TRIBROMOMETHYL PHENYL SULFONE

PRODUCT IDENTIFICATION

CAS NO. 17025-47-7

TRIBROMOMETHYL PHENYL SULFONE

EINECS NO. 241-096-6
FORMULA C6H5SO2CBr3
MOL WT. 392.89
H.S. CODE 2904.90.4000
TOXICITY  
SYNONYMS Tribromo Methyl Sulphonyl Benzene; Tribromomethyl phenyl sulfone;
Phenyl tribromomethyl sulfone; [(tribromomethyl)sulfonyl]-Benzene;
SMILES O=S(=O)(c1ccccc1)C(Br)(Br)Br

CLASSIFICATION

photosensitive material

EXTRA NOTES

 

PHYSICAL AND CHEMICAL PROPERTIES

PHYSICAL STATE white crystalline powder
MELTING POINT 145 - 149 C
BOILING POINT  
SPECIFIC GRAVITY  
SOLUBILITY IN WATER  
AUTOIGNITION  
pH  
VAPOR DENSITY  
NFPA RATINGS  

REFRACTIVE INDEX

 
FLASH POINT  
STABILITY Stable under ordinary conditions

EXTERNAL LINKS & GENERAL DESCRIPTION

Wikipedia Linking - Photoinitiator

Google Scholar Search

PubChem Compound Summary - Tribromomethyl phenyl sulfone

http://www.ebi.ac.uk/chebi/ -  Tribromomethyl phenyl sulfone

http://www.ncbi.nlm.nih.gov/ -  Tribromomethyl phenyl sulfone

Material Safety Data Sheet

http://www.beilstein-journals.org/
A halogenmethylsulfonyl moiety is incorporated in numerous active herbicides and fungicides. The synthesis of tribromomethyl phenyl sulfone derivatives as novel potential pesticides is reported. The title sulfone was obtained by following three different synthetic routes, starting from 4-chlorothiophenol or 4-halogenphenyl methyl sulfone. Products of its subsequent nitration were subjected to the S
NAr reactions with ammonia, amines, hydrazines and phenolates to give 2-nitroaniline, 2-nitrophenylhydrazine and diphenyl ether derivatives. Reduction of the nitro group of 4-tribromomethylsulfonyl-2-nitroaniline yielded the corresponding o-phenylenediamine substrate for preparation of structurally varied benzimidazoles.

Local:
Polymerization is initiated generally by free radical. There are four types of free radical initiators which initiate polymerization.

  • Peroxides including hydroperoxides (tertiary-butyl hydroperoxide, benzoylperoxide)
  • Azocompound thermal initiators (azoisobutyronitrile)
  • Redoxinitiators (mixture of iron(III) acetylacetonate): free radicals are formed by one-electron transferreactions. Useful in low temperature and emulsion polymerization
  • Photoinitiators (benzoin, benzil dimethylketal)

The main advantage of polymerization started by photoinitiators is temperature-independence and easy control. It can be conducted at very low temperatures and can be stopped simply by removing the light source. Photoinitiators are compounds that break down into free radicals upon exposure to ultraviolet radiation. Photoinitiators undergo a unimolecular bond cleavage upon irradiation to yield free radicals (benzoin esters; benzil ketals; alpha-dialkoxy acetophenones; alpha-hydroxy-alkylphenones; alpha-amino alkyl- phosphine; acylphosphine oxides). Another type of photoinitiators undergo a bimolecular reaction where the excited state of the photoinitiator interacts with a second molecule (a coinitiator) to generate free radicals(benzo phenones,amines; thioxanthones,amines; titanocenes). Photoinitiators are widely applied in UV curing inks, wood coatings, paper coatings, optical fiber, PCB, screen printing , paper varnish and other surface coatings.

The common examples of sulfone compounds are dapsone (4,4'-sulfonylbisbenzenamine) and its derivative. Dapsone (4,4'-sulfonylbisbenzenamine) is a parent compound in preparing sulfonamide antibacterial agents such as acedapsone, acetosulfone, glucosulfone, sulfoxone and solapsone. Dapsone and its derivatives have bacteriostatic activity against a broad spectrum of gram-negative and gram-positive organisms. Dapsone is a primary treatment for Dermatitis herpetiformis and in the treatment of leprosy (Mycobacterium leprae infections) leads to apparent improvementas. It is used in the prophylaxis of falciparum malaria. It is a white crystalline powder; melting point 175 - 180C; insoluble in water and vegetable oils. Dapsone is also widely used in polymer industry as a cross linkage agent in manufacturing polysulfone amide engineering plastics. Sulfone-containing engineering plastics are thermally stable and have high resistance property to acids and alkalis. Tazobactam is a penicillanic acid sulfone derivative which acts as a beta-lactamase inhibitor similar to sulbactam. Tazobactam is used in combination with piperacillin to widen the spectrum of activity. Sulfone class compounds which have a sulfonyl group attached to two carbon atoms are active as an antibiotic.

Tribromomethyl phenyl sulfone is used as a photoinitiator for UV-curable systems, inks and varnishes. It is used as an intermediate for the synthesis of pharmaceuticals and other organic compounds.

SALES SPECIFICATION

APPEARANCE

white crystalline powder

ASSAY

99.0% min
MELTING POINT 143 - 147 C

BROMINE CONTENT

ca 60%

ASH 0.1% max
LOSS ON DRYING 0.5% max
TRANSPORTATION
PACKING  
HAZARD CLASS  
UN NO.  
SAFETY INFORMATION

HAZARD OVERVIEW

 

GHS

 

SIGNAL WORD Warning

PICTOGRAMS

HAZARD STATEMENTS

H319  Causes serious eye irritation
H317  May cause an allergic skin reaction

PRECAUTIONARY STATEMENTS

P310  Immediately call a POISON CENTER or doctor/physician
P280  Wear eye protection/face protection
P501 Dispose of contents/container through a waste management company authorized by the local government. 

EC DIRECTIVES

 

HAZARD CODES

Xi Irritant

RISK PHRASES

36/37/38: Irritating to eyes, respiratory system and skin

SAFETY PHRASES

26  In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
37/39 Wear suitable gloves and eye/face protection

PRICE INFORMATION