1-Benzothiophene-3-carbaldehyde (HCID 227328)

Names & identifiers

Preferred name: 1-Benzothiophene-3-carbaldehyde
IUPAC: 1-benzothiophene-3-carbaldehyde
English name: 1-Benzothiophene-3-carbaldehyde
Molecular formula: C9H6OS
Molecular weight: 162.21

Names & synonyms

5381-20-41-benzothiophene-3-carbaldehydeBenzo[b]thiophene-3-carboxaldehydeBenzo(b)thiophene-3-carboxaldehydeDTXSID70280832RefChem:74954DTXCID30231986611-051-9benzo[b]thiophene-3-carbaldehydeThianaphthene-3-carboxaldehydebenzothiophene-3-carbaldehyde3-Formylbenzo[b]thiophene

Show more names

KML-47BUTTPARK 154\50-70RARECHEM AM LA 00061-Benzothiophene-3-cBENZOTHIOPHENE-3-CARBOXALDEHYBenzo[B]Thiophene-3-Carboxalde

MFCD0005237688C6MH2ME33-formylbenzothiopheneNSC18872NSC-18872UNII-88C6MH2ME3benzo[b]thiophene-3-aldehydeSCHEMBL40953

Database identifiers

CAS: 5381-20-4
PubChem CID: 227328
DTXSID: DTXSID70280832
ChEMBL: CHEMBL596015
UNII: 88C6MH2ME3
EC Number: 611-051-9
Nikkaji: J265.545D

Properties

Computed structural properties

XLogP: 2.6
Topological polar surface area: 45.3 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 2
Rotatable bonds: 1
Heavy atoms: 11
Formal charge: 0
Complexity: 158

Physicochemical properties

Melting point: 53 · 53-57 °C (lit.)
Boiling point: 166 °C/20 · 166 °C/20 mmHg (lit.)
Density: 1.2123 · 1.2123 (rough estimate)
refractive index: 1.55 · 1.5500 (estimate)
Flash point: 230 °F · >230 °F
storage temp.: 2 · under inert gas (nitrogen or Argon) at 2–8 °C
form: powder to crystal
color: White to Orange to Green
λmax: 302 nm · 302nm(EtOH)(lit.)
InChI: 1S/C9H6OS/c10-5-7-6-11-9-4-2-1-3-8(7)9/h1-6H
InChIKey: WDJLPQCBTBZTRH-UHFFFAOYSA-N
SMILES: O=Cc1csc2ccccc12
CAS DataBase Reference: 5381 · 5381-20-4(CAS DataBase Reference)
FDA UNII: 88 C6MH2ME3 · 88C6MH2ME3
UNSPSC Code: 12352100 · 12352100
NACRES: 22 · NA.22
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 315 · H315-H319
Precautionary statements: 264 · P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313
PPE: 95 · Eyeshields, Gloves, type N95 (US)
Hazard Codes: Xi
WGK Germany: 3 · 3
Hazard Note: Irritant
HS Code: 29349990 · 29349990
Storage Class: 11 · 11 - Combustible Solids

Safety & regulation

GHS classification

GHS Classification · 5 items

This chemical does not meet GHS hazard criteria for 33.3% (1 of 3) of reports.

Warning

H315 (66.7%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 3 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Hazard Classes and CategoriesSkin Irrit. 2 (66.7%)

Safety data

PPE: Eyeshields, Gloves, type N95 (US)
wgk: 3
hs_code: 29349990
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xi
hazard_note: Irritant
Storage Class: 11 - Combustible Solids
Hazard statements: H315-H319
Precautionary statements: P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313

Chemistry & industry

Applications · 2 items

UsesThianaphthene-3-carboxaldehyde (Benzo[b]thiophene-3-carboxaldehyde) may be used as a starting material in the multi-step synthesis of anthra[2,3-b:7,6-b′]bis[1benzothiophenes (ABBTs). It may be used in the synthesis of :6-(N,N-dimethylamino)-2-(benzo[b]thiophen-3-yl)quinazolin-4-one6-(pyrrolidin-1-yl)-2-(benzo[b]thiophen-3-yl)quinazolin-4-one(Z)-2-(benzo-[b]-thio-phen-3-yl-methyl-ene)-1-aza-bi-cyclo-[2.2.2]-octan-3-one

General DescriptionThianaphthene-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.