3-Bromothiophenol

Base Information

• Chemical Name: 3-Bromothiophenol
• CAS No.: 6320-01-0
• Molecular Formula: C6H5BrS
• Molecular Weight: 189.076
• Hs Code.: 29309070
• European Community (EC) Number: 228-664-9
• NSC Number: 32017
• DSSTox Substance ID: DTXSID90212559
• Nikkaji Number: J206.912A
• Wikidata: Q72513085
• Mol file: 6320-01-0.mol

Synonyms:3-Bromothiophenol;6320-01-0;3-Bromobenzenethiol;m-Bromobenzenethiol;3-Bromo thiophenol;m-Bromothiophenol;3-bromobenzene-1-thiol;Benzenethiol, 3-bromo-;EINECS 228-664-9;NSC32017;3-bromo-benzenethiol;MFCD00009603;3-Bromobenzenethiol #;3-Bromothiophenol, 95%;SCHEMBL48315;DTXSID90212559;NSC 32017;NSC-32017;AKOS006221408;AT20871;PS-4355;AC-10873;B2348;CS-0040443;FT-0601021;EN300-65447;A834263;W-104929

Chemical Property of 3-Bromothiophenol

Chemical Property:

• Appearance/Colour: clear colourless to light yellow liquid
• Vapor Pressure: 0.169mmHg at 25°C
• Melting Point: 214-215 °C(Solv: isopropanol (67-63-0))
• Refractive Index: n20/D 1.634(lit.)
• Boiling Point: 220.3 °C at 760 mmHg
• PKA: 5.83±0.10(Predicted)
• Flash Point: 105 °C
• PSA: 38.80000
• Density: 1.599 g/cm³
• LogP: 2.73780
• Storage Temp.: Refrigerator
• Sensitive.: Stench
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 187.92953
• Heavy Atom Count: 8
• Complexity: 74.9

Purity/Quality:

99% ^*data from raw suppliers

3-Bromothiophenol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=CC(=C1)Br)S
• Uses: 3-Bromothiophenol has been used in the preparation of:3-lithium-O-lithiophenoxidebis[(diarylamino)styryl]benzene functionalized with sulfonium groups

Technology Process of 3-Bromothiophenol

There total 7 articles about 3-Bromothiophenol 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:

potassium ethyl xanthogenate (140-89-6) → 3-Bromothiophenol (6320-01-0)

Guidance literature:

With water; Kochen des Reaktionsprodukts mit wss.-methanol. oder wss.-aethanol. KOH;

DOI:10.1021/ja01167a117 DOI:10.1021/ja01119a069

Reference yield:

m-Bromoaniline (591-19-5) → 3-Bromothiophenol (6320-01-0)

Guidance literature:

Multistep reaction; (i) NaNO₂, aq. HCl, (ii) aq. EtOCS₂K;

Reference yield:

[(3-bromophenyl)sulfanyl]acetic acid (3996-39-2) → 3-Bromothiophenol (6320-01-0)

Guidance literature:

With perchloric acid; pyridinium chlorochromate; In water; acetic acid; at 24.85 - 44.85 ℃; Kinetics;

DOI:10.1002/(SICI)1097-4601(1999)31:10<683::AID-JCK1>3.0.CO;2-9

upstream raw materials:

3-Bromobenzenesulfonyl chloride

m-Bromoaniline

[(3-bromophenyl)sulfanyl]acetic acid

potassium ethyl xanthogenate

Downstream raw materials:

[(3-bromophenyl)sulfanyl]acetic acid

3-bromo-1-(methylthio)benzene

1-bromo-3-[(3-bromophenyl)disulfanyl]benzene

3-bromo-benzenesulfenyl chloride

Refernces

• 1、 Kabilan, S.,Pandiarajan, K.,Krishnasamy, K.,Sankar, P.. "Oxidative Cleavage of S-Arylmercaptoacetic Acids by Sodium Perborate: Kinetic and Correlation Study". . p. 443 - 452. Retrieved 2007/10/02.
• 2、 Amin, Hassan B.,Awad, Amin A.,Archer, William J.,Taylor, Roger. "Electrophilic Aromatic Substitution. Part 33. Partial Rate Factors for Protiodetritiation of Benzothiophen; the Resonance-dependent Reactivity of the Ring Positions". . p. 1489 - 1492. Retrieved 2007/10/02.