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(1α,2β,3aα,4β,7β,7aα)-1,2,4,5,6,7,8,8-Octachlor-2,3,3a,4,7,7a-hexahydro-4,7-methano-1H-inden

trans-Chlordane

HCID 12303036
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Grundinformationen

CAS
5103-74-2
Standard-SMILES
ClC1=C(Cl)[C@]2(Cl)[C@H]3[C@H](Cl)[C@@H](Cl)C[C@H]3[C@@]1(Cl)C2(Cl)Cl
InChIKey
BIWJNBZANLAXMG-OESJLNMISA-N
Summenformel
C10H6Cl8
Durchschnittliche Molmasse
409,8 g/mol
Monoisotopische Masse
405,797772

Überblick

Trans-chlordane is a chlordane.

Namen und Bezeichner

Bevorzugter Name
trans-Chlordane
IUPAC
(1R,2R,3S,4S,6R,7S)-1,3,4,7,8,9,10,10-octachlorotricyclo[5.2.1.02,6]dec-8-ene
Lokaler Name
(1α,2β,3aα,4β,7β,7aα)-1,2,4,5,6,7,8,8-Octachlor-2,3,3a,4,7,7a-hexahydro-4,7-methano-1H-inden
Englischer Name
trans-Chlordane
Summenformel
C10H6Cl8
Molmasse
409.78

Namen und Synonyme

beta-Chlordanetrans-Chlordanetrans-gamma-ChlordaneCHEBI:390695103-74-2(1S,2S,3aR,4S,7R,7aR)-1,2,4,5,6,7,8,8-octachloro-2,3,3a,4,7,7a-hexahydro-1H-4,7-methanoindenetrans-ChlordanChlordane, trans-DTXCID10820190Chlordane transRefChem:1100259(1R,3R,4R,7S)-1,3,4,7,8,9,10,10-octachlorotricyclo(5.2.1.02,6)dec-8-ene
Weitere Namen anzeigen
GAMMA-CHLORDANEg-Chlordaneγ-Chlordaneγ-Chlordanebeta-Chlordanrans-chlordane
4,7-Methano-1H-indene, 1,2,4,5,6,7,8,8-octachloro-2,3,3a,4,7,7a-hexahydro-, (1R,2R,3aS,4S,7R,7aS)-rel-225-826-0DTXSID4038346E90X846H9Sgamma-Chlordan(1R,2R,3S,4S,6R,7S)-1,3,4,7,8,9,10,10-octachlorotricyclo[5.2.1.0(2,6)]dec-8-ene(1alpha,2beta,3aalpha,4beta,7beta,7aalpha)-1,2,4,5,6,7,8,8-Octachloro-2,3,3a,4,7,7a-hexahydro-4,7-methano-1H-indeneSCHEMBL5053401

Datenbank-Bezeichner

CAS

Eigenschaften

Berechnete Struktureigenschaften

XLogP
4,9
Polarare Oberfläche (TPSA)
0 Ų
H-Brücken-Donoren
0
H-Brücken-Akzeptoren
0
Frei drehbare Bindungen
0
Schwere Atome
18
Formalladung
0
Komplexität
459

Experimentelle und physikochemische Eigenschaften

Pesticides · 3 Einträge

Pesticides -> Organochlorine Pesticides

Pesticide (Chlordane trans) -> USDA PDB

Pesticide

Vapor Pressure0.0000503 [mmHg]
Physical DescriptionWhite odorless crystals; [Sigma-Aldrich MSDS]

Physikochemische Eigenschaften

Schmelzpunkt
106 °C · 106°C (estimate)
Siedepunkt
492.46 °C · 492.46°C (rough estimate)
Dichte
1.8 · 1.80
Dampfdruck
5.03 x · 5.03 x 10-5 mmHg at 25 °C (subcooled liquid vapor pressure calculated from GC retention time data,Hinckley et al., 1990)
Brechungsindex
1.6 · 1.6000 (estimate)
Flammpunkt
-18 °C · -18 °C
storage temp.
0 · 0-6°C
Löslichkeit
Miscible with aliphatic and aromatic solvents (U.S. EPA, 1985)

Sicherheit und Regulatorisches

Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.

GHS-Klassifizierung

GHS Classification · 5 Einträge

This chemical does not meet GHS hazard criteria for 2.1% (1 of 48) of reports.

Warning

H302 (95.8%): Harmful if swallowed [Warning Acute toxicity, oral]

P203, P264, P270, P273, P280, P301+P317, P318, P330, P391, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 48 reports by companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Gefahrenhinweise

Hazards Summary · 1 Eintrag

Oral LD50 (mouse) = 275 mg/kg; [RTECS] Chlordane is a mixture of cis and trans isomers, chlordane related compounds, chlorinated hydrocarbons, and other compounds; One sample of chlordane (CAS# 57-74-9) tested contained 23.1% of the trans isomer; A sample of technical chlordane (CAS# 12789-03-6) contained 15% of the trans isomer; [EPA] Harmful by ingestion; Suspected carcinogen; [Sigma-Aldrich MSDS] See Chlordane.

Hazard Classes and CategoriesAcute Tox. 4 (95.8%)

Sicherheit und Schutzausrüstung

Minimum Risk Level · 2 Einträge

Intermediate Inhalation: 0.0002 mg/m3 (L134) Chronic Inhalation: 0.00002 mg/m3 (L134) Acute Oral: 0.001 mg/kg/day (L134) Intermediate Oral: 0.0006 mg/kg/day (L134) Chronic Oral: 0.0006 mg/kg/day (L134)

Intermediate Inhalation: 0.0002 mg/m3 (L134) Chronic Inhalation: 0.00002 mg/m3 (L134) Acute Oral: 0.001 mg/kg/day (L134) Intermediate Oral: 0.0006 mg/kg/day (L134) Chronic Oral: 0.0006 mg/kg/day (L134)

Toxikologische Informationen

Chemie und Industrie

Pharmakologische Informationen

Metabolism/Metabolites · 2 Einträge

Chlordane is highly lipophilic and is thus easily absorbed by ingestion, inhalation, and dermal exposure, then stored mainly in the fat. Chlordane is metabolized mainly in the liver and kidney. Metabolism is slow, and is believed to occur by multiple pathways involving cytochrome P-450 enzymes, glutathione-S-transferase type enzymes, and microsomal mixed-function oxidase systems. The metabolites are generally less toxic and include chlordene chlorohydrin, monohydroxylated dihydrochlordene, and oxychlordane. They are excreted in the urine and faeces. (L91)

Chlordane is highly lipophilic and is thus easily absorbed by ingestion, inhalation, and dermal exposure, then stored mainly in the fat. Chlordane is metabolized mainly in the liver and kidney. Metabolism is slow, and is believed to occur by multiple pathways involving cytochrome P-450 enzymes, glutathione-S-transferase type enzymes, and microsomal mixed-function oxidase systems. The metabolites are generally less toxic and include chlordene chlorohydrin, monohydroxylated dihydrochlordene, and oxychlordane. They are excreted in the urine and faeces. (L91)

Verwendung und Herstellung

Uses · 5 Einträge

Chlordane was used in the US as an insecticide for crops, livestock, lawns, gardens, and house foundations; [EPA]

All uses in the US cancelled in 1988; [EPA]

Farming (Pesticides) [Category: Industry]

Chlordane was used as a pesticide. (L90)

Chlordane was used as a pesticide. (L90)

Use ClassificationINSECTICIDES

Anwendungen

VerwendenInsecticide

Anbieter43 Anbieter

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Auf dieser SeiteGrundinformationenÜberblickNamen und BezeichnerEigenschaftenSicherheit und RegulatorischesChemie und IndustrieZugehörige ReaktionenNotizen zur Verbindung
5103-74-2
PubChem CID
12303036
ChEBI
CHEBI:39069
EC Number
225-826-0
Aggregatzustand
Solid
Farbe
Yellow
Wasserlöslichkeit
56 ug/L · 56ug/L(temperature not stated)
Henry's Law Constant
0.033 at · 0.033 at 5 °C, 0.098 at 15 °C, 0.11 at 20 °C, 0.16 at 25 °C, 0.44 at 35 °C:in 3% NaCl solution: 0.077 at 5 °C, 0.14 at 15 °C, 0.38 at 25 °C, 3.47 at 35 °C (gas stripping-GC, Cetin et al., 2006)(x 10-3 atmm3/mol)
InChI
InChI=1/C10H6Cl8/c11-3-1-2-4(5(3)12)9(16)7(14)6(13)8(2,15)10(9,17)18/h2-5H,1H2/t2-,3+,4-,5-,8-,9+/s3
InChIKey
BIWJNBZANLAXMG-PGCVDOQQNA-N
SMILES
[C@@H]1(Cl)[C@]2([H])[C@@]([H])([C@@]3(Cl)C(Cl)(Cl)[C@]2(Cl)C(Cl)=C3Cl)C[C@H]1Cl |&1:0,2,4,6,11,18,r|
EPA chemische Informationen
trans-Chlordane (5103-74-2)
Treatment · 2 Einträge

Treatment is symptomatic. It is aimed at controlling convulsions, coma, and respiratory depression. Gastric lavage, followed by the administration of activated charcoal, may be performed following ingestion. (L146)

Treatment is symptomatic. It is aimed at controlling convulsions, coma, and respiratory depression. Gastric lavage, followed by the administration of activated charcoal, may be performed following ingestion. (L146)

Health Effects · 2 Einträge

Chlordane is a central nervous system stimulant, and can also damage the digestive system and the liver. Large doses have been known to cause convulsions, respiratory failure, and death. Chlordane is also known to have adverse reproductive and developmental effects. (L91)

Chlordane is a central nervous system stimulant, and can also damage the digestive system and the liver. Large doses have been shown to cause convulsions, respiratory failure, and death. Chlordane is also known to have adverse reproductive and developmental effects. (L91)

Adverse EffectsOccupational hepatotoxin - Secondary hepatotoxins: the potential for toxic effect in the occupational setting is based on cases of poisoning by human ingestion or animal experimentation.
Exposure Routes · 2 Einträge

Oral (L281) ; inhalation (A105)

Oral (A105) ; inhalation (A105)

Toxicity Summary · 2 Einträge

Chlordane is believed to bind irreversibly to DNA, leading to cell death or altered cellular function. It also affects transcription by antagonizing estrogen-related receptors. Chlordane induces hepatic cytochrome P-450, causing a large increase in the volume of the smooth endoplasmic reticulum, which results in hepatocellular enlargement and hypertrophy. Chlordane has also been shown to bind and activate retinoic acid receptor, causing various developmental defects, and inhibit alkaline phosphatases in hepatic and renal tissues. (L91, A52, A53, A68, A69)

Chlordane is believed to bind irreversibly to DNA, leading to cell death or altered cellular function. It also affects transcription by antagonizing estrogen-related receptors. Chlordane induces hepatic cytochrome P-450, causing a large increase in the volume of the smooth endoplasmic reticulum, which results in hepatocellular enlargement and hypertrophy. Chlordane has also been shown to bind and activate retinoic acid receptor, causing various developmental defects, and inhibit alkaline phosphatases in hepatic and renal tissues. (L91, A52, A53, A68, A69)

Signs and Symptoms · 2 Einträge

Ingestion and inhalation of chlordane cause headaches, irritability, confusion, weakness, vision problems, vomiting, stomach cramps, diarrhea, and jaundice. (L91)

Ingestion and inhalation of chlordane cause headaches, irritability, confusion, weakness, vision problems, vomiting, stomach cramps, diarrhea, and jaundice. (L91)

Acute Toxicity LinkChemical: CHLORDANE TRANS
Carcinogen Classification · 2 Einträge

2B, possibly carcinogenic to humans. (L135)

Chlordane is possibly carcinogenic to humans (Group 2B). (L135)

Toxicity Data · 2 Einträge

LD50: 200 mg/kg (Oral, Rat) (T13) LD50: 343 mg/kg (Intraperitoneal, Rat) (T13) LD50: 10 mg/kg (Intravenous, Mouse) (T14) LD50: 780 mg/kg (Dermal, Rat) (T14) LC50: 100 mg/m3 over 4 hours (Inhalation, Cat) (T14)

LD50: 200 mg/kg (Oral, Rat) (T13) LD50: 343 mg/kg (Intraperitoneal, Rat) (T13) LD50: 10 mg/kg (Intravenous, Mouse) (T14) LD50: 780 mg/kg (Dermal, Rat) (T14) LC50: 100 mg/m3 over 4 hours (Inhalation, Cat) (T14)

RAIS Toxicity Values · 2 Einträge

0.0005

SURROGATE. See Chlordane, Technical.

USGS Health-Based Screening Levels for Evaluating Water-Quality · 6 Einträge

trans-Chlordane

39065

Pesticide

2

Applies to chlordane, CASRN 12798036

Smith, C.D. and Nowell, L.H., 2024. Health-Based Screening Levels for evaluating water-quality data (3rd ed.). DOI:10.5066/F71C1TWP

Hazard Quotient Level 0.1 or Cancer Risk Level 1E-06 · 6 Einträge

3.60e+01

5.00e+02

1.00e+01

4.0E+03(G)

1.40e+00

5.00e-04

Sicherheitsdaten

wgk
3
ridadr
2761
RTECS-Nr.
PC0365000
risk_code
11-38-50/53-65-67-40-22-48-36/37/38-20/21/22-62-51/53-48/20-50-20
Toxizität
LC50 (96-hour) for rainbow trout 90 mg/L and bluegill sunfish 70 mg/L (Hartley and Kidd, 1987); EC50 (96-hour) for goldfish 0.5 mg/L; acute oral LD50 for rats 365–590 mg/kg (Hartley and Kidd, 1987), 343 mg/kg (RTECS, 1985).
hazard_code
F,Xn,N
safety_code
60-61-62-36/37-45-26-33-29-16-9-25
hazard_class
6.1(b)
packing_group
III
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