107-05-1

Basic information

• Product Name: Allyl chloride
• Synonyms: 1-Propene,3-chloro-;2-Propenyl chloride;2-propenylchloride;3-chloro-1-propen;3-Chloro-1-propylene;3-Chloroprene;3-chloro-prop-1-ene;3-chloro-propen
• CAS NO: 107-05-1
• Molecular Formula: C3H5Cl
• Molecular Weight: 76.52
• EINECS: 203-457-6
• Product Categories: Pharmaceutical Intermediates;omega-Functional Alkanols, Carboxylic Acids, Amines & Halides;omega-Unsaturated Halides;API Intermediate;Benzimidazoles;chloropropene ada@tuskwei.com whatsapp;8618031153937
• Mol File: 107-05-1.mol

Chemical Properties

• Melting Point: -136 °C
• Boiling Point: 44-46 °C(lit.)
• Flash Point: −20 °F
• Appearance: White/Powder/Solid
• Density: 0.939 g/mL at 25 °C(lit.)
• Vapor Density: 2.6 (vs air)
• Vapor Pressure: 20.58 psi ( 55 °C)
• Refractive Index: n20/D 1.414(lit.)
• Storage Temp.: Refrigerator
• Solubility: alcohol: miscible(lit.)
• Explosive Limit: 3.3-11.2%(V)
• Water Solubility: 3.6 G/L (20 ºC)
• Stability: Stability Stable, but reacts vigorously or violently with a wide variety of materials. Highly flammable. Incompatible with stron
• Merck: 14,289
• BRN: 635704
• CAS DataBase Reference: Allyl chloride(CAS DataBase Reference)
• NIST Chemistry Reference: Allyl chloride(107-05-1)
• EPA Substance Registry System: Allyl chloride(107-05-1)

Safety Data

• Hazard Codes: F,Xn,N,T
• Statements: 45-46-11-20/21/22-36/37/38-48/20-50-68-40-39/23/24/25-23/24/25-48/23/24/25
• Safety Statements: 53-26-36/37-45-61-46-25-16-7
• RIDADR: UN 1100 3/PG 1
• WGK Germany: 2
• RTECS: UC7350000
• F: 19
• TSCA: Yes
• HazardClass: 3
• PackingGroup: I
• Hazardous Substances Data: 107-05-1(Hazardous Substances Data)

Usage

Health Hazard

Causes marked irritation of skin and may burn. Burns the eyes; effect may be delayed.

Fire Hazard

Special Hazards of Combustion Products: Releases irritating hydrogen chloride gas on combustion

General Description

A clear colorless liquid with an unpleasant pungent odor. Flash point -20°F. Boiling point 113°F. Less dense than water (7.8 lb / gal) and insoluble in water. Hence floats on water. Vapor irritates skin, eyes and mucous membranes. Vapors are heavier than air. Long exposure to low concentrations or short exposure to high concentrations may have adverse health effects from inhalation or skin absorption.

Uses

In the synthesis of allyl Compounds.

Chemical Properties

colourless, light yellow or amber liquid with an unpleasant smell

Purification Methods

Likely impurities include 2-chloropropene, propyl chloride, iso-propyl chloride, 3,3-dichloropropane, 1,2-dichloropropane and 1,3-dichloropropane. Purify it by washing with conc HCl, then with Na2CO3 solution, dry it with CaCl2, and distil it through an efficient column [Oae & Vanderwerf J Am Chem Soc 75 2724 1953]. [Beilstein 1 IV 738.] LACHRYMATORY, TOXIC.

Reactivity Profile

Allyl chloride presents a serious fire and explosion hazard when exposed to heat, flame or oxidizing agents. Polymerizes violently and exothermically with Lewis acids (aluminum chloride, boron trifluoride, sulfuric acid) or metals (aluminum, magnesium, zinc, or galvanized metal) [MCA SD-99, 1973]. Incompatible with acids (nitric acid, chlorosulfonic acid, oleum), with strong bases (sodium hydroxide, potassium hydroxide), with ethyleneimine and ethylenediamine [Lewis, 3rd ed., 1993, p. 36]. Attempts to alkylate benzene or toluene using Allyl chloride in the presence of ethylaluminum chlorides have led to explosions.

Air & Water Reactions

Highly flammable. Insoluble in water.

Synthetic route

2-propynyl chloride (624-65-7) → 3-chloroprop-1-ene (107-05-1)

Conditions	Yield
With piperazine; hydrogen In ethanol at 80℃; under 4500.45 Torr; for 24h;	99%
With piperazine; hydrogen In ethanol at 100℃; under 4500.45 Torr; for 15h; Green chemistry;
With hydrogen In ethanol at 100℃; under 4500.45 Torr; for 24h; chemoselective reaction;	87 %Chromat.

π-allyl(dichloro)(pentamethylcyclopentadienyl)ruthenium (IV) → (η(5)-C5Me5)Ru(CO)2Cl + 3-chloroprop-1-ene (107-05-1)

Conditions	Yield
With CO In decane (CO); heating (2 h, 140°C), cooling; chromy. (silica gel, ether);	A 96% B n/a
With CO In decane (CO); heating (2 h, 120°C), cooling; chromy. (silica gel, ether);	A 16% B n/a

N,N-dimethyl-2-propen-1-amine (2155-94-4) → 3-chloroprop-1-ene (107-05-1)

Conditions	Yield
With 2-chloro-4,6-dimethoxy-1 ,3,5-triazine In toluene Reflux;	96%

Ru(η5-C5H5)(η3-C3H5)Cl2 → (η(5)-cyclopentadienyl)dicarbonylchlororuthenium(II) + 3-chloroprop-1-ene (107-05-1)

Conditions	Yield
With CO In decane (CO); heating (2 h, 140°C), cooling; chromy. (silica gel, ether);	A 93% B n/a

propene (187737-37-7) → 2-chloropropene (557-98-2) + 1,2-Dichloropropane (26198-63-0, 78-87-5) + E/Z-1,3-Dichloropropene (542-75-6) + isopropyl chloride (75-29-6) + propenyl chloride (590-21-6) + 3-chloroprop-1-ene (107-05-1)

Conditions	Yield
With aluminum oxide; copper dichloride; dibenzoyl peroxide at 489.9℃; for 0.000555556h; Product distribution; Mechanism; also other temperatures (503 K - 753 K) and initiators (chloral dioxyperoxide);	A 0.7% B 3.3% C 0.8% D 1.8% E 0.9% F 91.4%

cis,trans-[Ir(Cl3)(-CH=CHPPh3)2(CO)(PPh3)2](ClO4)2 + allyl bromide (106-95-6) → cis,cis-[IrBr2(CH3)(-CH=CHPPh3)2(CO)(PPh3)](ClO4) + 3-chloroprop-1-ene (107-05-1)

Conditions	Yield
In chloroform A mixt. of reagents in CHCl3 was stirred at 50°C for 2 days, cooled to room temp.;; elem. anal.;;	A 91% B n/a

Ru(η5-C5H5)(η3-C3H5)Cl2 + para-xylene (106-42-3) → (η5-C5H5)Ru(p-xylene)Cl + 3-chloroprop-1-ene (107-05-1)

Conditions	Yield
(N2); heating (17 h, 140°C), cooling; concn., chromy. (silica gel, MeOH);	A 88% B n/a

epichlorohydrin (106-89-8) → 3-chloroprop-1-ene (107-05-1)

Conditions	Yield
With zirconium(IV) chloride; sodium iodide In acetonitrile for 0.0166667h; Heating;	87%
With Silphos; iodine In N,N-dimethyl-formamide at 20℃; for 0.416667h;	74%
With iodine; triphenylphosphine In N,N-dimethyl-formamide at 20℃;
With hydrogen; triethyl phosphite In isopropyl alcohol at 100℃; under 4500.45 Torr; for 12h; Glovebox; chemoselective reaction;	85 %Chromat.

allyl phenyl ether (1746-13-0) → 3-chloroprop-1-ene (107-05-1) + phenol (108-95-2)

Conditions	Yield
With bis(benzonitrile)palladium(II) dichloride In benzene for 20h; Product distribution; Heating; further subst.; use of deallylation as deprotection of phenolic hydroxyl groups;	A n/a B 86%

N-allyl-N-cyclohexylmethylamine (22416-98-4) + 2,2,2-Trichloroethyl chloroformate (17341-93-4) → Cyclohexyl-methyl-carbamic acid 2,2,2-trichloro-ethyl ester (87876-79-7) + 3-chloroprop-1-ene (107-05-1)

Conditions	Yield
In benzene Heating;	A 85% B n/a

hexyl 2-propenyl ether (3295-94-1) + phenylacetyl chloride (103-80-0) → Phenylessigsaeurehexylester (5421-17-0) + 3-chloroprop-1-ene (107-05-1)

Conditions	Yield
With zinc In Petroleum ether at 28℃; for 2h;	A 85% B n/a

cyclopropane (75-19-4) → cyclopropyl chloride (7393-45-5) + 1,1-dichlorocyclopropane (2088-35-9) + 1,3-Dichloropropane (142-28-9) + 3-chloroprop-1-ene (107-05-1)

Conditions	Yield
With chlorine; silicon tetrafluoride at 600℃; Product distribution; Irradiation;	A 83.5% B 4% C n/a D 2.6%

allyl alcohol (107-18-6) → 3-chloroprop-1-ene (107-05-1)

Conditions	Yield
With benzoyl chloride; N,N-dimethyl-formamide at 0 - 20℃; for 5.5h;	82%
With hydrogenchloride; sulfuric acid; copper(l) chloride	75.4%
With priphenylchlorophosphonium phosphorodichloridate at 20℃; Arbuzov reaction;	75%

allyl diphenyl phosphate (19206-69-0) → 3-chloroprop-1-ene (107-05-1)

Conditions	Yield
With lithium chloride In N,N-dimethyl-formamide for 0.166667h; Ambient temperature;	75%

N,N-dimethyl-formamide (68-12-2, 33513-42-7) + epichlorohydrin (106-89-8) → formic acid 1-bromomethyl-2-chloroethyl ester (101257-40-3) + 3-chloroprop-1-ene (107-05-1)

Conditions	Yield
With bromine; triphenylphosphine at 0℃; for 1h;	A 75% B n/a

Upstream product

• 563-54-2 1,2-DICHLOROPROPENE 
• 107-18-6 Allyl alcohol 
• 6388-47-2 2-Amino-3-chlorobenzoic acid 
• 7758-89-6 Cuprous chloride 
• 142-61-0 Hexanoyl chloride 
• 96-18-4 1,2,3-Trichloropropane 
• 13494-80-9 Tellurium 

Downstream Products

• 38430-55-6 ETHYL 4-ACETYLBENZOATE 
• 15263-52-2 Cartap hydrochloride 
• 29605-88-7 2-Allyl-4-hydroxy-3-methyl-2-cyclopenten-1-one 
• 28077-41-0 3-(2-METHYL-1,3-THIAZOL-4-YL)BENZOIC ACID 
• 65223-07-6 2-(1-hydroxy-3-butenyl)-5-methyl furan 
• 35554-44-0 Imazalil 
• 131-17-9 Diallyl phthalate 
• 97-53-0 Eugenol 
• 31895-22-4 Thiocyclam hydrogen oxalate 
• 52207-48-4 Molosultap 
• 109-57-9 Allylthiourea 
• 768-56-9 4-Phenyl-1-butene 
• 109-70-6 1-Bromo-3-chloropropane 
• 107-11-9 Allylamine 
• 1126-20-1 2-(Allyloxy)phenol 
• 61213-25-0 Fluorochloridone 
• 542-75-6 1,3-Dichloropropene 
• 515-40-2 Neophyl chloride 
• 2622-05-1 Allylmagnesium chloride 
• 62423-73-8 3-(2-BROMOACETYL)BENZOIC ACID 
• 50916-55-7 3-(2-Bromoacetyl)benzonitrile 
• 6136-68-1 3-ACETYLBENZONITRILE 
• 6452-72-8 [[o-(allyloxy)phenoxy]methyl]oxirane 
• 4248-19-5 tert-Butyl carbamate 
• 96-12-8 1,2-Dibromo-3-chloropropane 
• 96-18-4 1,2,3-Trichloropropane 
• 31895-21-3 Thiocyclam 
• 586-42-5 3-ACETYLBENZOIC ACID 
• 2155-94-4 N,N-Dimethylallylamine 

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Chlorine based olefin chlorohydrination reaction is one of the most hazard and polluted processes for manufacturing epoxy compounds. To solve these drawbacks, we have exploited a totally novel allyl chloride chlorohydrination route, using HCl and H2O2 as raw materials, catalyzed by hollow titani...detailed

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An efficacious approach to improve the catalytic performance of titanium silicalite-1 (TS-1) catalysts in epoxidation of allyl chloride with hydrogen peroxide has been developed. A series of modified TS-1 catalysts were prepared by corroding the classic TS-1 catalyst with different concentration...detailed