(5-Chloro-1-pentynyl)trimethylsilane

Base Information

• Chemical Name: (5-Chloro-1-pentynyl)trimethylsilane
• CAS No.: 77113-48-5
• Molecular Formula: C8H15 Cl Si
• Molecular Weight: 174.746
• Hs Code.: 2931900090
• European Community (EC) Number: 870-626-4
• DSSTox Substance ID: DTXSID70374083
• Nikkaji Number: J622.149A
• Wikidata: Q82162566
• Mol file: 77113-48-5.mol

Synonyms:77113-48-5;(5-Chloro-1-pentynyl)trimethylsilane;1-CHLORO-5-(TRIMETHYLSILYL)-4-PENTYNE;5-chloropent-1-ynyl(trimethyl)silane;Silane, (5-chloro-1-pentynyl)trimethyl-;1-Chloro-5-trimethylsilyl-4-pentyne;SCHEMBL987539;DTXSID70374083;UPVHIBLXQNNITH-UHFFFAOYSA-N;CDA11348;5-Chloro-1-trimethylsilylpent-1-yne;MFCD00671353;(5-chloropent-1-ynyl)trimethylsilane;AKOS015913338;(5-chloropent-1-yn-1-yl)trimethylsilane;(5-Chloro-1-pentynyl)trimethylsilane, 97%;CS-0204409;S04812;A905285

Chemical Property of (5-Chloro-1-pentynyl)trimethylsilane

Chemical Property:

• Vapor Pressure: 1.44mmHg at 25°C
• Refractive Index: n20/D 1.4560(lit.)
• Boiling Point: 75-77 °C20.6 mm Hg(lit.)
• Flash Point: 149 °F
• PSA: 0.00000
• Density: 0.977 g/mL at 25 °C(lit.)
• LogP: 2.88620
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 3
• Exact Mass: 174.0631547
• Heavy Atom Count: 10
• Complexity: 144

Purity/Quality:

97% ^*data from raw suppliers

(5-Chloro-1-pentynyl)trimethylsilane 97% ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 23-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C[Si](C)(C)C#CCCCCl
• Uses: 1-Chloro-5-trimethylsilyl-4-pentyne is used as an organic chemical synthesis intermediate. (5-Chloro-1-pentynyl)trimethylsilane can be used to synthesize 5-trimethylsilyl-4-pentynyllithium (TMSPLi), which can be used as an initiator in the polymerization of styrene.

Technology Process of (5-Chloro-1-pentynyl)trimethylsilane

There total 8 articles about (5-Chloro-1-pentynyl)trimethylsilane 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%

chloro-trimethyl-silane (75-77-4) + 1-chloro-4-pentyne (14267-92-6) → (5-chloropent-1-ynyl)trimethylsilane (77113-48-5)

Guidance literature:

With n-butyllithium; 1.) THF, -20 degC, 2.) 15 min, 0 degC;

DOI:10.1016/S0040-4020(01)86561-3

Reference yield: 85.0%

1-chloro-4-pentyne (14267-92-6) + trimethylsilyl trifluoromethanesulfonate (27607-77-8) → (5-chloropent-1-ynyl)trimethylsilane (77113-48-5)

Guidance literature:

With zinc trifluoromethanesulfonate; triethylamine; In dichloromethane; at 23 ℃; for 0.75h;

DOI:10.1021/jo702557d

Reference yield: 78.0%

3-chloropropyl p-toluenesulfonate (632-02-0) + trimethylsilylacetylene (1066-54-2) → (5-chloropent-1-ynyl)trimethylsilane (77113-48-5)

Guidance literature:

trimethylsilylacetylene; With n-butyllithium; In tetrahydrofuran;

3-chloropropyl p-toluenesulfonate; With tert-butylamine hydrobromide; In tetrahydrofuran; at 0 - 20 ℃;

DOI:10.1002/ejic.200400851

upstream raw materials:

chloro-trimethyl-silane

1-chloro-4-pentyne

1.3-chlorobromopropane

trimethylsilylacetylene

Downstream raw materials:

2-Butyl-3-(cyclobutylidene-trimethylsilanyl-methyl)-cyclohex-2-enone

5-iodo-1-trimethylsilyl-1-pentyne

(2-cyclopropylethynyl)trimethylsilane

Trimethyl-(8-phenyl-octa-6,7-dien-1-ynyl)-silane