5-Methyl-2-thiophenecarboxaldehyde

Base Information

• Chemical Name: 5-Methyl-2-thiophenecarboxaldehyde
• CAS No.: 13679-70-4
• Molecular Formula: C6H6OS
• Molecular Weight: 126.179
• Hs Code.: 29349990
• European Community (EC) Number: 237-178-6
• NSC Number: 87542
• UNII: UDF14S002L
• DSSTox Substance ID: DTXSID0047169
• Nikkaji Number: J5.207H
• Wikidata: Q27291030
• Metabolomics Workbench ID: 45520
• ChEMBL ID: CHEMBL3186212
• Mol file: 13679-70-4.mol

Synonyms:13679-70-4;5-METHYL-2-THIOPHENECARBOXALDEHYDE;5-Methylthiophene-2-carbaldehyde;5-Methylthiophene-2-carboxaldehyde;2-Formyl-5-methylthiophene;5-Methyl-2-thiophenecarbaldehyde;2-Thiophenecarboxaldehyde, 5-methyl-;5-Methyl-2-thiophene carboxaldehyde;5-Methyl-2-formylthiophene;5-Methylthiophene-2-aldehyde;5-Methyl-2-thenaldehyde;5-Methyl-2-thiophencarboxaldehyde;bread thiophene;FEMA No. 3209;thiophene, 2-Methyl, 5-formyl;5-METHYL-2-THIOPHENE-CARBOXALDEHYDE;Thiophen-2-carboxaldehyde, 5-methyl;UNII-UDF14S002L;5-Methyl-2-thienylcarbaldehyde;UDF14S002L;DTXSID0047169;5-Methyl-2-carboxaldehyde-thiophene;EINECS 237-178-6;MFCD00005434;NSC 87542;NSC-87542;5-Methly-2-thiophenecarboxaldehyde;NSC87542;SCHEMBL40949;5-methyl-2-thiophenealdehyde;5-methylthiophene carbaldehyde;BIDD:GT0340;5-methyl-thiophene-2-aldehyde;5-methyl thiophenecarboxaldehyde;5-methyl-2-thiophencarbaldehyde;5-methyl-2-thiphenecarbaldehyde;CHEMBL3186212;DTXCID8027169;5-methyl-thiophene-2-carbaldehyde;CHEBI:179842;2-methylthiophene-5-carboxaldehyde;2-METHYL-5-FORMYLTHIOPHENE;5-methyl-thiophene-2-carboxaldehyde;BCP27449;Tox21_302636;STL584026;AKOS000120440;AB00417;AC-7208;CS-W018539;5-Methyl-2-thiophenecarboxaldehyde, FG;NCGC00256921-01;5-Methyl-2-thiophenecarboxaldehyde, 98%;AM803182;AS-15637;HY-34465;SY005122;CAS-13679-70-4;FT-0620676;M0911;EN300-20401;F11208;W-108999;Q27291030;5-Methyl-2-thiophenecarboxaldehyde, analytical standard;F2190-0598;Z104478048

Chemical Property of 5-Methyl-2-thiophenecarboxaldehyde

Chemical Property:

• Appearance/Colour: clear yellow to brown liquid
• Vapor Pressure: 0.127mmHg at 25°C
• Melting Point: 184-186 °C
• Refractive Index: n20/D 1.583(lit.)
• Boiling Point: 218.3 °C at 760 mmHg
• Flash Point: 87.8 °C
• PSA: 45.31000
• Density: 1.18 g/cm³
• LogP: 1.86900
• Storage Temp.: 2-8°C
• Sensitive.: Air Sensitive
• Solubility.: Soluble in ether and ethanol.
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 126.01393598
• Heavy Atom Count: 8
• Complexity: 92.5

Purity/Quality:

99% ^*data from raw suppliers

5-Methyl-2-thiophenecarboxaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 23-24/25-36-26-7/9-37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(S1)C=O
• Description: May be synthesized from thiophene (or its derivatives) and formamide in the presence of POCl3; from N-(2-thenyl)formaldimines.
• Uses: 5-Methylthiophene-2-carboxaldehyde is used as a food additive. It is an analytical reagent. The reagent has been synthesized and characterized using IR, 1H NMR and Mass spectral data.

Technology Process of 5-Methyl-2-thiophenecarboxaldehyde

There total 26 articles about 5-Methyl-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: 99.0%

2-Methylthiophene (554-14-3) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 5-methylthiophene-2-carboxaldehyde (13679-70-4)

Guidance literature:

2-Methylthiophene; With ethylmagnesium chloride; N-cyclohexyl-cyclohexanamine; In tetrahydrofuran; at 60 ℃; for 24h; Inert atmosphere;

N,N-dimethyl-formamide; In tetrahydrofuran; at 20 ℃; for 1h;

DOI:10.1016/j.tetlet.2011.12.108

Reference yield: 95.0%

2-Methylthiophene (554-14-3) + Vilsmeier reagent (3724-43-4,149409-22-3) → 5-methylthiophene-2-carboxaldehyde (13679-70-4)

Guidance literature:

2-Methylthiophene; Vilsmeier reagent; at 0 ℃; for 0.5h; Reflux;

With water; sodium carbonate; at 0 ℃;

DOI:10.1021/acs.joc.1c00334

Reference yield: 84.0%

2,5-DIMETHYLTHIOPHENE (638-02-8) → 5-methylthiophene-2-carboxaldehyde (13679-70-4)

Guidance literature:

With trichlorophosphate; In N,N-dimethyl-formamide; at 100 ℃; for 8h; Cooling with ice;

DOI:10.3390/molecules23020252

upstream raw materials:

2-Methylthiophene

N,N-dimethyl-formamide

N-methyl-N-phenylformamide

5-methyl-thiophene-2-carbaldehyde-diethylacetal

Downstream raw materials:

3c-(5-methyl-[2]thienyl)-2-p-tolyl-acrylonitrile

5-methyl-thiophene-2-carbaldehyde-(4-hydroxy-phenylimine)

3c-(5-methyl-[2]thienyl)-2-(4-nitro-phenyl)-acrylonitrile

(E)‐2‐((5‐methylthiophen‐2‐yl)methylene)hydrazinecarbothioamide