2-(Hydroxymethyl)benzo[b]thiophene 1,1-dioxide

Base Information

• Chemical Name: 2-(Hydroxymethyl)benzo[b]thiophene 1,1-dioxide
• CAS No.: 134996-50-2
• Molecular Formula: C9H8O3S
• Molecular Weight: 196.22
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID10405340
• Nikkaji Number: J899.955D
• Wikidata: Q82209841
• Mol file: 134996-50-2.mol

Synonyms:134996-50-2;Benzothiophene sulfone-2-methanol;2-(Hydroxymethyl)benzo[b]thiophene 1,1-dioxide;(1,1-dioxo-1-benzothiophen-2-yl)methanol;SCHEMBL7263713;DTXSID10405340;AMY32418;AKOS022181034;1,1-dioxobenzo[b]thiophene-2-methanol;AT35841;Benzothiophene sulfone-2-methanol, 97%;Benzo[b]thiophene-2-Methanol 1,1-dioxide;CS-0078598;BENZOTHIOPHENE SULFONE-2-METHANOL 97;2-(Hydroxymethyl)benzo[b]thiophene1,1-dioxide;2-(Hydroxymethyl)-1H-1-benzothiophene-1,1-dione;J-006629

Chemical Property of 2-(Hydroxymethyl)benzo[b]thiophene 1,1-dioxide

Chemical Property:

• Vapor Pressure: 2.41E-09mmHg at 25°C
• Melting Point: 113-117 °C(lit.)
• Refractive Index: 1.64
• Boiling Point: 462.3oC at 760 mmHg
• PKA: 13.27±0.10(Predicted)
• Flash Point: 233.4oC
• PSA: 62.75000
• Density: 1.453g/cm3
• LogP: 1.88790
• XLogP3: 1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 196.01941529
• Heavy Atom Count: 13
• Complexity: 323

Purity/Quality:

98%,99%, ^*data from raw suppliers

Benzothiophene sulfone-2-methanol 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C=C(S2(=O)=O)CO

Technology Process of 2-(Hydroxymethyl)benzo[b]thiophene 1,1-dioxide

There total 4 articles about 2-(Hydroxymethyl)benzo[b]thiophene 1,1-dioxide 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: 75.0%

benzothiophene-2-methanol (17890-56-1) → 1,1-dioxobenzo[b]thiophen-2-ylmethanol (134996-50-2)

Guidance literature:

With sodium perborate; In acetic acid; at 45 - 50 ℃;

DOI:10.1021/jo982140l

Reference yield:

Benzo[b]thiophene (95-15-8,11095-43-5) → 1,1-dioxobenzo[b]thiophen-2-ylmethanol (134996-50-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) n-BuLi / 1.) THF, hexane, -30 deg C, 2 h, 2.) -78 deg C to room temperature, overnight

2: 75 percent / sodium perborate tetrahydrate / acetic acid / 45 - 50 °C

With sodium perborate; n-butyllithium; In acetic acid;

DOI:10.1021/jo982140l

Reference yield:

formaldehyd (50-00-0,30525-89-4,61233-19-0) + Benzo[b]thiophene (95-15-8,11095-43-5) → 1,1-dioxobenzo[b]thiophen-2-ylmethanol (134996-50-2)

Guidance literature:

With n-butyllithium; peracid; Yield given. Multistep reaction;

DOI:10.1021/ja9713690

upstream raw materials:

formaldehyd

Benzo[b]thiophene

benzothiophene-2-methanol

benzothiophen-2-yllithium

Downstream raw materials:

benzothiophenesulfone-2-methyl N-(p-chlorophenyl)carbamate

(4-nitro-phenyl)-carbamic acid 1,1-dioxo-1H-1λ⁶-benzo[b]thiophen-2-ylmethyl ester

Bsmoc-Gly-OH

Bsmoc-Ala-OH