Dieldrin

Base Information

• Chemical Name: Dieldrin
• CAS No.: 60-57-1
• Deprecated CAS: 3039-00-7,12622-75-2,17301-10-9,33648-22-5,59029-57-1,12622-75-2,33648-22-5,59029-57-1
• Molecular Formula: C12H8 Cl6 O
• Molecular Weight: 380.913
• Hs Code.: 29104000
• European Community (EC) Number: 200-484-5
• ICSC Number: 0787
• UN Number: 2761
• UNII: I0246D2ZS0
• DSSTox Substance ID: DTXSID9020453
• Wikipedia: Dieldrin
• Wikidata: Q423992
• NCI Thesaurus Code: C169908
• Metabolomics Workbench ID: 55017
• ChEMBL ID: CHEMBL1873703
• Mol file: 60-57-1.mol

Synonyms:Alvit 55;Alvit-55;Alvit55;Dieldrin

Chemical Property of Dieldrin

Chemical Property:

• Appearance/Colour: white or light brown powder or crystals
• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 143-144 °C(lit.)
• Refractive Index: 1.5550 (estimate)
• Boiling Point: 385 C
• Flash Point: 155.314°C
• PSA: 12.53000
• Density: 1.849g/cm³
• LogP: 4.48140
• Storage Temp.: APPROX 4°C
• Solubility.: Soluble in ethanol and benzene (Weast, 1986)
• Water Solubility.: 195ug/L(25 oC)
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 379.867681
• Heavy Atom Count: 19
• Complexity: 516
• Transport DOT Label: Poison

Purity/Quality:

Dieldrin ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Toxic by ingestion, inhalation, and skin absorption. Use restricted to nonagricultural applications. Carcinogenic. TLV: 0.25 mg/m³.
• Hazard Codes: T+,N,Xn,F,T,Xi
• Statements: 25-27-40-48/25-50/53-36-20/21/22-11-39/23/24/25-23/24/25-67-65-38-51/53-52/53
• Safety Statements: 22-36/37-45-60-61-36-26-16-62-7

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Pesticides -> Organochlorine Pesticides
• Canonical SMILES: C1C2C3C(C1C4C2O4)C5(C(=C(C3(C5(Cl)Cl)Cl)Cl)Cl)Cl
• Isomeric SMILES: C1[C@@H]2[C@H]3[C@@H]([C@H]1[C@H]4[C@@H]2O4)[C@]5(C(=C([C@@]3(C5(Cl)Cl)Cl)Cl)Cl)Cl
• Inhalation Risk: Evaporation at 20 °C is negligible; a harmful concentration of airborne particles can, however, be reached quickly on spraying.
• Effects of Short Term Exposure: The substance may cause effects on the central nervous system. This may result in convulsions. Medical observation is indicated.
• Effects of Long Term Exposure: Cumulative effects are possible. See Acute Hazards/Symptoms.
• Physical properties: White crystals to pale tan flakes with an odorless to mild chemical odor. Odor threshold concentration is 41 μg/L (quoted, Keith and Walters, 1992).
• Uses: Dieldrin was first used by cotton growers in the 1950s; it has subsequently been used on other crops for the control of vectorborne diseases and for mothproofing woolen goods. Dieldrin, as well as other cyclodiene insecticides, is uniquely suited for the control of termites. In 1974, the U.S. registration of products containing aldrin and dieldrin was canceled. As a result of worldwide concerns regarding the potential human health and environmental impacts of dieldrin, its manufacture ceased by the early 1990s. Occupational exposures have occurred among all groups that have been involved in the manufacture or handling of the compound, and in the spraying of dieldrin suspensions and emulsions. Overexposure, resulting in acute intoxication, occurred primarily in the early days of dieldrin, aldrin, and endrin manufacture and in spraying operations with these compounds in Kenya, India, Iran, and other malariainfested countries. Stereoisomer of Endrin. Used as an insecticide. Potential occupational carcinogen. Formerly as insecticide.

Technology Process of Dieldrin

There total 7 articles about Dieldrin which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

aldrin (309-00-2) → endo-6-Chlor-exo-7-trichlormethyl-6,7-dihydro-aldrin (74415-96-6) + C20H12Cl6O4 (74415-97-7,74431-91-7) + dieldrin (60-57-1)

Guidance literature:

With phthaloyl peroxide; In tetrachloromethane; for 40h; Heating;

DOI:10.1016/0040-4020(80)80031-7

Reference yield:

→ dieldrin (60-57-1)

Guidance literature:

With dihydrogen peroxide; acetic acid;

Reference yield:

Perbenzoic acid (93-59-4) → dieldrin (60-57-1)

Guidance literature:

With chloroform;

upstream raw materials:

tetrachloromethane

aldrin

phthaloyl peroxide

Perbenzoic acid

Downstream raw materials:

C₁₂H₇Cl₅O₂

endrin ketone

endrin aldehyde

2,3,4,4,5,6-hexachloro-12-oxapentacyclo<5.4.1.1.^8,11.0^3,10.0^5,9>tridecane

Refernces