63909-55-7

Basic information

• Product Name: Phosphonic acid, [(2-bromophenyl)methyl]-, diethyl ester
• CAS NO: 63909-55-7
• Molecular Formula: C11H16BrO3P
• Molecular Weight: 307.124
• Mol File: 63909-55-7.mol

Chemical Properties

• CAS DataBase Reference: Phosphonic acid, [(2-bromophenyl)methyl]-, diethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Phosphonic acid, [(2-bromophenyl)methyl]-, diethyl ester(63909-55-7)
• EPA Substance Registry System: Phosphonic acid, [(2-bromophenyl)methyl]-, diethyl ester(63909-55-7)

Safety Data

• Hazardous Substances Data: 63909-55-7(Hazardous Substances Data)

Usage

Uses

Used in Biological Studies:
Phosphonic acid, [(2-bromophenyl)methyl]-, diethyl ester is used as a virucide in biological studies for its ability to inactivate viruses. This application is particularly relevant in research settings where the need to maintain a sterile environment is crucial for the integrity of experiments and the safety of researchers.

Upstream product

• 578-51-8 2-bromobenzylchloride 
• 122-52-1 triethyl phosphite 
• 3433-80-5 1-Bromo-2-bromomethyl-benzene 
• 6630-33-7 ortho-bromobenzaldehyde 
• 18982-54-2 o-bromobenzyl alcohol 
• 762-04-9 phosphonic acid diethyl ester 
• 54737-45-0 (E)-2-bromostilbene 
• 95-46-5 2-methylphenyl bromide 

Downstream Products

• 78370-86-2 (E)-3-<2-(2'-bromophenyl)ethenyl>thiophene 
• 78370-87-3 (E)-4-<2-(2'-bromophenyl)ethenyl>-2-chlorothiophene 
• 54737-45-0 (E)-2-bromostilbene 
• 167367-69-3 (E)-1-bromo-2-(3',4',4'-trimethylpent-1'-enyl)benzene 
• 167367-70-6 (E)-1-bromo-2-(3'-ethyl-4',4'-dimethylpent-1'-enyl)benzene 
• 1000890-04-9 (E)-2-(2-bromostyryl)-4-chlorophenyl acetate 
• 1258962-87-6 trans-4-[methyl(2-hydroxyethyl)amino]-2'-bromo-stilbene 
• 1258962-88-7 trans-4-[methyl(2-cyanoethyl)amino]-2'-bromo-stilbene 
• 1310799-96-2 (E)-1-bromo-2-(4-(trifluoromethyl)styryl)benzene 
• 1322750-70-8 (R,E)-1-(tert-butylsulfinyl)-2-(4-(trifluoromethyl)styryl)benzene 
• 1528732-50-4 (E)-1-bromo-2-(4,8-dimethylnona-1,7-dien-1-yl)benzene 
• 1528732-51-5 ((1R,2S,3s)-3-((E)-2-bromostyryl)cyclopropane-1,2-diyl)dibenzene 
• 958262-19-6 1,4-bis((E)-2-bromostyryl)benzene 
• 56667-12-0 (E)-2,2'-dibromostilbene 

Relevant articles and documents

Benzo-fused Tri[8]annulenes as Molecular Models of Cubic Graphite

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Synthesis of α-Aryldiazophosphonates via a Diazo Transfer Reaction

The simple synthetic procedure for preparation of α-aryl-α-diazophosphonates via a diazo transfer reaction is proposed. Benzylphosphonates reacted with tosyl azide (TsN3) in the presence of potassium tert-butoxide (KOtBu) to afford diazophosphonates in a yield up to 79%. The proposed method is general. The reaction uses easily available starting materials, tolerates various functional groups, and may be applied for multi-gram scale synthesis.

Synthesis of P-Substituted 5- And 6-Membered Benzo-Phostams: 2,3-Dihydro-1 H-1,2-benzazaphosphole 2-Oxides and 2,3-Tetrahydro-1 H-1,2-benzazaphosphinine 2-Oxides

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A novel tandem single-electron oxidative ring expansion reaction has been developed for the construction of the saddle-shaped polycyclic arenes fused with cyclooctatetraene, that is, dibenzo[3,4:7,8]cycloocta[1,2-l]phenanthrenes (dbCOTPs). The combination

Oxidative Dephosphorylation of Benzylic Phosphonates with Dioxygen Generating Symmetrical trans-Stilbenes

Under a dioxygen atmosphere, benzylphosphonates and related phosphoryl compounds can readily produce the corresponding trans-stilbenes in high yields with high selectivity upon treatment with bases. Various functional groups were tolerable under the reaction conditions.

Straightforward access to chiral diol bidentate ligands: Their efficient enantioselective induction in the addition of diethylzinc to aromatic aldehydes

Enantiopure C2-symmetric diol bidentate ligands have been synthesized in a straightforward manner through a three-step reaction with good yields. The synthesized C2-symmetric diol bidentate ligands were used in the addition of diethylzinc to various aromatic aldehydes, a general catalytic benchmark reaction, in order to assess their enantioselective induction properties. The enantioselective addition of diethylzinc to 1-naphthaldehyde and 3-chlorobenzaldehyde was achieved with an enantiomeric excess (ee) of up to 98%. All synthesized ligands were also evaluated in the addition of diethyzinc to aromatic aldehydes including an extra metal such as Ti(IV) (up to 99% ee).

Straightforward access to chiral diol bidentate ligands: Their efficient enantioselective induction in the addition of diethylzinc to aromatic aldehydes

Enantiopure C2-symmetric diol bidentate ligands have been synthesized in a straightforward manner through a three-step reaction with good yields. The synthesized C2-symmetric diol bidentate ligands were used in the addition of diethylzinc to various aromatic aldehydes, a general catalytic benchmark reaction, in order to assess their enantioselective induction properties. The enantioselective addition of diethylzinc to 1-naphthaldehyde and 3-chlorobenzaldehyde was achieved with an enantiomeric excess (ee) of up to 98%. All synthesized ligands were also evaluated in the addition of diethyzinc to aromatic aldehydes including an extra metal such as Ti(IV) (up to 99% ee).

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Structural modifications of the left-hand side of compound 1 were identified which retained or improved potent binding to Bcl-2 and Bcl-x L in in vitro biochemical assays and had strong activity in an RS4;11 apoptotic cellular assay. For example, sulfoxide diastereomer 13 maintained good binding affinity and comparable cellular potency to 1 while improving aqueous solubility. The corresponding diastereomer (14) was significantly less potent in the cell, and docking studies suggest that this is due to a stereochemical preference for the RS versus SS sulfoxide. Appending a dimethylaminoethoxy side chain (27) adjacent to the benzylic position of the biphenyl moiety of 1 improved cellular activity by approximately three-fold, and this activity was corroborated in cell lines overexpressing Bcl-2 and Bcl-xL.

Conjugated metallorganic macrocycles: Opportunities for coordination-driven planarization of bidentate, pyridine-based ligands

Two conjugated systems that can be constrained to planarity via metal coordination have been generated and their metal complexes studied. The potential for these architectures to be incorporated into metal-sensing arylene ethynylene/vinylene oligomers and polymers was probed by verifying that these ligands (1) bind strongly to Ag(i) and Pd(ii) cations, and (2) that this event leads to complexes that are planar. Single crystal structures confirm that introduction of Ag(i) or Pd(ii) cations enforces planarity in the newly formed macrocycles. Likewise, 1H-NMR titration studies reveal stoichiometric binding of Pd(ii) and strong binding of Ag(i) (Ka (Ligand 1) = 1.3 × 102 M-1; Ka (Ligand 2) = 5.4 × 102 M-1) for each conjugated ligand. The Royal Society of Chemistry 2013.

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