Benzo[b]thiophen-5-ol

Base Information

• Chemical Name: Benzo[b]thiophen-5-ol
• CAS No.: 19301-35-0
• Molecular Formula: C8H6OS
• Molecular Weight: 150.201
• Hs Code.: 2934999090
• European Community (EC) Number: 958-896-2
• ChEMBL ID: CHEMBL4528997
• DSSTox Substance ID: DTXSID70480315
• Nikkaji Number: J150.980B
• Wikidata: Q82315013
• Mol file: 19301-35-0.mol

Synonyms:benzo[b]thiophen-5-ol;19301-35-0;5-Hydroxythionaphthene;1-benzothiophen-5-ol;5-hydroxybenzothiophene;5-hydroxy benzothiophene;5-hydroxy-1-benzothiophene;SCHEMBL534539;CHEMBL4528997;DTXSID70480315;CCSUVDYTBGWFIB-UHFFFAOYSA-N;MFCD16876937;AKOS014312186;CS-W006434;DS-7093;EN300-736080;J-517624;Z1255397714

Chemical Property of Benzo[b]thiophen-5-ol

Chemical Property:

• Melting Point: 103-104 °C
• Boiling Point: 301.6±15.0 °C(Predicted)
• PKA: 9.43±0.40(Predicted)
• PSA: 48.47000
• Density: 1.347±0.06 g/cm3(Predicted)
• LogP: 2.60690
• Storage Temp.: 2-8°C(protect from light)
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 150.01393598
• Heavy Atom Count: 10
• Complexity: 126

Purity/Quality:

97% ^*data from raw suppliers

BENZO[B]THIOPHEN-5-OL 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C=CS2)C=C1O

Technology Process of Benzo[b]thiophen-5-ol

There total 23 articles about Benzo[b]thiophen-5-ol 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: 96.0%

5-chlorobenzothiophene (20532-33-6) → benzo[b]thiophen-5-ol (19301-35-0)

Guidance literature:

With t-BuBrettPhos; C₄₄H₆₂NO₅PPdS; water; potassium hydroxide; In 1,4-dioxane; at 100 ℃; for 18h; Inert atmosphere;

DOI:10.1021/jo500662s

Reference yield: 93.0%

5-bromobenzo[b]thiophene (4923-87-9) → benzo[b]thiophen-5-ol (19301-35-0)

Guidance literature:

With copper acetylacetonate; N¹-(4-hydroxy-2,6-dimethylphenyl)-N²-(4-hydroxy-3,5-dimethylphenyl)oxalamide; water; In water; dimethyl sulfoxide; at 80 ℃; for 24h; Schlenk technique; Inert atmosphere;

DOI:10.1021/jacs.6b08114

Reference yield: 81.0%

5-methoxybenzothiophene (20532-30-3) → benzo[b]thiophen-5-ol (19301-35-0)

Guidance literature:

With boron tribromide-dimethyl sulfide complex; In chlorobenzene; for 8h; Reflux;

DOI:10.1016/j.bmcl.2012.02.046

upstream raw materials:

5-aminobenzo[b]thiophene

5-hydroxy benzo[b]thiophene-2-carboxylic acid

Benzo[b]thiophene

5-methoxybenzothiophene

Downstream raw materials:

benzo[b]thiophen-5-yl acetate

5-methoxybenzothiophene

3-bromo-1-benzo[b]thiophen-5-ol

5-trifluoromethylbenzothiophene