5-Nitrothiophene-2-carboxaldehyde (HCID 78281)

Overview

structure in first source

Names & identifiers

Preferred name: 5-Nitrothiophene-2-carboxaldehyde
IUPAC: 5-nitrothiophene-2-carbaldehyde
English name: 5-NITROTHIOPHENE-2-CARBOXALDEHYDE
Molecular formula: C5H3NO3S
Molecular weight: 157.15

Names & synonyms

5-Nitrothiophene-2-CarboxaldehydeRefChem:5374664521-33-95-Nitrothiophene-2-carbaldehyde5-Nitro-2-thiophenecarboxaldehyde5-Nitro-thiophene-2-carbaldehydeMFCD000054335-nitro-2-thiophenecarbaldehyde2-Thiophenecarboxaldehyde, 5-nitro-5-nitrothiophene-2-aldehyde5-nitrothiophen aldehydeNB6CXG7SPH

Show more names

AKOS 938535-Nitrothiophene-2-cLABOTEST-BB LT00112375Mefloquineb Impurity 85-Nitrothiophen-2-carbaldehyd5-Nitro-2-thiophennecarbaldehyde

UNII-NB6CXG7SPH5-nitro-2-thiophene-aldehyde5-nitro-2-thiopenecarboxaidehydeThiophenecarboxaldehyde, 5-nitro-LT0046AKOS000282485CS-W013285NSC-168226

Database identifiers

CAS: 4521-33-9
PubChem CID: 78281
DTXSID: DTXSID00196437
ChEMBL: CHEMBL4870182
UNII: NB6CXG7SPH
EC Number: 224-850-9
Nikkaji: J203H

Properties

Computed structural properties

XLogP: 1.6
Topological polar surface area: 91.1 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 4
Rotatable bonds: 1
Heavy atoms: 10
Formal charge: 0
Complexity: 155

Experimental & physicochemical properties

SpringerMaterials PropertiesChemical shift

Physicochemical properties

Melting point: 75 · 75-77 °C (lit.)
Boiling point: 118 · 118-120 °C(Press: 3-4 Torr)
Density: 1.534 · 1.534±0.06 g/cm3(Predicted)
storage temp.: Keep in dark place,Sealed in dry,Room Temperature
solubility: 1 %, · acetone: soluble1%, clear, yellow
form: Solid
color: Brown
Water Solubility: Insoluble in water.
Sensitive: Air Sensitive
BRN: 120540 · 120540
InChI: InChI=1S/C5H3NO3S/c7-3-4-1-2-5(10-4)6(8)9/h1-3H
InChIKey: CHTSWZNXEKOLPM-UHFFFAOYSA-N
SMILES: C1(C=O)SC([N+]([O-])=O)=CC=1
CAS DataBase Reference: 4521 · 4521-33-9(CAS DataBase Reference)
FDA UNII: 6 CXG7SPH · NB6CXG7SPH
UNSPSC Code: 12352100 · 12352100
NACRES: 22 · NA.22
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 315 · H315-H319-H335
Precautionary statements: 261 · P261-P264-P271-P280-P302+P352-P305+P351+P338
target organs: Respiratory system
PPE: 95 · dust mask type N95 (US), Eyeshields, Gloves
Hazard Codes: Xi
Risk Statements: 36 · 36/37/38
Safety Statements: 26 · 26
WGK Germany: 3 · 3
HS Code: 29349990 · 29349990
Storage Class: 11 · 11 - Combustible Solids
Hazard Classifications: 2 Skin · Eye Irrit. 2Skin Irrit. 2STOT SE 3

Safety & regulation

GHS classification

GHS Classification · 5 items

This chemical does not meet GHS hazard criteria for 2.4% (1 of 41) of reports.

Warning

H315 (97.6%): 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 41 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Hazard Classes and CategoriesSkin Irrit. 2 (97.6%)

Safety data

PPE: dust mask type N95 (US), Eyeshields, Gloves
wgk: 3
hs_code: 29349990
risk_code: 36/37/38
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xi
safety_code: 26
Storage Class: 11 - Combustible Solids
target organs: Respiratory system
Hazard statements: H315-H319-H335
Hazard Classifications: Eye Irrit. 2Skin Irrit. 2STOT SE 3
Precautionary statements: P261-P264-P271-P280-P302+P352-P305+P351+P338

Chemistry & industry

Applications · 3 items

Uses5-Nitrothiophene-2-carboxaldehyde is a reagent that is used in the activity of mefloquine-oxazolidine derivatives against multidrug-resistant Mycobacterium tuberculosis.

Uses5-Nitro-2-thiophenecarboxaldehyde was used in preparation of 2, 3-dihydro-2-(5-nitro-2-thienyl) quinazolin-4-(1H)-ones and various novel oxime ether derivatives, anti-protozoan agents.

General DescriptionDiastereoselectivity in [4+2] cycloaddition of 1-methoxy-2-methyl-3-(trimethylsiloxy)-1,3-pentadiene with 5-nitro-2-thiophenecarboxaldehyde was investigated.