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108-60-1 Usage

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.

Chemical Properties

Different sources of media describe the Chemical Properties of 108-60-1 differently. You can refer to the following data:
1. Clear Colourless Oil
2. Dichloroisopropyl ether is a colorless liquid.

Physical properties

Colorless to light brown oily liquid. Verschueren (1983) reported an odor threshold concentration of 320 ppb.

Uses

Different sources of media describe the Uses of 108-60-1 differently. You can refer to the following data:
1. Bis(2-chloroisopropyl)ether is used as a sol vent for resins, waxes, and oils, and inorganic synthesis.
2. Apparently used as a nematocide in Japan but is not registered in the U.S. for use as a pesticide.
3. Bis(2-chloroisopropyl) Ether is an organochlorine pesticide. Bis(2-chloroisopropyl) Ether is used as a nematicide to control parasitic nematodes in agriculture.

General Description

Colorless to light brown liquid. Odor threshold concentration 200 μg/L.

Air & Water Reactions

Subject to peroxidation in air. Insoluble in water.

Reactivity Profile

BIS(2-CHLOROISOPROPYL)ETHER oxidizes readily in air to form unstable peroxides that may explode spontaneously [Bretherick 1979 p.151-154, 164].

Health Hazard

Bis(2-chloroisopropyl)ether exhibited moderately toxic and carcinogenic actions intest animals. The acute inhalation toxicity of this compound is considerably lowerthan those of bis(chloromethyl)ether and bis(chloroethyl)ether. Exposure to its vapors cancause irritation of the eyes and upper respiratory tract. Inhalation of 700 ppm of this com pound in air for 5 hours proved fatal to ratsThe oral toxicity of bis(2-chloroisopropyl)ether in rats was found to be moderate, withan LD50 value of 240 mg/kg.The compound is carcinogenic to animals.Although there is no evidence of its carcino genicity in humans, exposure may cause lungcancer.

Fire Hazard

BIS(2-CHLOROISOPROPYL)ETHER is combustible.

Potential Exposure

BCIE was previously used as a solvent and as an extractant. It may be formed as a by-product of propylene oxide production. It has been found in industrial waste water and in natural water.

Source

No MCLGs or MCLs have been proposed, however, a DWEL of 1 mg/L was recommended (U.S. EPA, 2000). A waste by-product in the manufacture of propylene glycol (quoted, Verschueren, 1983).

Environmental Fate

Biological. When bis(2-chloroisopropyl)ether (5 and 10 mg/L) was statically incubated in the dark at 25°C with yeast extract and settled domestic wastewater inoculum, complete biodegradation was achieved after 14 days (Tabak et al., 1981).Chemical/Physical. Kollig (1993) reported that bis(2-chloroisopropyl)ether is subject to hydrolysis forming hydrochloric acid and the intermediate (2-hydroxy-isopropyl-2- chloroisopropyl)ether. The latter undergoes further hydrolysis yielding bis

Shipping

UN2490 Dichloroisopropyl ether, Hazard Class: 6.1; Labels: 6.1—Poisonous materials.

Incompatibilities

Incompatible with oxidizers (chlorates, nitrates, peroxides, permanganates, perchlorates, chlorine, bromine, fluorine, etc.); contact may cause fires or explosions. Keep away from alkaline materials, strong bases, strong acids, oxoacids, epoxides. It may form dangerous peroxides upon standing; may explode when heated.

Waste Disposal

Use special incinerator due to high HCl content, such as seagoing incinerator ships.

Check Digit Verification of cas no

The CAS Registry Mumber 108-60-1 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 1,0 and 8 respectively; the second part has 2 digits, 6 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 108-60:
(5*1)+(4*0)+(3*8)+(2*6)+(1*0)=41
41 % 10 = 1
So 108-60-1 is a valid CAS Registry Number.
InChI:InChI=1/C6H12Cl2O/c1-5(3-7)9-6(2)4-8/h5-6H,3-4H2,1-2H3/t5-,6+

108-60-1SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 20, 2017

Revision Date: Aug 20, 2017

1.Identification

1.1 GHS Product identifier

Product name DCIP

1.2 Other means of identification

Product number -
Other names Bis(2-chloroisopropyl) Ether

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:108-60-1 SDS

108-60-1Synthetic route

propene
187737-37-7

propene

bis(1-chloro-2-propyl) ether
108-60-1

bis(1-chloro-2-propyl) ether

Conditions
ConditionsYield
With metal salt; water; chlorine
dimethyl sulfate
77-78-1

dimethyl sulfate

1-Chloro-2-propanol
127-00-4

1-Chloro-2-propanol

A

2-methoxy-1-chloropropane
5390-72-7

2-methoxy-1-chloropropane

B

bis(1-chloro-2-propyl) ether
108-60-1

bis(1-chloro-2-propyl) ether

1-Chloro-2-propanol
127-00-4

1-Chloro-2-propanol

bis(1-chloro-2-propyl) ether
108-60-1

bis(1-chloro-2-propyl) ether

Conditions
ConditionsYield
With sulfuric acid
propene
187737-37-7

propene

methyloxirane
75-56-9, 16033-71-9

methyloxirane

bis(1-chloro-2-propyl) ether
108-60-1

bis(1-chloro-2-propyl) ether

Conditions
ConditionsYield
With water; chlorine
With water; chlorine
propene
187737-37-7

propene

A

1,2-Dichloropropane
26198-63-0, 78-87-5

1,2-Dichloropropane

B

bis(3-chloropropyl)ether
629-36-7

bis(3-chloropropyl)ether

C

bis(1-chloro-2-propyl) ether
108-60-1

bis(1-chloro-2-propyl) ether

D

1-Chloro-2-propanol
127-00-4

1-Chloro-2-propanol

Conditions
ConditionsYield
With hypochloric acid; chlorine In butanone at 20℃; for 0.00833333h; in a rotor-pulsation apparatus; Title compound not separated from byproducts;A 15.8 % Spectr.
B n/a
C n/a
D 68.6 % Spectr.
With hypochloric acid; chlorine In butanone at 20℃; for 0.00833333h; Product distribution; Mechanism; yield of products at different temperatures and in different solvents, in a rotor-pulsation apparatus;A 15.8 % Spectr.
B n/a
C n/a
D 68.6 % Spectr.
propene
187737-37-7

propene

1-Chloro-2-propanol
127-00-4

1-Chloro-2-propanol

A

1,2-Dichloropropane
26198-63-0, 78-87-5

1,2-Dichloropropane

B

bis(1-chloro-2-propyl) ether
108-60-1

bis(1-chloro-2-propyl) ether

C

1-chloro-2-propyl 2-chloro-1-propyl ether
83270-31-9

1-chloro-2-propyl 2-chloro-1-propyl ether

Conditions
ConditionsYield
With chlorine In dichloromethane at -20℃; Yield given. Yields of byproduct given;
propene
187737-37-7

propene

methyloxirane
75-56-9, 16033-71-9

methyloxirane

A

1,2-Dichloropropane
26198-63-0, 78-87-5

1,2-Dichloropropane

B

bis(1-chloro-2-propyl) ether
108-60-1

bis(1-chloro-2-propyl) ether

C

bis-(2-chloro-propyl) ether
54460-96-7

bis-(2-chloro-propyl) ether

D

1-chloro-2-propyl 2-chloro-1-propyl ether
83270-31-9

1-chloro-2-propyl 2-chloro-1-propyl ether

Conditions
ConditionsYield
With chlorine In dichloromethane at -20℃; Yield given. Further byproducts given. Yields of byproduct given;
propene
187737-37-7

propene

water
7732-18-5

water

chlorine
7782-50-5

chlorine

bis(1-chloro-2-propyl) ether
108-60-1

bis(1-chloro-2-propyl) ether

Conditions
ConditionsYield
durch Propylenoxyd;
propene
187737-37-7

propene

water
7732-18-5

water

chlorine
7782-50-5

chlorine

A

1,2-Dichloropropane
26198-63-0, 78-87-5

1,2-Dichloropropane

B

bis(1-chloro-2-propyl) ether
108-60-1

bis(1-chloro-2-propyl) ether

C

chloroacetone
78-95-5

chloroacetone

D

1-Chloro-2-propanol
127-00-4

1-Chloro-2-propanol

Conditions
ConditionsYield
at 34 - 43℃;
propene
187737-37-7

propene

water
7732-18-5

water

chlorine
7782-50-5

chlorine

A

1,2-Dichloropropane
26198-63-0, 78-87-5

1,2-Dichloropropane

B

bis(1-chloro-2-propyl) ether
108-60-1

bis(1-chloro-2-propyl) ether

C

CH3+CH(OH)+CH2Cl

CH3+CH(OH)+CH2Cl

D

CH3+CHCl+CH2+OH

CH3+CHCl+CH2+OH

Conditions
ConditionsYield
at 60℃;
at 60℃;
bis(1-chloro-2-propyl) ether
108-60-1

bis(1-chloro-2-propyl) ether

sodium n-hexylmercaptide
22487-02-1

sodium n-hexylmercaptide

9,11-Dimethyl-10-oxa-7,13-dithia-nonadecan

9,11-Dimethyl-10-oxa-7,13-dithia-nonadecan

Conditions
ConditionsYield
In pentan-1-ol for 8h; Heating;53%
morpholine
110-91-8

morpholine

bis(1-chloro-2-propyl) ether
108-60-1

bis(1-chloro-2-propyl) ether

2,6-dimethyl-4-(2-vinyloxy-ethyl)-morpholine

2,6-dimethyl-4-(2-vinyloxy-ethyl)-morpholine

Conditions
ConditionsYield
With sodium hydroxide Erwaermen des Reaktionsprodukts mit wss. NaOH;
With sodium hydroxide Erwaermen des Reaktionsprodukts mit aethanol. NaOH;
n-Dodecylamine
124-22-1

n-Dodecylamine

bis(1-chloro-2-propyl) ether
108-60-1

bis(1-chloro-2-propyl) ether

aldimorph
1704-28-5

aldimorph

Conditions
ConditionsYield
With sodium carbonate; butan-1-ol
bis(1-chloro-2-propyl) ether
108-60-1

bis(1-chloro-2-propyl) ether

3-amino-2-propanol
78-96-6, 1674-56-2

3-amino-2-propanol

4-(2-methoxy-propyl)-2,6-dimethyl-morpholine

4-(2-methoxy-propyl)-2,6-dimethyl-morpholine

Conditions
ConditionsYield
Erwaermen des Reaktionsprodukts mit Dimethylsulfat und wss. NaOH;
bis(1-chloro-2-propyl) ether
108-60-1

bis(1-chloro-2-propyl) ether

N,N-didodecylamine
3007-31-6

N,N-didodecylamine

4,4-didodecyl-2,6-dimethyl-morpholinium; chloride

4,4-didodecyl-2,6-dimethyl-morpholinium; chloride

Conditions
ConditionsYield
With sodium carbonate; butan-1-ol
bis(1-chloro-2-propyl) ether
108-60-1

bis(1-chloro-2-propyl) ether

Dioctadecylamine
112-99-2

Dioctadecylamine

2,6-dimethyl-4,4-dioctadecyl-morpholinium; chloride
121446-92-2

2,6-dimethyl-4,4-dioctadecyl-morpholinium; chloride

Conditions
ConditionsYield
With sodium carbonate; butan-1-ol
bis(1-chloro-2-propyl) ether
108-60-1

bis(1-chloro-2-propyl) ether

potassium acetate
127-08-2

potassium acetate

bis-(β-acetoxy-isopropyl)-ether
20726-65-2

bis-(β-acetoxy-isopropyl)-ether

Conditions
ConditionsYield
With acetic acid
bis(1-chloro-2-propyl) ether
108-60-1

bis(1-chloro-2-propyl) ether

2,6-dimethyl-[1,4]oxathiane
71172-25-3

2,6-dimethyl-[1,4]oxathiane

Conditions
ConditionsYield
With sodium sulfide; ethanol
bis(1-chloro-2-propyl) ether
108-60-1

bis(1-chloro-2-propyl) ether

2,6-dimethyl morpholine
141-91-3

2,6-dimethyl morpholine

Conditions
ConditionsYield
With ammonium hydroxide at 120℃;
With ammonium hydroxide at 120℃;
bis(1-chloro-2-propyl) ether
108-60-1

bis(1-chloro-2-propyl) ether

(β-chloro-isopropyl)-isopropenyl ether
26103-10-6

(β-chloro-isopropyl)-isopropenyl ether

Conditions
ConditionsYield
With sodium hydroxide; triethanolamine at 240℃;
bis(1-chloro-2-propyl) ether
108-60-1

bis(1-chloro-2-propyl) ether

bisisopropenyl ether
4188-73-2

bisisopropenyl ether

Conditions
ConditionsYield
With sodium hydroxide; triethanolamine at 240℃; beim Erwaermen des Reaktionsprodukts mit Natriumhydroxid und Tris-<2-hydroxy-aethyl>-amin;
With potassium hydroxide
bis(1-chloro-2-propyl) ether
108-60-1

bis(1-chloro-2-propyl) ether

4-nitrophthalimide
89-40-7

4-nitrophthalimide

5,5'-dinitro-2,2'-(2,4-dimethyl-3-oxa-pentanediyl)-bis-isoindoline-1,3-dione

5,5'-dinitro-2,2'-(2,4-dimethyl-3-oxa-pentanediyl)-bis-isoindoline-1,3-dione

Conditions
ConditionsYield
With potassium carbonate; N,N-dimethyl-formamide; potassium iodide at 135 - 140℃;
bis(1-chloro-2-propyl) ether
108-60-1

bis(1-chloro-2-propyl) ether

ethanolamine
141-43-5

ethanolamine

4-(2-hydroxyethyl)-2,6-dimethylmorpholine
73813-49-7

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

Conditions
ConditionsYield
With potassium carbonate at 150℃;
bis(1-chloro-2-propyl) ether
108-60-1

bis(1-chloro-2-propyl) ether

thiophenol
108-98-5

thiophenol

2-(β-phenylsulfanyl-isopropoxy)-propane-1-thiol

2-(β-phenylsulfanyl-isopropoxy)-propane-1-thiol

Conditions
ConditionsYield
With ethanol; sodium ethanolate Erhitzen des Reaktionsprodukts mit KHS in Methanol auf 150-160grad;
bis(1-chloro-2-propyl) ether
108-60-1

bis(1-chloro-2-propyl) ether

tert-octylphenol
140-66-9

tert-octylphenol

2-(β-chloro-isopropoxy)-1-[4-(1,1,3,3-tetramethyl-butyl)-phenoxy]-propane
857578-97-3

2-(β-chloro-isopropoxy)-1-[4-(1,1,3,3-tetramethyl-butyl)-phenoxy]-propane

Conditions
ConditionsYield
With sodium hydroxide at 110℃;
With sodium hydroxide at 110℃;
bis(1-chloro-2-propyl) ether
108-60-1

bis(1-chloro-2-propyl) ether

1-aminooctadecane
124-30-1

1-aminooctadecane

2,6-dimethyl-4-octadecyl-morpholine
1541-93-1

2,6-dimethyl-4-octadecyl-morpholine

Conditions
ConditionsYield
With sodium carbonate; butan-1-ol
propylene glycol
57-55-6

propylene glycol

bis(1-chloro-2-propyl) ether
108-60-1

bis(1-chloro-2-propyl) ether

1,1'-(2,4-dimethyl-3-oxa-pentane-1,5-diyldioxy)-bis-propan-2-ol
72562-47-1

1,1'-(2,4-dimethyl-3-oxa-pentane-1,5-diyldioxy)-bis-propan-2-ol

Conditions
ConditionsYield
(i) Na, (ii) /BRN= 1735833/; Multistep reaction;
bis(1-chloro-2-propyl) ether
108-60-1

bis(1-chloro-2-propyl) ether

ethylene glycol
107-21-1

ethylene glycol

2,2'-(2,4-dimethyl-3-oxa-pentane-1,5-diyldioxy)-bis-ethanol
72562-46-0

2,2'-(2,4-dimethyl-3-oxa-pentane-1,5-diyldioxy)-bis-ethanol

Conditions
ConditionsYield
(i) Na, (ii) /BRN= 1735833/; Multistep reaction;
bis(1-chloro-2-propyl) ether
108-60-1

bis(1-chloro-2-propyl) ether

acetyl chloride
75-36-5

acetyl chloride

1-chloro-2-acetoxypropane
623-60-9

1-chloro-2-acetoxypropane

Conditions
ConditionsYield
With zinc(II) chloride
bis(1-chloro-2-propyl) ether
108-60-1

bis(1-chloro-2-propyl) ether

carbon monoxide
201230-82-2

carbon monoxide

benzene
71-43-2

benzene

(±)-2-methyl-2-phenyl-2,3-dihydro-1H-inden-1-one
1005420-27-8, 10474-32-5, 887255-49-4

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

Conditions
ConditionsYield
With aluminium trichloride at 22 - 24℃; for 2.5h;
bis(2-hydroxyphenoxyethyl)ether
23116-94-1

bis(2-hydroxyphenoxyethyl)ether

bis(1-chloro-2-propyl) ether
108-60-1

bis(1-chloro-2-propyl) ether

6,8-dimethyldibenzo-18-crown-6

6,8-dimethyldibenzo-18-crown-6

Conditions
ConditionsYield
With potassium hydroxide; butan-1-ol
morpholine
110-91-8

morpholine

bis(1-chloro-2-propyl) ether
108-60-1

bis(1-chloro-2-propyl) ether

furan-2,3,5(4H)-trione pyridine (1:1)

furan-2,3,5(4H)-trione pyridine (1:1)

2.6.2'.6'-tetramethyl-dimorphousolynium chloride

2.6.2'.6'-tetramethyl-dimorphousolynium chloride

Conditions
ConditionsYield
at 100℃;

108-60-1Relevant articles and documents

CARBON MEMBRANE HAVING BIOLOGICAL MOLECULE IMMOBILIZED THEREON

-

, (2009/08/14)

Disclosed is a biological molecule-immobilized carbon membrane which comprises a porous carbon membrane and a biological molecule (e.g., an enzyme) immobilized on the carbon membrane, wherein the porous carbon membrane has three-dimensional cancellous pores through which fluid can permeate. The carbon membrane can have a large amount of a biological molecule (e.g., an enzyme) immobilized thereon and can also have a higher level of enzymatic activity or the like compared to a conventional one. Therefore, the carbon membrane is useful as an electrode for a bio-sensor or a bio-fuel cell.

Three Component Reactions. XVI. Halogenation of Alk-1-enes in the Presence of Ethylene Oxide and Propylene Oxide

Beger, J.,Schiefer, H.,Scheller, D.

, p. 719 - 728 (2007/10/02)

The products of the chlorination of alk-1-enes in the presence of ethylene oxide and propylene oxide were investigated in relation to products of the chlorination in the presence of corresponding chloroalcohols 4 and 5.Isomers dominating in the Markovnikov orientation were found in all cases.Two of the three pairs of diastereomeric bischloropropylethers expected for the chlorination of propene in the presence of propylene oxide were identified by capillar GLC and 13C n.m.r. spectroscopy.

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