(2,3-Dihydrobenzo[b][1,4]dioxin-6-yl)methanol

Name: (2,3-Dihydrobenzo[b][1,4]dioxin-6-yl)methanol
Brand: ChemScene
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CAS No. 39270-39-8
Cat. No. CS-0036298
Purity≥98%
MDL No.None

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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(2,3-Dihydrobenzo[b][1,4]dioxin-6-yl)methanol|CS-0036298

Structure of 39270-39-8

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General Information

CAS No. 39270-39-8
Cat. No. CS-0036298
Purity ≥98%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₁₀O₃
Molecular Weight 166.17
Synonym(s) 2,3-Dihydro-1,4-benzodioxin-6-ylmethanol
SMILES C1=C(C=C2C(=C1)OCCO2)CO

Description

This bench-stable, moisture-tolerant building block features a fused dihydrobenzodioxin core with a pendant hydroxymethyl group. The aromatic system imparts stability, while the primary alcohol enables straightforward derivatization for synthetic and medicinal chemistry applications.

Application

(2,3-Dihydrobenzo[b][1,4]dioxin-6-yl)methanol serves as a versatile building block in medicinal chemistry, enabling efficient access to bioactive heterocycles. Its pendant hydroxymethyl group facilitates direct functionalization or oxidation to carboxylic acids, while the stable dihydrodioxin core exhibits excellent bench stability and compatibility with standard coupling reactions. This scaffold is particularly useful in the synthesis of kinase inhibitors and CNS-targeted compounds due to its favorable lipophilicity and metabolic resilience.

Synthesis

Route1
- In-stock
  
  29668-44-8
- ~99%
- In-stock
  
  39270-39-8
References
- SMITHKLINE BEECHAM P.L.C. Patent: WO2003/87098 A1, 2003 ; Location in patent: Page/Page column 43 ;
Route2
- 20825-87-0
- ~88%
- In-stock
  
  39270-39-8
References
- Feng; Liu; Dai; Yang; Tu Synthetic Communications, 2001 , vol. 31, # 12 p. 1875 - 1877
Route3
- In-stock
  
  4442-54-0
- ~66%
- In-stock
  
  39270-39-8
References
- Marugan, Juan J.; Zheng, Wei; Motabar, Omid; Southall, Noel; Goldin, Ehud; Westbroek, Wendy; Stubblefield, Barbara K.; Sidransky, Ellen; Aungst, Ronald A.; Lea, Wendy A.; Simeonov, Anton; Leister, William; Austin, Christopher P. Journal of Medicinal Chemistry, 2011 , vol. 54, # 4 p. 1033 - 1058

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

Quality Control

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Computational Chemistry Data

TPSA 38.69
LogP 0.9501
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Benzodioxane compounds

Key Words

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(2,3-Dihydrobenzo[b][1,4]dioxin-6-yl)methanol

CAS No. 39270-39-8

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