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Basic information

• Product Name: 4,4'-DIMETHOXYBENZHYDROL
• Synonyms: BIS(4-METHOXYPHENYL)CARBINOL;BIS(4-METHOXYPHENYL)METHANOL;LABOTEST-BB LT00159595;4,4'-DIMETHOXYDIPHENYL CARBINOL;4,4'-DIMETHOXYDIPHENYL METHANOL;4,4'-DIMETHOXYBENZHYDROL;4-Methoxy-4'-methoxybenzhydrol;Benzenemethanol, 4-methoxy-alpha-(4-methoxyphenyl)-
• CAS NO: 728-87-0
• Molecular Formula: C₁₅H₁₆O₃
• Molecular Weight: 244.29
• EINECS: 211-975-9
• Product Categories: Benzhydrols, Benzyl & Special Alcohols
• Mol File: 728-87-0.mol
• Article Data: 95

Chemical Properties

• Melting Point: 67-70 °C(lit.)
• Boiling Point: 347.2°C (rough estimate)
• Flash Point: 199.6 °C
• Appearance: white to off-white crystalline powder
• Density: 1.1263 (rough estimate)
• Refractive Index: 1.5570 (estimate)
• Storage Temp.: Store below +30°C.
• Solubility: methanol: 0.1 g/mL, clear
• PKA: 13.68±0.20(Predicted)
• Water Solubility: Soluble in water (0.44 g/L @ 25°C), methanol (0.1 g/mL).
• BRN: 748532
• CAS DataBase Reference: 4,4'-DIMETHOXYBENZHYDROL(CAS DataBase Reference)
• NIST Chemistry Reference: 4,4'-DIMETHOXYBENZHYDROL(728-87-0)
• EPA Substance Registry System: 4,4'-DIMETHOXYBENZHYDROL(728-87-0)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 22-24/25-36/37-26
• WGK Germany: 3
• Hazardous Substances Data: 728-87-0(Hazardous Substances Data)

Usage

Description

4,4'-DIMETHOXYBENZHYDROL is an organic compound with the chemical formula C14H14O3. It is a white crystalline solid that is soluble in organic solvents. It is a substituted benzhydrol, which means it has two phenyl rings connected by a methylene bridge, and it has two methoxy groups attached to the para positions of the phenyl rings.

Uses

Used in Chemical Synthesis:
4,4'-DIMETHOXYBENZHYDROL is used as a reagent for the N-protection of amides in organic synthesis. It is useful in protecting glutamine and asparagine residues in peptide synthesis, which is important for the synthesis of peptides and proteins.
Used in Kinetic and Mechanistic Studies:
4,4'-DIMETHOXYBENZHYDROL has been used to study the kinetics and mechanism of oxidation of substituted benzhydrols to corresponding benzophenones in the presence of Hg(OAc)2 by N-bromosuccinimide. This research helps to understand the reaction pathways and the factors that influence the rate of the reaction, which can be useful in optimizing the synthesis of benzophenones and other related compounds.

Upstream product

• 90-96-0 bis(p-methoxyphenyl)methanone 
• 68185-94-4 trimethyl-4-methylbenzoylsilane 
• 104-92-7 1-bromo-4-methoxy-benzene 
• 123-11-5 4-methoxy-benzaldehyde 
• 109-94-4 formic acid ethyl ester 
• 86-73-7 9H-fluorene 
• 726-18-1 4,4'-dianisylmethane 
• 118-75-2 chloranil 
• 42240-30-2 bis-(4-methoxyphenyl)methyl acetate 
• 961-07-9 2'-Deoxyguanosine 
• 116664-86-9 bis(4-methoxyphenyl)methyl 4-cyanophenyl ether 
• 107-31-3 Methyl formate 
• 1950-65-8 4-methoxybenzenesulfenyl chloride 
• 940934-42-9 bis(4-methoxyphenyl)methyl methyl carbonate 

Downstream Products

• 132870-25-8 N-2-benzotriazole 
• 132870-20-3 1-[Bis-(4-methoxy-phenyl)-methyl]-1H-benzotriazole 
• 28252-52-0 H-Asn(Mbh)-OH 
• 28252-51-9 H-Gln(Mbh)-OH 
• 28252-59-7 Z-Gln(Mbh)-ONp 
• 28230-39-9 Z-Gly-NH-Mbh 
• 16983-05-4 2-amino-3-(bis(p-methoxyphenyl)methyl)-1,4-naphthoquinone 
• 28252-50-8 N^α-Cbz-N^γ-(4,4'-dimethoxybenzhydryl)-Asn-OH 
• 28230-40-2 N-(4,4'-dimethoxybenzhydryl)chloroacetamide 
• 102994-17-2 1-[bis(4-methoxyphenyl)methyl]-1H-imidazole 
• 174968-73-1 bis(4-methoxyphenyl)methyl trimethylsilyl ether 
• 90-96-0 bis(p-methoxyphenyl)methanone 
• 1062-99-3 diether 
• 726-18-1 4,4'-dianisylmethane 

Relevant articles and documents

Solid-phase synthesis of NH-1,2,3-triazoles using 4,4′- bismethoxybenzhydryl azide

Readily available 4,4′-bismethoxybenzhydryl azide was found to be a useful building block for the synthesis of NH-1,2,3-triazoles through copper(I)-catalyzed cycloaddition reactions with solid-supported terminal alkynes, followed by acid-mediated deprotection. Peptide-containing NH-1,2,3-triazoles were obtained in good yield and excellent purity (typically >95%). Georg Thieme Verlag Stuttgart. New York.

Ruthenium complexes of phosphine-amide based ligands as efficient catalysts for transfer hydrogenation reactions

This work presents three mononuclear Ru(ii) complexes of tridentate phosphine-carboxamide based ligands providing a NNP coordination environment. The octahedral Ru(ii) ion shows additional coordination with co-ligands; CO, Cl and CH3OH. All three Ru(ii) complexes were thoroughly characterized including their crystal structures. These Ru(ii) complexes were utilized as catalysts for the transfer hydrogenation of assorted carbonyl compounds, including some challenging biologically relevant substrates, using isopropanol as the hydrogen source. The binding studies illustrated the coordination of the isopropoxide ion by replacing a Ru-ligated chloride ion followed by the generation of the Ru-H intermediate that was isolated and characterized and was found to be involved in the catalysis.

Synthesis of non-nucleoside anti-viral cyclopropylcarboxacyl hydrazones and initial anti-HSV-1 structure-activity relationship studies

The synthesis of a lead anti-viral cyclopropyl carboxy acyl hydrazone 4F17 (5) and three sequential arrays of structural analogues along with the initial assessment and optimization of the antiviral pharmacophore against the herpes simplex virus type 1 (HSV-1) are reported.