1985-12-2

Basic information

• Product Name: 4-BROMOPHENYL ISOTHIOCYANATE
• Synonyms: P-BROMOPHENYL ISOTHIOCYANATE;Benzene, 1-bromo-4-isothiocyanato-;Bromobenzene-4-isothiocyanate;Isothiocyanic acid, p-bromophenyl ester;isothiocyanicacid,p-bromophenylester;Phenylisothiocyanate, 4-bromo;Trichofytocid;4-BROMOPHENYL ISOTHIOCYANATE
• CAS NO: 1985-12-2
• Molecular Formula: C₇H₄BrNS
• Molecular Weight: 214.08
• EINECS: -0
• Product Categories: Organic Building Blocks;Reagents for Protein SequencingOrganic Building Blocks;Protein Sequencing;Protein Structural Analysis;Sulfur Compounds;Thiocyanates/Isothiocyanates
• Mol File: 1985-12-2.mol
• Article Data: 70

Chemical Properties

• Melting Point: 56-58 °C(lit.)
• Boiling Point: 144-145 °C (5 mmHg)
• Flash Point: >110°C
• Appearance: /
• Density: 1.7158 (rough estimate)
• Vapor Pressure: 0.00656mmHg at 25°C
• Refractive Index: 1.6070 (estimate)
• Storage Temp.: Refrigerator (+4°C)
• Water Solubility: 11.56mg/L(25 oC)
• Sensitive: Moisture Sensitive
• BRN: 878549
• CAS DataBase Reference: 4-BROMOPHENYL ISOTHIOCYANATE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-BROMOPHENYL ISOTHIOCYANATE(1985-12-2)
• EPA Substance Registry System: 4-BROMOPHENYL ISOTHIOCYANATE(1985-12-2)

Safety Data

• Hazard Codes: Xn,Xi,C
• Statements: 20/21/22-36/37/38-42
• Safety Statements: 22-26-36/37-45
• RIDADR: 2811
• WGK Germany: 3
• RTECS: NX8400000
• F: 10-21
• HazardClass: 6.1
• PackingGroup: III
• Hazardous Substances Data: 1985-12-2(Hazardous Substances Data)

Usage

Chemical Properties

white to light yellow crystalline powder

Uses

4-Bromophenyl isothiocyanate was used in the synthesis of 1-(4-bromophenyl)-3-ethyl-(1,2-dideoxy-D-glycero-α-D-galacto-heptofurano)[2,1-d]imidazolidine-2-thione.

Purification Methods

Recrystallise the isothiocyanate from boiling n-hexane. Any insoluble material is most probably the corresponding urea. It is also purified by steam distillation, cool the receiver, add NaCl and extract in Et2O, wash the extract with N H2SO4, dry (MgSO4), evaporate and recrystallise the residual solid. [Cymerman-Craig et al. Org Synth Coll Vol IV 700 1963, cf Dains et al. Org Synth Coll Vol I 447 1941, Beilstein 6 IV 1051, 12 II 354, 12 III 1463p, 12 IV 1519.]

InChI:InChI=1/C7H4BrNS/c8-6-1-3-7(4-2-6)9-5-10/h1-4H

Upstream product

• 2646-30-2 1-(4-bromophenyl)thiourea 
• 2059-75-8 N,N'-bis(p-bromophenyl)thiourea 
• 463-71-8 thiophosgene 
• 106-40-1 4-bromo-aniline 
• 75-15-0 carbon disulfide 
• 14987-96-3 N-(4-bromophenyl)triphenyliminophosphorane 
• 67-56-1 methanol 
• 4137-02-4 3-(4-Bromphenyl)-4-oxo-2-thioxo-tetrahydro-1,3-thiazin 
• 59723-45-4 3-(4-bromo-phenyl)-6-methyl-2-thioxo-[1,3]thiazinan-4-one 
• 78556-13-5 (4-Bromo-phenyl)-[3-(4-bromo-phenyl)-[1,3]thiazinan-(2Z)-ylidene]-amine 
• 104-12-1 p-chlorphenylisocyanate 
• 97-65-4 2-methylenesuccinic acid 
• 333-20-0 potassium thioacyanate 
• 673-40-5 4-bromobenzenediazonium tetrafluoroborate 

Downstream Products

• 108481-65-8 aziridine-1-carbothioic acid-(4-bromo-anilide) 
• 109337-81-7 N-(4-bromophenyl)piperidine-1-carbothioamide 
• 67616-72-2 N-(4-bromophenyl)-N'-(2-pyridyl) thiourea 
• 100280-44-2 N-(4-bromo-phenyl)-N'-(5-methyl-[2]pyridyl)-thiourea 
• 100280-43-1 N-(4-bromo-phenyl)-N'-(4-methyl-[2]pyridyl)-thiourea 
• 100124-11-6 N-(4-bromo-phenyl)-N'-(5-chloro-[2]pyridyl)-thiourea 
• 86253-09-0 N-(4-bromo-phenyl)-N'-[1]naphthyl-thiourea 
• 81518-24-3 4-(4-Bromophenyl)-1-salicyl-3-thiosemicarbazide 
• 72544-82-2 1-(4-bromo-phenyl)-3-(4-nitro-phenyl)-thiourea 
• 32062-69-4 N-(p-bromophenyl)-N'-phenylthiourea 
• 502759-98-0 N-(4-bromo-phenyl)-N'-(2-hydroxy-phenyl)-thiourea 
• 31428-98-5 N-(4-ethoxy-phenyl)-N'-(4-bromo-phenyl)-thiourea 
• 22937-95-7 N-(4-bromo-phenyl)-N'-m-tolyl-thiourea 
• 61449-55-6 1-(4-bromophenyl)-3-methyl-thiourea 

Relevant articles and documents

Facile synthesis of 1-(4-bromophenyl)-1H-tetrazol-5-amine and related amide derivatives

An efficient one-pot synthesis of 1-(4-bromophenyl)-1H-tetrazol-5-amine was performed using 4-bromoaniline as the starting material. A novel and widely applicable amidation procedure was then employed, whereby 1-(4-bromophenyl)-1H-tetrazol-5-amine was acylated with different acyl chlorides in the presence of lithium bis(trimethylsilyl)amide as catalyst, for the high-yield synthesis of [1-(4-bromophenyl)-1H-tetrazol-5-yl]amide derivatives.

Tetrabutylammonium Iodide/I2 Mediated Convenient and Green Synthesis of Substituted Organic Isothiocyanates

-

A catalyst-free method for the synthesis of 1,4,2-dithiazoles from isothiocyanates and hydroxylamine triflic acid salts

A catalyst-free method for the preparation of 1,4,2-dithiazoles is developed by reactions of isothiocyanates with hydroxylamine triflic acid salts. This reaction achieves C-S, C-N, and S-N bond formation, and a range of products are obtained in moderate to good yields. The obvious feature is using shelf-stable hydroxylamine triflic acid salts as a N source to synthesize heterocycles under mild conditions.