Product
Supplier
Encyclopedia
Inquiry
Home > Encyclopedia > 4-Chlorophenyl phenyl sulfone

4-Chlorophenyl phenyl sulfone

4-Chlorophenyl phenyl sulfone structure

4-Chlorophenyl phenyl sulfone 

structure
  • CAS No:

    80-00-2

  • Formula:

    C12H9ClO2S

  • Chemical Name:

    4-Chlorophenyl phenyl sulfone

  • Synonyms:

    Benzene,1-chloro-4-(phenylsulfonyl)-;Sulfone,p-chlorophenyl phenyl;1-Chloro-4-(phenylsulfonyl)benzene;R 242;4-Chlorodiphenyl sulfone;p-Chlorophenyl phenyl sulfone;Sulphenone;4-Chlorophenyl phenyl sulfone;Sulfenon;p-Chlorodiphenyl sulfone;NSC 404335;1-(Benzenesulfonyl)-4-chlorobenzene;8012-45-1

  • Categories:

    Agrochemicals  >  Insecticides

Description

Sulfenone is White solid. Insoluble inwater; soluble in hexane, xylene, carbon tetrachloride, and acetone.

4-Chlorophenyl phenyl sulfone Basic Attributes

252.72

252.72

201-242-1

7NVM546U2M

404335

DTXSID9042259

Dimorphic crystals|Colorless crystals|White solid

2904909090

Characteristics

42.5

3.25 /Estimated/

solid

1.331g/cm3

94 °C

382-386 °C

197.4ºC

1.602

acetone: soluble 74.4 g/100ml at 20°C(lit.)

8.7X10-6 mm Hg at 25 deg C /Estimated/

LD50 orally in mice: 2.7 g/kg (Hazleton)

Slight aromatic odor

Tasteless

Henry's Law constant = 1.9X10-7 atm-cu/mole at 25 °C /Estimated/

Dimorphic crystals; mp 94 °C.|Hydroxyl radical reaction rate constant = 7.1X10-13 cu cm/molec-sec at 25 °C /Estimated/

Safety Information

NONH for all modes of transport

3

20/21/22

36

WR5775000

Xn

Stable. Incompatible with strong oxidizing agents.

P280

H302 + H312 + H332

SRP: The most favorable course of action is to use an alternative chemical product with less inherent propensity for occupational exposure or environmental contamination. Recycle any unused portion of the material for its approved use or return it to the manufacturer or supplier. Ultimate disposal of the chemical must consider: the material's impact on air quality; potential migration in soil or water; effects on animal, aquatic, and plant life; and conformance with environmental and public health regulations.

|Warning|H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]|P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P312, P304+P340, P312, P322, P330, P363, and P501|Aggregated GHS information provided by 44 companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Toxicity

LD50 Rat oral 1400 mg/kg|LD50 Mouse oral 2700 mg/kg|LD50 Mouse ip 1000 mg/kg

/BIRDS and MAMMALS/ The acute oral toxicity, repellency and hazard potential of sulphenone to one or more of 68 species of wild and domestic birds was determined by standardized testing procedures. Redwinged blackbirds were the most sensitive of the bird species tested.

Sulphenone's former production and use as an acaricide(1) and miticide(2) resulted in its direct release to the environment through various waste streams(SRC).

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 4,700(SRC), determined from a structure estimation method(2), indicates that sulphenone is expected to have slight mobility in soil(SRC). Volatilization of sulphenone from moist soil surfaces is not expected to be an important fate process(SRC) given an estimated Henry's Law constant of 1.9X10-7 atm-cu m/mole(SRC), using a fragment constant estimation method(3). Sulphenone is not expected to volatilize from dry soil surfaces(SRC) based upon an estimated vapor pressure of 8.7X10-6 mm Hg(SRC), determined from a fragment constant method(4). Biodegradation data were not available(SRC, 2005).|AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 4,700(SRC), determined from a structure estimation method(2), indicates that sulphenone is expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is not expected(3) based upon an estimated Henry's Law constant of 1.9X10-7 atm-cu m/mole(SRC), developed using a fragment constant estimation method(4). According to a classification scheme(5), an estimated BCF of 64(SRC), from an estimated log Kow of 3.2(6) and a regression-derived equation(7), suggests the potential for bioconcentration in aquatic organisms is moderate(SRC). Biodegradation data were not available(SRC, 2005).|ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), sulphenone, which has an estimated vapor pressure of 8.69X10-6 mm Hg at 25 °C(SRC), determined from a fragment constant method(2), will exist in both the vapor and particulate phases in the ambient atmosphere. Vapor-phase sulphenone is degraded in the atmosphere by reaction with photochemically-produced hydroxyl radicals(SRC); the half-life for this reaction in air is estimated to be 23 days(SRC), calculated from its rate constant of 7.1X10-13 cu cm/molecule-sec at 25 °C(SRC) that was derived using a structure estimation method(3). Particulate-phase sulphenone may be removed from the air by wet and dry deposition(SRC). Sulphenone does not absorb light at wavelengths >290(4) and therefore, is not expected to be susceptible to direct photolysis by sunlight.

The rate constant for the vapor-phase reaction of sulphenone with photochemically-produced hydroxyl radicals has been estimated as 7.1X10-13 cu cm/molecule-sec at 25 °C(SRC) using a structure estimation method(1). This corresponds to an atmospheric half-life of about 23 days at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1). Sulphenone is not expected to undergo hydrolysis in the environment due to the lack of hydrolyzable functional groups(3). Sulphenone does not absorb light at wavelengths >290(4) and therefore, is not expected to be susceptible to direct photolysis by sunlight.

An estimated BCF of 64 was calculated for sulphenone(SRC), using an estimated log Kow of 3.2(1) and a regression-derived equation(2). According to a classification scheme(3), this BCF suggests the potential for bioconcentration in aquatic organisms is moderate(SRC).

Using a structure estimation method based on molecular connectivity indices(1), the Koc for sulphenone can be estimated to be 4,700(SRC). According to a classification scheme(2), this estimated Koc value suggests that sulphenone is expected to have slight mobility in soil.

The Henry's Law constant for sulphenone is estimated as 1.9X10-7 atm-cu m/mole(SRC) using a fragment constant estimation method(1). This Henry's Law constant indicates that sulphenone is expected to be essentially nonvolatile from water surfaces(2). Sulphenone's Henry's Law constant indicates that volatilization from moist soil surfaces is not expected to occur(SRC). Sulphenone is not expected to volatilize from dry soil surfaces(SRC) based upon an estimated vapor pressure of 8.7X10-6 mm Hg(SRC), determined from a fragment constant method(3).

Current occupational exposure and general population exposure should be low or non-existent since sulphenone is no longer produced or used in the US (May,2005). In the past, sulphenone was applied directly to apple and pears trees and green house plants as an acaricide and insecticide and exposure to this compound was primarily by inhalation and dermal contact. (SRC)

Drug Information

3. 3= Moderately toxic: probable oral lethal dose (human) 0.5-5 g/kg, between 1 oz & 1 pint (or 1 lb) for 70 kg person (150 lb).

No significant tissue storage in chronic feeding tests /in lab mammals/.

Basic treatment: Establish a patent airway. Suction if necessary. Watch for signs of respiratory insufficiency and assist ventilations if needed. Administer oxygen by nonrebreather mask at 10 to 15 L/min. Monitor for pulmonary edema and treat if necessary ... . Monitor for shock and treat if necessary ... . Anticipate seizures and treat if necessary ... . For eye contamination, flush eyes immediately with water. Irrigate each eye continuously with normal saline during transport ... . Do not use emetics. For ingestion, rinse mouth and administer 5 ml/kg up to 200 ml of water for dilution if the patient can swallow, has a strong gag reflex, and does not drool ... . Cover skin burns with dry sterile dressings after decontamination ... . /Poison A and B/|Advanced treatment: Consider orotracheal or nasotracheal intubation for airway control in the patient who is unconscious, has severe pulmonary edema, or is in respiratory arrest. Positive pressure ventilation techniques with a bag valve mask device may be beneficial. Monitor cardiac rhythm and treat arrhythmias as necessary ... . Start an IV with D5W /SRP: "To keep open", minimal flow rate/. Use lactated Ringer's if signs of hypovolemia are present. Watch for signs of fluid overload. Consider drug therapy for pulmonary edema ... . For hypotension with signs of hypovolemia, administer fluid cautiously. Watch for signs of fluid overload ... . Treat seizures with diazepam (Valium) ... . Use proparacaine hydrochloride to assist eye irrigation ... . /Poison A and B/

4-Chlorophenyl phenyl sulfone Use and Manufacturing

Methods of Manufacturing

It is obtained by chlorosulfonating and condensation of p-chlorobenzenesulfonic acid. 1. The dried p-chlorobenzenesulfonic acid and chlorosulfonic acid are stirred and reacted at 55-60°C for 1.5-2h. The reactant was added dropwise to cold water, and water analysis was performed at 25-35°C. The precipitated precipitate is filtered to obtain a p-chlorobenzenesulfonyl chloride wet product. The wet product is heated to 55-60°C and melted, and it is allowed to stand to separate p-chlorobenzenesulfonyl chloride with a content of more than 96%. 2. Condensation Add molten p-chlorobenzenesulfonyl chloride to the condensation pot, add aluminum trichloride, add benzene dropwise at 60-70°C, and then complete the reaction at 90-95°C for 1h. The condensation liquid is added to 3-4% dilute hydrochloric acid for water analysis, filtered, washed with water until neutral, and dried to obtain a product with a content of 95%. Raw material consumption quota: p-chlorobenzenesulfonic acid (92%) 1200kg/t, chlorosulfonic acid 1250kg/t, benzene 355kg/t.

Uses

Acaricide.

Emulsifiable concn 4 lb/US gal; 50% wettable powder; field concn (wp) of order of 2-3 lb/100 US gal|Commercial product contains 80% sulfenone and 20% related diaryl sulfones.|Technical material consists of about 80% of this compound, with small amount of o- & m-isomers, bis-(p-chlorophenyl) sulfone, & diphenyl sulfone.

Benzene, 1-chloro-4-(phenylsulfonyl)-: ACTIVE|Insecticidal property of bis(p-chlorophenyl)sulfone: Unsymmetrical Deriv was developed for Insecticidal purposes by Stauffer chem. ...Compatible with all commonly-used spray materials. An acaricide with limited insecticidal properties, good residual & ovicidal activity on 2 spotted spider mite. Ovicide on apples & pears. No ...evidence of phytotoxicity except ...on sensitive greenhouse plants & certain sensitive varieties of apples or pears.|Discontinued by Stauffer Chemical Co.

MICRO: STRIP WITH N-HEXANE (WASH WITH SULFURIC ACID UNTIL FREE FROM ABSORPTION BANDS IN RANGE 230-250 NM), EXTRACT WITH 90% AQ METHYL ALC & RE-EXTRACT WITH N-HEXANE: PASS THROUGH SUGAR COLUMN, REJECTING FIRST ELUTRIATE; MEASURE ABSORPTION @ 241 NM & COMPARE WITH STD CURVE.

Computed Properties

Molecular Weight:252.72
XLogP3:3.1
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:2
Exact Mass:252.0011784
Monoisotopic Mass:252.0011784
Topological Polar Surface Area:42.5
Heavy Atom Count:16
Complexity:306
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

Scan the QR Code to Share

Feedback & Suggestions
Send Message

Thank you for your feedback. If you require further assistance, please contact us by email at info@echemi.com or call us at +86-532-55729510.