(4-Methoxyphenyl)dimethylsilanol

Base Information

• Chemical Name: (4-Methoxyphenyl)dimethylsilanol
• CAS No.: 22868-26-4
• Molecular Formula: C9H14 O2 Si
• Molecular Weight: 182.294
• Hs Code.: 2931900090
• DSSTox Substance ID: DTXSID30446018
• Nikkaji Number: J994.516D
• Wikidata: Q82264576
• Mol file: 22868-26-4.mol

Synonyms:(4-Methoxyphenyl)dimethylsilanol;22868-26-4;hydroxy-(4-methoxyphenyl)-dimethylsilane;(p-Methoxyphenyl)dimethylsilanol;Dimethyl(4-methoxyphenyl)silanol;(4-METHOXYPHENYL)DIMETHYLSILANOL, 96%;4-Methoxyphenyldimethylsilanol;SCHEMBL2176392;DTXSID30446018;MFCD08276887;(4-Methoxyphenyl)dimethylsilanol,96%

Chemical Property of (4-Methoxyphenyl)dimethylsilanol

Chemical Property:

• Vapor Pressure: 0.013mmHg at 25°C
• Refractive Index: n 20/D 1.522
• Boiling Point: 248.82°C at 760 mmHg
• PKA: 14.49±0.53(Predicted)
• Flash Point: 110 °C
• PSA: 29.46000
• Density: 1.101 g/mL at 25 °C
• LogP: 1.09960
• Storage Temp.: 2-8°C
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 182.076306220
• Heavy Atom Count: 12
• Complexity: 140

Purity/Quality:

99% ^*data from raw suppliers

Dimethyl(4-methoxyphenyl)silanol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)[Si](C)(C)O
• Uses: (4-Methoxyphenyl)dimethylsilanol is a useful silicon nucleophile for Pd-catalyzed cross-coupling. (4-Methoxyphenyl)dimethylsilanol can be used:As a starting material in the Pd-catalyzed cross-coupling reactions with various aryl halides to obtain biaryl compounds using Cs2CO3 base.As a starting material to prepare potassium (4-methoxyphenyl)dimethylsilanolate, which in turn is used to synthesize biaryl derivatives by reacting with aryl bromides.As a co-catalyst along with Mo(CO)6 applicable in the 4-decyne metathesis.

Technology Process of (4-Methoxyphenyl)dimethylsilanol

There total 16 articles about (4-Methoxyphenyl)dimethylsilanol 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: 95.0%

(p-methoxyphenyl)dimethylsilane (1432-38-8) → (p-methoxyphenyl)dimethylsilanol (22868-26-4)

Guidance literature:

With C₂₀H₂₄MnN₈O₂⁽²⁺⁾*2ClO₄^(1-)*2H₂O; dihydrogen peroxide; In acetone; at 20 ℃; for 0.25h; Green chemistry;

DOI:10.1002/anie.201900342

Reference yield: 95.0%

→ (p-methoxyphenyl)dimethylsilanol (22868-26-4)

Guidance literature:

With manganese(II) perchlorate hexahydrate; 4,4'-diamino-2,2'-bipyridyl; dihydrogen peroxide; In acetone; at 20 ℃; for 0.25h;

Reference yield: 93.1%

(p-methoxyphenyl)dimethylsilane (1432-38-8) + 9H2O*6C4H12N(1+)*H(1+)*Sb5Mo18O66(7-) → (p-methoxyphenyl)dimethylsilanol (22868-26-4)

Guidance literature:

With tert.-butylhydroperoxide; In acetonitrile; at 50 ℃; for 2.5h;

DOI:10.1016/j.mcat.2018.04.013

upstream raw materials:

1-(4-Methoxyphenyl)-1,1,2,2,2-pentamethyldisilane

1-bromo-4-methoxy-benzene

Hexamethylcyclotrisiloxane

ethoxy-(4-methoxy-phenyl)-dimethyl-silane

Downstream raw materials:

methanol

1-(4-Methoxy-phenyl)-1,1,3,3,3-pentamethyl-disiloxane

(E)-3-(4-methoxyphenyl)acrylic acid butyl ester

4-Methoxystyrene