Benzo[b]thiophen-4(5H)-one, 6,7-dihydro-

Base Information

• Chemical Name: Benzo[b]thiophen-4(5H)-one, 6,7-dihydro-
• CAS No.: 13414-95-4
• Molecular Formula: C8H8OS
• Molecular Weight: 152.217
• Hs Code.: 29349990
• European Community (EC) Number: 236-510-7
• NSC Number: 99002
• UNII: TA3LE3X96K
• DSSTox Substance ID: DTXSID4065440
• Nikkaji Number: J317.869B
• Wikidata: Q72464678
• Mol file: 13414-95-4.mol

Synonyms:13414-95-4;6,7-Dihydro-4-benzo[b]thiophenone;6,7-dihydro-5H-benzo[b]thiophen-4-one;4-Keto-4,5,6,7-tetrahydrothianaphthene;6,7-Dihydrobenzo[b]thiophen-4(5H)-one;Benzo[b]thiophen-4(5H)-one, 6,7-dihydro-;6,7-Dihydro-1-benzothiophen-4(5H)-one;6,7-dihydro-5H-1-benzothiophen-4-one;6,7-Dihydrobenzo[b]thiophen-4-one;4,5,6,7-Tetrahydrothionaphthen-4-one;4,5,6,7-Tetrahydro-4-benzothiophenone;4-Oxo-4,5,6,7-tetrahydrothianaphthene;4-Keto-4,5,6,7-tetrahydrothlanaphthene;NSC99002;MFCD00005861;TA3LE3X96K;4,5,6,7-Tetrahydro-4-oxothionaphthene;6,7-Dihydrobenzo(b)thiophen-4(5H)-one;4-Keto-4,5,6,7-tetrahydro-thianaphthene;4-Oxo-4,5,6,7-tetrahydrobenzo[b]thiophene;Benzo(b)thiophen-4(5H)-one, 6,7-dihydro-;EINECS 236-510-7;NSC 99002;NSC-99002;4,5,6,7-Tetrahydro-4-oxobenzo(b)thiophene;4-Oxo-4,5,6,7-tetrahydrobenzo(b)thiophene;4,5,6,7-tetrahydrobenzo(b)thiophen-4-one;4,5,6,7-tetrahydrobenzo[b]thiophen-4-one;4,5,6,7-tetrahydro-1-benzothiophen-4-one;6,7-dihydro-5H-benzothiophen-4-one;4,5,6,7-tetrahydro-4-oxo-benzo[b]thiophene;UNII-TA3LE3X96K;NCIOpen2_002165;BIDD:GT0031;SCHEMBL153954;DTXSID4065440;CS-M2369;4,6,7-Tetrahydrothionaphthen-4-one;AM9876;BBL103860;STL557670;4,6,7-Tetrahydro-4-benzothiophenone;4,6,7-Tetrahydro-4-oxothionaphthene;4-Oxo-4,6,7-tetrahydrothianaphthene;4-keto-4,6,7-Tetrahydrothianaphthene;AKOS000267158;AC-3289;PB11579;6,7-dihydro-1-benzthiophen-4(5H)one;4,5,6, 7-Tetrahydrothionaphthen-4-one;4,5,6, 7-Tetrahydro-4-oxothionaphthene;AS-18677;Benzo[b]thiophen-4(5H)-one,7-dihydro-;SY004638;3-Benzyl-5(2-OHEt)-4-mEtthiazolium Cl;4-keto-4,5,6, 7-Tetrahydrothianaphthene;6,7-dihydro-1-benzothiophene-4(5H)-one;6,7-Dihydro-4-benzo[b]thiophenone, 98%;BB 0260337;D5714;FT-0617129;6, {7-Dihydrobenzo[b]thiophen-4(5H)-one};EN300-25382;{Benzo[b]thiophen-4(5H)-one,} 6,7-dihydro-;J-640131;J-800135;Q-102486

Chemical Property of Benzo[b]thiophen-4(5H)-one, 6,7-dihydro-

Chemical Property:

• Appearance/Colour: white to yellow low melting solid or liquid after
• Vapor Pressure: 0.000591mmHg at 25°C
• Melting Point: 38-40 °C
• Refractive Index: 1.5895-1.5915
• Boiling Point: 267 °C at 760 mmHg
• Flash Point: 115.3 °C
• PSA: 45.31000
• Density: 1.245g/cm³
• LogP: 2.26710
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility.: Soluble in chloroform.
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 152.02958605
• Heavy Atom Count: 10
• Complexity: 155

Purity/Quality:

99.5% ^*data from raw suppliers

6,7-Dihydrobenzo[b]thiophen-4-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22
• Safety Statements: 22-24/25-36/37/39-26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC2=C(C=CS2)C(=O)C1
• Uses: It is an important raw material and intermediate used in organic synthesis, pharmaceuticals, agrochemicals and dyestuffs and is also used in medicine.

Technology Process of Benzo[b]thiophen-4(5H)-one, 6,7-dihydro-

There total 11 articles about Benzo[b]thiophen-4(5H)-one, 6,7-dihydro- 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: 95.0%

4,5,6,7-tetrahydro-benzo[b]thiophen-4-ol (71189-30-5,601525-52-4) → 4-keto-4,5,6,7-tetrahydrothianaphthene (13414-95-4)

Guidance literature:

With acetone; In toluene; at 80 ℃; for 0.333333h; Flow reactor;

DOI:10.1021/ol4027107

Reference yield: 90.0%

2-thiophenebutyric acid (4653-11-6) → 4-keto-4,5,6,7-tetrahydrothianaphthene (13414-95-4)

Guidance literature:

With trifluoroacetic acid; trifluoroacetic anhydride; at 20 ℃; for 12h; Inert atmosphere;

DOI:10.1016/j.tetlet.2018.01.026

Reference yield: 85.0%

2-thiophenebutyric acid (4653-11-6) + acetic anhydride (108-24-7) → 4-keto-4,5,6,7-tetrahydrothianaphthene (13414-95-4) + 2-acetyl-6,7-dihydrobenzothiophen-4(5H)-one (74458-89-2)

Guidance literature:

With phosphoric acid; at 120 - 140 ℃; for 3h;

upstream raw materials:

4-(thiophen-2-yl)butanoyl chloride

benzene

2-thiophenebutyric acid

n-hexanoic anhydride

Downstream raw materials:

4,5,6,7-Tetrahydro-4-hydroxy-4-phenylbenzothiophene

4,5,6,7-Tetrahydro-4-phenylbenzothiophene

4,5,6,7-Tetrahydro-4-(4-methoxyphenyl)benzothiophene

4,5,6,7-Tetrahydro-4-(4-methylphenyl)benzothiophene

Refernces

• 1、 Cho, Hidetsura,Matsuki, Shinsuke. "Ring construction of several heterocycles with phosphorus pentoxide-methanesulfonic acid (PPMA)". . p. 127 - 131. Retrieved 1996.
• 2、 Fukada,Trudell,Johnson,Cook. "Synthetic studies in the β-carboline area new entry into 4-substituted and 3,4-disubstituted β-carbolines". . p. 2139 - 2142. Retrieved 1985.
• 3、 Chorghade, Rajeev,Battilocchio, Claudio,Hawkins, Joel M.,Ley, Steven V.. "Sustainable flow oppenauer oxidation of secondary benzylic alcohols with a heterogeneous zirconia catalyst". . p. 5698 - 5701. Retrieved 2013.
• 4、 Vekariya, Rakesh H.,Horton, Matthew C.,Aubé, Jeffrey. "Hexafluoro-2-propanol-promoted intramolecular friedel-crafts acylation". . p. 486 - 498. Retrieved 2019/08/20.
• 5、 Motiwala, Hashim F.,Vekariya, Rakesh H.,Aubé, Jeffrey. "Intramolecular Friedel-Crafts Acylation Reaction Promoted by 1,1,1,3,3,3-Hexafluoro-2-propanol". supporting information. p. 5484 - 5487. Retrieved 2015/11/18.