5370-19-4

Basic information

• Product Name: 5 - Iodothiophene - 2 - carbaldehyde
• Synonyms: 2-Thiophenecarboxaldehyde, 5-iodo-; 5-Iodo-2-thiophenecarboxaldehyde
• CAS NO: 5370-19-4
• Molecular Formula: C₅H₃IOS
• Molecular Weight: 238.04619
• Mol File: 5370-19-4.mol

Chemical Properties

• Boiling Point: 283.6°Cat760mmHg
• Flash Point: 125.3°C
• Appearance: /
• Density: 2.113g/cm³
• Vapor Pressure: 0.00313mmHg at 25°C
• Refractive Index: 1.715
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 5 - Iodothiophene - 2 - carbaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: 5 - Iodothiophene - 2 - carbaldehyde(5370-19-4)
• EPA Substance Registry System: 5 - Iodothiophene - 2 - carbaldehyde(5370-19-4)

Safety Data

• Hazardous Substances Data: 5370-19-4(Hazardous Substances Data)

Usage

InChI:InChI=1/C5H3IOS/c6-5-2-1-4(3-7)8-5/h1-3H

Upstream product

• 636-72-6 2-thiophenemethanol 
• 3437-95-4 2-Iodothiophene 
• 68-12-2 N,N-dimethyl-formamide 
• 98-03-3 thiophene-2-carbaldehyde 

Downstream Products

• 3779-27-9 2,2'-bithiophene-5-carboxaldehyde 
• 32358-94-4 5-methyl-2,2'-bithiophene-5'-carboxaldehyde 
• 1562410-54-1 C₂₉H₂₀BF₂IN₂S 
• 1363336-65-5 4-(N-methyl-N-(2-hydroxyethyl)amino)-2-N-ethylamino-1-(3-(5-iodothiophen-2-yl)acrylamido)benzene 
• 1280722-20-4 ethyl 4-(5-((1-hydroxycyclohexyl)ethynyl)thiophen-2-yl)-6-methyl-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate 
• 1665-35-6 5-ethynyl-2-phenylthiophene 
• 1134-61-8 5-but-3-en-1-ynyl-[2,2']bithiophenyl 
• 1204-82-6 2-Phenyl-5-(1'-propynyl)-thiophene 
• 72157-21-2 (5-formyl-2-thienyl)phenylmethanone 
• 19163-21-4 5-phenylthiophene-2-carboxaldehyde 
• 17257-10-2 5-(phenylethynyl)thiophene-2-carboxaldehyde 

Relevant articles and documents

METHOD FOR PRODUCING CARBONYL COMPOUND

PROBLEM TO BE SOLVED: To provide a method for producing a carbonyl compound, allowing for improvement of ease of production and furthermore allowing for reduction of production cost, by positively utilizing inexpensive iodine. SOLUTION: A carbonyl compound is produced by mixing primary alcohol or secondary alcohol, and iodic acid (HIO3) in a non-solvent or an aprotic polar solvent based on the following general formula (1), where R1 is an optionally substituted linear- or branched 1-12C aliphatic group, or an optionally substituted aromatic group; R2 is a hydrogen atom, an optionally substituted linear- or branched 1-12C alkyl group, or an optionally substituted aromatic group; R1 and R2 each may be coupled with each other to form a ring of aromatic group or a non-aromatic group. SELECTED DRAWING: None COPYRIGHT: (C)2018,JPOandINPIT

Synthetic utility of iodic acid in the oxidation of benzylic alcohols to aromatic aldehydes and ketones

Various primary and secondary benzylic alcohols were efficiently oxidized to aromatic aldehydes and aromatic ketones with iodic acid in DMF at 60?°C for 2?h and with iodic acid in the presence of TEMPO (5?mol?%) in DMF at room temperature, respectively. The former method was effective for the oxidation of sterically hindered alcohols at 60?°C and the latter method was effective for the oxidation of less sterically hindered alcohols at room temperature.

Chemistry of polyhalogenated nitrobutadienes, part 11: Ipso-formylation of 2-chlorothiophenes under Vilsmeier-Haack conditions

The regioselective ipso-formylation of electron-rich, 3,4-push-pull- substituted 2-chlorothiophenes under Vilsmeier-Haack conditions was performed in good yields. The synthetic scope of this new reaction was explored using various halothiophenes, chloroanilines, and 1-methyl-3-chloroindole. In comparison with their structural C-H analogs the chlorinated thiophenes, anilines, and the indole proved to be less reactive toward electrophilic attack by chloromethyleniminium salts.

Reevaluation of benzyltrimethylammonium dichloroiodide, previously reported to be a selective iodinating agent

Benzyltrimethylammonium dichloroiodate, previously reported as an iodinating agent of thiophenes, appears to be a selective chlorinating agent of both thienyl and furyl derivatives containing a carbonyl group.