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Bis(2-chloroisopropyl) ether

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Name

Bis(2-chloroisopropyl) ether

EINECS 203-598-3
CAS No. 108-60-1 Density 1.086 g/cm3
PSA 9.23000 LogP 2.95280
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 N/A 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;

Article Data 10

Bis(2-chloroisopropyl) ether Synthetic route

108-60-1

bis(1-chloro-2-propyl) ether

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

dimethyl sulfate

127-00-4

1-Chloro-2-propanol

A

5390-72-7

2-methoxy-1-chloropropane

B

108-60-1

bis(1-chloro-2-propyl) ether

127-00-4

1-Chloro-2-propanol

108-60-1

bis(1-chloro-2-propyl) ether

Conditions
ConditionsYield
With sulfuric acid
75-56-9, 16033-71-9

methyloxirane

108-60-1

bis(1-chloro-2-propyl) ether

Conditions
ConditionsYield
With water; chlorine
With water; chlorine

A

26198-63-0, 78-87-5

1,2-Dichloropropane

B

629-36-7

bis(3-chloropropyl)ether

C

108-60-1

bis(1-chloro-2-propyl) ether

D

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.
127-00-4

1-Chloro-2-propanol

A

26198-63-0, 78-87-5

1,2-Dichloropropane

B

108-60-1

bis(1-chloro-2-propyl) ether

C

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;
75-56-9, 16033-71-9

methyloxirane

A

26198-63-0, 78-87-5

1,2-Dichloropropane

B

108-60-1

bis(1-chloro-2-propyl) ether

C

54460-96-7

bis-(2-chloro-propyl) ether

D

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;
7782-50-5

chlorine

108-60-1

bis(1-chloro-2-propyl) ether

Conditions
ConditionsYield
durch Propylenoxyd;
7782-50-5

chlorine

A

26198-63-0, 78-87-5

1,2-Dichloropropane

B

108-60-1

bis(1-chloro-2-propyl) ether

C

78-95-5

chloroacetone

D

127-00-4

1-Chloro-2-propanol

Conditions
ConditionsYield
at 34 - 43℃;
7782-50-5

chlorine

A

26198-63-0, 78-87-5

1,2-Dichloropropane

B

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(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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