Lot numbers can be found on the outside label of a product:
Tert-butyl-dimethyl-pent-4-ynoxy-silane
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CAS No. 61362-77-4
- Cat. No. CS-0309758
- Purity≥95%
- MDL No.MFCD28053541
*For research and further manufacturing use only, not for direct human use.
Structure of 61362-77-4
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General Information
- CAS No. 61362-77-4
- Cat. No. CS-0309758
- Purity ≥95%
- MDL No. MFCD28053541
- Storage 4°C, stored under nitrogen
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₁H₂₂OSi
- Molecular Weight 198.38
- Synonym(s) None
- SMILES C#CCCCO[Si](C)(C)C(C)(C)C
Description
Tert-butyl-dimethyl-pent-4-ynoxy-silane features a terminal alkyne group flanked by a bulky tert-butyl group and a dimethylsilyl moiety, providing enhanced stability and steric protection. This combination enables efficient coupling in cross-coupling reactions under mild conditions, with the silyl group serving as a robust protecting group for oxygen nucleophiles. The molecule’s bench-stable nature facilitates handling in air-sensitive transformations.
Application
Tert-butyl-dimethyl-pent-4-ynoxy-silane serves as a robust silyl protecting group for alcohols, offering high stability under basic conditions and efficient removal with fluoride sources. Its bulky tert-butyl group enhances steric protection, while the terminal alkyne enables further functionalization via copper-catalyzed coupling reactions. This reagent facilitates orthogonal protection strategies in complex molecule synthesis and is particularly valuable in iterative synthetic sequences requiring selective deprotection and functional group interconversions.
Synthesis
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Route1
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In-stock
5390-04-5 -
18162-48-6 - ~99%
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In-stock
61362-77-4
References
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Iqbal, Mudassar; Black, Richard J. G.; Winn, Joby; Reeder, Andrew T.; Blake, Alexander J.; Clarke, Paul A. Organic and Biomolecular Chemistry, 2011 , vol. 9, # 14 p. 5062 - 5078
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Route2
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In-stock
5390-04-5
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69739-34-0
- ~93%
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In-stock
61362-77-4
References
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Roush, William R; Barda, David A; Limberakis, Chris; Kunz, Roxanne K Tetrahedron, 2002 , vol. 58, # 32 p. 6433 - 6454
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Route3
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In-stock
89031-84-5 -
1070-75-3
- ~69%
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In-stock
61362-77-4
References
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Rudisill; Stille Journal of Organic Chemistry, 1989 , vol. 54, # 25 p. 5856 - 5866
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Safety Information
Download SDS|
GHS Pictogram :
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GHS No : GHS02,GHS07
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Signal Word : Danger
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UN#: 1993
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Class : 3
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Packing Group : Ⅲ
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Hazard Statements : H225-H315-H319
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Precautionary Statements : P210-P233-P240-P241-P242-P243-P264-P280-P302+P352-P362+P364-P370+P378-P501
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Quality Control
Computational Chemistry Data
- TPSA 9.23
- LogP 3.4216
- H_Acceptors 1
- H_Donors 0
- Rotatable_Bonds 4
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Key Words
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