116-29-0

Basic information

• Product Name: Tetradifon
• Synonyms: 2,4,4',5-Tetrachlor-diphenyl-sulfon;2,4,4',5-Tetracloro-difenil-solfone;2,4,4’,5-tetrachloor-difenyl-sulfon;2,4,4’,5-tetrachlor-diphenyl-sulfon;2,4,4’,5-tetrachlorodiphenylsulphone(british);2,4,4’,5-tetracloro-difenil-solfone;2,4,5,4’-Tetrachlorodiphenylsulfone;2,4,5,4’-tetrachlorodiphenylsulphone
• CAS NO: 116-29-0
• Molecular Formula: C₁₂H₆Cl₄O₂S
• Molecular Weight: 356.05
• EINECS: 204-134-2
• Product Categories: INSECTICIDE
• Mol File: 116-29-0.mol
• Article Data: 3

Chemical Properties

• Melting Point: 146.5-147.5°
• Boiling Point: 483.96 °C at 760 mmHg
• Flash Point: 246.49 °C
• Appearance: White crystalline power
• Density: 1.5630 (estimate)
• Vapor Pressure: 4.72E-09mmHg at 25°C
• Refractive Index: 1.623
• Storage Temp.: 0-6°C
• Water Solubility: 50ug/L(10 oC)
• Merck: 13,9273
• BRN: 2292528
• CAS DataBase Reference: Tetradifon(CAS DataBase Reference)
• NIST Chemistry Reference: Tetradifon(116-29-0)
• EPA Substance Registry System: Tetradifon(116-29-0)

Safety Data

• Hazard Codes: Xn,N
• Statements: 22-50/53
• Safety Statements: 60-61
• RIDADR: UN3077 9/PG 3
• WGK Germany: 3
• RTECS: WR5850000
• Hazardous Substances Data: 116-29-0(Hazardous Substances Data)

Usage

Chemical Properties

White, crystalline powder. Soluble in chloroform and aromatic hydrocarbons; insoluble in water.

Uses

Acaricide. Ovicide on deciduous fruits, citrus, cotton and other crops.

Definition

ChEBI: A sulfone that is diphenylsulfone in which one of the phenyl groups is substituted by chlorine at position 4, while the other is substituted by a chlorine at positions 2, 4, and 5.

Safety Profile

Moderately toxic by ingestion. Mildly toxic by slun contact. An experimental teratogen. Used to control worms in crops. When heated to decomposition it emits highly toxic fumes of Cland SOx.

InChI:InChI=1/C12H6Cl4O2S/c13-7-1-3-8(4-2-7)19(17,18)12-6-10(15)9(14)5-11(12)16/h1-6H

Synthetic route

2,4,5-trichlorobenzensulfonyl chloride (15945-07-0) → tetradifon (116-29-0)

Conditions	Yield
With aluminium trichloride; chlorobenzene at 110℃;

4-(2,4,5-trichloro-benzenesulfonyl)-aniline (90309-23-2) → tetradifon (116-29-0)

(4-nitro-phenyl)-(2,4,5-trichloro-phenyl)-sulfide (90309-42-5) → tetradifon (116-29-0)

Conditions	Yield
Multi-step reaction with 3 steps 1: aqueous hydrogen peroxide; acetic acid 2: iron; aqueous acetic acid View Scheme

(4-nitro-phenyl)-(2,4,5-trichloro-phenyl)-sulfone (90309-43-6) → tetradifon (116-29-0)

Conditions	Yield
Multi-step reaction with 2 steps 1: iron; aqueous acetic acid View Scheme

4-chlorobenzonitrile (100-00-5) → tetradifon (116-29-0)

Conditions	Yield
Multi-step reaction with 4 steps 1: ethanolic NaOH-solution 2: aqueous hydrogen peroxide; acetic acid 3: iron; aqueous acetic acid View Scheme

2,4,5-trichlorothiophenol (3773-14-6) → tetradifon (116-29-0)

Conditions	Yield
Multi-step reaction with 4 steps 1: ethanolic NaOH-solution 2: aqueous hydrogen peroxide; acetic acid 3: iron; aqueous acetic acid View Scheme

tetradifon (116-29-0) → 4,2',4',5'-tetrachlorodiphenyl sulfone-3-sulfonic acid (67447-23-8)

Conditions	Yield
	87%

Upstream product

• 3773-14-6 2,4,5-trichlorothiophenol 
• 100-00-5 4-chlorobenzonitrile 
• 90309-43-6 (4-nitro-phenyl)-(2,4,5-trichloro-phenyl)-sulfone 
• 90309-42-5 (4-nitro-phenyl)-(2,4,5-trichloro-phenyl)-sulfide 
• 90309-23-2 4-(2,4,5-trichloro-benzenesulfonyl)-aniline 
• 15945-07-0 2,4,5-trichlorobenzensulfonyl chloride 

Downstream Products

• 67447-23-8 4,2',4',5'-tetrachlorodiphenyl sulfone-3-sulfonic acid 

Related news

Regular ArticleDaphnia magna Feeding Behavior after Exposure to Tetradifon (cas 116-29-0) and Recovery from Intoxication08/30/2019

The feeding behavior of the cladocera Daphnia magna subjected to a short-term exposure to the acaricide tetradifon (4-chlorophenyl 2,4,5-trichlorophenyl sulfone) was studied. The experiments were performed using the unicellular algae Nannochloris oculata at a density of 5×105 cells/ml as food f...detailed

Effects of Tetradifon (cas 116-29-0) on Daphnia magna during chronic exposure and alterations in the toxicity to generations pre-exposed to the pesticide08/29/2019

Daphnia magna was exposed to some nominal sublethal tetradifon concentrations (0.10, 0.18, 0.22 and 0.44 mg/l) during 21 days. Chronic toxicity tests were carried out using neonates of F1 first brood (F1-1st) and F1 third brood (F1-3rd) offspring generations from parentals (F0) pre-exposed to th...detailed

May antioxidants status depletion by Tetradifon (cas 116-29-0) induce secondary genotoxicity in female Wistar rats via oxidative stress?08/28/2019

Tetradifon is a potent organochlorine acaricide with an estrogen-like structure. The wide spread use of this chemical is likely to pollute the environment. Only few studies have been reported for the evaluation of its short- and long-term toxic effects including genotoxicity and carcinogenicity ...detailed

Pharmacology, toxicology / Pharmacologie, toxicologieEffect of subchronic exposure to Tetradifon (cas 116-29-0) on bone remodelling and metabolism in female ratEffet de l'exposition subchronique au tétradifon sur le remodelage et le métabolisme osseux chez la rate femelle08/26/2019

This study investigates the effect of subchronic exposure to tetradifon, an organochlorine pesticide with an oestrogen-like structure, in female rat. A single cumulative dose of 2430 mg/kg BW was administrated orally for 12 female rats of 190 g BW. Twelve non-treated additional rats have served ...detailed

Biochemical stress response in Tetradifon (cas 116-29-0) exposed Daphnia magna and its relationship to individual growth and reproduction08/25/2019

Environmental risk assessment of chemicals toxicity requires the use of costly and labor-intensive chronic data and short-term tests provide additional information. Energy budget is used by the animals for their growth, reproduction, and metabolism and it is reduced in case of toxic stress. Tetr...detailed

Removal of chloropyrifos ethyl, Tetradifon (cas 116-29-0) and chlorothalonil pesticide residues from citrus by using ozone08/23/2019

The removal of chloropyrifos ethyl, tetradifon and chlorothalonil pesticide residues from the lemon, orange and grapefruit matrices were achieved by ozonation. All of chlorothalonil residues adsorbed onto the orange matrix were completely removed after 5 min ozonation. The highest removal percen...detailed

Nephrotoxic effect of Tetradifon (cas 116-29-0) in rats: A biochemical and histomorphometric study08/22/2019

The effects of subchronic exposure to tetradifon on biochemical related kidney toxicological parameters [creatinine (CRT), urea, and uric acid (UA)] were examined. Oxidative stress in kidney tissue was also assessed by measuring vitamin C (VitC) content and antioxidant enzyme activities [superox...detailed

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