5-methylthiophene-2-carbonitrile
- Product Name
- 5-methylthiophene-2-carbonitrile
- CAS No.
- 72835-25-7
- Chemical Name
- 5-methylthiophene-2-carbonitrile
- Synonyms
- 2-Cyano-5-methylthiophene;5-Methyl-2-thiophenecarbonitrile;5-methylthiophene-2-carbonitrile;2-Thiophenecarbonitrile, 5-methyl-;5-Methylthiophene-2-carbonitrile95%;5-Methylthiophene-2-carbonitrile 95%;5-Methylthiophene-2-carbonitrile, 98%;2-Cyano-5-methylthiophene, 5-Methyl-2-thenonitrile
- CBNumber
- CB7854165
- Molecular Formula
- C6H5NS
- Formula Weight
- 123.18
- MOL File
- 72835-25-7.mol
5-methylthiophene-2-carbonitrile Property
- Boiling point:
- 73 °C
- Density
- 1.16±0.1 g/cm3(Predicted)
- refractive index
- 1.5540 to 1.5580
- Flash point:
- 86°
- storage temp.
- 2-8°C(protect from light)
- form
- clear liquid
- color
- Colorless to Light yellow to Light orange
- InChI
- InChI=1S/C6H5NS/c1-5-2-3-6(4-7)8-5/h2-3H,1H3
- InChIKey
- RBQRZWYCXAXPIN-UHFFFAOYSA-N
- SMILES
- C1(C#N)SC(C)=CC=1
Safety
- RIDADR
- UN 3276 6.1/PG III
- Hazard Note
- Harmful
- HazardClass
- 6.1
- PackingGroup
- III
- HS Code
- 2934999090
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Danger
- Hazard statements
-
H227Combustible liquid
H315Causes skin irritation
H319Causes serious eye irritation
- Precautionary statements
-
P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P270Do not eat, drink or smoke when using this product.
P271Use only outdoors or in a well-ventilated area.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P332+P313IF SKIN irritation occurs: Get medical advice/attention.
P337+P313IF eye irritation persists: Get medical advice/attention.
P370+P378In case of fire: Use … for extinction.
P403+P233Store in a well-ventilated place. Keep container tightly closed.
P403+P235Store in a well-ventilated place. Keep cool.
P405Store locked up.
P501Dispose of contents/container to..…
N-Bromosuccinimide Price
- Product number
- M2959
- Product name
- 5-Methylthiophene-2-carbonitrile
- Purity
- >98.0%(GC)
- Packaging
- 1g
- Price
- $91
- Updated
- 2025/07/31
- Product number
- M220240
- Product name
- 5-Methylthiophene-2-carbonitrile
- Packaging
- 10mg
- Price
- $45
- Updated
- 2021/12/16
- Product number
- M220240
- Product name
- 5-Methylthiophene-2-carbonitrile
- Packaging
- 50mg
- Price
- $60
- Updated
- 2021/12/16
- Product number
- CHM0027397
- Product name
- 5-METHYLTHIOPHENE-2-CARBONITRILE
- Purity
- 95.00%
- Packaging
- 1G
- Price
- $720.12
- Updated
- 2021/12/16
- Product number
- CHM0027397
- Product name
- 5-METHYLTHIOPHENE-2-CARBONITRILE
- Purity
- 95.00%
- Packaging
- 5G
- Price
- $1297.95
- Updated
- 2021/12/16
5-methylthiophene-2-carbonitrile Chemical Properties,Usage,Production
Synthesis Reference(s)
The Journal of Organic Chemistry, 22, p. 1636, 1957 DOI: 10.1021/jo01363a027
Synthesis
13679-70-4
72835-25-7
The general procedure for the synthesis of 5-methylthiophene-2-carbonitrile from 5-methyl-2-thiophenecarboxaldehyde is as follows: In a 50 mL three-necked round-bottomed flask equipped with a magnetic stirrer, a reflux condenser tube, and a thermometer, 6.3 g (50 mmol) of 5-methyl-2-thiophenecarboxaldehyde, 3.0 g (20 mmol) of sodium bromate, 10 mL (174 mmol) of acetic acid, and 5 g (74 mmol) of 25% ammonia solution. The reaction mixture was stirred at 80°C for 4 hours. Upon completion of the reaction, the mixture was diluted by adding 30 mL of water and 50 mL of ether to the mixture. Subsequently, the pH was adjusted to above 11 by slow dropwise addition of 23% aqueous sodium hydroxide solution. The organic phase was separated and washed sequentially with water and saturated aqueous sodium chloride solution. The organic layer was dried over anhydrous sodium sulfate and the ether was removed by distillation under reduced pressure to give 6.5 g of oily crude product. The crude product was purified by Kugel-rohr distillation to obtain 5.9 g of the colorless oily target product 5-methylthiophene-2-carbonitrile. The product was analyzed by high performance liquid chromatography (HPLC) with a purity of 94.0% (area percentage) and a yield of 96.0%. The structure of the target compound was further verified by liquid chromatography-mass spectrometry (LC-MS) analysis confirming that the molecular ion peak [M-1]+ of the product was 122.
References
[1] Patent: EP1555257, 2005, A1. Location in patent: Page/Page column 23-24
[2] Patent: EP1270577, 2003, A1
5-methylthiophene-2-carbonitrile Preparation Products And Raw materials
Raw materials
Preparation Products
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