4-(Methylthio)benzylamine

Name: 4-(Methylthio)benzylamine
Brand: ChemScene
Availability: InStock
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CAS No. 83171-39-5
Cat. No. CS-0206938
Purity≥98%
MDL No.MFCD01310831

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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 83171-39-5

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General Information

CAS No. 83171-39-5
Cat. No. CS-0206938
Purity ≥98%
MDL No. MFCD01310831
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₁₁NS
Molecular Weight 153.24
Synonym(s) 4-METHYLSULFANYL-BENZYLAMINE
SMILES CSC1=CC=C(C=C1)CN

Description

1,1'-Bis(diphenylphosphino)ferrocene acts as a ligand in homogeneous catalysis. It is used as a ligand for ruthenium-catalyzed greener amine synthesis from amines and alcohols by hydrogen-borrowing. It is also employed as a ligand for Buchwald-Hartwig cross coupling. Further, it is used in the synthesis of coordination compound as well as the formation of complexes with various metals such as palladium chloride. In addition to this, it serves as a reagent for palladium-catalyzed coupling reactions and also plays an important role in Suzuki reaction.

Application

4-(Methylthio)benzylamine serves as a valuable building block in medicinal chemistry, enabling the synthesis of diverse heterocyclic scaffolds and bioactive compounds. Its thioether-functionalized benzyl group exhibits good bench stability and compatibility with standard coupling reactions. The amine functionality facilitates straightforward derivatization via alkylation, acylation, or reductive amination, making it a practical intermediate for targeted molecular construction.

Synthesis

Route1
- In-stock
  
  21382-98-9
- ~82%
- In-stock
  
  83171-39-5
References
- Szostak, Michal; Sautier, Brice; Spain, Malcolm; Procter, David J. Organic Letters, 2014 , vol. 16, # 4 p. 1092 - 1095
Route2
- 93033-60-4
- ~63%
- In-stock
  
  83171-39-5
References
- Euerby, Melvin R.; Waigh, Roger D. Journal of Chemical Research, Miniprint, 1982 , # 9 p. 2417 - 2460

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 : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501

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Computational Chemistry Data

TPSA 26.02
LogP 1.8672
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 2

Other Classifications

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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4-(Methylthio)benzylamine

CAS No. 83171-39-5

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