tert-Butyl(3-chloropropoxy)dimethylsilane

Name: tert-Butyl(3-chloropropoxy)dimethylsilane
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CAS No. 89031-82-3
Cat. No. CS-0138805
Purity≥95%
MDL No.MFCD09909983

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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tert-Butyl(3-chloropropoxy)dimethylsilane|CS-0138805

Structure of 89031-82-3

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General Information

CAS No. 89031-82-3
Cat. No. CS-0138805
Purity ≥95%
MDL No. MFCD09909983
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₂₁ClOSi
Molecular Weight 208.80
Synonym(s) tert-Butyl-(3-chloropropoxy)dimethylsilane
SMILES C[Si](C(C)(C)C)(OCCCCl)C

Description

tert-Butyl(3-chloropropoxy)dimethylsilane features a sterically hindered tert-butyl group paired with a chlorinated alkoxy chain, enabling selective protection and orthogonal functionalization. This silyl ether delivers stable, moisture-tolerant protection for alcohols under standard conditions, facilitating downstream transformations in complex molecule synthesis.

Application

tert-Butyl(3-chloropropoxy)dimethylsilane serves as a robust silyl protecting group for primary alcohols, enabling selective protection under mild conditions. The chloropropoxy moiety facilitates subsequent functionalization via nucleophilic substitution or transition-metal-catalyzed coupling. Its tert-butyldimethylsilyl (TBS) group offers excellent stability toward a broad range of reaction conditions and simplifies purification due to high volatility and low polarity. This reagent is particularly valuable in complex molecule synthesis, including natural products and pharmaceutical intermediates.

Synthesis

Route1
- 18162-48-6
- 627-30-5
- ~97%
- In-stock
  
  89031-82-3
References
- Dinsmore, Christopher J.; Zartman, C. Blair; Baginsky, Walter F.; O'Neill, Timothy J.; Koblan, Kenneth S.; Chen, I-Wu; McLoughlin, Debra A.; Olah, Timothy V.; Huff, Joel R. Organic Letters, 2000 , vol. 2, # 22 p. 3473 - 3476

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

TPSA 9.23
LogP 3.6371
H_Acceptors 1
H_Donors 0
Rotatable_Bonds 4

Other Classifications

Building Blocks Functional Group Chloride

Building Blocks Functional Group Organosilicon compounds

Key Words

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tert-Butyl(3-chloropropoxy)dimethylsilane

CAS No. 89031-82-3

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