120743-99-9

Basic information

• Product Name: 4-((TERT-BUTYLDIMETHYLSILYL)OXY)BENZALD&
• Synonyms: 4-((TERT-BUTYLDIMETHYLSILYL)OXY)BENZALD&;4-(tert-Butyldimethylsiloxy)benzaldehyde;4-(t-ButyldiMethylsilyloxy)benzaldehyde;4-[(tert-Butyldimethylsilyl)oxy]benzaldehyde 97%
• CAS NO: 120743-99-9
• Molecular Formula: C₁₃H₂₀O₂Si
• Molecular Weight: 236.38
• Product Categories: Aldehydes;C10 to C21;Carbonyl Compounds
• Mol File: 120743-99-9.mol
• Article Data: 147

Chemical Properties

• Boiling Point: 224-226 °C(lit.)
• Flash Point: >230 °F
• Appearance: /
• Density: 0.957 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.00467mmHg at 25°C
• Refractive Index: n20/D 1.5110(lit.)
• CAS DataBase Reference: 4-((TERT-BUTYLDIMETHYLSILYL)OXY)BENZALD&(CAS DataBase Reference)
• NIST Chemistry Reference: 4-((TERT-BUTYLDIMETHYLSILYL)OXY)BENZALD&(120743-99-9)
• EPA Substance Registry System: 4-((TERT-BUTYLDIMETHYLSILYL)OXY)BENZALD&(120743-99-9)

Safety Data

• Hazard Codes: Xi
• Statements: 41
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 120743-99-9(Hazardous Substances Data)

Usage

Uses

4-(tert-Butyldimethylsilyloxy)benzaldehyde is used as a reagent in the synthesis of many organic compounds including that of benzimidazoles which are important structural motifs due to application of their various biological properties.

InChI:InChI=1/C13H20O2Si/c1-13(2,3)16(4,5)15-12-8-6-11(10-14)7-9-12/h6-10H,1-5H3

Upstream product

• 123-08-0 4-hydroxy-benzaldehyde 
• 18162-48-6 tert-butyldimethylsilyl chloride 
• 117635-46-8 1-(tert-butyldimethylsilyloxy)-4-((tert-butyldimethylsilyloxy)methyl)benzene 
• 1122-91-4 4-bromo-benzaldehyde 
• 678187-53-6 (tert-butyldimethylsilyl)diphenylphosphine 
• 438457-58-0 (4-{[tert-butyl(dimethyl)silyl]oxy}phenyl)methylene diacetate 
• 288-32-4 1H-imidazole 
• 351-70-2 benzyl trifluoroacetate 
• 156878-45-4 4-<(tert-Butyldimethylsilyl)oxy>benzyl trifluoroacetate 
• 100-51-6 benzyl alcohol 
• 41879-37-2 t-butyldimethylsilyl amine 
• 69739-34-0 t-butyldimethylsiyl triflate 
• 623-27-8 terephthalaldehyde, 
• 6399-81-1 triphenylphosphine hydrobromide 

Downstream Products

• 566899-11-4 [4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-(2-methoxy-phenyl)-methanol 
• 156262-17-8 (4-(1,3-dithian-2-yl)phenoxy)(tert-butyl)dimethylsilane 
• 118736-04-2 (4-(dimethoxymethyl)phenoxy)(tert-butyl)dimethylsilane 
• 123-08-0 4-hydroxy-benzaldehyde 
• 849813-42-9 7-(tert-butyldimethylsilanyloxy)-1-(4-hydroxyphenyl)hept-1-en-3-one 
• 849813-41-8 7-(tert-butyldimethylsilanyloxy)-1-[4-(tertbutyldimethylsilanyloxy)phenyl]hept-1-en-3-one 
• 405081-73-4 1-(4-tert-butyldimethylsilyloxyphenyl)but-3-en-1-ol 
• 849346-98-1 2,5-bis[(4-tert-butyldimethylsilyloxyphenyl)(hydroxy)methyl]thiophene 
• 515869-57-5 1-[4'-(tert-butyldimethylsilyloxy)phenyl]prop-2-yn-1-ol 
• 930106-40-4 C₁₇H₂₅FO₃Si 
• 930106-41-5 C₁₇H₂₅BrO₃Si 
• 930106-42-6 C₁₈H₂₈O₃Si 

Relevant articles and documents

Dearomatizing spirocyclization of thioureas, ureas and guanidines

An investigation of the dearomatization reactions of benzylic thioureas, ureas and guanidines using hypervalent iodine reagents is described. Initial attempts to perform this reaction with methyl aryl ethers was compromised by electrophilic addition leadi

Catalytic synthesis of aldehydes and ketones under mild conditions using tempo/oxone

A novel, metal-free oxidation system for the catalytic synthesis of aldehydes and ketones - TEMPO/Oxone - has been developed. An optimized reaction protocol proved especially successful for the synthesis of ketones. Additionally, the influence of quarternary ammonium salts on the catalysis was studied. The mild conditions of this novel procedure were shown to tolerate even sensitive silyl protective groups which can otherwise be cleaved in the presence of Oxone.

Synthesis of amphiphilic diblock copolymers of isotactic polystyrene-block-isotactic poly(p-hydroxystyrene) using a titanium complex with an [OSSO]-type bis(phenolate) ligand and sequential monomer addition

A series of isotactic diblock copolymers of polystyrene-block-poly(p-tert-butyldimethylsilyloxystyrene) (iPS-b-iP(p-TBDMSOS)) were successfully synthesized using living coordination polymerization techniques with a kind of titanium dichloro complex contai

Metallocene-mediated synthesis of chain-end functionalized polypropylene and application in PP/clay nanocomposites

This paper summarizes our research in the preparation of chain end functionalized isotactic polypropylene (PP) having a terminal functional group, such as Cl, OH, and NH2. The chemistry involves metallocene-mediated propylene polymerization usi

Microwave-assisted protection of phenols as tert-butyldimethylsilyl (TBDMS) ethers under solvent-free conditions

A facile, time-saving procedure to protect phenols with tert-butyldimethylsilyl chloride using imidazole as catalyst under solvent-free conditions is described. Several phenolic compounds with different substitution patterns can be silylated in high yield

Polysulfonate supported chiral diamine-nickel catalysts: Synthesis and applications

A series of chiral polysulfonate cyclohexyldiamine-Ni(II) catalysts were prepared via sulfur (VI) fluoride exchange click-reactions. The catalysts exhibited good catalytic activity and enantioselectivity in the Michael addition of malonates to nitroalkene

New method for promoting photosensitive oxidation to remove 1, 2-mercaptoethanol acetal protecting group by utilizing visible light irradiation

The invention discloses a new method for removing a 1, 2-mercaptoethanol acetal protecting group, and belongs to the field of organic synthetic chemistry. The method comprises the following steps of:under a room-temperature open system, adding a substrate 2-substituted-1, 3-oxo-thio-cyclopentane and a catalytic amount of a photosensitizer Eosin Y into a proper amount of acetonitrile; and performing irradiating with a blue LED lamp for 3 hours while stirring to obtain the corresponding aldehyde compound with favorable yield. The method has the advantages of mild operation conditions, greenness, environmental protection, no harsh water and oxygen removal operation and device, realization of the reaction at room temperature, high substrate conversion rate, simple and easy post-treatment, andprovides a good method for removing the 1, 2-mercaptoethanol acetal protecting group at present.