Allyl chloride

Base Information

• Chemical Name: Allyl chloride
• CAS No.: 107-05-1
• Molecular Formula: C3H5Cl
• Molecular Weight: 76.5257
• Hs Code.: 2903 29 00
• European Community (EC) Number: 203-457-6
• ICSC Number: 0010
• NSC Number: 20939
• UN Number: 1100
• UNII: V2RFT0R50S
• DSSTox Substance ID: DTXSID4039231
• Nikkaji Number: J4.048G
• Wikipedia: Allyl_chloride
• Wikidata: Q420473
• ChEMBL ID: CHEMBL451126
• Mol file: 107-05-1.mol

Synonyms:allyl chloride

Chemical Property of Allyl chloride

Chemical Property:

• Appearance/Colour: colourless, light yellow or amber liquid
• Vapor Pressure: 20.58 psi ( 55 °C)
• Melting Point: -136 °C
• Refractive Index: n20/D 1.414(lit.)
• Boiling Point: 41.6 °C at 760 mmHg
• Flash Point: ?20°F
• PSA: 0.00000
• Density: 0.939 g/cm³
• LogP: 1.41120
• Storage Temp.: Refrigerator
• Solubility.: alcohol: miscible(lit.)
• Water Solubility.: 3.6 G/L (20 ºC)
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 76.0079779
• Heavy Atom Count: 4
• Complexity: 17.2
• Transport DOT Label: Flammable Liquid Poison

Purity/Quality:

98% ^*data from raw suppliers

Allyl Chloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F,Xn,N
• 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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Solvents -> Chlorinated Aliphatics
• Canonical SMILES: C=CCCl
• Inhalation Risk: A harmful contamination of the air can be reached very quickly on evaporation of this substance at 20 °C.
• Effects of Short Term Exposure: The substance is irritating to the eyes, skin and respiratory tract. The substance may cause effects on the central nervous system. Inhalation of high concentrations of the vapour may cause lung oedema. The effects may be delayed.
• Effects of Long Term Exposure: The substance may have effects on the peripheral nervous system, cardiovascular system, kidneys and liver. This may result in kidney impairment and liver impairment.
• Physical properties: Colorless to light brown to reddish-brown liquid with a pungent, unpleasant, garlic-like odor. An experimentally determined odor threshold concentration of 470 ppbv was reported by Leonardos et al. (1969).
• Uses: Allyl chloride (3-chloropropene; 1-chloro-2-propene) is a chemical intermediate used in the synthesis of allyl compounds found in varnish, resins, polymers, pesticides, and pharmaceuticals (O’Neil, 2001). Allyl chloride is used in the synthesis of glycerol, allyl alcohol and epichlorohydrin. Manufacture of epichlorohydrin, epoxy resin, glycerin pesticides, and sodium allyl sulfonate

Technology Process of Allyl chloride

There total 121 articles about Allyl chloride which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 91.4%

propene (187737-37-7,13987-01-4,15220-87-8,9003-07-0,676-63-1,25085-53-4) → 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)

Guidance literature:

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);

Reference yield: 85.0%

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

Guidance literature:

With zinc; In Petroleum ether; at 28 ℃; for 2h;

DOI:10.1021/jo00108a048

Reference yield: 1.5%

1,2,3-trichloropropane (96-18-4) → 1,5-Hexadien (592-42-7) + 3-chloroprop-1-ene (107-05-1) + C9H15Al*AlCl3

Guidance literature:

With aluminium; In tetrahydrofuran; at 70 - 75 ℃; for 7h; Product distribution; ultrasonic bath;

upstream raw materials:

pyridine

benzenesulfonyl chloride

trimethyleneglycol

propene

Downstream raw materials:

allyl-3-thienyl sulfide

5-(chloromethyl)-3-phenyl-4,5-dihydro-1,2-oxazole

4-(3-pyridyl)-1-butene

7-allyloxy-4-methyl-2H-chromen-2-one

Refernces

• 1、 Guibe, Francois,Zigna, Anne-Marie,Balavoine, G.. "REDUCTION OF SOME POLYHALOGENATO- AND POLYACETOXYALLYLIC COMPOUNDS WITH TRIBUTYLTIN HYDRIDE IN THE PRESENCE OR ABSENCE OF A PALLADIUM CATALYST I. REDUCTION OF DICHLORO- AND DIACETOXY-PROPENES". . p. 257 - 266. Retrieved 1986.
• 2、 Danen, Wayne C.,Setser, D. W.,Nguyen, Hanh H.,Ibrahim, Md. Sani B.. "INFRARED LASER MULTIPHOTON ABSORPTION AND REACTION OF ORGANIC COMPOUNDS: SYNTHETICALLY UNIQUE REACTION CONTROL". . p. 173 - 180. Retrieved 1987.
• 3、 Timonen, Raimo S.,Russell, John J.,Sarzynski, Dariusz,Gutman, David. "Kinetics of the Reactions of Unsaturated Hydrocarbon Free Radicals (Vinyl, Allyl, and Propargyl) with Molecular Chlorine". . p. 1873 - 1877. Retrieved 1987.
• 4、 Moss, Robert A.,Ma, Yan,Fu, Xiaolin,Sauers, Ronald R.. "Homolytic fragmentation of allyloxychlorocarbene". . p. 2055 - 2058. Retrieved 2005.
• 5、 Potapov, A. M.,Raficov, S. R.. "SOME MECHANISMS OF CATALYTIC DIRECT AND OXIDATIVE CHLORINATION OF PROPYLENE". . p. 2252 - 2256. Retrieved 1986.
• 6、 Martinez, Jesus M.,Adams, Harry,Bailey, Neil A.,Maitlis, Peter M.. "The Coupling of Vinyl and μ-Methylene Ligands: A New View of the Mechanism of the Fischer-Tropsch Polymerisation Reaction". . p. 286 - 287. Retrieved 1989.
• 7、 -. "Method for preparing 2-chloro-5-substituted pyridine". Paragraph 0061-0064; 0065-0067. . Retrieved 2021/09/21.
• 8、 -. "Chlorinating preparation method for low-carbon olefins". Paragraph 0034-0036. . Retrieved 2020/01/12.