127-90-2

Basic information

• Product Name: Bis(2,3,3,3-tetrachloropropyl) ether
• Synonyms: OCTACHLORODIPROPYL ETHER;S 421;1,1’-oxybis(2,3,3,3-tetrachloro-Propane;ENT 25,456;ent25,456;Ether, bis(2,3,3,3-tetrachloropropyl);ether,bis(2,3,3,3-tetrachloropropyl);Monsanto 16226
• CAS NO: 127-90-2
• Molecular Formula: C₆H₆Cl₈O
• Molecular Weight: 377.74
• EINECS: 204-870-4
• Product Categories: Intermediates of Dyes and Pigments;Aliphatics;Intermediates & Fine Chemicals;Pharmaceuticals
• Mol File: 127-90-2.mol
• Article Data: 0

Chemical Properties

• Melting Point: -49.9°C
• Boiling Point: 365.079 °C at 760 mmHg
• Flash Point: 177 °C
• Appearance: /
• Density: 1.6352 (estimate)
• Vapor Pressure: 3.38E-05mmHg at 25°C
• Refractive Index: 1.534
• Storage Temp.: 0-6°C
• CAS DataBase Reference: Bis(2,3,3,3-tetrachloropropyl) ether(CAS DataBase Reference)
• NIST Chemistry Reference: Bis(2,3,3,3-tetrachloropropyl) ether(127-90-2)
• EPA Substance Registry System: Bis(2,3,3,3-tetrachloropropyl) ether(127-90-2)

Safety Data

• WGK Germany: 2
• RTECS: KN3600000
• Hazardous Substances Data: 127-90-2(Hazardous Substances Data)

Usage

Description

Bis(2,3,3,3-tetrachloropropyl) ether, also known as S-421, is a chemical compound that possesses potent synergistic properties. It is characterized by its ability to enhance the effectiveness of other active ingredients, particularly in the context of pesticide formulations. Bis(2,3,3,3-tetrachloropropyl) ether is derived from tetrachloropropyl groups, which contribute to its unique synergistic capabilities.

Uses

Used in Pesticide Production:
Bis(2,3,3,3-tetrachloropropyl) ether is used as a synergizing agent in the production of pesticides. It serves to amplify the efficacy of the active ingredients, leading to improved pest control and reduced chemical usage. This results in a more environmentally friendly and cost-effective approach to agriculture and pest management.
In the pesticide industry, Bis(2,3,3,3-tetrachloropropyl) ether is used as a synergist to enhance the performance of various insecticides, herbicides, and fungicides. By working in conjunction with these active ingredients, it allows for lower application rates, reducing the overall environmental impact and potential for resistance development in pests.

Synthesis Reference(s)

Journal of Medicinal Chemistry, 44, p. 594, 2001 DOI: 10.1021/jm000282dTetrahedron Letters, 14, p. 1105, 1973

Safety Profile

Moderately toxic by ingestion.When heated to decomposition it emits toxic fumes ofClí. See also ETHERS and CHLORINATEDHYDROCARBONS, ALIPHATIC

InChI:InChI=1/C6H6Cl8O/c7-3(5(9,10)11)1-15-2-4(8)6(12,13)14/h3-4H,1-2H2

Synthetic route

bis(2-chloromethyl)ether (542-88-1) + Trichloroethylene (79-01-6) → 2,3,3,3,2',3',3',3'-Octachlorodipropyl ether (127-90-2)

Conditions	Yield
With aluminium trichloride

1,3,5-Trioxan (110-88-3) + aluminium trichloride (7446-70-0) + Trichloroethylene (79-01-6) → 2,3,3,3-tetrachloro-propan-1-ol (59778-03-9) + 2,3,3,3,2',3',3',3'-Octachlorodipropyl ether (127-90-2) + 2,3-dichloropropionyl chloride (7623-13-4)

formaldehyd (50-00-0) + aluminium trichloride (7446-70-0) + Trichloroethylene (79-01-6) → 2,3,3,3-tetrachloro-propan-1-ol (59778-03-9) + 2,3,3,3,2',3',3',3'-Octachlorodipropyl ether (127-90-2) + 2,3-dichloropropionyl chloride (7623-13-4)

2,3,3,3,2',3',3',3'-Octachlorodipropyl ether (127-90-2) → bis-(2,3,3-trichloro-allyl)-ether (69925-26-4)

Conditions	Yield
With potassium hydroxide

ethanol (64-17-5) + 2,3,3,3,2',3',3',3'-Octachlorodipropyl ether (127-90-2) + aqueous KOH-solution → bis-(2,3,3-trichloro-allyl)-ether (69925-26-4)

Upstream product

• 542-88-1 bis(2-chloromethyl)ether 
• 79-01-6 Trichloroethylene 
• 110-88-3 1,3,5-Trioxan 
• 7446-70-0 aluminium trichloride 
• 50-00-0 formaldehyd