Product Name

  • Name

    BIS(2-CHLOROISOPROPYL)ETHER

  • EINECS 203-598-3
  • CAS No. 108-60-1
  • Article Data10
  • CAS DataBase
  • Density 1.086 g/cm3
  • Solubility Solubility in water, g/100 ml at 20ºC: 0.2, poor
  • Melting Point -97 to -102ºC
  • Formula C6H12 Cl2 O
  • Boiling Point 187 °C at 760 mmHg
  • Molecular Weight 171.067
  • Flash Point 36.4 °C
  • Transport Information
  • Appearance COLOURLESS TO BROWN, OILY LIQUID
  • Safety Poison by ingestion. Moderately toxic by skin contact and inhalation. An eye irritant. Questionable carcinogen. Mutation data reported. A corrosive material. Moderate fire hazard when exposed to heat, flame, or powerful oxidizers. Incompatible with oxidizing materials. To fight fire, use water to blanket fire; foam, CO2, dry chemical. When heated to decomposition it emits highly toxic fumes of Cl. See also ETHERS.
  • Risk Codes 22-36/37/38-39/23/24/25-23/24/25-11
  • Molecular Structure Molecular Structure of 108-60-1 (BIS(2-CHLOROISOPROPYL)ETHER)
  • Hazard Symbols Toxic by ingestion and inhalation, strong irritant.
  • Synonyms Ether,bis(2-chloro-1-methylethyl) (6CI,7CI,8CI);2,2'-Dichlorodiisopropyl ether;2,2'-Oxybis(1-chloropropane);Bis(1-chloro-2-propyl) ether;Bis(2-chloro-1-methylethyl) ether;DCIP;DCIP (nematocide);NSC 2849;b,b'-Dichlorodiisopropyl ether;
  • PSA 9.23000
  • LogP 2.95280

Synthetic 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℃;

Bis(2-chloroisopropyl) ether Chemical Properties

 Bis(2-chloroisopropyl) ether ,its CAS register number is 108-60-1,it's called for DCIP ; Dichloroisopropyl ether ; Bis-(2-chloro-1-methylethyl)ether ; (2-Chloro-1-methylethyl) ether ; (2-Chloro-1-methylethyl)ether ; 1-Chloro-2-(2-chloro-1-methylethoxy)propane ; 2,2’-Dichlorodiisopropylether ; Nemamol ; Isopropylchlorex ; Pichloram ,and so on. Bis(2-chloroisopropyl) ether (CAS No.108-60-1 ) is colorless to light brown liquid.

IUPAC Name: 1-Chloro-2-(1-chloropropan-2-yloxy)propane
CAS: 108-60-1
Molecular Formula: C6H12Cl2O
Molecular Weight: 171.06
Molecular structure:
EINECS: 203-598-3
Storage temp.:  0-6°C
ACD/LogD (pH 5.5): 1.88 
ACD/LogD (pH 7.4): 1.88 
ACD/BCF (pH 5.5): 15.84 
ACD/BCF (pH 7.4): 15.84 
ACD/KOC (pH 5.5): 251.45 
ACD/KOC (pH 7.4): 251.45 
H bond acceptors: 1 
H bond donors: 0 
Freely Rotating Bonds: 4 
Index of Refraction: 1.436 
Molar Refractivity: 41.2 cm3 
Molar Volume: 157.4 cm3 
Polarizability: 16.33 10-24cm3 
Surface Tension: 27.9 dyne/cm 
Density: 1.086 g/cm3 
Flash Point: 36.4 °C 
Enthalpy of Vaporization: 40.59 kJ/mol 
Boiling Point: 187 °C at 760 mmHg 
Vapour Pressure: 0.887 mmHg at 25°C 

Bis(2-chloroisopropyl) ether Uses

 Bis(2-chloroisopropyl) ether (CAS No.108-60-1 ) is commonly used as the standard agent for analysis.

Bis(2-chloroisopropyl) ether Toxicity Data With Reference

1.    

eye-rbt 500 mg open

    AMIHBC    AMA Archives of Industrial Hygiene and Occupational Medicine. 4 (1951),119.
2.    

mmo-sat 1 mL/plate/3H

    DHEFDK    HEW Publication (FDA. United States). (Washington, DC) 19??-1979(?). FDA-78-1046 ,1978.
3.    

mma-sat 333 µg/plate

    ENMUDM    Environmental Mutagenesis. 8 (Suppl 7)(1986),1.
4.    

orl-rat LD50:240 mg/kg

    AMIHBC    AMA Archives of Industrial Hygiene and Occupational Medicine. 4 (1951),119.
5.    

skn-rat LD50:>2 g/kg

    PEMNDP    Pesticide Manual. 9 (1991),83.
6.    

orl-mus LD50:503 mg/kg

    FMCHA2    Farm Chemicals Handbook .(Meister Publishing, 37841 Euclid Ave.,Willoughy, OH.:  44094)1991,C216.
7.    

ihl-rat LCLo:700 ppm/5H

    BJIMAG    British Journal of Industrial Medicine. 27 (1970),1.
8.    

skn-rbt LD50:3000 mg/kg

    AMIHBC    AMA Archives of Industrial Hygiene and Occupational Medicine. 4 (1951),119.

Bis(2-chloroisopropyl) ether Consensus Reports

IARC Cancer Review: Group 3 IMEMDT    IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man 7 (1987),p. 56.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) ; Animal Limited Evidence IMEMDT    IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man 41 (1986),p. 149.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) . NCI Carcinogenesis Bioassay (gavage); No Evidence: rat NCITR*    National Cancer Institute Carcinogenesis Technical Report Series. (Bethesda, MD 20014) No. NCI-CG-TR-191 ,1979. . Community Right-To-Know List. Reported in EPA TSCA Inventory.

Bis(2-chloroisopropyl) ether Safety Profile

Poison by ingestion. Moderately toxic by skin contact and inhalation. An eye irritant. Questionable carcinogen. Mutation data reported. A corrosive material. Moderate fire hazard when exposed to heat, flame, or powerful oxidizers. Incompatible with oxidizing materials. To fight fire, use water to blanket fire; foam, CO2, dry chemical. When heated to decomposition it emits highly toxic fumes of Cl.

Hazard Codes:  Xn,T,F   
Risk Statements:  22-36/37/38-39/23/24/25-23/24/25-11 (R22:Harmful if swallowed. R36/37/38:Irritating to eyes, respiratory system and skin. R23/24/25:Toxic by inhalation, in contact with skin and if swallowed. R11:Highly flammable.)
Safety Statements:  26-45-36/37-16-7 (S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S45:In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) S36/37:Wear suitable protective clothing and gloves. S16:Keep away from sources of ignition. S7:Keep container tightly closed.)
RIDADR:  2490
RTECS:  KN1750000
HazardClass:  6.1(a)
PackingGroup:  II

Bis(2-chloroisopropyl) ether Standards and Recommendations

DOT Classification:  6.1; Label: Poison

Bis(2-chloroisopropyl) ether Specification

Removal in wastewater treatment of Bis(2-chloroisopropyl) ether (CAS No.108-60-1 ) can be stated as follows:
Total removal:8.29  percent
Total biodegradation:0.10  percent
Total sludge adsorption:2.83  percent
Total to Air:5.37  percent
(using 10000 hr Bio P,A,S)

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