3 
• 17119-69-6 toluene-d₂ 

Downstream Products

• 51271-26-2 5,5-Dideutero-5-phenyl-2-pentanol 
• 100638-58-2 C₂₅H₂₆⁽²⁾H₄O₈ 
• 100638-61-7 C₃₄H₂₈⁽²⁾H₈O₅ 
• 133473-35-5 1-<(α,α-dideuteriobenzyl)oxy>-2-methyl-9,10-anthraquinone 
• 75238-71-0 allyl(1,1-⁽²⁾H₂) benzylthioether 
• 100638-56-0 C₃₅H₃₀⁽²⁾H₈O₆ 
• 116458-01-6 2,3,6-Tri-O-(dideutero-phenylmethyl)-4-O-<2,3,4,6-tetra-O-(dideutero-phenylmethyl)-β-D-galactopyranosyl>-α-D-glucopyranosyl fluoride 
• 573975-21-0 2'-α,α-d2-benzyloxyacetophenone 
• 20002-22-6 dibenzylamine-α,α,α',α'-d4 
• 79833-34-4 N-(<αα-2H2>benzyl)-NN-di(<2H3>methyl)anilinium-2-olate 
• 119547-83-0 C₁₂H₁₉⁽²⁾H₂SSi⁽¹⁺⁾*CF₃O₃S^(1-) 
• 170464-05-8 [α,α-D2]-benzyl methyl ether 
• 1128086-24-7 2-(1-d2-benzyl-piperidin-4-ylmethyl)-5,6-dimethoxy-indan-1-one 
• 1218913-08-6 C₂₁H₂₆⁽²⁾H₂O₂ 

Relevant academic research and scientific papers

Selective C-H Allylic Oxygenation of Cycloalkenes and Terpenoids Photosensitized by [Cu(Xantphos)(neoc)]BF4

We present herein for the first time the use of the [Cu(Xantphos)(neoc)]BF4 as a photocatalyst for the selective C-H allylic oxygenation of cycloalkenes into the corresponding allylic hydroperoxides or alcohols in the presence of molecular oxygen. The proposed methodology affords the products at good yields and has also been applied successfully to several bioactive terpenoids, such as geraniol, linalool, β-citronellol, and phytol. A mechanistic study involving also kinetic isotope effects (KIEs) supports the proposed singlet oxygen-mediated reaction. On the basis of the high chemoselectivity and yields and the fast and clean reaction processes observed, the present catalytic system, [Cu(Xantphos)(neoc)]BF4, has also been applied to the synthesis, at a laboratory scale, of the cis-Rose oxide, a well-known perfumery ingredient used in rose and geranium perfumes.

Imidazopyrazinone compound as well as preparation method and application thereof

The invention provides an imidazopyrazinone compound as well as a preparation method and application thereof. The imidazopyrazinone compound structure has the structure shown I, and R. 1 Is phenyl. R2 In the benzyl group, and the compound has at least one D substituent, the D substituent is at R. 1 And/or R2 . The compound has excellent luminescence performance, can be used as a substrate of NanoLuc luminescent system, and is applied to detection and drug detection of luciferase.

Iron-Catalyzed Amination of Strong Aliphatic C(sp3)-H Bonds

A concept for intramolecular denitrogenative C(sp3)-H amination of 1,2,3,4-tetrazoles bearing unactivated primary, secondary, and tertiary C-H bonds is discovered. This catalytic amination follows an unprecedented metalloradical activation mechanism. The utility of the method is showcased with the short synthesis of a bioactive molecule. Moreover, an initial effort has been embarked on for the enantioselective C(sp3)-H amination through the catalyst design. Collectively, this study underlines the development of C(sp3)-H bond functionalization chemistry that should find wide application in the context of drug discovery and natural product synthesis.

Rhodium-Catalyzed Intramolecular C-H Bond Activation with Triazoles: Preparation of Stereodefined Pyrrolidines and Other Related Cyclic Compounds

On treatment of triazoles having an N-sulfonyl-protected benzylamine moiety with [Rh2(C7H15CO2)4], intramolecular C-H bond insertion takes place at the benzylic position to give cis-N-sulfonyl-2-aryl-3-[(sulfonylimino)methyl]pyrrolidines in good yields and with highly stereoselectivities. Analogously, the similar treatment of triazoles having an ether or even an alkyl moiety affords 2-alkyl- or 2-aryl-3-[(sulfonylimino)methyl]tetrahydrofurans or a 2-alkyl-3-[(sulfonylimino)methyl]cyclopentane in good yields. Three is a magic number: On treatment of triazoles with [Rh2(C7H15CO2)4], the rhodium catalyst plays three roles, denitrogenation, C-H bond activation, and stereoselective cyclization, providing a new method for heterocycle synthesis. Intramolecular C-H bond insertion takes place at the benzylic position to give pyrrolidines and related heterocycles in good yields.

Mechanistic analysis of oxidative C-H cleavages using inter- and intramolecular kinetic isotope effects

A series of monodeuterated benzylic and allylic ethers were subjected to oxidative carbon-hydrogen bond cleavage to determine the impact of structural variation on intramolecular kinetic isotope effects in DDQ-mediated cyclization reactions. These values

An unprecedented rearrangement in collision-induced mass spectrometric fragmentation of protonated benzylamines

The collision-induced dissociation (CID) mass spectra of several protonated benzylamines are described and mechanistically rationalized. Under collision-induced decomposition conditions, protonated dibenzylamine, for example, loses ammonia, thereby forming an ion of m/z 181. Deuterium labeling experiments confirmed that the additional proton transferred to the nitrogen atom during this loss of ammonia comes from the ortho positions of the phenyl rings and not from the benzylic methylene groups. A mechanism based on an initial elongation of a C-N bond at the charge center that eventually cleaves the C-N bond to form an ion/neutral complex of benzyl cation and benzylamine is proposed to rationalize the results. The complex then proceeds to dissociate in several different ways: (1) a direct dissociation to yield a benzyl cation observed at m/z 91; (2) an electrophilic attack by the benzyl cation within the complex on the phenyl ring of the benzylamine to remove a pair of electrons from the aromatic sextet to form an arenium ion, which either donates a ring proton (or deuteron when present) to the amino group forming a protonated amine, which undergoes a charge-driven heterolytic cleavage to eliminate ammonia (or benzylamine) forming a benzylbenzyl cation observed at m/z 181, or undergoes a charge-driven heterolytic cleavage to eliminate diphenylmethane and an immonium ion; and (3) a hydride abstraction from a methylene group of the neutral benzylamine to the benzylic cation to eliminate toluene and form a substituted immonium ion. Corresponding benzylamine and dibenzylamine losses observed in the spectra of protonated tribenzylamine and tetrabenzyl ammonium ion, respectively, indicate that the postulated mechanism can be widely applied. The postulated mechanisms enabled proper prediction of mass spectral fragments expected from protonated butenafine, an antifungal drug. Copyright

Preparation of ortho-Aryl-benzaldehyde Derivatives via Free-Radical ipso-Substitution of an Amidomethyl Group

Preparation of 2-biarylcarbaldehydes using an intramolecular free-radical ipso-substitution is described. The two aryl moieties to be coupled are pre-associated using a glycolamide derivative. An unusual amidomethyl leaving group was successfully employed in this process.

The remarkable electron impact mass spectrum of (2-benzyl-1,3-xylylene)-15- crown-4: Expulsion of triethylene glycol by double hydrogen transfer

During our investigations of the synthesis of magnesium-containing crown ethers, the mass spectral characterisation of a precursor, (2-benzyl-1,3- xylylene)-15-crown-4 (C21H26O4), leads to a surprising result: its electron

Selective sp3 C-H bond activation of alkylaromatics promoted by platinum complexes

Facile sp3 C-H bond activation of toluene, p-xylene and mesitylene, was photochemically promoted by trans-Pt(CH2CMe2Et)Br(PPh3)2 leading to trans-Pt(CH2Ar)Br(PPh3)2 quantitatively, while regioselective sp3 C-H bond cleavage at the benzylic position of ethylbenzene and cumene readily took place to yield styrene and α-methylstyrene, respectively.A possible reaction mechanism involving radical process is discussed on the basis of isotope and radical-trap experiments. Key words: Platinum; Benzyl; Bond activation; Radical; Photochemistry