4-(tert-Butyldimethylsiloxy)benzyl alcohol

Base Information

• Chemical Name: 4-(tert-Butyldimethylsiloxy)benzyl alcohol
• CAS No.: 138585-08-7
• Molecular Formula: C13H22 O2 Si
• Molecular Weight: 238.402
• European Community (EC) Number: 823-474-8
• DSSTox Substance ID: DTXSID80434203
• Nikkaji Number: J260.965G
• Wikidata: Q63392874
• Mol file: 138585-08-7.mol

Synonyms:138585-08-7;4-(tert-Butyldimethylsiloxy)benzyl alcohol;[4-[tert-butyl(dimethyl)silyl]oxyphenyl]methanol;(4-((tert-Butyldimethylsilyl)oxy)phenyl)methanol;[4-(1,1,2,2-TETRAMETHYL-1-SILAPROPOXY)PHENYL]METHAN-1-OL;{4-[(TERT-BUTYLDIMETHYLSILYL)OXY]PHENYL}METHANOL;[4-(tert-Butyl-dimethyl-silanyloxy)-phenyl]-methanol;SCHEMBL318210;DTXSID80434203;FQYWTODLVZFTLW-UHFFFAOYSA-N;(4-{[Tert-Butyl(dimethyl)silyl]oxy};AKOS015911610;4-tert-butyldimethylsilyloxybenzyl alcohol;4-(tert-butyldimethylsilyloxy)benzylalcohol;4-(tert-Butydimethylsilyloxy)-benzyl alcohol;4-{(t-Butyldimethylsilyl)oxy}benzyl alcohol;FT-0743893;(4-((t-butyldimethylsilyl)oxy)phenyl)methanol;EN300-215495;(4-{[tert-Butyl(dimethyl)silyl]oxy}phenyl)methanol;4-(TERT-BUTYLDIMETHYLSILYLOXY)BENZYL ALCOHOL;J-502760;Q63392874;BENZENEMETHANOL,4-[[(1,1-DIMETHYLETHYL)DIMETHYLSILYL]OXY]-

Chemical Property of 4-(tert-Butyldimethylsiloxy)benzyl alcohol

Chemical Property:

• Boiling Point: 288.4±23.0 °C(Predicted)
• PKA: 14.55±0.10(Predicted)
• PSA: 29.46000
• Density: 0.970±0.06 g/cm3(Predicted)
• LogP: 3.56290
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 238.138906475
• Heavy Atom Count: 16
• Complexity: 213

Purity/Quality:

98%min ^*data from raw suppliers

4-(TERT-BUTYLDIMETHYLSILOXY)BENZYL ALCOHOL 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)[Si](C)(C)OC1=CC=C(C=C1)CO

Technology Process of 4-(tert-Butyldimethylsiloxy)benzyl alcohol

There total 24 articles about 4-(tert-Butyldimethylsiloxy)benzyl alcohol 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: 98.0%

p-[(tert-butyldimethylsilyl)oxy]benzaldehyde (120743-99-9) → (4-((tert-butyldimethylsilyl)oxy)phenyl)methanol (138585-08-7)

Guidance literature:

With sodium tetrahydroborate; In methanol; at 20 ℃;

DOI:10.1039/c8cc07410k

Reference yield: 96.0%

1-(tert-butyldimethylsilyloxy)-4-((tert-butyldimethylsilyloxy)methyl)benzene (117635-46-8) → (4-((tert-butyldimethylsilyl)oxy)phenyl)methanol (138585-08-7)

Guidance literature:

sulfated SnO₂; In methanol; at 20 ℃; for 0.25h;

DOI:10.1080/00397910701767056

Reference yield: 86.0%

4-hydroxy-benzaldehyde (123-08-0,65581-83-1) + tert-butyldimethylsilyl chloride (18162-48-6) → (4-((tert-butyldimethylsilyl)oxy)phenyl)methanol (138585-08-7)

Guidance literature:

4-hydroxy-benzaldehyde; tert-butyldimethylsilyl chloride; With 1H-imidazole; at 20 ℃; for 12h; Inert atmosphere;

With sodium tetrahydroborate; at 0 - 20 ℃;

upstream raw materials:

p-[(tert-butyldimethylsilyl)oxy]benzaldehyde

1-(tert-butyldimethylsilyloxy)-4-((tert-butyldimethylsilyloxy)methyl)benzene

4-tert-butyl-butyldimethylsilyloxybenzyl alcohol THP ether

4-hydroxy-benzaldehyde

Downstream raw materials:

N-[4-(tert-butyldimethylsilyloxy)benzyloxy]phtalimide

4-(tert-butyldimethylsilyloxy)benzyl 3-phenylpropionate

4-(tert-butyldimethylsilyloxy)benzyl chloride

(4-(azidomethyl)phenoxy)(tert-butyl)dimethylsilane

Refernces

• 1、 -. "PHOTOPROXIMITY PROFILING OF PROTEIN-PROTEIN INTERACTIONS IN CELLS". Page/Page column 114; 119-120. . Retrieved 2021/04/01.
• 2、 Tarbe, Marion,Miles, John J.,Edwards, Emily S. J.,Miles, Kim M.,Sewell, Andrew K.,Baker, Brian M.,Quideau, Stéphane. "Synthesis and Biological Evaluation of Hapten-Clicked Analogues of The Antigenic Peptide Melan-A/MART-126(27L)-35". supporting information. p. 799 - 807. Retrieved 2020/04/20.