Product Name

  • Name

    1,2,3-Trichloropropene

  • EINECS
  • CAS No. 96-19-5
  • Article Data20
  • CAS DataBase
  • Density 1.376g/cm3
  • Solubility
  • Melting Point -30°C (estimate)
  • Formula C3H3 Cl3
  • Boiling Point 142°Cat760mmHg
  • Molecular Weight 145.416
  • Flash Point 65.5°C
  • Transport Information
  • Appearance
  • Safety Moderately toxic by ingestion, inhalation, and skin contact. Mutation data reported. An eye and severe skin irritant. Combustible when exposed to heat, flames (sparks) or powerful oxidizers. To fight fire, use water (as a blanket), spray, mist, dry chemical. When heated to decomposition it emits toxic fumes of Cl. See also CHLORINATED HYDROCARBONS, ALIPHATIC.
  • Risk Codes 20/21/22-36/37/38
  • Molecular Structure Molecular Structure of 96-19-5 (1,2,3-Trichloropropene)
  • Hazard Symbols
  • Synonyms Propene,1,2,3-trichloro- (6CI,7CI,8CI); 1,2,3-Trichloro-1-propene;1,2,3-Trichloropropene; 2,3-Dichloroallyl chloride; NSC 164001
  • PSA 0.00000
  • LogP 2.54420

Synthetic route

1,2,2,3-tetrachloropropane
13116-53-5

1,2,2,3-tetrachloropropane

1,2,3-trichloropropene
96-19-5

1,2,3-trichloropropene

Conditions
ConditionsYield
With triethylbenzylammonium ethanolate In ethyl acetate97.7%
With sodium hydroxide
chromium(III) oxide at 350℃; for 2h;
With caustic feed at 93.5 - 120℃;
2,3-Dichloroprop-1-ene
78-88-6

2,3-Dichloroprop-1-ene

A

1,2,3-trichloropropene
96-19-5

1,2,3-trichloropropene

B

1,2,2,3-tetrachloropropane
13116-53-5

1,2,2,3-tetrachloropropane

C

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

1,1,2,2,3-pentachloropropane

D

hexachloropropane, hexachlorohexanes, pentachlorohexenes, substituted cyclobutanes C6H8Cl4

hexachloropropane, hexachlorohexanes, pentachlorohexenes, substituted cyclobutanes C6H8Cl4

Conditions
ConditionsYield
With chlorine at 25℃; Product distribution; addition of FeCl3, addition of hydroquinone, periodic or continuous chlorina ion;A 2%
B 94%
C 4%
D n/a
2-bromo-1,2,3-trichloro-propane
42268-11-1

2-bromo-1,2,3-trichloro-propane

1,2,3-trichloropropene
96-19-5

1,2,3-trichloropropene

Conditions
ConditionsYield
With sodium hydroxide
With octanol; sodium octanolate
2,3-Dichloroprop-1-ene
78-88-6

2,3-Dichloroprop-1-ene

A

1,2,3-trichloropropene
96-19-5

1,2,3-trichloropropene

B

1,2,2,3-tetrachloropropane
13116-53-5

1,2,2,3-tetrachloropropane

Conditions
ConditionsYield
With chlorine; phenol at 20℃; Rate constant; Product distribution; other radical reaction inhibitors, such as o-chlorophenol, ionol; other temp.;
With aluminium trichloride; chlorine In various solvent(s) at 24.85℃; Kinetics; Further Variations:; Temperatures; Reagents;
With chlorine In various solvent(s) at -0.15℃;
With 2,2'-azobis(isobutyronitrile); chlorine In various solvent(s) at 24.85℃;
1,1,2,3-tetrachloropropane
18495-30-2

1,1,2,3-tetrachloropropane

A

1,2,3-trichloropropene
96-19-5

1,2,3-trichloropropene

B

3,3-dichloroallyl chloride
2567-14-8

3,3-dichloroallyl chloride

Conditions
ConditionsYield
With sodium hydroxide; cetylpyridinium bromide at 130℃; for 2h; Title compound not separated from byproducts;
2,3,3,4-tetrachloro-butyric acid

2,3,3,4-tetrachloro-butyric acid

water
7732-18-5

water

1,2,3-trichloropropene
96-19-5

1,2,3-trichloropropene

Conditions
ConditionsYield
Destillieren; das Natriumsalz reagiert;
CH2ClCCl2CH2Cl

CH2ClCCl2CH2Cl

1,2,3-trichloropropene
96-19-5

1,2,3-trichloropropene

Conditions
ConditionsYield
With potassium carbonate
1,2,2,3-tetrachloropropane
13116-53-5

1,2,2,3-tetrachloropropane

ethanolic KOH-solution

ethanolic KOH-solution

1,2,3-trichloropropene
96-19-5

1,2,3-trichloropropene

sodium salt of/the/ 2.3.3.4-tetrachloro-butyric acid

sodium salt of/the/ 2.3.3.4-tetrachloro-butyric acid

1,2,3-trichloropropene
96-19-5

1,2,3-trichloropropene

Conditions
ConditionsYield
With water beim Destillieren;
1,1,2,3-tetrachloro-2-fluoropropane
3175-26-6

1,1,2,3-tetrachloro-2-fluoropropane

1,2,3-trichloropropene
96-19-5

1,2,3-trichloropropene

Conditions
ConditionsYield
FeCl3/C at 200℃;
prop-1-yne
74-99-7

prop-1-yne

A

1,2,3-trichloropropene
96-19-5

1,2,3-trichloropropene

B

1,1,2,2-tetrachloropropane
13116-60-4

1,1,2,2-tetrachloropropane

C

1,2,2,3-tetrachloropropane
13116-53-5

1,2,2,3-tetrachloropropane

Conditions
ConditionsYield
With chlorine at 60 - 80℃;
1,2,3-trichloropropene
96-19-5

1,2,3-trichloropropene

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

1,1,2,2,3-pentachloropropane

Conditions
ConditionsYield
With chlorine at 70℃; under 11251.1 Torr; Temperature; Pressure; Flow reactor;98%
With chlorine im Licht;
With chlorine at 40 - 60℃; for 3.5h;
1,2,3-trichloropropene
96-19-5

1,2,3-trichloropropene

3-Benzyloxyphenol
3769-41-3

3-Benzyloxyphenol

C16H14Cl2O2

C16H14Cl2O2

Conditions
ConditionsYield
With sodium hydride In N,N-dimethyl-formamide91%
8-quinolinol
148-24-3

8-quinolinol

1,2,3-trichloropropene
96-19-5

1,2,3-trichloropropene

8-((Z)-2,3-Dichloro-allyloxy)-quinoline
84165-40-2

8-((Z)-2,3-Dichloro-allyloxy)-quinoline

Conditions
ConditionsYield
With sodium hydroxide; tetrabutylammomium bromide In dichloromethane; water at 25℃; for 4h;77%
chloroxine
773-76-2

chloroxine

1,2,3-trichloropropene
96-19-5

1,2,3-trichloropropene

5,7-Dichloro-8-((Z)-2,3-dichloro-allyloxy)-quinoline
84165-47-9

5,7-Dichloro-8-((Z)-2,3-dichloro-allyloxy)-quinoline

Conditions
ConditionsYield
With sodium hydroxide; tetrabutylammomium bromide In dichloromethane; water at 25℃; for 4h;57%
1,2,3-trichloropropene
96-19-5

1,2,3-trichloropropene

2,4-dichlorophenol
120-83-2

2,4-dichlorophenol

2,4-Dichloro-1-((Z)-2,3-dichloro-allyloxy)-benzene
84165-56-0

2,4-Dichloro-1-((Z)-2,3-dichloro-allyloxy)-benzene

Conditions
ConditionsYield
With sodium hydroxide; tetrabutylammomium bromide In dichloromethane; water at 30℃; for 5h;44%
3-phenyl-propionaldehyde
104-53-0

3-phenyl-propionaldehyde

1,2,3-trichloropropene
96-19-5

1,2,3-trichloropropene

anti-4,5-dichloro-1-phenyl-5-hexen-3-ol

anti-4,5-dichloro-1-phenyl-5-hexen-3-ol

syn-4,5-dichloro-1-phenyl-5-hexen-3-ol

syn-4,5-dichloro-1-phenyl-5-hexen-3-ol

Conditions
ConditionsYield
With sodium iodide; tin(ll) chloride In N,N-dimethyl-formamide at 60℃; for 24h;A 36%
B 28%
1,2,3-trichloropropene
96-19-5

1,2,3-trichloropropene

sodium 4-methylphenoxide
1121-70-6

sodium 4-methylphenoxide

4-methyl-2-(2,3-dichloro-2-propenyl)phenol
106119-03-3

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

Conditions
ConditionsYield
20.5%
1,2,3-trichloropropene
96-19-5

1,2,3-trichloropropene

2-methoxy-phenol
90-05-1

2-methoxy-phenol

1-((Z)-2,3-Dichloro-allyloxy)-2-methoxy-benzene
84165-57-1

1-((Z)-2,3-Dichloro-allyloxy)-2-methoxy-benzene

Conditions
ConditionsYield
With sodium hydroxide; tetrabutylammomium bromide In dichloromethane; water at 25℃; for 8h;16%
1,2,3-trichloropropene
96-19-5

1,2,3-trichloropropene

2-hydroxynitrobenzene
88-75-5

2-hydroxynitrobenzene

1-((Z)-2,3-Dichloro-allyloxy)-2-nitro-benzene
84165-55-9

1-((Z)-2,3-Dichloro-allyloxy)-2-nitro-benzene

Conditions
ConditionsYield
With sodium hydroxide; tetrabutylammomium bromide In dichloromethane; water at 55℃; for 4h;10%
1,2,3-trichloropropene
96-19-5

1,2,3-trichloropropene

sodium acetate
127-09-3

sodium acetate

acetic acid-(2,3-dichloro-allyl ester)
57843-57-9

acetic acid-(2,3-dichloro-allyl ester)

Conditions
ConditionsYield
With ethanol
1,2,3-trichloropropene
96-19-5

1,2,3-trichloropropene

potassium phtalimide
1074-82-4

potassium phtalimide

N-(2,3-dichloro-allyl)-phthalimide
99866-62-3

N-(2,3-dichloro-allyl)-phthalimide

Conditions
ConditionsYield
With N,N-dimethyl-formamide
1,2,3-trichloropropene
96-19-5

1,2,3-trichloropropene

A

3-bromo-1c,2-dichloro-propene
90466-98-1

3-bromo-1c,2-dichloro-propene

B

3-bromo-1t,2-dichloro-propene
879408-79-4

3-bromo-1t,2-dichloro-propene

Conditions
ConditionsYield
With acetone; sodium bromide
1,2,3-trichloropropene
96-19-5

1,2,3-trichloropropene

2,3-dichloro-allyl alcohol
2736-73-4

2,3-dichloro-allyl alcohol

Conditions
ConditionsYield
With sodium carbonate
carbon disulfide
75-15-0

carbon disulfide

N-Demethylchlordimeform
21787-80-4

N-Demethylchlordimeform

1,2,3-trichloropropene
96-19-5

1,2,3-trichloropropene

{[(Z)-4-Chloro-2-methyl-phenylimino]-methyl}-methyl-dithiocarbamic acid (Z)-2,3-dichloro-allyl ester
52804-94-1

{[(Z)-4-Chloro-2-methyl-phenylimino]-methyl}-methyl-dithiocarbamic acid (Z)-2,3-dichloro-allyl ester

Conditions
ConditionsYield
(i) Et3N, (ii) /BRN= 1633563/; Multistep reaction;
1,2,3-trichloropropene
96-19-5

1,2,3-trichloropropene

C5H13NOPS2(1-)*Na(1+)

C5H13NOPS2(1-)*Na(1+)

C8H16Cl2NOPS2
34575-15-0

C8H16Cl2NOPS2

1,2,3-trichloropropene
96-19-5

1,2,3-trichloropropene

1,2,2,3-tetrachloropropane
13116-53-5

1,2,2,3-tetrachloropropane

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

1,1,2,2,3-pentachloropropane

Conditions
ConditionsYield
With chlorine at 19.9℃; Kinetics; Mechanism; Thermodynamic data; other temperature;
1,2,3-trichloropropene
96-19-5

1,2,3-trichloropropene

di(2,3-dichloroallyl) sulfide
25647-78-3

di(2,3-dichloroallyl) sulfide

Conditions
ConditionsYield
With sodium sulfide; tetrabutylammomium bromide In water at 70 - 80℃; for 2h;68 % Chromat.
1,2,3-trichloropropene
96-19-5

1,2,3-trichloropropene

carbon oxide sulfide
463-58-1

carbon oxide sulfide

diisopropylamine
108-18-9

diisopropylamine

di-allate
2303-16-4

di-allate

Conditions
ConditionsYield
With sodium hydroxide; tetrabutylammomium bromide 1.) water, 0-5 deg C, 30 min, 2.) toluene, 20-30 deg C, 2-3 h; Yield given. Multistep reaction;
1,2,3-trichloropropene
96-19-5

1,2,3-trichloropropene

natrium carbonate

natrium carbonate

2,3-dichloro-allyl alcohol
2736-73-4

2,3-dichloro-allyl alcohol

1,2,3-Trichloropropene Chemical Properties

IUPAC Name: (Z)-1,2,3-Trichloroprop-1-ene
Synonyms: 1,2,3-Trichlor-1-propene ; 1,2,3-Trichloro-1-propene ; 1,2,3-Trichloropropene
CAS NO:96-19-5
Molecular Formula of 1,2,3-Trichloropropene (CAS NO.96-19-5) :C3H3Cl3
Molecular Weight of 1,2,3-Trichloropropene (CAS NO.96-19-5) : 145.41
Molecular Structure of 1,2,3-Trichloropropene (CAS NO.96-19-5):
EINECS: 202-487-7
Index of Refraction: 1.487
Surface Tension: 31.4 dyne/cm
Density: 1.376 g/cm3
Flash Point: 65.5 °C
Enthalpy of Vaporization: 36.35 kJ/mol
Boiling Point: 142 °C at 760 mmHg
Vapour Pressure: 7.14 mmHg at 25°C
Appearance:An amber liquid
Solubility:Soluble in carbon tetrachloride and chloroform, insoluble in water

1,2,3-Trichloropropene Uses

 1,2,3-Trichloropropene (CAS NO.96-19-5) is used as the intermediate of diallate herbicide.

1,2,3-Trichloropropene Production

Raw materials: Dichloroethane 
Adding Tetrachloro-propane and Ethanol into the reactor,stirring ,heated to reflux, adding Potassium hydroxide in batches within 1 h, After finishing,reflux 2 h, cooling, filtration, the filtration washed two times, the water layer with dichloroethane extraction, combined with the reservoir, desolventizing, vacuum distillation, collecting at 74 ~ 91 °C / 13.3 kPa,then obtaining 1,2,3-Trichloropropene (CAS NO.96-19-5) .
ClCH2Cl2CH2Cl + KOH → ClCH2ClC = CHCl + KCl + H2O

1,2,3-Trichloropropene Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
rabbit LD50 skin 640uL/kg (0.64mL/kg)   American Industrial Hygiene Association Journal. Vol. 23, Pg. 95, 1962.
rat LCLo inhalation 500ppm/4H (500ppm)   Union Carbide Data Sheet. Vol. 5/4/1960,
rat LD50 oral 616mg/kg (616mg/kg)   Union Carbide Data Sheet. Vol. 5/4/1960,

1,2,3-Trichloropropene Consensus Reports

Reported in EPA TSCA Inventory.

1,2,3-Trichloropropene Safety Profile

Moderately toxic by ingestion, inhalation, and skin contact. Mutation data reported. An eye and severe skin irritant. Combustible when exposed to heat, flames (sparks) or powerful oxidizers. To fight fire, use water (as a blanket), spray, mist, dry chemical. When heated to decomposition it emits toxic fumes of Cl. See also CHLORINATED HYDROCARBONS, ALIPHATIC.
Risk Statements 20/21/22-36/37/38
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed. 
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements 26-36/37/39
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection.
RIDADR 2810
RTECS UD2450000
HazardClass 6.1(b)
PackingGroup III

1,2,3-Trichloropropene Specification

1.General Description :May be absorbed through the skin. Vapors are heavier than air. Contact with vapors or liquid may cause burns or irritation.
2.Air & Water Reactions :Flammable.
3.Reactivity Profile: 1,2,3-Trichloropropene incompatible with strong oxidizing and reducing agents. Incompatible with many amines, nitrides, azo/diazo compounds, with alkali metals, and with epoxides. Reacts with bases. Produces toxic fumes when heated to decomposition. Avoid contact with iron, plastics, and aluminum.
4.Health Hazard TOXIC; inhalation, ingestion or skin contact with material may cause severe injury or death. Contact with molten substance may cause severe burns to skin and eyes. Avoid any skin contact. Effects of contact or inhalation may be delayed. Fire may produce irritating, corrosive and/or toxic gases. Runoff from fire control or dilution water may be corrosive and/or toxic and cause pollution.
5.Fire Hazard :Combustible material: may burn but does not ignite readily. When heated, vapors may form explosive mixtures with air: indoors, outdoors and sewers explosion hazards. Contact with metals may evolve flammable hydrogen gas. Containers may explode when heated. Runoff may pollute waterways. Substance may be transported in a molten form.

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