4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-ol

Name: 4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-ol
Brand: ChemScene
Availability: InStock
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CAS No. 25240-59-9
Cat. No. CS-0176800
Purity≥98%
MDL No.MFCD15143603

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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+
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4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-ol|CS-0176800

Structure of 25240-59-9

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General Information

CAS No. 25240-59-9
Cat. No. CS-0176800
Purity ≥98%
MDL No. MFCD15143603
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₁₃BO₃
Molecular Weight 143.98
Synonym(s) Boric acid, pinacol ester
SMILES CC1(C)C(C)(C)OB(O)O1

Description

This boronate moiety integrates readily into cross-coupling reactions under mild conditions. Featuring exceptional bench stability and moisture tolerance, it enables efficient C–C bond formation in complex molecular architectures.

Application

4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-ol serves as a stable, bench-ready boron reagent enabling efficient Suzuki-Miyaura cross-coupling reactions. Its high functional group tolerance and low toxicity facilitate reliable C–C bond formation under mild conditions. The tetramethyl substitution enhances stability and solubility in common organic solvents, simplifying purification and handling in synthetic workflows.

Synthesis

Route1
- In-stock
  
  24388-23-6
- 74-11-3
- ~0%
- 92-52-4
- In-stock
  
  25240-59-9
- In-stock
  
  73183-34-3
- In-stock
  
  92-92-2
References
- Dhital, Raghu Nath; Sakurai, Hidehiro Chemistry Letters, 2012 , vol. 41, # 6 p. 630 - 632
Route2
- 25015-63-8
- ~%
- In-stock
  
  25240-59-9
References
- Fandrick, Daniel R.; Reeves, Jonathan T.; Bakonyi, Johanna M.; Nyalapatla, Prasanth R.; Tan, Zhulin; Niemeier, Oliver; Akalay, Deniz; Fandrick, Keith R.; Wohlleben, Wolfgang; Ollenberger, Swetlana; Song, Jinhua J.; Sun, Xiufeng; Qu, Bo; Haddad, Nizar; Sanyal, Sanjit; Shen, Sherry; Ma, Shengli; Byrne, Denis; Chitroda, Ashish; Fuchs, Victor; Narayanan, Bikshandarkoil A.; Grinberg, Nelu; Lee, Heewon; Yee, Nathan; Brenner, Michael; Senanayake, Chris H. Journal of Organic Chemistry, 2013 , vol. 78, # 8 p. 3592 - 3615
Route3
- In-stock
  
  73183-34-3
- ~%
- In-stock
  
  25240-59-9
References
- Cao, Sheng; Christiansen, Robin; Peng, Xiaohua Chemistry - A European Journal, 2013 , vol. 19, # 27 p. 9050 - 9058

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07,GHS08
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H315-H319-H335-H361
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 0.5676
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Aliphatic heterocycle compounds Other aliphatic heterocycles compounds

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4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-ol

CAS No. 25240-59-9

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