3-Chloro-2-chloromethyl-1-propene supplier

Name
2-(CHLOROMETHYL)ALLYLTRICHLOROSILANE
EINECS 217-489-3
CAS No. 1871-57-4
Article Data35
CAS DataBase
Density 1.114 g/cm³
Solubility
Melting Point 14 °C
Formula C₄H₆Cl₂
Boiling Point 137.999 °C at 760 mmHg
Molecular Weight 124.998
Flash Point 36.667 °C
Transport Information
Appearance clear colorless to yellow liquid
Safety 26-27-36/37/39-45-16
Risk Codes 14-34-36/37/38-25-10
Molecular Structure
Hazard Symbols T,Xi,F
Synonyms Propene,3-chloro-2-(chloromethyl)- (6CI,7CI,8CI);1,1-Bis(chloromethyl)ethene;1,3-Dichloro-2-methylenepropane;2-(Chloromethyl)allyl chloride;2-Chloromethyl-2-propenyl chloride;2-Chloromethyl-3-chloro-1-propene;2-Chloromethyl-3-chloropropene;2-Methylene-1,3-dichloropropane;2-Methylenepropane-1,3-dichloride;NSC 88138;
PSA 0.00000
LogP 2.02020

Synthetic route

: 17831-70-8
3-chloro-2,2-bis(chloromethyl)propionic acid-1

: 1871-57-4
2-chloromethyl-3-chloroprop-1-ene

Conditions

Conditions	Yield
at 205 - 215℃; Pyrolysis;	99%
With quinoline
at 200 - 220℃; in presence of quinoline the pyrolysis begins at 100 deg C.; Yield given;
at 210℃; Yield given;

: 66703-69-3
1,3-dichloro-2-chloromethylpropane

: 1871-57-4
2-chloromethyl-3-chloroprop-1-ene

Conditions

Conditions	Yield
With 1,8-diazabicyclo[5.4.0]undec-7-ene 70 deg C, 24 h; 190 deg C;	80%

: 2210-05-1
5,5-dichloromethyl-2-thia-1,3-dioxane 2-oxide

: 1871-57-4
2-chloromethyl-3-chloroprop-1-ene

Conditions

Conditions	Yield
at 500℃; under 1 Torr; Inert atmosphere; Pyrolysis;	65%

: 3513-81-3
2-(Hydroxymethyl)allyl alcohol

: 1871-57-4
2-chloromethyl-3-chloroprop-1-ene

Conditions

Conditions	Yield
With pyridine; thionyl chloride In dichloromethane for 3h; Reflux;	32%
With pyridine; thionyl chloride; chloroform

: 2,2-bis(chloromethyl)aziridine

: 1871-57-4
2-chloromethyl-3-chloroprop-1-ene

Conditions

Conditions	Yield
With hydrogenchloride; sodium nitrite In water at 5 - 50℃; for 5h; Large scale;	29.1%
With hydrogenchloride; sodium nitrite at 20 - 50℃; Ring cleavage; elimination;	85.0 g

: 91-22-5
quinoline

: 17831-70-8
3-chloro-2,2-bis(chloromethyl)propionic acid-1

: 1871-57-4
2-chloromethyl-3-chloroprop-1-ene

: 597-32-0
1,3-dichloro-2-methyl-propan-2-ol

A: 3375-22-2
1,3-dichloro-2-methylpropene

B: 1871-57-4
2-chloromethyl-3-chloroprop-1-ene

Conditions

Conditions	Yield
With sulfuric acid at 100℃; 1,3-dichloro-2-methyl-propene of uncertain stereochemical membership;

: 597-32-0
1,3-dichloro-2-methyl-propan-2-ol

: 1871-57-4
2-chloromethyl-3-chloroprop-1-ene

Conditions

Conditions	Yield
With sulfuric acid at 100℃;

: 1871-58-5
1,2,3-trichloro-2-methylpropane

A: 3375-22-2
1,3-dichloro-2-methylpropene

B: 1871-57-4
2-chloromethyl-3-chloroprop-1-ene

Conditions

Conditions	Yield
at 450 - 460℃;

: 79437-10-8
1-chloro-2,2-di(chloromethyl)-2-nitroethane

A: 1871-57-4
2-chloromethyl-3-chloroprop-1-ene

B: 13245-65-3
1,3-dichloro-2-chloromethyl-1-propene

Conditions

Conditions	Yield
With sodium amalgam

: 115-11-7
isobutene

: 1871-57-4
2-chloromethyl-3-chloroprop-1-ene

Conditions

Conditions	Yield
beim Chlorieren;
With chlorine

: 563-47-3
3-Chloro-2-methylpropene

: 1871-57-4
2-chloromethyl-3-chloroprop-1-ene

Conditions

Conditions	Yield
With tetrachloromethane at 20 - 30℃; beim Chlorieren;
With sodium carbonate beim Chlorieren;

: 563-47-3
3-Chloro-2-methylpropene

A: 3375-22-2
1,3-dichloro-2-methylpropene

B: 1871-57-4
2-chloromethyl-3-chloroprop-1-ene

Conditions

Conditions	Yield
With chlorine

: 81694-51-1
(2-Chloro-1-chloromethyl-1-methyl-ethylselanyl)-benzene

A: 3375-22-2
1,3-dichloro-2-methylpropene

B: 1871-57-4
2-chloromethyl-3-chloroprop-1-ene

Conditions

Conditions	Yield
With 3-chloro-benzenecarboperoxoic acid In pyridine; dichloromethane 1.) -70 degC 2 h, 2.) R.T. overnight; Yield given;

: 115-11-7
isobutene

A: 513-37-1
2-methylprop-1-enyl chloride

B: 1871-57-4
2-chloromethyl-3-chloroprop-1-ene

C: 594-37-6
1,2-dichloro-2-methylpropane

D: 35329-41-0
(E)-1,3-Dichloro-2-methyl-1-propene

E: 35329-40-9
(Z)-1,3-Dichloro-2-methyl-1-propene

F: 563-47-3
3-Chloro-2-methylpropene

Conditions

Conditions	Yield
With chlorine at 40 - 70℃; Product distribution; various conc.; further products;

...Expand

: 563-47-3
3-Chloro-2-methylpropene

A: 1871-57-4
2-chloromethyl-3-chloroprop-1-ene

B: 35329-41-0
(E)-1,3-Dichloro-2-methyl-1-propene

C: 35329-40-9
(Z)-1,3-Dichloro-2-methyl-1-propene

Conditions

Conditions	Yield
With chlorine monofluoride In chloroform in the dark; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

...Expand

: 563-47-3
3-Chloro-2-methylpropene

A: 1871-57-4
2-chloromethyl-3-chloroprop-1-ene

B: 1871-58-5
1,2,3-trichloro-2-methylpropane

C: 35329-41-0
(E)-1,3-Dichloro-2-methyl-1-propene

D: 35329-40-9
(Z)-1,3-Dichloro-2-methyl-1-propene

Conditions

Conditions	Yield
With oxygen; phosphorus trichloride at 30℃;

...Expand

: 56-23-5
tetrachloromethane

: 7782-50-5
chlorine

: 563-47-3
3-Chloro-2-methylpropene

A: 3375-22-2
1,3-dichloro-2-methylpropene

B: 1871-57-4
2-chloromethyl-3-chloroprop-1-ene

C: 1871-58-5
1,2,3-trichloro-2-methylpropane

Conditions

Conditions	Yield
at 20 - 30℃;

...Expand

1,1-bis-chloromethyl-ethanediyl sulfite: 1,1-bis-chloromethyl-ethanediyl sulfite

: 1871-57-4
2-chloromethyl-3-chloroprop-1-ene

Conditions

Conditions	Yield
With quartz at 500℃;

: 563-47-3
3-Chloro-2-methylpropene

A: 1871-57-4
2-chloromethyl-3-chloroprop-1-ene

B 1ξ,3-dichloro-2-methyl-propene and 1,2,3-trichloro-2-methyl-propane: 1ξ,3-dichloro-2-methyl-propene and 1,2,3-trichloro-2-methyl-propane

Conditions

Conditions	Yield
With chlorine

: 513-37-1
2-methylprop-1-enyl chloride

: 7782-50-5
chlorine

A: 3375-22-2
1,3-dichloro-2-methylpropene

B: 1871-57-4
2-chloromethyl-3-chloroprop-1-ene

C: 29559-52-2
1,1,2-trichloro-2-methylpropane

D: 18963-01-4
1,1,2,3-Tetrachlor-2-methylpropan

Conditions

Conditions	Yield
unter Lichtausschluss;Produkt 5:3,3-Dichlor-2-methyl-propen;

...Expand

: 79437-10-8
1-chloro-2,2-di(chloromethyl)-2-nitroethane

sodium amalgam: sodium amalgam

A: 1871-57-4
2-chloromethyl-3-chloroprop-1-ene

B: 13245-65-3
1,3-dichloro-2-chloromethyl-1-propene

...Expand

: 513-37-1
2-methylprop-1-enyl chloride

A: 1871-57-4
2-chloromethyl-3-chloroprop-1-ene

B below/under light-exclusion: below/under light-exclusion

Conditions

Conditions	Yield
With chlorine

: 2210-05-1
5,5-dichloromethyl-2-thia-1,3-dioxane 2-oxide

A: 50-00-0
formaldehyd

B: 1871-57-4
2-chloromethyl-3-chloroprop-1-ene

C sulfur dioxide: sulfur dioxide

Conditions

Conditions	Yield
at 500℃; beim Leiten ueber Quarz;

...Expand

: 1871-58-5
1,2,3-trichloro-2-methylpropane

A: 1871-57-4
2-chloromethyl-3-chloroprop-1-ene

B trans-1.3-dichloro-2-methyl-propene-(1): trans-1.3-dichloro-2-methyl-propene-(1)

C cis-1.3-dichloro-2-methyl-propene-(1): cis-1.3-dichloro-2-methyl-propene-(1)

Conditions

Conditions	Yield
at 450 - 460℃;

...Expand

: 532-32-1
sodium benzoate

: 1871-57-4
2-chloromethyl-3-chloroprop-1-ene

: 39185-03-0
1,3-dibenzoyl-(2-methylidene)-1,3-propanediol

Conditions

Conditions	Yield
In N,N-dimethyl-formamide at 80℃; for 12h;	99%
In N,N-dimethyl-formamide for 4h; Heating;	73%

: 1871-57-4
2-chloromethyl-3-chloroprop-1-ene

: 100-79-8
(R,S)-2,2-dimethyl-1,3-dioxolane-4-methanol

: 1206187-88-3
C16H28O6

Conditions

Conditions	Yield
Stage #1: (R,S)-2,2-dimethyl-1,3-dioxolane-4-methanol With 15-crown-5; sodium hydride In tetrahydrofuran; mineral oil at 40℃; Inert atmosphere; Stage #2: 2-chloromethyl-3-chloroprop-1-ene With 18-crown-6 ether; potassium iodide In tetrahydrofuran; mineral oil Inert atmosphere; Reflux;	99%
Stage #1: (R,S)-2,2-dimethyl-1,3-dioxolane-4-methanol With 15-crown-5; sodium hydride In tetrahydrofuran at 50℃; for 1h; Stage #2: 2-chloromethyl-3-chloroprop-1-ene With 18-crown-6 ether; potassium iodide In tetrahydrofuran at 80℃; for 12h;	56%
Stage #1: (R,S)-2,2-dimethyl-1,3-dioxolane-4-methanol With 15-crown-5; sodium hydride In tetrahydrofuran; mineral oil at 40℃; Inert atmosphere; Stage #2: 2-chloromethyl-3-chloroprop-1-ene With 18-crown-6 ether; potassium iodide In tetrahydrofuran; mineral oil Inert atmosphere; Reflux;

: 1871-57-4
2-chloromethyl-3-chloroprop-1-ene

: 6372-48-1
methylphenylphosphine

: (2-methylenepropane-1,3-diyl)bis(methylphenylphosphine sulfide)

Conditions

Conditions	Yield
Stage #1: 2-chloromethyl-3-chloroprop-1-ene; methylphenylphosphine With [((R)-MeO-BiPHEP)(1,2-bis(dimethylphosphino)ethane)Ru(H)][BPh4]; sodium tert-pentoxide In tetrahydrofuran at 23℃; for 1.5h; Inert atmosphere; Stage #2: With borane-THF In tetrahydrofuran at 23℃; for 0.5h; Inert atmosphere; enantioselective reaction;	99%

: 1871-57-4
2-chloromethyl-3-chloroprop-1-ene

: 36653-82-4
1-Hexadecanol

: C36H72O2

Conditions

Conditions	Yield
With 15-crown-5; sodium hydride In tetrahydrofuran Reflux;	99%

: 1871-57-4
2-chloromethyl-3-chloroprop-1-ene

: 107-19-7
propargyl alcohol

: 5-methylenenona-2,7-diyne-1,9-diol

Conditions

Conditions	Yield
With copper(l) iodide; potassium carbonate; sodium iodide In acetone for 17h; Reflux;	99%

: 1871-57-4
2-chloromethyl-3-chloroprop-1-ene

: 100-51-6
benzyl alcohol

: 27441-79-8
2-methylenepropane-1,3-bisbenzyl ether

Conditions

Conditions	Yield
Stage #1: 2-chloromethyl-3-chloroprop-1-ene; benzyl alcohol With sodium hydride In tetrahydrofuran for 0.5h; Cooling with ice; Stage #2: With 15-crown-5 In tetrahydrofuran for 14h; Reflux;	98%
Stage #1: benzyl alcohol With sodium hydride In N,N-dimethyl-formamide at 20℃; for 1h; Stage #2: 2-chloromethyl-3-chloroprop-1-ene In N,N-dimethyl-formamide at 20℃; Further stages.;	97%
With sodium hydride In N,N-dimethyl-formamide at 20℃; for 12h;	88%
With sodium hydride 1.) THF, 2.) a) room temperature, overnight, b) reflux, 5 h; Yield given. Multistep reaction;

: 1871-57-4
2-chloromethyl-3-chloroprop-1-ene

: 161146-03-8
1,5-bis(carboxyethyl)glycoluril

: 6-Methylene-1,4-dioxo-hexahydro-2,3,4a,7a-tetraaza-cyclopenta[cd]indene-2a,7b-dicarboxylic acid diethyl ester

Conditions

Conditions	Yield
With potassium tert-butylate In dimethyl sulfoxide	98%

: 1871-57-4
2-chloromethyl-3-chloroprop-1-ene

: 3852-14-0
N,N-methylenediacetamide

: 261508-08-1
5-exomethylene-1,3-diacetyl-1,3-diazacyclohexane

Conditions

Conditions	Yield
With sodium hydride In tetrahydrofuran for 72h; Alkylation; Thermolysis;	98%

: 1871-57-4
2-chloromethyl-3-chloroprop-1-ene

: 112-30-1
1-Decanol

: 1259928-12-5
1-(2-((decyloxy)methyl)allyloxy)decane

Conditions

Conditions	Yield
With 15-crown-5; sodium hydride In tetrahydrofuran for 20.25h; Reflux;	98%
With sodium hydride In tetrahydrofuran at 20℃; Inert atmosphere;	74%
With 15-crown-5; sodium hydride In tetrahydrofuran Reflux;

: 1871-57-4
2-chloromethyl-3-chloroprop-1-ene

: 64552-06-3
methyl 4,6-O-benzylidene-α-D-galactopyranoside

: 1263386-75-9
methyl 4,6-O-(S)-benzylidene-2,3-O-(2-methylidene-1,3-propylene)-α-D-galactopyranoside

Conditions

Conditions	Yield
With 18-crown-6 ether; potassium hydroxide In tetrahydrofuran at 5 - 20℃;	98%

: 1871-57-4
2-chloromethyl-3-chloroprop-1-ene

: C28H58O3

: C60H120O6

Conditions

Conditions	Yield
With 15-crown-5; sodium hydride In tetrahydrofuran Reflux;	98%

: 1871-57-4
2-chloromethyl-3-chloroprop-1-ene

: 629-96-9
n-eicosanol

: C44H88O2

Conditions

Conditions	Yield
With 15-crown-5; sodium hydride In tetrahydrofuran Reflux;	98%

: 1871-57-4
2-chloromethyl-3-chloroprop-1-ene

: 98-54-4
para-tert-butylphenol

: 206653-69-2
C24H32O2

Conditions

Conditions	Yield
With sodium hydride In N,N-dimethyl-formamide	97%

: 1871-57-4
2-chloromethyl-3-chloroprop-1-ene

: 245071-36-7
(Nk-)4[G-3]-ol

: 268567-74-4
(Nk-)4[G-4]-methylallyl chloride

Conditions

Conditions	Yield
With sodium hydride In tetrahydrofuran	97%

: 863578-50-1
3-cyclohexyl-2-(2-hydroxy-phenyl)-1H-indole-6-carboxylic acid methyl ester

: 1871-57-4
2-chloromethyl-3-chloroprop-1-ene

: 886042-33-7
methyl 14-cyclohexyl-7-methylene-7,8-dihydro-6H-indolo[1,2-e][1,5]benzoxazocine-11-carboxylate

Conditions

Conditions	Yield
Stage #1: 3-cyclohexyl-2-(2-hydroxy-phenyl)-1H-indole-6-carboxylic acid methyl ester With potassium tert-butylate In N,N-dimethyl-formamide at 20℃; for 0.5h; Stage #2: 2-chloromethyl-3-chloroprop-1-ene In N,N-dimethyl-formamide at 20℃;	97%
Stage #1: 3-cyclohexyl-2-(2-hydroxy-phenyl)-1H-indole-6-carboxylic acid methyl ester With sodium hydride In N,N-dimethyl-formamide for 0.5h; Stage #2: 2-chloromethyl-3-chloroprop-1-ene In N,N-dimethyl-formamide at 20℃; for 1h;	70%

: 1871-57-4
2-chloromethyl-3-chloroprop-1-ene

: 65391-44-8
1,5-anhydro-4,6-O-(R)-benzylidene-D-glucitol

: 1263386-76-0
1,5-anhydro-4,6-O-(R)-benzylidene-2,3-O-(2-methylidene-1,3-propylene)-D-glucitol

Conditions

Conditions	Yield
With 18-crown-6 ether; potassium hydroxide In tetrahydrofuran at 5 - 20℃;	97%

: 1871-57-4
2-chloromethyl-3-chloroprop-1-ene

: 71117-36-7
methyl 4,6-O-(S)-benzylidene-β-D-galactopyranoside

: 1263386-73-7
methyl 4,6-O-(S)-benzylidene-2,3-O-(2-methylidene-1,3-propylene)-β-D-galactopyranoside

Conditions

Conditions	Yield
With 18-crown-6 ether; potassium hydroxide In tetrahydrofuran at 5 - 20℃;	97%

: 112-92-5
1-octadecanol

: 1871-57-4
2-chloromethyl-3-chloroprop-1-ene

: 1-(2-Octadecyloxymethyl-allyloxy)-octadecane

Conditions

Conditions	Yield
With 15-crown-5; sodium hydride In tetrahydrofuran Reflux;	97%

: 1871-57-4
2-chloromethyl-3-chloroprop-1-ene

: 5188-07-8
sodium thiomethoxide

: 96694-05-2
3-methylsulfanyl-2-methylsulfanylmethylprop-1-ene

Conditions

Conditions	Yield
With cetyltributylphosphonium bromide In water for 6h; Ambient temperature;	96%

3-Chloro-2-chloromethyl-1-propene Specification

The 1-Propene,3-chloro-2-(chloromethyl)-, with the CAS registry number 1871-57-4, is also known as 1,3-Dichloro-2-methylenepropane. Its EINECS registry number is 217-489-3. This chemical's molecular formula is C₄H₆Cl₂ and molecular weight is 125. What's more, both its IUPAC name and systematic name are the same which is called 3-Chloro-2-(chloromethyl)prop-1-ene. It is clear colorless to yellow liquid.

Physical properties about 1-Propene,3-chloro-2-(chloromethyl)- are: (1)ACD/LogP: 2.29; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 2.29; (4)ACD/LogD (pH 7.4): 2.29; (5)ACD/BCF (pH 5.5): 32.53; (6)ACD/BCF (pH 7.4): 32.53; (7)ACD/KOC (pH 5.5): 420.82; (8)ACD/KOC (pH 7.4): 420.82; (9)#H bond acceptors: 0; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 2; (12)Polar Surface Area: 0 Å²; (13)Index of Refraction: 1.444; (14)Molar Refractivity: 29.84 cm³; (15)Molar Volume: 112.2 cm³; (16)Surface Tension: 25.9 dyne/cm; (17)Density: 1.113 g/cm³; (18)Flash Point: 36.7 °C; (19)Enthalpy of Vaporization: 35.98 kJ/mol; (20)Boiling Point: 138 °C at 760 mmHg; (21)Vapour Pressure: 8.53 mmHg at 25 °C; (22)Melting Point: 14 °C.

Uses of 1-Propene,3-chloro-2-(chloromethyl)-: it is used to produce other chemicals. For example, it is used to produce 2-Methylene-propane-1,3-diol. This reaction needs reagent KOH, solvent H₂O and other condition of heating for 40 hours.

1-Propene,3-chloro-2-(chloromethyl)- is used to produce 2-Methylene-propane-1,3-diol.

When you are dealing with this chemical, you should be very careful. This chemical is irritating to eyes, respiratory system and skin. It may catch fire in contact with air, only need brief contact with an ignition source and have a very low flash point or evolve highly flammable gases in contact with water. In addition, it reacts violently with water and may cause burns. Therefore, you should wear suitable protective clothing, gloves and eye/face protection. What's more, you should keep away from sources of ignition. In case of contacting with eyes, you should rinse immediately with plenty of water and seek medical advice. And in case of accident or if you feel unwell seek medical advice immediately.

You can still convert the following datas into molecular structure:
(1) SMILES: ClC/C(=C)CCl
(2) InChI: InChI=1/C4H6Cl2/c1-4(2-5)3-6/h1-3H2
(3) InChIKey: XJFZOSUFGSANIF-UHFFFAOYAU

The toxicity data is as follows:

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
mammal (species unspecified)	LC50	inhalation	400mg/m³/4H (400mg/m³)	BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) BEHAVIORAL: EXCITEMENT LUNGS, THORAX, OR RESPIRATION: DYSPNEA	Farmakologiya i Toksikologiya Vol. 5, Pg. 157, 1970.
mouse	LD50	oral	250mg/kg (250mg/kg)	BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) BEHAVIORAL: EXCITEMENT LUNGS, THORAX, OR RESPIRATION: DYSPNEA	Farmakologiya i Toksikologiya Vol. 5, Pg. 157, 1970.
rat	LD50	oral	150mg/kg (150mg/kg)	BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) BEHAVIORAL: EXCITEMENT LUNGS, THORAX, OR RESPIRATION: DYSPNEA	Farmakologiya i Toksikologiya Vol. 5, Pg. 157, 1970.

Product Name

2-(CHLOROMETHYL)ALLYLTRICHLOROSILANE

Synthetic route

3-Chloro-2-chloromethyl-1-propene Specification

Related Products

Hot Products