(4-Bromothiophen-2-yl)methanol

Name: (4-Bromothiophen-2-yl)methanol
Brand: ChemScene
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CAS No. 79757-77-0
Cat. No. CS-0042536
Molecule weight193.06
Purity≥97%
MDL No.MFCD04115392

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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(4-Bromothiophen-2-yl)methanol|CS-0042536

Structure of 79757-77-0

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General Information

CAS No. 79757-77-0
Cat. No. CS-0042536
Purity ≥97%
MDL No. MFCD04115392
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₅H₅BrOS
Molecular Weight 193.06
Synonym(s) 4-Bromo-2-(hydroxymethyl)thiophene
SMILES OCC1=CC(Br)=CS1

Description

(4-Bromothiophen-2-yl)methanol features a brominated thiophene ring linked to a primary alcohol group, enabling direct functionalization in cross-coupling and derivatization workflows. This bench-stable, moisture-tolerant building block integrates seamlessly into pharmaceutical and materials synthesis, offering high reactivity at the aldehyde equivalent site.

Application

(4-Bromothiophen-2-yl)methanol serves as a versatile building block in cross-coupling reactions, enabling efficient access to biologically relevant thiophene-based scaffolds. Its bromine and alcohol functionalities provide orthogonal handles for palladium-catalyzed transformations and selective derivatization. The compound exhibits good bench stability and facilitates straightforward purification, making it well-suited for medicinal chemistry and process development workflows.

Synthesis

Route1
- In-stock
  
  18791-75-8
- ~99%
- In-stock
  
  79757-77-0
References
- Nakamura, Tsuyoshi; Asano, Masayoshi; Sekiguchi, Yukiko; Mizuno, Yumiko; Tamaki, Kazuhiko; Kimura, Takako; Nara, Futoshi; Kawase, Yumi; Shimozato, Takaichi; Doi, Hiromi; Kagari, Takashi; Tomisato, Wataru; Inoue, Ryotaku; Nagasaki, Miyuki; Yuita, Hiroshi; Oguchi-Oshima, Keiko; Kaneko, Reina; Watanabe, Nobuaki; Abe, Yasuyuki; Nishi, Takahide Bioorganic and Medicinal Chemistry Letters, 2012 , vol. 22, # 4 p. 1788 - 1792
Route2
- In-stock
  
  18791-75-8
- ~95%
- 160005-43-6
- In-stock
  
  79757-77-0
References
- Morinaga Milk Industry Co., Ltd. Patent: US5589506 A1, 1996 ;

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 20.23
LogP 2.0029
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Thiophene compounds

Material Science Material Composite Block Small Molecule Semiconductor Synthesis Building Block

Material Science Material Building Blocks Small Molecule Semiconductor Building Blocks Thiophenes

Key Words

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(4-Bromothiophen-2-yl)methanol

CAS No. 79757-77-0

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