Description Sources
ChemicalBook > CAS DataBase List > Dichlorophen

Dichlorophen

Description Sources
Product Name
Dichlorophen
CAS No.
97-23-4
Chemical Name
Dichlorophen
Synonyms
Preventol;DICHLOROPHENE;2,2-METHYLENEBIS(4-CHLOROPHENOL);phenol,2,2’-methylenebis-[4-chloro-;bis-2-hydroxy-5-chlorfenylmethan(czech);4-Chloro-2-(5-chloro-2-hydroxybenzyl)phenol, Bis(5-chloro-2-hydroxyphenyl)methane;G 4;DDDM;Fungo;Gefir
CBNumber
CB9111491
Molecular Formula
C13H10Cl2O2
Formula Weight
269.12
MOL File
97-23-4.mol
More
Less

Dichlorophen Property

Melting point:
168-172 °C (lit.)
Boiling point:
418.7±40.0 °C(Predicted)
Density 
1.3239 (estimate)
vapor pressure 
1.3 x 10-5 Pa (25 °C)
storage temp. 
Inert atmosphere,Room Temperature
solubility 
Soluble in methanol, ether
form 
Solid
pka
pK1:7.6;pK2:11.5 (25°C)
color 
White to Light yellow to Light orange
Water Solubility 
<0.1 g/100 mL at 22 ºC
Merck 
14,3071
BRN 
1884514
Stability:
Stable. Incompatible with strong bases, strong oxidizing agents.
LogP
4.260
CAS DataBase Reference
97-23-4(CAS DataBase Reference)
NIST Chemistry Reference
Phenol], 2,2'-methylenebis[4-chloro-(97-23-4)
EPA Substance Registry System
Dichlorophene (97-23-4)
More
Less

Safety

Hazard Codes 
Xn,N
Risk Statements 
22-36-50/53
Safety Statements 
26-60-61
RIDADR 
UN 3077 9/PG 3
WGK Germany 
3
RTECS 
SM0175000
TSCA 
Yes
HazardClass 
9
PackingGroup 
III
HS Code 
29081990
Hazardous Substances Data
97-23-4(Hazardous Substances Data)
Toxicity
LD50 in adult male, female rats (mg/kg): 1506, 1683 orally (Gaines, Linder)
More
Less

Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H319Causes serious eye irritation

H410Very toxic to aquatic life with long lasting effects

Precautionary statements

P273Avoid release to the environment.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

More
Less

N-Bromosuccinimide Price

Sigma-Aldrich
Product number
133221
Product name
Bis(5-chloro-2-hydroxyphenyl)methane
Purity
95%
Packaging
50g
Price
$91.8
Updated
2024/03/01
Sigma-Aldrich
Product number
35992
Product name
Dichlorophene
Purity
PESTANAL
Packaging
250mg
Price
$29.7
Updated
2022/05/15
TCI Chemical
Product number
M0213
Product name
2,2'-Methylenebis(4-chlorophenol)
Packaging
25g
Price
$46
Updated
2024/03/01
TCI Chemical
Product number
M0213
Product name
2,2'-Methylenebis(4-chlorophenol)
Packaging
500g
Price
$156
Updated
2024/03/01
Alfa Aesar
Product number
A12640
Product name
2,2'-Methylenebis(4-chlorophenol), 95%
Packaging
25g
Price
$33.65
Updated
2024/03/01
More
Less

Dichlorophen Chemical Properties,Usage,Production

Description

Dichlorophen is a nontoxic laxative vermicide of chlorinated phenol compound. It is an anticestodal agent, fungicide, germicide, anti-protozoan and antimicrobial agent. Its efficacy is restricted to Taenia spp, with poor to no activity against Echinococcus spp and Dipylidium caninum. Against these and other species, it may act against the strobilus, leaving the scolex to generate new proglottids. Its mechanism of action is thought to induce the uncoupling of oxidative phosphorylation. Therefore, it can be included as an ingredient in antimicrobial soaps and shampoos. It can be used in combination with toluene for the removal of parasites such as ascarids, hookworms, and tapeworms from dogs and cats. Dichlorophene can be used as a growth regulator in containerized seedlings of pine and spruce to regulate plant growth.

Sources

https://www.sciencedirect.com/topics/agricultural-and-biological-sciences/dichlorophen
https://en.wikipedia.org/wiki/Dichlorophen
https://pubchem.ncbi.nlm.nih.gov/compound/Dichlorophen#section=Top
https://www.tabletwise.com/medicine/dichlorophene/uses-benefits-working
Andersson, B. "Analysis of plant growth regulating substances [incl. dichlorophene]." Annals of Applied Biology 43.2(1982):342-354.

Chemical Properties

white or off-white powder

Originator

Dichlorophen,Aquapharm

Uses

Dichlorophen exhibits algicidal, bactericidal and fungicidal activities. It is a contact fungicide used to control dollar spots and rots in turf. It is also an anthelminthic used for the treatment of various tapeworms in human and domestic animals.

Uses

anthelmintic

Uses

Agricultural fungicide; antimicrobial; germicide in soaps, shampoos, etc.

Definition

ChEBI: Dichlorophen is a diarylmethane and a bridged diphenyl fungicide.

Manufacturing Process

2.520 g of sulfuric acid (93%) is stirred and cooled to 0°C. A solution of 552 g of p-chlorophenol in 305 g of methyl alcohol is run into the acid, the temperature being kept below 10°C. The mixture is cooled to -5°C and a solution of 170 g of aqueous formaldehyde solution (37% CH2O in water) in 332 g of methyl alcohol is introduced at a more or less uniform rate over a period of 4 hours. The temperature of the reaction mixture is not allowed to rise above 0°C. After all of the formaldehyde-containing solution has been added, the batch is stirred for 3 hours longer at a temperature of -5°-0°C.
Enough ice is then added to the contents of the reaction chamber in order to reduce the sulfuric acid concentration to 70%. 2,2'-Dihydroxy-5,5'-dichlorodiphenyl methane is extracted from the resulting mixture with a mixture of 1.069 g of isopropyl ether and 1.575 g of toluene. Ice is added until the acid concentration is about 30%. The acid layer is removed and the solvent layer is washed acid-free. Most of the isopropyl ether is removed by atmospheric distillation with a fractionating column, the temperature of the escaping vapors not being permitted to exceed 90°C. From the residue, about 280 g of pure 2,2'-dihydroxy-5,5'-dichloro-diphenyl methane, MP: 177°-178°C, crystallize. The product is filtered, washed with toluene and dried at about 100°C. By concentrating the mother liquor remaining after the foregoing crystallization and filtration, another 225 grams of substantially pure 2,2'- dihydroxy-5,5'-dichloro-diphenyl methane are obtained. This latter crop may be crystallized from toluene in order to convert it into 2,2'-dihydroxy-5,5'- dichlorodiphenyl methane of melting point of 177°-178°C.

Therapeutic Function

Antiseptic, Anthelmintic, Antifungal

General Description

White slightly cream or light pink-colored powder. Melting point 177°C. Slight phenolic odor and a saline phenolic taste. Moderately toxic. Used as a fungicide and bactericide.

Air & Water Reactions

Slowly oxidized in air. Insoluble in water.

Reactivity Profile

Dichlorophen is incompatible with strong oxidizing agents and strong bases . Weakly acidic.

Fire Hazard

Flash point data for Dichlorophen are not available; however, Dichlorophen is probably combustible.

Agricultural Uses

Fungicide, Herbicide, Bactericide, Veterinary medicine: Not currently registered in the U.S. Dichlorophene is a wide-spectrum, non-oxidizing biocide used against all types of algae and bacteria. Widely used to treat fungi, fleas and worm conditions in pet animals and livestock. See U.S. Food and Drug Administration 20 CFR 520.580 and 20 CFR 520.581

Trade name

ANTHIPHEN®; DIPHENTANE 70®; DICHLOROPHEN®; DICHLOROPHEN B®; DICHLOROPHENE 10®; DICHLORPHEN®; DIDROXANE®; DIPHENTHANE 70®; FUNGICIDE F®; FUNGICIDE GM®; FUNGICIDE M®; G 4®; GEFIR®; HYOSAN; KORIUM®; PLATH-LYSE®; PREVENTAL®; PREVENTOL®; PREVENTOL GD®; PREVENTOL GDC®; SUPER MOSSTOX®; TAENIATOL®; TENIATOL®; TENIATHANE®; TRIVEX®; VERMITHANA®; WESPURIL®

Safety Profile

Poison by intravenous route. Moderately toxic by ingestion. A skin and severe eye irritant. Mutation data reported. Can cause cramps and diarrhea. Possibly similar to DDT. An FDA over-the counter drug. An anthelmintic. When heated to decomposition it emits toxic fumes of Cl-.

Metabolic pathway

Limited information is available to describe the degradation and metabolic fate of dichlorophen. A photodegradation study showed that dichlorophen undergoes hydroxydechlorination and dechlorination reactions as the major degradation pathways. Direct conjugation of one or both hydroxyl groups with sulfate and/or glucuronic acid was observed as the major metabolic pathway in the rat.

Purification Methods

Crystallise dichlorophen from toluene. [Beilstein 6 III 5406.]

Degradation

Dichlorophen (1) underwent hydroxydechlorination in acidic solution (pH 5.6) when irradiated under a xenon lamp (280 and 300 nm). 4-Chloro- 4'-hydroxy-2,2'-methylenediphenol(2) was the major product from reactions conducted in the absence of oxygen. A benzoquinone-like tautomer (3) was detected in oxygenated solution. A dechlorination product [4- chloro-2,2'-methylenediphenol(4)] was also observed as a minor product (Mansfield and Richard, 1996). These pathways are shown in Scheme 1.

Dichlorophen Preparation Products And Raw materials

Raw materials

Preparation Products

More
Less
More
Less

View Lastest Price from Dichlorophen manufacturers

Shaanxi Dideu New Materials Co. Ltd
Product
Dichlorophen 97-23-4
Price
US $0.00-0.00/KG
Min. Order
1KG
Purity
98%
Supply Ability
1000KG
Release date
2024-11-10
Hebei Chuanghai Biotechnology Co,.LTD
Product
Dichlorophen 97-23-4
Price
US $8.70/kg
Min. Order
10kg
Purity
99%
Supply Ability
10000kg
Release date
2024-08-09
Hebei Weibang Biotechnology Co., Ltd
Product
Dichlorophen 97-23-4
Price
US $10.00/PCS
Min. Order
1KG
Purity
99%
Supply Ability
10 mt
Release date
2021-03-30

97-23-4, DichlorophenRelated Search:


  • bis-2-hydroxy-5-chlorfenylmethan(czech)
  • Compound g4
  • Cordocel
  • Cuniphen
  • DDDM
  • biocide-algaecide NL-4
  • Dichloorfeen
  • Dichlorofen
  • Dichlorofen (Czech)
  • dichlorofen(czech)
  • Dichlorophen B
  • dichlorophenb
  • Dichlorophene 10
  • dichlorophene10
  • Dichlorphen
  • Didroxan
  • Didroxane
  • Difentan
  • Diphentane 70
  • diphentane70
  • Diphenthane 70
  • diphenthane70
  • Ecco MP 2004
  • Embephen
  • Fungicide fx
  • Fungicide GM
  • Fungicide M
  • phenol,2,2’-methylenebis-[4-chloro-
  • Plath-Lyse
  • Prevental
  • Preventol
  • Preventol GD
  • Preventol GDC
  • preventolgd
  • preventolgdc
  • sindarg4
  • Super moss killer & lawn fungicide
  • Taeniatol
  • Teniathane
  • Teniatol
  • Teniotol
  • Trivex
  • Vermithana
  • Wespuril
  • Westpuril
  • HYOSAN(R)
  • G-4(R)
  • DICHLOROPHENE
  • DICHLOROPHEN
  • 3,7-Dihydro-8-[(β-hydroxy-α-methylphenethyl)amino]-1,3,7-trimethyl-1H-purine-2,6-dione
  • 4-chloro-2-[(5-chloro-2-hydroxyphenyl)methyl]phenol
  • 4-chloro-2-[(5-chloro-2-hydroxy-phenyl)methyl]phenol
  • Diclorofen
  • Bis(5-chloro-2-hydroxyphenyl)methane 5,5'-Dichloro-2,2'-dihydroxydiphenylmethane Dichlorophen
  • Dichlorophen 1g [97-23-4]
  • 4-chloro-2-(5-chloro-2-hydroxybenzyl)phenol, tech
  • 4-Chloro-2-(5-chloro-2-hydroxybenzyl)phenol, Bis(5-chloro-2-hydroxyphenyl)methane
  • 2,2zzhlxy-Methylenebis(4-chlorophenol)