Benzo[b]thiophene-3-carboxaldehyde - ≥98%(GC) , CAS No.5381-20-4

CAS: 5381-20-4 Cat. No.: B152938 Molecular Weight: 162.21 EC Number: 611-051-9

GRADE & PURITY ≥98%(GC)

Synonyms

88C6MH2ME3 | benzo[b]thiophene-3-aldehyde | NSC18872 | NSC-18872 | A1717 | F0001-1398 | 3-formylbenzothiophene | B4086 | SCHEMBL40953 | UNII-88C6MH2ME3 | benzo[b]thiophene-3-carbaldehyde | WDJLPQCBTBZTRH-UHFFFAOYSA-N | 1-benzothiophene-3-carbaldehyde | be

Storage

Store at 2-8°C,Argon charged

Shipped In

Wet ice

Overview

Thianaphthene-3-carboxaldehyde, also known as benzo[b]thiophene-3-carboxaldehyde, can be synthesized from 3-methyl-benzo[b]thiophene. It undergoes phosphine-free palladium coupling with aryl halides to form 2-arylbenzo[b]thiophenes.

Specifications

Synonyms

88C6MH2ME3 | benzo[b]thiophene-3-aldehyde | NSC18872 | NSC-18872 | A1717 | F0001-1398 | 3-formylbenzothiophene | B4086 | SCHEMBL40953 | UNII-88C6MH2ME3 | benzo[b]thiophene-3-carbaldehyde | WDJLPQCBTBZTRH-UHFFFAOYSA-N | 1-benzothiophene-3-carbaldehyde | be

Specifications & Purity

≥98%(GC)

Storage

Store at 2-8°C, Argon charged

Shipped In

Wet ice

This product requires cold chain shipping. Ground and other economy services are not available.

Purity

≥98%(GC)

Names and Identifiers

• Pubchem Sid: 504757960
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504757960
• Canonical Smiles: C1=CC=C2C(=C1)C(=CS2)C=O
• IUPAC Name: 1-benzothiophene-3-carbaldehyde
• InChIKey: WDJLPQCBTBZTRH-UHFFFAOYSA-N
• INCHI: 1S/C9H6OS/c10-5-7-6-11-9-4-2-1-3-8(7)9/h1-6H
• Isomeric SMILES: C1=CC=C2C(=C1)C(=CS2)C=O
• WGK Germany: 3
• Molecular Weight: 162.21
• Reaxy-Rn: 114116
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=114116&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Benzothiophenes
      • Subclass 1-benzothiophenes

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Benzothiophenes
• Subclass: 1-benzothiophenes
• Intermediate Tree Nodes: Not available
• Direct Parent: 1-benzothiophenes
• Alternative Parents: Aryl-aldehydes Benzenoids Thiophenes Heteroaromatic compounds Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: 1-benzothiophene - Aryl-aldehyde - Benzenoid - Heteroaromatic compound - Thiophene - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Aldehyde - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as 1-benzothiophenes. These are aromatic heterocyclic compound containing the Benzo[b]thiophene ring system.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(Human)

CYP2A6 Tchem Cytochrome P450 2A6 (1 Activities)

Discover Target: CYP2A6

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

SLC6A1 Tclin GABA transporter 1 (308 Activities)

Discover Target: SLC6A1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

CYP2A6 Tchem Cytochrome P450 2A6 (2861 Activities)

Discover Target: CYP2A6

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Associated Targets(non-human)

Iap Intestinal alkaline phosphatase (419 Activities)

Discover Target: Iap

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mechanisms of Action

Chemical and Physical Properties

• Sensitivity: air sensitive
• Flash Point(°F): >235.4 °F
• Flash Point(°C): >113 °C
• Boil Point(°C): 133 °C/4 mmHg
• Melt Point(°C): 53-57°C
• Molecular Weight: 162.210 g/mol
• XLogP3: 2.600
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 162.014 Da
• Monoisotopic Mass: 162.014 Da
• Topological Polar Surface Area: 45.300 Ų
• Heavy Atom Count: 11
• Formal Charge: 0
• Complexity: 158.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

References

1. Linlin Sun, Xiaoshuo Liu, Huiling Ji, Xunlei Ding, Nan Jiang, Jigang Wang.  (2023)  Novel electron donor boosting the electron supply capacity of hierarchical structure carbon nitride for efficient photocatalytic hydrogen peroxide production.  CHEMICAL ENGINEERING JOURNAL,      [PMID:] [10.1016/j.cej.2023.145468]