Product Name

  • Name

    Tetrachloropropene

  • EINECS
  • CAS No. 10436-39-2
  • Article Data33
  • CAS DataBase
  • Density 1.539g/cm3
  • Solubility MISCIBLE
  • Melting Point 29-31°C(lit.)
  • Formula C3H2 Cl4
  • Boiling Point 173.8°Cat760mmHg
  • Molecular Weight 179.861
  • Flash Point 62.3°C
  • Transport Information
  • Appearance clear colorless to yellowish liquid after melting
  • Safety Poison by ingestion and skin contact. Moderately toxic by inhalation. Experimental reproductive effects. Mutation data reported. When heated to decomposition it emits toxic fumes of Cl. See also CHLORINATED HYDROCARBONS, ALIPHATIC.
  • Risk Codes R37/38; R41; R36/37/38; R34
  • Molecular Structure Molecular Structure of 10436-39-2 (Tetrachloropropene)
  • Hazard Symbols Xi,C
  • Synonyms Propene,1,1,2,3-tetrachloro- (6CI,7CI,8CI); 1,1,2,3-Tetrachloro-1-propene;1,1,2,3-Tetrachloropropene; 2,3,3-Trichloroallyl chloride; HCO 1230; HCO 1230xa
  • PSA 0.00000
  • LogP 3.11070

Synthetic route

1,1,2,2,3-pentachloropropane
16714-68-4

1,1,2,2,3-pentachloropropane

1,1,2,3-Tetrachloropropene
10436-39-2

1,1,2,3-Tetrachloropropene

Conditions
ConditionsYield
With sodium hydroxide; cetylpyridinium bromide at 130℃; for 2h;97%
With potassium hydroxide
With sodium hydroxide
1,1,1,2,2,3-hexachloropropane
24425-97-6

1,1,1,2,2,3-hexachloropropane

1,1,2,3-Tetrachloropropene
10436-39-2

1,1,2,3-Tetrachloropropene

Conditions
ConditionsYield
With hydrogenchloride; zinc In 1,4-dioxane; water at 45℃; for 49h; Autoclave; Inert atmosphere;90%
1,1,1,3-tetrachloropropane
1070-78-6

1,1,1,3-tetrachloropropane

A

1,1,1,2,3-pentachloro-propane
21700-31-2

1,1,1,2,3-pentachloro-propane

B

3,3-dichloroallyl chloride
2567-14-8

3,3-dichloroallyl chloride

C

1,1,2,3-Tetrachloropropene
10436-39-2

1,1,2,3-Tetrachloropropene

Conditions
ConditionsYield
With iron(III) chloride; chlorine at 82℃; under 1277.21 Torr; for 15.33h; Product distribution / selectivity;A 82.9%
B 3.4%
C 8.1%
1,1,1,2,3-pentachloro-propane
21700-31-2

1,1,1,2,3-pentachloro-propane

A

1,1,2,3-Tetrachloropropene
10436-39-2

1,1,2,3-Tetrachloropropene

B

2,3,3,3-tetrachloropropene
16500-91-7

2,3,3,3-tetrachloropropene

Conditions
ConditionsYield
With potassium hydroxide at 0℃;
With potassium hydroxide; Aliquat 336 In water at 80℃; for 3h;
With potassium hydroxide; Aliquat 336 In water at 80℃; for 3h;
With potassium hydroxide; Aliquat 336 In water at 8℃; for 3h;
2,3,3,3-tetrachloropropene
16500-91-7

2,3,3,3-tetrachloropropene

1,1,2,3-Tetrachloropropene
10436-39-2

1,1,2,3-Tetrachloropropene

Conditions
ConditionsYield
at 180℃;
With aluminium trichloride at 0℃;
With antimonypentachloride
at 150 - 180℃;
methanol
67-56-1

methanol

2,3,3-trichloro-2-propen-1-ol
3266-39-5

2,3,3-trichloro-2-propen-1-ol

A

methyl 2-chloroacrylate
80-63-7

methyl 2-chloroacrylate

B

1,1,2,3-Tetrachloropropene
10436-39-2

1,1,2,3-Tetrachloropropene

Conditions
ConditionsYield
With sulfuric acid; water 1) 105 deg C, 4 h, 2) 30 min; Yield given. Multistep reaction. Yields of byproduct given;
1,1,1,2,3-pentachloro-propane
21700-31-2

1,1,1,2,3-pentachloro-propane

A

3,3,3-trichloro-1-propene
2233-00-3

3,3,3-trichloro-1-propene

B

1,1,2,3-Tetrachloropropene
10436-39-2

1,1,2,3-Tetrachloropropene

Conditions
ConditionsYield
at 400℃; under 750.075 Torr; for 0.0130556h; Inert atmosphere;
1,1,1,2,3-pentachloro-propane
21700-31-2

1,1,1,2,3-pentachloro-propane

A

2,3-dichloro-3,3-difluoroprop-1-ene
2252-87-1

2,3-dichloro-3,3-difluoroprop-1-ene

B

1,1,2,3-Tetrachloropropene
10436-39-2

1,1,2,3-Tetrachloropropene

C

1,1,2,3-tetrachloro-1-fluoro-propane
666-27-3

1,1,2,3-tetrachloro-1-fluoro-propane

Conditions
ConditionsYield
With hydrogen fluoride at 290℃; under 750.075 Torr; for 3h; Inert atmosphere; tubular reactor;
prop-1-yne
74-99-7

prop-1-yne

A

1,1,2,3-Tetrachloropropene
10436-39-2

1,1,2,3-Tetrachloropropene

B

2,3,3,3-tetrachloropropene
16500-91-7

2,3,3,3-tetrachloropropene

Conditions
ConditionsYield
Stage #1: prop-1-yne With chlorine at 60 - 80℃;
Stage #2: With chlorine; dibenzoyl peroxide at 40 - 50℃;
Stage #3: With sodium hydroxide at 40 - 50℃;
chloroform
67-66-3

chloroform

1,1-Dichloroethylene
75-35-4

1,1-Dichloroethylene

1,1,2,3-Tetrachloropropene
10436-39-2

1,1,2,3-Tetrachloropropene

Conditions
ConditionsYield
at 100 - 450℃; under 1018.63 Torr; Temperature; Reagent/catalyst; Pressure; Inert atmosphere;8.1 %Spectr.
1,1,1,2,3-pentachloro-propane
21700-31-2

1,1,1,2,3-pentachloro-propane

A

2-chloro-1,1,1-trifluoropropene
2730-62-3

2-chloro-1,1,1-trifluoropropene

B

1,1,1-trifluoropropylene
677-21-4

1,1,1-trifluoropropylene

C

1,1,2,3-Tetrachloropropene
10436-39-2

1,1,2,3-Tetrachloropropene

D

2,3,3,3-tetrachloropropene
16500-91-7

2,3,3,3-tetrachloropropene

E

2,3,3-trichloro-3-fluoro-propene
421-42-1

2,3,3-trichloro-3-fluoro-propene

Conditions
ConditionsYield
With hydrogen fluoride at 350℃; under 750.075 Torr; Temperature;A 77 %Chromat.
B 11 %Chromat.
C 42.7 %Spectr.
D 22.3 %Spectr.
E 6.6 %Spectr.
1,1,1,2,3-pentachloro-propane
21700-31-2

1,1,1,2,3-pentachloro-propane

A

2-chloro-1,1,1-trifluoropropene
2730-62-3

2-chloro-1,1,1-trifluoropropene

B

1,1,1-trifluoropropylene
677-21-4

1,1,1-trifluoropropylene

C

1,1,2,3-Tetrachloropropene
10436-39-2

1,1,2,3-Tetrachloropropene

D

2,3,3-trichloro-3-fluoro-propene
421-42-1

2,3,3-trichloro-3-fluoro-propene

E

1,1,2,3-tetrachloro-1-fluoro-propane
666-27-3

1,1,2,3-tetrachloro-1-fluoro-propane

Conditions
ConditionsYield
With hydrogen fluoride at 275℃; under 750.075 Torr;A 80 %Chromat.
B 13 %Chromat.
C 53.3 %Spectr.
D 6.9 %Spectr.
E 6.9 %Spectr.
1,1,2,3-Tetrachloropropene
10436-39-2

1,1,2,3-Tetrachloropropene

hexamethylenetetramine
100-97-0

hexamethylenetetramine

N-β,γ,γ-trichloroallylhexamethylenetetramine chloride

N-β,γ,γ-trichloroallylhexamethylenetetramine chloride

Conditions
ConditionsYield
In chloroform at 60℃; for 12h;99.6%
piperazine
110-85-0

piperazine

1,1,2,3-Tetrachloropropene
10436-39-2

1,1,2,3-Tetrachloropropene

N,N'-bis(1,2,2-trichloroallyl)piperazine
137554-28-0

N,N'-bis(1,2,2-trichloroallyl)piperazine

Conditions
ConditionsYield
In isopropyl alcohol at 90 - 95℃; for 4h;86.8%
1,3-dioxolane-4-methanol
5464-28-8

1,3-dioxolane-4-methanol

1,1,2,3-Tetrachloropropene
10436-39-2

1,1,2,3-Tetrachloropropene

4-(2,3,3-Trichloro-allyloxymethyl)-[1,3]dioxolane
127719-54-4

4-(2,3,3-Trichloro-allyloxymethyl)-[1,3]dioxolane

Conditions
ConditionsYield
With potassium hydroxide; 18-crown-6 ether for 4h; Ambient temperature;80%
1,1,2,3-Tetrachloropropene
10436-39-2

1,1,2,3-Tetrachloropropene

dithiobenzoic acid triethylammonium salt
42967-74-8

dithiobenzoic acid triethylammonium salt

dithiobenzoic acid β,γ,γ-trichloroallyl ester
154424-51-8

dithiobenzoic acid β,γ,γ-trichloroallyl ester

Conditions
ConditionsYield
In acetone78%
1,1,2,3-Tetrachloropropene
10436-39-2

1,1,2,3-Tetrachloropropene

2-chloro-1,1,1-trifluoropropene
2730-62-3

2-chloro-1,1,1-trifluoropropene

Conditions
ConditionsYield
With hydrogen fluoride; antimonypentachloride; chlorine; 1-ethyl-3-methyl-1H-imidazol-3-ium chloride In 1,1,2-trichloro-2,2-difluoroethane at 132.1℃; under 6000.6 Torr; Product distribution / selectivity;72.6%
With hydrogen fluoride; diisopropylamine; chromium(III) oxide at 200 - 300℃; under 760.051 Torr; for 0.000569444 - 0.00277778h; Product distribution / selectivity;
With methoxyhydroquinone; hydrogen fluoride; chromium(III) oxide at 243 - 254℃; under 760.051 Torr; for 66.75h; Product distribution / selectivity;
aminoethylpiperazine
140-31-8

aminoethylpiperazine

1,1,2,3-Tetrachloropropene
10436-39-2

1,1,2,3-Tetrachloropropene

N-(1,1,2-trichloroallyl)-N'-(β-1,2,2-trichloroallylaminoethyl)piperazine
137554-29-1

N-(1,1,2-trichloroallyl)-N'-(β-1,2,2-trichloroallylaminoethyl)piperazine

Conditions
ConditionsYield
In isopropyl alcohol Heating;70%
1,1,2,3-Tetrachloropropene
10436-39-2

1,1,2,3-Tetrachloropropene

sodium thiophenolate
930-69-8

sodium thiophenolate

phenyl-(2,3,3-trichloro-allyl)-sulfide
38491-40-6

phenyl-(2,3,3-trichloro-allyl)-sulfide

Conditions
ConditionsYield
In N,N-dimethyl-formamide70%
1,1,2,3-Tetrachloropropene
10436-39-2

1,1,2,3-Tetrachloropropene

1,5-diamino-3-azapentane
111-40-0

1,5-diamino-3-azapentane

N,N'-bis(1,2,3-trichloroallyl)diethylenetriamine
137554-22-4

N,N'-bis(1,2,3-trichloroallyl)diethylenetriamine

Conditions
ConditionsYield
In isopropyl alcohol Heating;65%
1,1,2,3-Tetrachloropropene
10436-39-2

1,1,2,3-Tetrachloropropene

1,1,1,2,3-pentafluoropropane
431-31-2

1,1,1,2,3-pentafluoropropane

Conditions
ConditionsYield
With hydrogen fluoride; antimonypentachloride at 150℃; under 47821.8 Torr; for 8h; Product distribution / selectivity;59%
1,1,2,3-Tetrachloropropene
10436-39-2

1,1,2,3-Tetrachloropropene

A

2-chloro-1,1,1-trifluoropropene
2730-62-3

2-chloro-1,1,1-trifluoropropene

B

2-chloro-1,1,1,2-tetrafluoropropane
421-73-8

2-chloro-1,1,1,2-tetrafluoropropane

C

1,1,1,2,3-pentafluoropropane
431-31-2

1,1,1,2,3-pentafluoropropane

D

2,3-dichloro-1,1,1-trifluoropropane
338-75-0

2,3-dichloro-1,1,1-trifluoropropane

E

1-chloro-2,3,3,3-tetrafluoropropane
151771-09-4

1-chloro-2,3,3,3-tetrafluoropropane

F

2-chloro-1,1,1,3-tetrafluoropropane
117970-90-8

2-chloro-1,1,1,3-tetrafluoropropane

Conditions
ConditionsYield
With hydrogen fluoride; antimonypentachloride at 100 - 125℃; under 33082.7 - 39185.2 Torr; for 12h; Product distribution / selectivity;A n/a
B n/a
C 53%
D n/a
E n/a
F n/a
p-cresol
106-44-5

p-cresol

1,1,2,3-Tetrachloropropene
10436-39-2

1,1,2,3-Tetrachloropropene

4-methyl-2-(2,3,3-trichloro-2-propenyl)phenol
106119-06-6

4-methyl-2-(2,3,3-trichloro-2-propenyl)phenol

Conditions
ConditionsYield
31%
1,1,2,3-Tetrachloropropene
10436-39-2

1,1,2,3-Tetrachloropropene

A

2-chloro-1,1,1-trifluoropropene
2730-62-3

2-chloro-1,1,1-trifluoropropene

B

2-chloro-2,3,3-trifluoro-butane
374-06-1

2-chloro-2,3,3-trifluoro-butane

Conditions
ConditionsYield
With hydrogen fluoride; antimonypentachloride; chlorine; 1-ethyl-3-methyl-1H-imidazol-3-ium chloride In 1,1,2-trichloro-2,2-difluoroethane at 133.2℃; under 6000.6 Torr; Product distribution / selectivity;A 25.5%
B 6.6%
1,1,2,3-Tetrachloropropene
10436-39-2

1,1,2,3-Tetrachloropropene

sodium methylate
124-41-4

sodium methylate

methyl-(2,3,3-trichloro-allyl)-ether
63578-64-3

methyl-(2,3,3-trichloro-allyl)-ether

Conditions
ConditionsYield
With methanol
1,1,2,3-Tetrachloropropene
10436-39-2

1,1,2,3-Tetrachloropropene

A

tetrachloromethane
56-23-5

tetrachloromethane

B

hexachloroethane
67-72-1

hexachloroethane

Conditions
ConditionsYield
With chlorine at 400℃; under 36775.4 Torr;
1,1,2,3-Tetrachloropropene
10436-39-2

1,1,2,3-Tetrachloropropene

3-bromo-1,1,2-trichloro-propene
6066-14-4

3-bromo-1,1,2-trichloro-propene

Conditions
ConditionsYield
With acetone; sodium bromide
With hydrogen bromide; iron(III) chloride
1,1,2,3-Tetrachloropropene
10436-39-2

1,1,2,3-Tetrachloropropene

1,1,2-trichloropropene
21400-25-9

1,1,2-trichloropropene

Conditions
ConditionsYield
With tetrahydrofuran; lithium aluminium tetrahydride
With ethanol; zinc
1,1,2,3-Tetrachloropropene
10436-39-2

1,1,2,3-Tetrachloropropene

1,1,1,2,2,3-hexachloropropane
24425-97-6

1,1,1,2,2,3-hexachloropropane

Conditions
ConditionsYield
With chlorine Irradiation.mit UV-Licht;
1,1,2,3-Tetrachloropropene
10436-39-2

1,1,2,3-Tetrachloropropene

2,3,3-trichloro-2-propen-1-ol
3266-39-5

2,3,3-trichloro-2-propen-1-ol

Conditions
ConditionsYield
With sodium carbonate
1,1,2,3-Tetrachloropropene
10436-39-2

1,1,2,3-Tetrachloropropene

1,1,2-trichloro-3-phenyl-propene
17078-21-6

1,1,2-trichloro-3-phenyl-propene

Conditions
ConditionsYield
With aluminium trichloride; benzene
1,1,2,3-Tetrachloropropene
10436-39-2

1,1,2,3-Tetrachloropropene

diethylamine
109-89-7

diethylamine

diethyl-(2,3,3-trichloro-allyl)-amine
118378-57-7

diethyl-(2,3,3-trichloro-allyl)-amine

Conditions
ConditionsYield
With methanol
morpholine
110-91-8

morpholine

1,1,2,3-Tetrachloropropene
10436-39-2

1,1,2,3-Tetrachloropropene

4-(2,3,3-trichloro-allyl)-morpholine
15111-02-1

4-(2,3,3-trichloro-allyl)-morpholine

Conditions
ConditionsYield
In methanol Heating;
1,1,2,3-Tetrachloropropene
10436-39-2

1,1,2,3-Tetrachloropropene

sodium ethanolate
141-52-6

sodium ethanolate

1,1,2-trichloro-3-ethoxy-propene
15111-07-6

1,1,2-trichloro-3-ethoxy-propene

Conditions
ConditionsYield
With phenol In ethanol
1,1,2,3-Tetrachloropropene
10436-39-2

1,1,2,3-Tetrachloropropene

sodium thiocyanide
540-72-7

sodium thiocyanide

2,3,3-Trichlor-allyl-thiocyanat
3266-21-5

2,3,3-Trichlor-allyl-thiocyanat

Conditions
ConditionsYield
In ethanol
1,1,2,3-Tetrachloropropene
10436-39-2

1,1,2,3-Tetrachloropropene

sodium diethylmalonate
996-82-7

sodium diethylmalonate

Bis(β.γ.γ-trichlorallylmalonic Acid)-Diethyl Ester
31000-94-9

Bis(β.γ.γ-trichlorallylmalonic Acid)-Diethyl Ester

Conditions
ConditionsYield
In ethanol
1,1,2,3-Tetrachloropropene
10436-39-2

1,1,2,3-Tetrachloropropene

sodium diethylmalonate
996-82-7

sodium diethylmalonate

β.γ.γ-Trichlorallylmalonic Acid-Diethyl Ester
31000-93-8

β.γ.γ-Trichlorallylmalonic Acid-Diethyl Ester

Conditions
ConditionsYield
In ethanol

1,1,2,3-Tetrachloropropene Chemical Properties

IUPAC Name: 1,1,2,3-Tetrachloroprop-1-ene
The MF of 1,1,2,3-Tetrachloropropene (CAS NO.10436-39-2) is C3H2Cl4.

                                    
The MW of 1,1,2,3-Tetrachloropropene (CAS NO.10436-39-2) is 179.86.
Synonyms of 1,1,2,3-Tetrachloropropene (CAS NO.10436-39-2): Tetrachloropropene ; 1,1,2,3-Tetrachloropropene ; 1,1,2,3-Tetrachloro-1-propene ; 1,1,2,3-Tetrachloro-propen ; 2,3,3-Trichloroallyl chloride
Apperance: Colorless oily liquid
Index of Refraction: 1.512 
EINECS: 233-920-8
Density: 1.539 g/ml 
Flash Point: 62.3 °C
Boiling Point: 173.8 °C

1,1,2,3-Tetrachloropropene Uses

  1,1,2,3-Tetrachloropropene (CAS NO.10436-39-2) is Ye Yan fear herbicide intermediate and used for the synthesis of heat-resistant plastic.

1,1,2,3-Tetrachloropropene Production

A dehydrochlorination: tirring 1,1,2,3 - Tetrachloro-propane,calcium hydroxide and a certain amount of water in the reactors, to a certain reaction temperature for several hours, add 1:1 hydrochloric acid and in to acidic deposition layered collection of mixed-bit three allyl chloride.
Secondary chloride: reaction equipment is the same chlorination, mixed with bits into three allyl chloride, were mixed with bits 5-chloropropane.
Second dehydrochlorination: Production equipment is the same dehydrochlorination in the reaction vessel into position five chlorine mixed with propane, adding calcium hydroxide, dehydrochlorination was four allyl chloride.
                         ClCH=CHCH2Cl+Cl2→ClCH2CHClCHCl2
                         ClCH2CHClCHCl2+OH-→ClCH2ClG=CHCl
                         ClCH2ClC=CHCl+Cl2→Cl2CHCCl2CH2Cl
                         Cl2CHCCl2CH2Cl+OH-→Cl2C=CClCH2Cl

1,1,2,3-Tetrachloropropene Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LC50 inhalation 3200mg/m3 (3200mg/m3)   Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 23(10), Pg. 51, 1979.
mouse LD50 oral 800mg/kg (800mg/kg) LIVER: OTHER CHANGES Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 43(4), Pg. 15, 1978.
rabbit LD50 oral 477mg/kg (477mg/kg)   Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 23(10), Pg. 51, 1979.
rabbit LD50 skin 400uL/kg (0.4mL/kg)   American Industrial Hygiene Association Journal. Vol. 30, Pg. 470, 1969.
rat LC50 inhalation 1500mg/m3 (1500mg/m3)   Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 23(10), Pg. 51, 1979.
rat LD50 oral 350mg/kg (350mg/kg)   American Industrial Hygiene Association Journal. Vol. 30, Pg. 470, 1969.

1,1,2,3-Tetrachloropropene Consensus Reports

Reported in EPA TSCA Inventory.

1,1,2,3-Tetrachloropropene Safety Profile

Poison by ingestion and skin contact. Moderately toxic by inhalation. Experimental reproductive effects. Mutation data reported. When heated to decomposition it emits toxic fumes of Cl. See also CHLORINATED HYDROCARBONS, ALIPHATIC.

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