2-Trimethylsilyloxybenzaldehyde

Base Information

• Chemical Name: 2-Trimethylsilyloxybenzaldehyde
• CAS No.: 1078-31-5
• Molecular Formula: C10H14O2Si
• Molecular Weight: 194.305
• Hs Code.: 2931900090
• European Community (EC) Number: 214-081-7
• DSSTox Substance ID: DTXSID30148247
• Nikkaji Number: J217.200C
• Wikidata: Q83013737
• Mol file: 1078-31-5.mol

Synonyms:1078-31-5;2-trimethylsilyloxybenzaldehyde;2-(TRIMETHYLSILOXY)BENZALDEHYDE;2-((Trimethylsilyl)oxy)benzaldehyde;2-(Trimethylsilyloxy)benzaldehyde;o-((Trimethylsilyl)oxy)benzaldehyde;2-[(trimethylsilyl)oxy]benzaldehyde;EINECS 214-081-7;2-trimethylsiloxybenzaldehyde;Salicylaldehyde, TMS derivative;O-[(trimethylsilyl)oxy]benzaldehyde;Benzaldehyde, 2-((trimethylsilyl)oxy)-;Benzaldehyde, 2-[(trimethylsilyl)oxy]-;Benzaldehyde,2-[(trimethylsilyl)oxy]-;2-Trimethylsilyloxybenzaldehyd;SCHEMBL1200637;DTXSID30148247;MFCD00040721;2-(Trimethylsiloxy)benzaldehyde, 97%;AKOS006230247;AS-60741;CS-0329711;FT-0610847;EN300-8093736

Chemical Property of 2-Trimethylsilyloxybenzaldehyde

Chemical Property:

• Vapor Pressure: 0.0729mmHg at 25°C
• Refractive Index: 1.5095
• Boiling Point: 228.6 °C at 760 mmHg
• Flash Point: 76.6 °C
• PSA: 26.30000
• Density: 1.002 g/cm³
• LogP: 2.71280
• Sensitive.: Air & Moisture Sensitive
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 194.076306220
• Heavy Atom Count: 13
• Complexity: 174

Purity/Quality:

98%,99%, ^*data from raw suppliers

2-(Trimethylsilyloxy)benzaldehyde 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C[Si](C)(C)OC1=CC=CC=C1C=O

Technology Process of 2-Trimethylsilyloxybenzaldehyde

There total 4 articles about 2-Trimethylsilyloxybenzaldehyde which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 96.0%

2-methyl-benzyl alcohol (89-95-2) + 1,1,1,3,3,3-hexamethyl-disilazane (999-97-3) → 2-trimethylsilanyloxy-benzaldehyde (1078-31-5)

Guidance literature:

for 0.0833333h; microwave irradiation;

DOI:10.1080/10426500210255

Reference yield: 82.0%

salicylaldehyde (90-02-8) + 1,1,1,3,3,3-hexamethyl-disilazane (999-97-3) → 2-trimethylsilanyloxy-benzaldehyde (1078-31-5)

Guidance literature:

With CoCl₂(thiourea)2; In acetonitrile; at 20 ℃; for 0.0166667h; Reagent/catalyst;

DOI:10.1080/10426507.2017.1417294

Reference yield:

chloro-trimethyl-silane (75-77-4) + salicylaldehyde (90-02-8) → 2-trimethylsilanyloxy-benzaldehyde (1078-31-5)

Guidance literature:

DOI:10.1021/ja01124a039

upstream raw materials:

chloro-trimethyl-silane

salicylaldehyde

2-methyl-benzyl alcohol

1,1,1,3,3,3-hexamethyl-disilazane

Downstream raw materials:

[2-(Cyano-trimethylsilanyloxy-methyl)-phenyl]-trimethylsilanyloxy-acetonitrile

(E)-3-(2-hydroxyphenyl)propenal

5-Hydroxy-4-[3-hydroxy-3-(2-hydroxy-phenyl)-propionyl]-2,2,6,6-tetramethyl-cyclohex-4-ene-1,3-dione

5-Hydroxy-4-[3-hydroxy-3-(2-trimethylsilanyloxy-phenyl)-propionyl]-2,2,6,6-tetramethyl-cyclohex-4-ene-1,3-dione

Refernces

• 1、 Zeynizadeh, Behzad,Sorkhabi, Serve. "Fast and efficient method for Silylation of alcohols and phenols with HMDS in the presence of bis-thiourea complexes of cobalt, nickel, copper and zinc chlorides". . p. 127 - 135. Retrieved 2018.
• 2、 Zareyee, Daryoush,Ghandali, Mohammad S.,Khalilzadeh, Mohammad A.. "Sulfonated ordered nanoporous carbon (CMK-5-SO3H) as an efficient and highly recyclable catalyst for the silylation of alcohols and phenols with hexamethyldisilazane (HMDS)". experimental part. p. 1521 - 1525. Retrieved 2012/06/18.