3-Methylbenzo[b]thiophene-2-carbonitrile

Base Information

• Chemical Name: 3-Methylbenzo[b]thiophene-2-carbonitrile
• CAS No.: 3216-49-7
• Molecular Formula: C₁₀H₇NS
• Molecular Weight: 173.238
• NSC Number: 108923
• DSSTox Substance ID: DTXSID30296353
• Nikkaji Number: J443.939B
• Wikidata: Q72487992
• Mol file: 3216-49-7.mol

Synonyms:3-methylbenzo[b]thiophene-2-carbonitrile;3216-49-7;3-methyl-1-benzothiophene-2-carbonitrile;HMS1666O21;NSC108923;LORACARBEF(200MG);SCHEMBL23261474;AMY6451;DTXSID30296353;CCG-53349;AKOS006280208;NSC-108923;AS-50135;3-Methyl-benzo[b]thiophene-2-carbonitrile;CS-0323593;FT-0708554;O11034;SR-01000642517-1

Chemical Property of 3-Methylbenzo[b]thiophene-2-carbonitrile

Chemical Property:

• Vapor Pressure: 0.000188mmHg at 25°C
• Refractive Index: 1.656
• Boiling Point: 328.5 °C at 760 mmHg
• Flash Point: 152.5 °C
• Density: 1.23 g/cm³
• Storage Temp.: 2-8°C
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 173.02992040
• Heavy Atom Count: 12
• Complexity: 217

Purity/Quality:

98%min ^*data from raw suppliers

3-Methylbenzo[b]thiophene-2-carbonitrile 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(SC2=CC=CC=C12)C#N

Technology Process of 3-Methylbenzo[b]thiophene-2-carbonitrile

There total 10 articles about 3-Methylbenzo[b]thiophene-2-carbonitrile 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: 84.0%

3-methylbenzo[b]thiophene-2-carboxaldehyde (22053-74-3) → 3-methylbenzothiophene-2-carbonitrile (3216-49-7)

Guidance literature:

With ammonia; oxygen; In tert-Amyl alcohol; at 40 ℃; for 24h; under 750.075 Torr; Green chemistry;

DOI:10.1039/c7gc02627g

Reference yield: 73.0%

methanol (67-56-1) + 3-methylbenzothiophene (1455-18-1) + sodium cyanide (143-33-9,25596-52-5) → 3-methoxymethyl-benzo[b]thiophene (139710-72-8) + 3-methylbenzothiophene-2-carbonitrile (3216-49-7) + 3-Methoxy-3-methyl-2,3-dihydro-benzo[b]thiophene-2-carbonitrile (139710-73-9) + (2R,3S)-2,3-Dimethoxy-3-methyl-2,3-dihydro-benzo[b]thiophene (68452-02-8)

Guidance literature:

Further byproducts given; Pt foil electrode, saturated calomel electrode;

Reference yield: 73.0%

methanol (67-56-1) + 3-methylbenzothiophene (1455-18-1) + sodium cyanide (143-33-9,25596-52-5) → 3-methylbenzothiophene-2-carbonitrile (3216-49-7) + 3-methylbenzo[b]thiophene-4-carbonitrile (139710-71-7) + 3-Methoxy-3-methyl-2,3-dihydro-benzo[b]thiophene-2-carbonitrile (139710-73-9) + (2R,3S)-2,3-Dimethoxy-3-methyl-2,3-dihydro-benzo[b]thiophene (68452-02-8)

Guidance literature:

Further byproducts given; Pt foil electrode, saturated calomel electrode;

upstream raw materials:

methanol

3-methylbenzothiophene

sodium cyanide

3-methylbenzo[b]thiophene-2-carboxaldehyde

Refernces

• 1、 Murugesan, Kathiravan,Senthamarai, Thirusangumurugan,Sohail, Manzar,Sharif, Muhammad,Kalevaru, Narayana V.,Jagadeesh, Rajenahally V.. "Stable and reusable nanoscale Fe2O3-catalyzed aerobic oxidation process for the selective synthesis of nitriles and primary amides". supporting information. p. 266 - 273. Retrieved 2018/01/12.
• 2、 Yoshida, Kunihisa,Miyoshi, Kohji. "Anodic Cyanation of Benzothiophenes". . p. 333 - 336. Retrieved 2007/10/02.