5-Bromobenzo[b]thiophene-2-carbaldehyde

Name: 5-Bromobenzo[b]thiophene-2-carbaldehyde
Brand: ChemScene
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CAS No. 7312-18-7
Cat. No. CS-0096056
Purity≥96%
MDL No.MFCD11227154

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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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5-Bromobenzo[b]thiophene-2-carbaldehyde|CS-0096056

Structure of 7312-18-7

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General Information

CAS No. 7312-18-7
Cat. No. CS-0096056
Purity ≥96%
MDL No. MFCD11227154
Storage -20°C, sealed storage, away from moisture
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₅BrOS
Molecular Weight 241.10
Synonym(s) 5-BroMobenzo[b]thiophene-2-carboxaldehyde
SMILES O=CC1=CC2=CC(Br)=CC=C2S1

Description

5-Bromobenzo[b]thiophene-2-carbaldehyde features a brominated benzo[b]thiophene core with an aldehyde at the 2-position, enabling direct functionalization in cross-coupling and heterocyclic synthesis. The electron-deficient aromatic system enhances reactivity in palladium-catalyzed transformations, while the aldehyde group provides a handle for derivatization under mild conditions. This compound serves as a key building block for advanced materials and bioactive molecule scaffolds.

Application

5-Bromobenzo[b]thiophene-2-carbaldehyde serves as a versatile building block in heterocyclic synthesis, enabling palladium-catalyzed cross-coupling reactions and electrophilic functionalization at the thiophene core. The aldehyde group facilitates direct derivatization via Wittig, reductive amination, or Grignard addition, while the bromine substituent supports further diversification through Suzuki-Miyaura or Stille coupling. Bench-stable and readily purified by flash chromatography, it functions effectively in the construction of complex pharmaceutical scaffolds and advanced materials.

Synthesis

Route1
- 7312-07-4
- ~42%
- In-stock
  
  7312-18-7
References
- PETER MACCALLUM CANCER INSTITUTE; SPICER, Julie Ann; HUTTUNEN, Kristiina Maria; LYONS, Dani Michelle; TRAPANI, Joseph Albert; SMYTH, Mark John; DENNY, William Alexander Patent: WO2011/75784 A1, 2011 ; Location in patent: Page/Page column 122 ;
Route2
- In-stock
  
  106-53-6
- ~%
- In-stock
  
  7312-18-7
References
- WO2011/75784 A1, ;

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P264-P302+P352-P304+P340

Quality Control

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Computational Chemistry Data

TPSA 17.07
LogP 3.4763
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Benzothiophene compounds

Key Words

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5-Bromobenzo[b]thiophene-2-carbaldehyde

CAS No. 7312-18-7

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