Benzo[d][1,3]dioxol-4-ol

Name: Benzo[d][1,3]dioxol-4-ol
Brand: ChemScene
Availability: InStock
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CAS No. 69393-72-2
Cat. No. CS-0086795
Purity≥97%
MDL No.None

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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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Structure of 69393-72-2

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General Information

CAS No. 69393-72-2
Cat. No. CS-0086795
Purity ≥97%
MDL No. None
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₆O₃
Molecular Weight 138.12
Synonym(s) 1,3-Benzodioxol-4-ol
SMILES OC1=C2OCOC2=CC=C1

Description

This phenolic compound features a benzodioxole core with a hydroxyl group at the 4-position, offering enhanced stability and solubility in polar solvents. The fused ring system imparts rigidity and electron-rich character, facilitating its use in synthetic transformations requiring defined spatial orientation and reactivity.

Application

Benzo[d][1,3]dioxol-4-ol serves as a versatile building block in medicinal chemistry and natural product synthesis, offering a stable, electron-rich phenolic scaffold with inherent ortho-dioxy functionality. Its bench-stable nature facilitates straightforward derivatization via electrophilic substitution or coupling reactions, while the hydroxyl group enables facile protection or conjugation. This compound functions effectively in Suzuki-Miyaura and Stille couplings, enabling rapid access to biaryl and heterocyclic architectures common in drug discovery pipelines.

Synthesis

Route1
- In-stock
  
  7797-83-3
- ~64%
- In-stock
  
  69393-72-2
References
- Rigby, James H.; Maharoof, Umar S. M.; Mateo, Mary E. Journal of the American Chemical Society, 2000 , vol. 122, # 28 p. 6624 - 6628
Route2
- In-stock
  
  24677-78-9
- ~%
- In-stock
  
  69393-72-2
References
- Rigby, James H.; Maharoof, Umar S. M.; Mateo, Mary E. Journal of the American Chemical Society, 2000 , vol. 122, # 28 p. 6624 - 6628
Route3
- 75-11-6
- In-stock
  
  87-66-1
- ~21%
- In-stock
  
  69393-72-2
References
- Ikeya, Yukinobu; Taguchi, Heihachiro; Sasaki, Hiroshi; Nakajima, Kaoru; Yosioka, Itiro Chemical & Pharmaceutical Bulletin, 1980 , vol. 28, p. 2414 - 2421 Title/Abstract Full Text Show Details Ikeya, Yukinobu; Taguchi, Heihachiro; Yoshioka, Itiro Chemical & Pharmaceutical Bulletin, 1981 , vol. 29, # 10 p. 2893 - 2898

Safety Information

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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-P330-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 38.69
LogP 1.1209
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Aliphatic heterocycle compounds Dioxolane compounds

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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Benzo[d][1,3]dioxol-4-ol

CAS No. 69393-72-2

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