108288-40-0

Basic information

• Product Name: 1-(Bromomethyl)-2-isothiocyanatobenzene
• Synonyms: 1-(Bromomethyl)-2-isothiocyanatobenzene
• CAS NO: 108288-40-0
• Molecular Formula: C₈H₆BrNS
• Molecular Weight: 228.10894
• Mol File: 108288-40-0.mol
• Article Data: 1

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1-(Bromomethyl)-2-isothiocyanatobenzene(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(Bromomethyl)-2-isothiocyanatobenzene(108288-40-0)
• EPA Substance Registry System: 1-(Bromomethyl)-2-isothiocyanatobenzene(108288-40-0)

Safety Data

• Hazard Codes: Xi
• HazardClass: IRRITANT
• Hazardous Substances Data: 108288-40-0(Hazardous Substances Data)

Usage

Structure

A derivative of benzene with a bromomethyl group and an isothiocyanate functional group attached to the carbon atoms.

Reactivity

High reactivity due to the presence of the isothiocyanate functional group.

Applications

a. Organic synthesis
b. Chemical research
c. Building block for more complex molecules

Biological and pharmacological activities

a. Anticancer properties
b. Antimicrobial properties

Toxicity

Known to be toxic.

Safety precautions

a. Can cause irritation to the skin
b. Can cause irritation to the eyes
c. Can cause irritation to the respiratory system
d. Proper handling and safety precautions should be taken when working with this compound.

Upstream product

• 614-69-7 2-tolyl isothiocyanate 

Downstream Products

• 109768-45-8 2-isothiocyanatobenzylpyridinium bromide 
• 108318-92-9 2-(hexamethylenetetramethylammoniummethyl)phenyl isothiocyanate bromide 
• 108288-43-3 2-(thiocyanatomethyl)phenyl isothiocyanate 
• 108288-52-4 2-(4-Chloro-phenoxy)-4H-benzo[d][1,3]thiazine 
• 108288-48-8 N-(2-methoxyphenyl)-4H-benzo[d][1,3]thiazin-2-amine 
• 188172-94-3 N-methyl-N-[1-[4-(4-fluorophenoxy)butyl]piperid-4-yl]-4H-3,1-benzothiazin-2-amine hydrogen maleate 
• 188173-20-8 N-[1-[4-(4-Chlorophenoxy)butyl]piperid-4-yl]-4H-3,1-benzothiazin-2-amine hydrogen maleate 
• 188173-18-4 N-[1-[4-(3,4-Difluorophenoxy)butyl]piperid-4-yl]-4H-3,1-benzothiazin-2-amine hydrogen maleate 
• 115134-68-4 2-(ethoxycarbonylmethylthio)indolyl-3-triphenylphosphonium chloride 
• 115134-69-5 3-hydroxy-3-methylthiazolo<1,2-b>indol-9-yltriphenylphosphonium bromide 
• 115134-70-8 2-(2-oxopropyl-1-thio)indolyl-3-triphenylphosphonium bromide 
• 115134-66-2 1-methyl-2-methylthioindolyl-3-triphenylphosphonium iodide 
• 115134-64-0 2-methylthioindolyl-3-triphenylphosphonium iodide 
• 115134-67-3 2-mercaptoindolyl-3-triphenylphosphonium chloride 

Relevant articles and documents

SOME NUCLEOPHILIC REACTIONS OF 2-ISOTHIOCYANATOBENZYL BROMIDE. A NEW SIMPLE SYNTHESIS OF 2-SUBSTITUTED 4H-BENZO-THIAZINES

N-Bromosuccinimide reacts with O-tolyl isothiocyanate to afford 2-isothiocyanatobenzyl bromide, a new type of bifunctional synthon.Nucleophiles I(1-), SCN(1-), 4-CH3C6H4SO2(1-) and hexamethylenetetramine yield substitution products of bromine.Amines and phenols react exclusively with the NCS grouping under formation of unstable thioureas, which in turn cyclize to the corresponding 4H-benzothiazines.Structure of these compounds was corroborated by IR, 1H, 13C NMR and mass spectral data and backed by elemental analysis.