(4-Bromothiophen-3-yl)boronic acid

Name: (4-Bromothiophen-3-yl)boronic acid
Brand: ChemScene
Availability: InStock
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CAS No. 101084-76-8
Cat. No. CS-0110019
Purity≥98%
MDL No.MFCD06801663

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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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(4-Bromothiophen-3-yl)boronic acid|CS-0110019

Structure of 101084-76-8

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General Information

CAS No. 101084-76-8
Cat. No. CS-0110019
Purity ≥98%
MDL No. MFCD06801663
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₄H₄BBrO₂S
Molecular Weight 206.85
Synonym(s) 4-BROMOTHIOPHENE-3-BORONIC ACID
SMILES OB(C1=CSC=C1Br)O

Description

(4-Bromothiophen-3-yl)boronic acid features a brominated thiophene ring paired with a boronic acid group, enabling direct incorporation into cross-coupling reactions. The electron-deficient heterocycle enhances reactivity in palladium-catalyzed transformations, while the boronic acid moiety offers stability under standard conditions and compatibility with diverse reaction environments.

Application

(4-Bromothiophen-3-yl)boronic acid serves as a versatile building block in palladium-catalyzed cross-coupling reactions, enabling efficient C–C bond formation with aryl halides and triflates. Its stability under ambient conditions, compatibility with diverse reaction conditions, and tolerance for common functional groups make it well-suited for constructing complex thiophene-containing architectures in medicinal chemistry and materials science applications.

Synthesis

Route1
- In-stock
  
  3141-26-2
- ~%
- In-stock
  
  101084-76-8
References
- Arkiv foer Kemi, , vol. 11, p. 373,379, 380
Route2
- 19162-83-5
- 60-29-7
- In-stock
  
  688-74-4
- ~%
- In-stock
  
  101084-76-8
References
- Arkiv foer Kemi, , vol. 11, p. 373,379, 380

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 : P264-P270-P330-P501

Quality Control

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Computational Chemistry Data

TPSA 40.46
LogP 0.1904
H_Acceptors 3
H_Donors 2
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Thiophene compounds

Key Words

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(4-Bromothiophen-3-yl)boronic acid

CAS No. 101084-76-8

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