Product Name

  • Name

    2,2-DICHLORO-1,1-DIFLUOROETHYL METHYL ETHER

  • EINECS 200-956-0
  • CAS No. 76-38-0
  • Density 1.4262
  • Solubility negligible
  • Melting Point -36°C
  • Formula C3H4 Cl2 F2 O
  • Boiling Point 103 °C
  • Molecular Weight 164.967
  • Flash Point 63 C
  • Transport Information
  • Appearance colourless liquid
  • Safety Moderately toxic by ingestion. Mildly toxic by inhalation. Human systemic effects by inhalation: depressed renal function. An experimental teratogen. Human mutation data reported. An eye irritant. See also ETHERS. When heated to decomposition it emits very toxic fumes of Cl− and F−.
  • Risk Codes R10;
  • Molecular Structure Molecular Structure of 76-38-0 (2,2-DICHLORO-1,1-DIFLUOROETHYL METHYL ETHER)
  • Hazard Symbols R10:Flammable.;
  • Synonyms Ether,2,2-dichloro-1,1-difluoroethyl methyl (6CI,8CI);1,1-Dichloro-2,2-difluoro-2-methoxyethane;2,2-Dichloro-1,1-difluoro-1-methoxyethane;2,2-Dichloro-1,1-difluoroethyl methyl ether;Analgizer;Anecotan;DA 759;Inhalan;Methoflurane;Methoxane;Methoxyfluran;Methoxyflurane;Methyl1,1-difluoro-2,2-dichloroethyl ether;Metofane;Metoxfluran;Metoxifluran;NSC 110432;Penthrane;Pentran;Pentrane;
  • PSA 9.23000
  • LogP 2.02930

Synthetic route

methanol
67-56-1

methanol

1,1'-dichloro-2,2'-difluoroethene
79-35-6

1,1'-dichloro-2,2'-difluoroethene

methoxyflurane
76-38-0

methoxyflurane

Conditions
ConditionsYield
With potassium hydroxide
1,1'-dichloro-2,2'-difluoroethene
79-35-6

1,1'-dichloro-2,2'-difluoroethene

sodium methylate
124-41-4

sodium methylate

methoxyflurane
76-38-0

methoxyflurane

Conditions
ConditionsYield
unter Eiskuehlung;
unter Eiskuehlung;
methoxyflurane
76-38-0

methoxyflurane

A

methylene chloride
74-87-3

methylene chloride

B

Methyl fluoride
593-53-3

Methyl fluoride

C

dichloroacetyl fluoride
359-31-9

dichloroacetyl fluoride

D

2,2,2-Trichloro-1,1-difluoroethyl methyl ether
661-75-6

2,2,2-Trichloro-1,1-difluoroethyl methyl ether

Conditions
ConditionsYield
Stage #1: methoxyflurane With potassium hydroxide Dehydrofluorination; Heating;
Stage #2: With chlorine at -40℃; Chlorination;
Stage #3: With antimonypentachloride at 40℃; for 0.833333h; Fluorination; Decomposition;		A n/a
B n/a
C n/a
D 74%
...Expand
methoxyflurane
76-38-0

methoxyflurane

dichloroacetyl fluoride
359-31-9

dichloroacetyl fluoride

Conditions
ConditionsYield
With antimonypentachloride at 40℃; for 1.75h; Decomposition;70%
methoxyflurane
76-38-0

methoxyflurane

1,2,2,2-Tetrachloro-1-fluoroethyl methyl ether
37021-34-4

1,2,2,2-Tetrachloro-1-fluoroethyl methyl ether

Conditions
ConditionsYield
Stage #1: methoxyflurane With potassium hydroxide Dehydrofluorination; Heating;
Stage #2: With chlorine at -40℃; Chlorination;		42%
methoxyflurane
76-38-0

methoxyflurane

chloromethyl-(2,2-dichloro-1,1-difluoro-ethyl)-ether
428-91-1

chloromethyl-(2,2-dichloro-1,1-difluoro-ethyl)-ether

Conditions
ConditionsYield
With chlorine unter Belichtung;
With chlorine Irradiation;
methoxyflurane
76-38-0

methoxyflurane

Chlormethyl-(2,2,2-trichlor-1,1-difluor-aethyl)-aether
32776-65-1

Chlormethyl-(2,2,2-trichlor-1,1-difluor-aethyl)-aether

Conditions
ConditionsYield
With chlorine Irradiation;
methoxyflurane
76-38-0

methoxyflurane

(2.2-Dichlor-1.1-difluor-aethyl)-dichlormethyl-aether
25600-62-8

(2.2-Dichlor-1.1-difluor-aethyl)-dichlormethyl-aether

Conditions
ConditionsYield
With chlorine Irradiation;
methoxyflurane
76-38-0

methoxyflurane

(2,2-Dichlor-1,1,-difluor-ethyl)-trichlormethyl-ether
32776-66-2

(2,2-Dichlor-1,1,-difluor-ethyl)-trichlormethyl-ether

Conditions
ConditionsYield
With chlorine Irradiation;
methoxyflurane
76-38-0

methoxyflurane

Dichlormethyl-(2,2,2-trichlor-1,1-difluor-aethyl)-aether
32776-67-3

Dichlormethyl-(2,2,2-trichlor-1,1-difluor-aethyl)-aether

Conditions
ConditionsYield
With chlorine Irradiation;
methoxyflurane
76-38-0

methoxyflurane

(2,2,2-Trichlor-1,1,-difluor-ethyl)-trichlormethyl-ether
33038-36-7

(2,2,2-Trichlor-1,1,-difluor-ethyl)-trichlormethyl-ether

Conditions
ConditionsYield
With chlorine Irradiation;
methoxyflurane
76-38-0

methoxyflurane

2,2-Dichloro-1-fluorovinyl methyl ether
433-50-1

2,2-Dichloro-1-fluorovinyl methyl ether

Conditions
ConditionsYield
With potassium hydroxide Dehydrofluorination; Heating;
1,4-diaza-bicyclo[2.2.2]octane
280-57-9

1,4-diaza-bicyclo[2.2.2]octane

methoxyflurane
76-38-0

methoxyflurane

1-methyl-1,4-diazabicyclo[2.2.2]octane
40473-48-1

1-methyl-1,4-diazabicyclo[2.2.2]octane

Conditions
ConditionsYield
In acetonitrile at 20℃; for 24h; Inert atmosphere; Glovebox; Sealed tube;0.17 g
methoxyflurane
76-38-0

methoxyflurane

trimethylamine
75-50-3

trimethylamine

tetramethylammonium
51-92-3

tetramethylammonium

Conditions
ConditionsYield
In acetonitrile at 20℃; for 24h; Inert atmosphere; Glovebox; Sealed tube;63 mg

Methoxyflurane Consensus Reports

IARC Cancer Review: Animal Inadequate Evidence IMEMDT    IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 7 (1987),p. 93.(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) . EPA Genetic Toxicology Program.

Methoxyflurane Standards and Recommendations

NIOSH REL: (Waste Anesthetic Gases and Vapors) CL 2 ppm/1H

Methoxyflurane Specification

Methoxyflurane, its cas register number is 76-38-0. It also can be called Penthrane; Pentrane; Anecotan. Methoxyflurane is an extremely potent and highly lipid soluble anesthetic agent. Methoxyflurane (also known as penthrane) is an inhaled analgesic used for emergency pain relief. It is metabolised by the liver and excreted by the lungs, and it works by depressing the patient's central nervous system. Methoxyflurane is the relatively new full-body inhalation anesthetic. In the known inhalation anesthetic, it has the strongest performance of general anesthesia and has a clear role in muscles' relaxation. It is generally now used for light anesthesia.

Physical properties about Methoxyflurane are: (1)ACD/LogP: 1.941; (2)ACD/LogD (pH 5.5): 1.94; (3)ACD/LogD (pH 7.4): 1.94; (4)ACD/BCF (pH 5.5): 17.58; (5)ACD/BCF (pH 7.4): 17.58; (6)ACD/KOC (pH 5.5): 270.84; (7)ACD/KOC (pH 7.4): 270.84; (8)#H bond acceptors: 1; (9)#Freely Rotating Bonds: 2; (10)Index of Refraction: 1.383 ; (11)Molar Refractivity: 27.643 cm3; (12)Molar Volume: 118.508 cm3; (13)Polarizability: 10.959 10-24cm3; (14)Surface Tension: 23.0100002288818 dyne/cm; (15)Density: 1.392 g/cm3; (16)Flash Point: 10.637 °C; (17)Enthalpy of Vaporization: 32.975 kJ/mol; (18)Boiling Point: 104.999 °C at 760 mmHg; (19)Vapour Pressure: 35.0060005187988 mmHg at 25°C

You can still convert the following datas into molecular structure:
(1)InChI=1S/C3H4Cl2F2O/c1-8-3(6,7)2(4)5/h2H,1H3;
(2)InChIKey=RFKMCNOHBTXSMU-UHFFFAOYSA-N;
(3)SmilesCOC(F)(C(Cl)Cl)F

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
human TCLo inhalation 3500ppm/1H (3500ppm) KIDNEY, URETER, AND BLADDER: RENAL FUNCTION TESTS DEPRESSED Canadian Anaesthetists' Society Journal. Vol. 21, Pg. 294, 1974.
mammal (species unspecified) LC50 inhalation 34gm/m3 (34000mg/m3) BEHAVIORAL: ANTIPSYCHOTIC Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 24(4), Pg. 55, 1980.
mammal (species unspecified) LD50 oral 3600mg/kg (3600mg/kg) BEHAVIORAL: ANTIPSYCHOTIC Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 24(4), Pg. 55, 1980.
mouse LC50 inhalation 21500mg/m3 (21500mg/m3) BEHAVIORAL: GENERAL ANESTHETIC

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: EXCITEMENT		 Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 22(7), Pg. 55, 1978.
mouse LD50 intravenous 150mg/kg (150mg/kg)   United States Patent Document. Vol. #4168308,
rat LC50 inhalation 33500mg/m3/4H (33500mg/m3)   "Toxicometric Parameters of Industrial Toxic Chemicals Under Single Exposure," Izmerov, N.F., et al., Moscow, Centre of International Projects, GKNT, 1982Vol. -, Pg. 53, 1982.
rat LD50 oral 3600mg/kg (3600mg/kg)   "Toxicometric Parameters of Industrial Toxic Chemicals Under Single Exposure," Izmerov, N.F., et al., Moscow, Centre of International Projects, GKNT, 1982Vol. -, Pg. 53, 1982.

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