2-BROMOPHENYL ISOTHIOCYANATE

Base Information

• Chemical Name: 2-BROMOPHENYL ISOTHIOCYANATE
• CAS No.: 13037-60-0
• Molecular Formula: C7H4BrNS
• Molecular Weight: 214.085
• Hs Code.: 29309090
• Mol file: 13037-60-0.mol

Synonyms:Isothiocyanicacid, o-bromophenyl ester (7CI,8CI);2-Bromophenyl isothiocyanate;

Chemical Property of 2-BROMOPHENYL ISOTHIOCYANATE

Chemical Property:

• Appearance/Colour: clear light yellow liquid
• Vapor Pressure: 0.0115mmHg at 25°C
• Melting Point: 20 °C
• Refractive Index: 1.685
• Boiling Point: 256.4 °C at 760 mmHg
• Flash Point: 126.9 °C
• PSA: 44.45000
• Density: 1.5 g/cm³
• LogP: 3.18340
• Sensitive.: Moisture Sensitive

Purity/Quality:

98% ^*data from raw suppliers

2-Bromophenyl Isothiocyanate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn； Xi； C
• Hazard Codes: Xn,Xi,C
• Statements: 36/37/38-20/21/22-42
• Safety Statements: 36/37/39-26-45-36/37-22

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 2-Bromophenyl isothiocyanate has been used in the synthesis of 4-monosubstituted and 4,4-disubstituted 1,4-dihydro-3,1-benzoxazine-2-thiones.

Technology Process of 2-BROMOPHENYL ISOTHIOCYANATE

There total 15 articles about 2-BROMOPHENYL ISOTHIOCYANATE 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: 92.0%

triethylammonium o-bromophenyl dithiocarbamate salt (58654-89-0) → 1-bromo-2-isothiocyanatobenzene (13037-60-0)

Guidance literature:

With iodine; triethylamine; In acetonitrile; for 0.5h; Cooling with ice;

DOI:10.1002/ejoc.200900711

Reference yield: 90.0%

thiophosgene (463-71-8) + 2-bromoaniline (615-36-1) → 1-bromo-2-isothiocyanatobenzene (13037-60-0)

Guidance literature:

With sodium hydrogencarbonate; In acetone;

DOI:10.1016/j.tetlet.2014.01.135

Reference yield: 85.0%

2-bromoaniline (615-36-1) + (2-bromo-2,2-difluoro-acetyl)oxysodium → 1-bromo-2-isothiocyanatobenzene (13037-60-0)

Guidance literature:

With sulfur; potassium phosphate; copper(l) iodide; In acetonitrile; at 100 ℃; for 12h; Schlenk technique;

DOI:10.1039/c8cc09190k

upstream raw materials:

thiophosgene

2-bromoaniline

2-bromo N-hydroxybenzimidoyl chloride

potassium thioacyanate

Downstream raw materials:

N,N'-bis(o-bromophenyl)thiourea

C₁₂H₁₆BrN₃S

C₁₂H₁₄BrN₃S

2-(4-nitrophenoxy)-1,3-benzothiazole

Refernces

• 1、 -. "Thiourea type nitrogen phosphine ligand and preparation method and application thereof". Paragraph 0051-0054. . Retrieved 2021/11/10.
• 2、 Feng, Wei,Zhang, Xing-Guo. "Organophosphine-free copper-catalyzed isothiocyanation of amines with sodium bromodifluoroacetate and sulfur". supporting information. p. 1144 - 1147. Retrieved 2019/01/28.