5-Iodo-2-thiophenecarboxaldehyde

Base Information

• Chemical Name: 5-Iodo-2-thiophenecarboxaldehyde
• CAS No.: 5370-19-4
• Molecular Formula: C5H3IOS
• Molecular Weight: 238.049
• DSSTox Substance ID: DTXSID10201960
• Nikkaji Number: J336.923D
• Wikidata: Q83075196
• Mol file: 5370-19-4.mol

Synonyms:5-Iodo-2-thiophenecarboxaldehyde;5370-19-4;5-iodothiophene-2-carbaldehyde;2-Thiophenecarboxaldehyde, 5-iodo-;C5H3IOS;2-iodo-5-formylthiophene;SCHEMBL2014710;5-iodothiophene-2-carboxaldehyde;C5-H3-I-O-S;DTXSID10201960;YMOXKONMCDJXOD-UHFFFAOYSA-N;AKOS015898744;CS-0214606;FT-0689970;E87593;EN300-182977;Z1269210626

Chemical Property of 5-Iodo-2-thiophenecarboxaldehyde

Chemical Property:

• Vapor Pressure: 0.00313mmHg at 25°C
• Boiling Point: 283.6°Cat760mmHg
• Flash Point: 125.3°C
• PSA: 45.31000
• Density: 2.113g/cm³
• LogP: 2.16520
• Storage Temp.: 2-8°C
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 237.89493
• Heavy Atom Count: 8
• Complexity: 96.4

Purity/Quality:

98%Min ^*data from raw suppliers

5-Iodo-2-thiophenecarboxaldehyde tech ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=C(SC(=C1)I)C=O

Technology Process of 5-Iodo-2-thiophenecarboxaldehyde

There total 4 articles about 5-Iodo-2-thiophenecarboxaldehyde which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 50.0%

thiophene-2-carbaldehyde (98-03-3) → 5-Chloro-2-thiophenecarboxaldehyde (7283-96-7) + 5-iodothiophene-2-carbaldehyde (5370-19-4)

Guidance literature:

With N,N,N-trimethylbenzenemethanaminium dichloroiodate; zinc(II) chloride; In acetic acid; at 70 ℃; for 24h; Product distribution; with prereaction of the reagents;

DOI:10.1055/s-1995-3899

Reference yield: 42.0%

2-thiophenemethanol (636-72-6) → thiophene-2-carbaldehyde (98-03-3) + 5-iodothiophene-2-carbaldehyde (5370-19-4)

Guidance literature:

With iodic acid; In N,N-dimethyl-formamide; at 60 ℃; for 2h; Inert atmosphere;

DOI:10.1016/j.tet.2016.09.019

Reference yield: 42.0%

→ thiophene-2-carbaldehyde (98-03-3) + 5-iodothiophene-2-carbaldehyde (5370-19-4)

Guidance literature:

With iodic acid; In N,N-dimethyl-formamide; at 20 - 60 ℃; for 2h; Inert atmosphere;

upstream raw materials:

thiophene-2-carbaldehyde

2-Iodothiophene

N,N-dimethyl-formamide

2-thiophenemethanol

Downstream raw materials:

2,2'-bithiophene-5-carboxaldehyde

5-methyl-2,2'-bithiophene-5'-carboxaldehyde

5-(phenylethynyl)thiophene-2-carboxaldehyde

5-phenylthiophene-2-carboxaldehyde

Refernces

• 1、 Imai, Sho,Togo, Hideo. "Synthetic utility of iodic acid in the oxidation of benzylic alcohols to aromatic aldehydes and ketones". . p. 6948 - 6954. Retrieved 2016/10/13.
• 2、 D'Auria,Mauriello. "Reevaluation of benzyltrimethylammonium dichloroiodide, previously reported to be a selective iodinating agent". . p. 248 - 250. Retrieved 2007/10/02.