tetrahydro-2H-thiopyran-4-carbaldehyde 1,1-dioxide

Name: tetrahydro-2H-thiopyran-4-carbaldehyde 1,1-dioxide
Brand: ChemScene
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CAS No. 494210-61-6
Cat. No. CS-W000542
Purity≥97%
MDL No.MFCD12400842

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tetrahydro-2H-thiopyran-4-carbaldehyde 1,1-dioxide|CS-W000542

Structure of 494210-61-6

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General Information

CAS No. 494210-61-6
Cat. No. CS-W000542
Purity ≥97%
MDL No. MFCD12400842
Storage -20°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₁₀O₃S
Molecular Weight 162.21
Synonym(s) 2H-Thiopyran-4-carboxaldehyde, tetrahydro-, 1,1-dioxide
SMILES O=CC1CCS(=O)(=O)CC1

Description

Tetrahydro-2H-thiopyran-4-carbaldehyde 1,1-dioxide features a sulfoxide-functionalized heterocyclic scaffold with a reactive aldehyde group. This bench-stable, moisture-tolerant reagent integrates readily into synthetic sequences requiring polar, electron-deficient electrophilic centers. Its rigid conformation enhances regioselectivity in nucleophilic additions and enables precise control in complex molecule assembly.

Application

Tetrahydro-2H-thiopyran-4-carbaldehyde 1,1-dioxide serves as a versatile sulfone-containing building block in synthetic organic chemistry. Its stable, bench-ready structure facilitates efficient functional group interconversions and participates reliably in nucleophilic additions and cross-coupling reactions. The sulfonyl group enhances solubility and provides orthogonal reactivity, enabling selective transformations in complex molecule synthesis. This compound functions effectively in the construction of heterocyclic scaffolds and bioactive intermediates requiring sulfur-based polarity modulation.

Synthesis

Route1
- In-stock
  
  50675-19-9
- ~80%
- In-stock
  
  494210-61-6
References
- Chan, Johann; Burke, Brenda J.; Baucom, Kyle; Hansen, Karl; Bio, Matthew M.; DiVirgilio, Evan; Faul, Margaret; Murry, Jerry Journal of Organic Chemistry, 2011 , vol. 76, # 6 p. 1767 - 1774
Route2
- 473254-28-3
- ~%
- In-stock
  
  494210-61-6
References
- Bio, Matthew M.; Hansen, Karl B.; Gipson, John Organic Process Research and Development, 2008 , vol. 12, # 5 p. 892 - 895

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
Precautionary Statements : P261-P280-P304+P340

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Computational Chemistry Data

TPSA 51.21
LogP 0.0101
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Aldehyde

Building Blocks Skeleton Aliphatic heterocycle compounds Other aliphatic heterocycles compounds

Key Words

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tetrahydro-2H-thiopyran-4-carbaldehyde 1,1-dioxide

CAS No. 494210-61-6

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