2-(Tert-butyldimethylsilyl)thiophene

Base Information

• Chemical Name: 2-(Tert-butyldimethylsilyl)thiophene
• CAS No.: 163079-25-2
• Molecular Formula: C10H18 S Si
• Molecular Weight: 198.4
• Hs Code.: 2934999090
• European Community (EC) Number: 630-639-6
• DSSTox Substance ID: DTXSID40456764
• Wikidata: Q82279333
• Mol file: 163079-25-2.mol

Synonyms:163079-25-2;2-(TERT-BUTYLDIMETHYLSILYL)THIOPHENE;tert-butyl-dimethyl-thiophen-2-ylsilane;tert-Butyldimethyl(thiophen-2-yl)silane;Thiophene, 2-[(1,1-dimethylethyl)dimethylsilyl]-;2-THIENYL-T-BUTYLDIMETHYLSILANE;METHYL4-BENZOYLBUTYRATE;DTXSID40456764;AKOS022181322;2-(tert-Butyldimethylsilyl)thiophene, 98%;TERT-BUTYLDIMETHYLTHIOPHEN-2-YLSILANE;J-009995

Chemical Property of 2-(Tert-butyldimethylsilyl)thiophene

Chemical Property:

• Boiling Point: 40-45 °C/0.2 mmHg
• Flash Point: 77 °C
• PSA: 28.24000
• Density: 0.929 g/mL at 25 °C
• LogP: 3.46360
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 198.08984828
• Heavy Atom Count: 12
• Complexity: 158

Purity/Quality:

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

2-(tert-Butyldimethylsilyl)thiophene 98% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)[Si](C)(C)C1=CC=CS1

Technology Process of 2-(Tert-butyldimethylsilyl)thiophene

There total 1 articles about 2-(Tert-butyldimethylsilyl)thiophene 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: 97.0%

2-thienyl lithium (2786-07-4) + tert-butyldimethylsilyl chloride (18162-48-6) → tert-Butyl-dimethyl-thiophen-2-yl-silane (163079-25-2)

Guidance literature:

In tetrahydrofuran; at -78 - -50 ℃; for 1h;

Reference yield:

C28H22BrN + tert-Butyl-dimethyl-thiophen-2-yl-silane (163079-25-2) → C32H25NS

Guidance literature:

With palladium diacetate; catacxium A; In 5,5-dimethyl-1,3-cyclohexadiene; at 120 ℃; for 3.5h;

DOI:10.1246/cl.160084

Reference yield:

tert-Butyl-dimethyl-thiophen-2-yl-silane (163079-25-2) → 2-bromo-5-(tert-butyldimethylsilyl)thiophene (207844-32-4) + 3-bromo-2-t-butyldimethylsilyl-thiophene (211737-49-4)

Guidance literature:

With N-Bromosuccinimide; In N,N-dimethyl-formamide; at 80 ℃; for 12h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

DOI:10.1021/jo980507g

upstream raw materials:

2-thienyl lithium

tert-butyldimethylsilyl chloride

Downstream raw materials:

2-bromo-5-(tert-butyldimethylsilyl)thiophene

3-bromo-2-t-butyldimethylsilyl-thiophene

Refernces