ChemicalBook--->CAS DataBase List--->1861-32-1

1861-32-1

1861-32-1 Structure

1861-32-1 Structure
IdentificationMore
[Name]

Dacthal
[CAS]

1861-32-1
[Synonyms]

2,3,5,6-TETRACHLOROTEREPHTHALIC ACID DIMETHYL ESTER
CHLORTHAL
CHLORTHAL-DIMETHYL
CHLORTHAL-METHYL
CHLORTHAL-METHYL(R)
DAC 893(R)
DACTHAL
DACTHAL(R)
DCPA METHYL ESTER(R)
DIMETHYL-2,3,5,6-TETRACHLOROTEREPHTHALATE
DIMETHYL TETRACHLOROTEREPHTHALATE
FATAL(R)
LABOTEST-BB LT00455685
RID(R)
TCTP
TETRACHLOROTEREPHTHALIC ACID DIMETHYL ESTER
TIMTEC-BB SBB007929
1,4-Benzenedicarboxylic acid, 2,3,5,6-tetrachloro-, dimethyl ester
1,4-benzenedicarboxylicacid,2,3,5,6-tetrachloro,dimethylester
1,4-Benzenedicarboxylicacid,2,3,5,6-tetrachloro-,dimethylester
[EINECS(EC#)]

217-464-7
[Molecular Formula]

C10H6Cl4O4
[MDL Number]

MFCD00014902
[Molecular Weight]

331.96
[MOL File]

1861-32-1.mol
Chemical PropertiesBack Directory
[Appearance]

Colorless to gray crystalline solid. Practically odorless.
[Melting point ]

155-156°C
[Boiling point ]

448.04°C (rough estimate)
[density ]

1.6496 (rough estimate)
[refractive index ]

1.5282 (estimate)
[storage temp. ]

-20°C
[solubility ]

Chloroform (Slightly), Methanol (Slightly)
[form ]

neat
[color ]

Pale Yellow to Pale Beige
[Water Solubility ]

0.05 g/100 mL
[Merck ]

14,2839
[BRN ]

1888840
[Henry's Law Constant]

4.4×100 mol/(m3Pa) at 25℃, Muir et al. (2004)
[InChI]

InChI=1S/C10H6Cl4O4/c1-17-9(15)3-5(11)7(13)4(10(16)18-2)8(14)6(3)12/h1-2H3
[InChIKey]

NPOJQCVWMSKXDN-UHFFFAOYSA-N
[SMILES]

C1(C(OC)=O)=C(Cl)C(Cl)=C(C(OC)=O)C(Cl)=C1Cl
[CAS DataBase Reference]

1861-32-1(CAS DataBase Reference)
[NIST Chemistry Reference]

2,3,5,6-Tetrachloro-1,4-benzenedicarboxylic acid dimethyl ester(1861-32-1)
[EPA Substance Registry System]

1861-32-1(EPA Substance)
Safety DataBack Directory
[Safety Statements ]

S22:Do not breathe dust .
S24/25:Avoid contact with skin and eyes .
[WGK Germany ]

2
[RTECS ]

WZ1500000
[HS Code ]

29173990
[Hazardous Substances Data]

1861-32-1(Hazardous Substances Data)
[Toxicity]

LD50 orally in rats: >3000 mg/kg (Bailey, White)
Raw materials And Preparation ProductsBack Directory
[Raw materials]

p-Xylene-->Terephthaloyl chloride-->Diazomethane-->Chlorthal
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

Chlorthal-dimethyl(1861-32-1).msds
Hazard InformationBack Directory
[Potential Exposure]

DCPA is an alkyl phthalate; benzene- dicarboxylic acid herbicide, pesticide pre-emergent herbi- cide is used on annual broadleaf weeds and grasses in a wide spectrum of vegetable crops.
[First aid]

Eyes: Speed in removing material from skin is of extreme importance. Eye contact can cause dangerous amounts of these chemicals to be quickly absorbed through the mucous membrane into the bloodstream. Directly, irrigate with large amounts of plain, tepid water or saline for 20 minutes, occasionally lifting the lower and upper lids. During this time, remove contact lenses, if easily removable without additional trauma to the eye. Get medi- cal aid immediately. Have physician check for possible delayed damage. Skin: Get medical aid. Skin and/or eye contact can cause dangerous amounts of these chemicals to be absorbed into the bloodstream. Wearing the appropriate PPE equipment and respirator for organochlorine pesti- cides, immediately flush exposed skin, hair, and under nails with plain, running, tepid water for 20 minutes, then wash twice with mild soap. Shampoo hair promptly if contami- nated; protect eyes. Do not scrub skin or hair, since this can increase absorption through the skin. Rinse thoroughly with water. Victims who are able and cooperative may assist with their own decontamination. Remove and double-bag contaminated clothing and personal belongings. Leather absorbs many organochlorines; therefore, items such as leather shoes, gloves, and belts should be discarded. If the skin is swollen or inflamed, cool affected areas with cold compresses. Ingestion: Call poison control. Loosen all clothing. Never give anything by mouth to an unconscious person. Get medical aid. Do not induce vomiting. In cases of ingestion, the patient is at risk of CNS depression or seizures, which may lead to pulmonary aspiration during vomiting. If the victim is conscious and able to swallow, administer an aqueous slurry of activated charcoal at 1 gm/kg (usual adult dose 60 90 g, child dose 25 50 g). A soda can and straw may be of assistance when offering charcoal to a child. The efficacy of activated charcoal for some organochlorine poisoning (such as chlordane) is uncertain. If victim is unconscious or having convulsions, do nothing except keep victim warm. In some cases you may be specifically instructed by Poison Control to induce vomiting by way of two tablespoons of syrup of ipecac (adult) washed down with a cup of water. Do not give acti- vated charcoal before or with ipecac syrup. Inhalation: Get medical aid. Do not contaminate yourself. Wearing the appropriate PPE equipment and respirator for organochlo- rine pesticides, immediately remove the victim from the contaminated area to fresh air. For inhalation exposures, monitor for respiratory distress. If the victim is not breath- ing, administer artificial respiration. Do not use mouth-to- mouth method if victim ingested or inhaled the substance; give artificial respiration with the aid of a pocket mask equipped with a one-way valve or other proper respiratory medical device. If cough or breathing difficulty develops, evaluate for respiratory tract irritation, bronchitis, or pneumonitis. If breathing is difficult, administer 100% humid- ified supplemental oxygen through bag/mask apparatus until medical help arrives. Do not leave victim unattended
[Shipping]

UN3077 Environmentally hazardous substances, solid, n.o.s., Hazard class: 9; Labels: 9-Miscellaneous hazardous material, Technical Name Required.
[Incompatibilities]

May react violently with strong oxidi- zers, bromine, 90% hydrogen peroxide, phosphorus trichloride, silver powders or dust. Incompatible with silver compounds. Mixture with some silver compounds forms explosive salts of silver oxalate.
[Description]

Chlorthal-dimethyl is a selective benzoic acid herbicide. It has a low aqueous solubility and a low to moderate volatility. It is considered to be moderately persistent in soil systems but can be stable in aquatic systems depending upon conditions. Based on its physico-chemical properties it is not expected to leach to groundwater. Its toxicity to fauna and flora is low to medium. It also has a low mammalian toxicity and no evidence has been found that suggests it will cause serious adverse health effects unless exposure is high.
[Chemical Properties]

Colorless crystalline
[Chemical Properties]

Colorless to gray crystalline solid. Practically odorless.
[Waste Disposal]

Incineration in a unit with efficient gas scrubbing. Containers must be disposed of properly by following package label directions or by con- tacting your local or federal environmental control agency, or by contacting your regional EPA office.
[Uses]

Pre-emergent herbicide.
[Uses]

Selective, nonsystemic, preemergent herbicide to control most annual grasses and many broad-leaved weeds.
[Definition]

ChEBI: Dacthal is a diester and a methyl ester.
[Production Methods]

Chlorthal-dimethyl is produced commercially through the esterification of tetrachloroterephthalic acid with methanol. The synthesis begins with the chlorination of terephthalic acid to introduce four chlorine atoms, forming tetrachloroterephthalic acid. This compound is then reacted with methanol in the presence of an acid catalyst, typically under reflux conditions, to yield the dimethyl ester, chlorthal-dimethyl. The reaction is carefully controlled to ensure complete esterification and high product purity.
[Mechanism of action]

Selective, non-systemic, acts by inhibiting seed germination. Microtubule assembly inhibition.
[Environmental Fate]

Soil. Bartha and Pramer (1967) reported that DCPA was degraded by soil microorganisms via cleavage of the herbicide molecule into propionic acid and 3,4-dichloroaniline. The acid was mineralized to carbon dioxide and water and two molecules of 3,4-dichloroaniline were condensed to form 3,3′4,4′-tetrachloro-azobenzene. Metabolites identified in soil and turfgrass thatch are monomethyl tetrachloroterephthalate and 2,3,5,6-tetrachloroterephthalic acid (Hartley and Kidd, 1987; Krause and Niemczyk, 1990). Residual activity in soil and the half-life in soil were reported to be approximately 3 months (Hartley and Kidd, 1987; Worthing and Hance, 1991)
[storage]

Store at -20°C, protect from light
[Pesticide Type]

Herbicide
Spectrum DetailBack Directory
[Spectrum Detail]

Dacthal(1861-32-1)1HNMR
Well-known Reagent Company Product InformationBack Directory
[Alfa Aesar]

Dimethyl tetrachloroterephthalate, 97%(1861-32-1)
[Sigma Aldrich]

1861-32-1(sigmaaldrich)
[TCI AMERICA]

Dimethyl Tetrachloroterephthalate,>96.0%(GC)(1861-32-1)
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