Bis(2-chloro-1-methylethyl) ether

Base Information

• Chemical Name: Bis(2-chloro-1-methylethyl) ether
• CAS No.: 108-60-1
• Deprecated CAS: 52438-91-2
• Molecular Formula: C6H12 Cl2 O
• Molecular Weight: 171.067
• Hs Code.: 2909199012
• European Community (EC) Number: 203-598-3
• ICSC Number: 0435
• NSC Number: 2849
• UN Number: 2490,2354
• UNII: 0JJZ8LER32
• DSSTox Substance ID: DTXSID4020167
• Nikkaji Number: J2.865G
• Wikidata: Q2184481
• ChEMBL ID: CHEMBL1403227
• Mol file: 108-60-1.mol

Synonyms:2,2'-dichlorodiisopropyl ether;2,2'-oxybis(1-chloropropane);bis(2-chloro-1-methylethyl) ether;bis(2-chloro-1-methylethyl)ether;bis(beta-chloroisopropyl)ether;DDE cpd

Chemical Property of Bis(2-chloro-1-methylethyl) ether

Chemical Property:

• Appearance/Colour: COLOURLESS TO BROWN, OILY LIQUID
• Vapor Pressure: 0.887mmHg at 25°C
• Melting Point: -97 to -102ºC
• Refractive Index: 1.436
• Boiling Point: 187 °C at 760 mmHg
• Flash Point: 36.4 °C
• PSA: 9.23000
• Density: 1.086 g/cm³
• LogP: 2.95280
• Storage Temp.: 0-6°C
• Solubility.: Soluble in acetone, ethanol, benzene, ether (Weast, 1986), and many other solvents including methanol, propanol, and 2-butanone.
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 4
• Exact Mass: 170.0265204
• Heavy Atom Count: 9
• Complexity: 60.1
• Transport DOT Label: Poison

Purity/Quality:

99% ^*data from raw suppliers

Bis-(2-chloroisopropyl) ether ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Toxic by ingestion and inhalation, strong irritant.
• Hazard Codes: Xn,T,F
• Statements: 22-36/37/38-39/23/24/25-23/24/25-11
• Safety Statements: 26-45-36/37-16-7

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Halogenated Ethers
• Canonical SMILES: CC(CCl)OC(C)CCl
• Inhalation Risk: No indication can be given about the rate at which a harmful concentration of this substance in the air is reached on evaporation at 20 °C.
• Effects of Long Term Exposure: The substance defats the skin, which may cause dryness or cracking.
• Description: Bis-(2-chloroisopropyl) ether is a byproduct in the synthesis of ethylene and propylene glycol that has been found in municipal drinking water in the United States and waterways in the Netherlands where it is considered a persistent organic pollutant (POP). It is mutagenic in the S. typhimurium strains TA 1535 and TA 100 but lacks mutagenic activity in mice.
• Physical properties: Colorless to light brown oily liquid. Verschueren (1983) reported an odor threshold concentration of 320 ppb.
• Uses: Bis(2-chloroisopropyl)ether is used as a sol vent for resins, waxes, and oils, and inorganic synthesis. Apparently used as a nematocide in Japan but is not registered in the U.S. for use as a pesticide. Bis(2-chloroisopropyl) Ether is an organochlorine pesticide. Bis(2-chloroisopropyl) Ether is used as a nematicide to control parasitic nematodes in agriculture.

Technology Process of Bis(2-chloro-1-methylethyl) ether

There total 11 articles about Bis(2-chloro-1-methylethyl) ether 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:

propene (187737-37-7,13987-01-4,15220-87-8,9003-07-0,676-63-1,25085-53-4) + 1-Chloro-2-propanol (127-00-4) → 1,2-Dichloropropane (26198-63-0,78-87-5) + bis(1-chloro-2-propyl) ether (108-60-1,52438-91-2) + 1-chloro-2-propyl 2-chloro-1-propyl ether (83270-31-9)

Guidance literature:

With chlorine; In dichloromethane; at -20 ℃; Yield given. Yields of byproduct given;

Reference yield:

propene (187737-37-7,13987-01-4,15220-87-8,9003-07-0,676-63-1,25085-53-4) + methyloxirane (75-56-9,16033-71-9) → 1,2-Dichloropropane (26198-63-0,78-87-5) + bis(1-chloro-2-propyl) ether (108-60-1,52438-91-2) + bis-(2-chloro-propyl) ether (54460-96-7) + 1-chloro-2-propyl 2-chloro-1-propyl ether (83270-31-9)

Guidance literature:

With chlorine; In dichloromethane; at -20 ℃; Yield given. Further byproducts given. Yields of byproduct given;

Reference yield:

propene (187737-37-7,13987-01-4,15220-87-8,9003-07-0,676-63-1,25085-53-4) → 1,2-Dichloropropane (26198-63-0,78-87-5) + bis(3-chloropropyl)ether (629-36-7) + bis(1-chloro-2-propyl) ether (108-60-1,52438-91-2) + 1-Chloro-2-propanol (127-00-4)

Guidance literature:

With hypochloric acid; chlorine; In butanone; at 20 ℃; for 0.00833333h; Title compound not separated from byproducts; in a rotor-pulsation apparatus;

upstream raw materials:

propene

dimethyl sulfate

1-Chloro-2-propanol

methyloxirane

Downstream raw materials:

4-(2-hydroxyethyl)-2,6-dimethylmorpholine

(±)-2-methyl-2-phenyl-2,3-dihydro-1H-inden-1-one

8,10-dimethyl-3,6,9,12,15-pentaoxa-1(2,6)-pyridina-cyclohexadecaphane-2,16-dione

4-[4-(1-cyclohexyl-1-methyl-ethyl)-cyclohexyl]-2,6-dimethyl-morpholine

Refernces

• 1、 Bikbulatov,Valitov,Gromova,Stepanova,Martynova. "NONAQUEOUS SOLUTION OF HYPOCHLOROUS ACID AND CHLOROHYDRINATION REACTIONS OF CERTAIN LOWER ALKENES.". . p. 2314 - 2317. Retrieved 2007/10/02.