[(5-Bromopentyl)oxy](tert-butyl)dimethylsilane

Base Information

• Chemical Name: [(5-Bromopentyl)oxy](tert-butyl)dimethylsilane
• CAS No.: 85514-43-8
• Molecular Formula: C11H25BrOSi
• Molecular Weight: 281.308
• European Community (EC) Number: 961-392-5
• DSSTox Substance ID: DTXSID60559600
• Wikidata: Q82442363
• Mol file: 85514-43-8.mol

Synonyms:85514-43-8;[(5-BROMOPENTYL)OXY](TERT-BUTYL)DIMETHYLSILANE;Silane, [(5-bromopentyl)oxy](1,1-dimethylethyl)dimethyl-;5-bromopentoxy-tert-butyl-dimethylsilane;MFCD20261073;SCHEMBL5168130;DTXSID60559600;KOZQNKNVCXHJPO-UHFFFAOYSA-N;AKOS037649260;5-(t-butyldimethylsilyloxy)pentyl bromide;BS-17654;SY334524;1-Bromo-5-tert-butyldimethylsilyloxypentane;CS-0162405;D80446;[(5-bromo-1-pentyl)oxy]-(1,1-dimethylethyl)dimethylsilane

Chemical Property of [(5-Bromopentyl)oxy](tert-butyl)dimethylsilane

Chemical Property:

• PSA: 9.23000
• LogP: 4.57340
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 7
• Exact Mass: 280.08580
• Heavy Atom Count: 14
• Complexity: 152

Purity/Quality:

97% ^*data from raw suppliers

[(5-Bromopentyl)oxy](tert-butyl)dimethylsilane 97% ^*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)OCCCCCBr

Technology Process of [(5-Bromopentyl)oxy](tert-butyl)dimethylsilane

There total 6 articles about [(5-Bromopentyl)oxy](tert-butyl)dimethylsilane 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: 90.0%

5-bromopentan-1-ol (34626-51-2) + tert-butyldimethylsilyl chloride (18162-48-6) → 1-bromo-5-(tert-butyldimethylsilyloxy)pentane (85514-43-8)

Guidance literature:

With 1H-imidazole; In tetrahydrofuran; N,N-dimethyl-formamide; at 20 ℃;

DOI:10.1021/jm050272i

Reference yield:

5-(tert-butyldimethyl-silyloxy)pentan-1-ol (83067-20-3) → 1-bromo-5-(tert-butyldimethylsilyloxy)pentane (85514-43-8)

Guidance literature:

With carbon tetrabromide; triphenylphosphine; In tetrahydrofuran; at 25 ℃; for 16h; Inert atmosphere;

DOI:10.1021/ml500266x

Reference yield:

TETRAHYDROPYRANE (142-68-7) → 1-bromo-5-(tert-butyldimethylsilyloxy)pentane (85514-43-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: BBr₃ / CH₂Cl₂ / 1.5 h / Heating

1.2: 85 percent / methanol / 1 h / Heating

2.1: 85 percent / Et₃N; DMAP / CH₂Cl₂ / 24 h / 20 °C

With dmap; boron tribromide; triethylamine; In dichloromethane;

DOI:10.1021/jo026232t

upstream raw materials:

5-bromopentan-1-ol

tert-butyldimethylsilyl chloride

TETRAHYDROPYRANE

1 ,5-pentanediol

Downstream raw materials:

N-[5-(tert-butyldimethylsilanyloxy)pentyl]-N-(3-hydroxypropyl)-2-nitrobenzenesulfonamide

3-methyl-2-(5-tert-butyldimethylsilyloxypentyl)cyclohex-2-enone

3-N-benzoyl-3',5'-di-O-benzoyl-2'-fluoro-2'-deoxy-5-(5-tert-butyldimethylsilyloxypentyl)-1-β-D-arabinofuranosyluracil

3-N-benzoyl-3',5'-di-O-benzoyl-5-(5-tert-butyldimethylsilyloxypentyl)-2'-deoxyuridine