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13838-16-9

Basic Information
CAS No.: 13838-16-9
Name: 2-CHLORO-1,1,2-TRIFLUOROETHYL DIFLUOROMETHYL ETHER
Article Data: 8
Molecular Structure:
Molecular Structure of 13838-16-9 (2-CHLORO-1,1,2-TRIFLUOROETHYL DIFLUOROMETHYL ETHER)
Formula: C3H2 Cl F5 O
Molecular Weight: 184.493
Synonyms: Ether,2-chloro-1,1,2-trifluoroethyl difluoromethyl (8CI); (?à)-Enflurane;2-Chloro-1,1,2-trifluoro-1-difluoromethoxyethane; 2-Chloro-1,1,2-trifluoroethyldifluoromethyl ether; 347; Alyrane; Anesthetic Compound No. 347; Compound 347;Efrane; Enflurane; Ethrane; Methylflurether; NSC 115944; Ohio 347; R-E 235ca2
Density: 1.489g/cm3
Boiling Point: 59.9°Cat760mmHg
Flash Point: °C
Hazard Symbols: Volatile with anesthetic properties, but nonflammable. TLV: 75 ppm; not classifiable as a human carcinogen.
Risk Codes: 36
Safety: Mildly toxic by inhalation, ingestion, and subcutaneous routes. Human systemic effects by inhalation: decreased urine volume or anuria. An experimental teratogen. Experimental reproductive effects. Human mutation data reported. An eye irritant. Questionable carcinogen with experimental carcinogenic data. An anesthetic. When heated to decomposition it emits very toxic fumes of F and Cl. See also ETHERS.

Analytical Methods:

   

For occupational chemical analysis use OSHA: #29.

PSA: 9.23000
LogP: 2.35280
Synthetic route
428-96-6

(2-chloro-1,1,2-trifluoroethyl)dichloromethylether

13838-16-9

enflurane

Conditions
ConditionsYield
With hydrogen fluoride; antimonypentachloride at 0℃;
627-42-9

2-chloroethyl methyl ether

A

5073-63-2

2-Chloro-1,1,2-trifluoroethyl fluoromethyl ether

B

13838-16-9

enflurane

C

2-Chloro-1,2-difluoroethyl fluoromethyl ether

D

2-Chloro-1,2-difluoroethyl difluoromethyl ether

Conditions
ConditionsYield
With potassium tetrafluorocobaltate at 250℃; Yield given. Further byproducts given. Yields of byproduct given;
13838-16-9

enflurane

31702-61-1

1,1,2-Trifluor-2-chlor-2-bromethyldifluormethylether

Conditions
ConditionsYield
With bromine at 450 - 475℃;
13838-16-9

enflurane

32778-14-6

2,2-Dichlortrifluorethyldifluormethylether

Conditions
ConditionsYield
With chlorine Irradiation;
13838-16-9

enflurane

A

(-)-Enflurane

B

(+)-Enflurane

25600-63-9

1,1-difluoro-2,2-dichloroethyl difluoromethyl ether

13838-16-9

enflurane

70006-57-4

1,1-difluoro-2-deutero-2,2-dichloroethyl difluoromethyl ether

Conditions
ConditionsYield
With sodium hydroxide; bromine In water
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Chemistry

IUPAC Name: 2-Chloro-1-(difluoromethoxy)-1,1,2-trifluoroethane
The MF of 2-Chloro-1-(difluoromethoxy)-1,1,2-trifluoroethane (CAS NO.13838-16-9) is C3H2ClF5O.

                                        
The MW of 2-Chloro-1-(difluoromethoxy)-1,1,2-trifluoroethane (CAS NO.13838-16-9) is 184.49.
Synonyms of 2-Chloro-1-(difluoromethoxy)-1,1,2-trifluoroethane (CAS NO.13838-16-9): (2-Chloro-1,1,2-trifluoro-ethoxy)-difluoro-methane ; 2-Chloro-1-(difluoromethoxy)-1,1,2-trifluoro-ethan ; 2-Chloro-1,1,2-difluoroethane, 1-difluoromethoxy- ; 347 ; Alyrane
Apperance: a clear, colorless, odorless to sweet, volatile liquid
Index of Refraction: 1.301  
EINECS: 237-553-4
Density: 1.489 g/ml 
Flash Point: 56-57 °C
Boiling Point: 59.9 °C
Merck: 14,3581
BRN: 1737129

Uses

  Enflurane and Methoxyflurane have a nephrotoxic effect and cause acute renal failure usually by its nephrotoxic metabolite.

Toxicity Data With Reference

1.    

eye-rbt 100 mg MOD

    FEPRA7    Federation Proceedings, Federation of American Societies for Experimental Biology. 35 (1976),729.
2.    

cyt-hmn:lyms 1000 ppm

    ENVRAL    Environmental Research. 12 (1976),366.
3.    

cyt-mus:fbr 1000 ppm

    ENVRAL    Environmental Research. 12 (1976),366.
4.    

ihl-hmn TCLo:1 pph/6H

    ANESAV    Anesthesiology. 45 (1976),557.
5.    

orl-rat LD50:5450 mg/kg

    DRUGAY    Drugs. International Journal of Current Therapeutics and Applied Pharmacology Reviews. 6 (1982),143.
6.    

ihl-rat LC50:14,000 ppm/3H

    IYKEDH    Iyakuhin Kenkyu. Study of Medical Supplies. 12 (1981),668.
7.    

ipr-rat LD50:6 g/kg

    DRUGAY    Drugs. International Journal of Current Therapeutics and Applied Pharmacology Reviews. 6 (1982),143.
8.    

scu-rat LD50:19,500 mg/kg

    YKYUA6    Yakkyoku. Pharmacy. 32 (1981),491.
9.    

orl-mus LD50:5 g/kg

    DRUGAY    Drugs. International Journal of Current Therapeutics and Applied Pharmacology Reviews. 6 (1982),143.
10.    

ihl-mus LC50:8100 ppm/3H

    IYKEDH    Iyakuhin Kenkyu. Study of

Consensus Reports

Reported in EPA TSCA Inventory.

Safety Profile

Mildly toxic by inhalation, ingestion, and subcutaneous routes. Human systemic effects by inhalation: decreased urine volume or anuria. An experimental teratogen. Experimental reproductive effects. Human mutation data reported. An eye irritant. Questionable carcinogen with experimental carcinogenic data. An anesthetic. When heated to decomposition it emits very toxic fumes of F and Cl. See also ETHERS.Safety information of 2-Chloro-1-(difluoromethoxy)-1,1,2-trifluoroethane (CAS NO.13838-16-9):
Hazard Codes  FlammableF,ToxicT
Risk Statements 
36 Irritating to the eyes
Safety Statements 
23 Do not breathe gas/fumes/vapor/spray (appropriate wording to be specified by the manufacturer)
26 In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
36 Wear suitable protective clothing
RTECS  KN6800000
Hazard Note  Flammable/Toxic

Standards and Recommendations

ACGIH TLV: TWA 75 ppm; Not Classifiable as a Human Carcinogen
DFG MAK: 20 ppm
NIOSH REL: (Waste Anesthetic Gases and Vapors) CL 2 ppm/1H

Analytical Methods

For occupational chemical analysis use OSHA: #29.

Specification

 Enflurane and Methoxyflurane have a nephrotoxic effect and cause acute renal failure usually by its nephrotoxic metabolite.It is incompatible with the following oxidizing materials, peroxides, combustible materials. Although nonflammable, a fire may cause it to decompose to toxic compounds including phosgene, hydrogen chloride, and hydrogen fluoride. Decomposes slowly in the light.