1078-31-5

Basic information

• Product Name: 2-(TRIMETHYLSILOXY)BENZALDEHYDE
• Synonyms: 2-(TRIMETHYLSILOXY)BENZALDEHYDE;2-(TRIMETHYLSILYLOXY)BENZALDEHYDE;o-[(trimethylsilyl)oxy]benzaldehyde;2-(Trimethylsilyloxy)benzaldehyde 97%;2-Benzaldehyde;2-(Trimethylsilyloxy)benzaldehyde97%
• CAS NO: 1078-31-5
• Molecular Formula: C₁₀H₁₄O₂Si
• Molecular Weight: 194.3
• EINECS: 214-081-7
• Mol File: 1078-31-5.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 116 °C
• Flash Point: 142°C/25mm
• Appearance: /
• Density: 1,013 g/cm3
• Vapor Pressure: 0.0729mmHg at 25°C
• Refractive Index: 1.5095
• Sensitive: Air & Moisture Sensitive
• BRN: 1939281
• CAS DataBase Reference: 2-(TRIMETHYLSILOXY)BENZALDEHYDE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(TRIMETHYLSILOXY)BENZALDEHYDE(1078-31-5)
• EPA Substance Registry System: 2-(TRIMETHYLSILOXY)BENZALDEHYDE(1078-31-5)

Safety Data

• Hazard Codes: Xi
• Statements: 36/38
• Safety Statements: 26-36/37/39
• TSCA: No
• Hazardous Substances Data: 1078-31-5(Hazardous Substances Data)

Usage

General Description

2-(trimethylsiloxy)benzaldehyde is a chemical compound with the molecular formula C10H14O2Si. It is an aldehyde functional group attached to a trimethylsiloxy group. 2-(TRIMETHYLSILOXY)BENZALDEHYDE is commonly used in organic synthesis as a reagent for reactions such as the Wittig reaction, Grignard reaction, and nucleophilic addition. It is also used as a building block in the synthesis of various organic compounds. The trimethylsiloxy group provides stability to the aldehyde functional group, making it a useful reagent in organic chemistry. Additionally, 2-(trimethylsiloxy)benzaldehyde is a versatile intermediate in the pharmaceutical and agrochemical industries.

InChI:InChI=1/C10H14O2Si/c1-13(2,3)12-10-7-5-4-6-9(10)8-11/h4-8H,1-3H3

Upstream product

• 90-02-8 salicylaldehyde 
• 999-97-3 1,1,1,3,3,3-hexamethyl-disilazane 
• 89-95-2 2-methyl-benzyl alcohol 
• 75-77-4 chloro-trimethyl-silane 

Downstream Products

• 80597-60-0 5-Hydroxy-4-[3-hydroxy-3-(2-hydroxy-phenyl)-propionyl]-2,2,6,6-tetramethyl-cyclohex-4-ene-1,3-dione 
• 80597-61-1 5-Hydroxy-4-[3-hydroxy-3-(2-trimethylsilanyloxy-phenyl)-propionyl]-2,2,6,6-tetramethyl-cyclohex-4-ene-1,3-dione 
• 60125-23-7 (E)-3-(2-hydroxyphenyl)propenal 
• 90-02-8 salicylaldehyde 
• 24731-35-9 [2-(Cyano-trimethylsilanyloxy-methyl)-phenyl]-trimethylsilanyloxy-acetonitrile 
• 74552-62-8 3-Methoxy-2-phenylbenzofuran 
• 93782-13-9 β,β-dibromo-o-(trimethylsilyloxy)styrene 
• 2549-08-8 3-benzamidocoumarin 
• 137401-65-1 (Z)-4-(2'-hydroxyphenylmethylene)-2-phenyloxazol-5(4H)-one 

Relevant articles and documents

A Tandem Aminoalkylation of Aldehydes; Application to the Synthesis of Substituted Phenols and Naphthols 1

Treatment of a protected salicylic aldehyde (2) and 2-hydroxy-1 -naphthaldehyde (6) with (trimethylsilyl)dialkylamines and various nucleophiles in a 5 M diethyl ether solution of lithium perchlorate gives a variety of N,N-dialkylaminophenols (4) and 1-(N,N-dialkylamino)-2-naphthols (8) in short reaction times and in good yields.

Rapid and efficient trimethylsilyl protection of hydroxyl groups catalyzed by niobium(V) chloride

An efficient and convenient procedure for the trimethylsilylation of a wide variety of alcohols, including primary, benzylic, secondary, and phenols with hexamethyldisilazane, has been developed. The reactions were carried out at room temperature in the presence of a catalytic amount of niobium(V) chloride and afforded the corresponding trimethylsilyl ethers in high to excellent yields in short time. Copyright Taylor & Francis Group, LLC.

Silylation of hydroxy groups with HMDS under microwave irradiation and solvent-free conditions

Phenols and alcohols are silylated with hexamethyldisilazane (HMDS) under microwave irradiation in solvent-free condition in good to excellent yields.