3-Chloro-1-butene

Base Information

• Chemical Name: 3-Chloro-1-butene
• CAS No.: 563-52-0
• Deprecated CAS: 5967-58-8
• Molecular Formula: C4H7Cl
• Molecular Weight: 90.5526
• Hs Code.: 29032990
• European Community (EC) Number: 209-252-8
• NSC Number: 60192
• UNII: 58S8R4439O
• DSSTox Substance ID: DTXSID50870614
• Nikkaji Number: J70.084C
• Wikidata: Q27261614
• Mol file: 563-52-0.mol

Synonyms:(?à)-3-Chloro-1-butene;1-Methyl-1-chloro-2-propene;1-Methylallyl chloride;2-Chloro-3-butene;3-Chloro-1-butene;NSC 60192;dl-a-Methallyl chloride;a-Methallyl chloride;a-Methylallyl chloride;g-Chloro-a-butylene;

Chemical Property of 3-Chloro-1-butene

Chemical Property:

• Appearance/Colour: clear colorless liquid
• Vapor Pressure: 174mmHg at 25°C
• Melting Point: -50 °C
• Refractive Index: n20/D 1.419(lit.)
• Boiling Point: 64.9 °C at 760 mmHg
• Flash Point: −4 °F
• PSA: 0.00000
• Density: 0.9 g/cm³
• LogP: 1.79970
• Storage Temp.: 0-6°C
• Water Solubility.: immiscible
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 90.0236279
• Heavy Atom Count: 5
• Complexity: 32.6

Purity/Quality:

99% ^*data from raw suppliers

3-Chloro-1-butene >98.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F,Xi,Xn
• Hazard Codes: F,Xi,Xn
• Statements: 11-43-36/37/38-22
• Safety Statements: 16-36/37-37/39-26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Halogenated Aliphatics, Unsaturated
• Canonical SMILES: CC(C=C)Cl

Technology Process of 3-Chloro-1-butene

There total 54 articles about 3-Chloro-1-butene 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: 16.0%

2-hydroxy-3-butene (598-32-3) → 2-chloro-3-butene (563-52-0,35729-37-4) + trans-but-2-enyl chloride (4894-61-5)

Guidance literature:

With 1-chloro-1-(dimethylamino)-2-methyl-1-propene; In dichloromethane; 1.) 0 deg C; 2.) rt., 3h;

DOI:10.1016/S0040-4039(00)99407-3

Reference yield: 10.0%

(E)-but-2-enol (504-61-0,542-72-3) → 2-chloro-3-butene (563-52-0,35729-37-4) + trans-but-2-enyl chloride (4894-61-5)

Guidance literature:

With phosphorus trichloride; In pyridine;

DOI:10.1016/S0040-4039(01)80370-1

Reference yield:

1-butylene (106-98-9,9003-28-5) + chlorine (7782-50-5) → 2-chloro-3-butene (563-52-0,35729-37-4) + 1,1-dichlorobutane (541-33-3) + 1,1-dichloro-but-2-ene (51157-81-4,56800-09-0) + 1-chloro-2-butene (591-97-9)

Guidance literature:

at 380 - 390 ℃;

upstream raw materials:

tetrahydrofuran

(+/-)-chlorocarbonic acid-(1-methyl-allyl ester)

1,4-dioxane

1-butylene

Downstream raw materials:

2-octene

3-methylhepta-1,5-diene

3-methyl-1-heptene

(2,6-dimethyl-phenyl)-(1-methyl-allyl)-ether

Refernces

• 1、 Yanagisawa, Akira,Yamafuji, Seiya,Sawae, Toshiki. "α-Selective Allylation of Isatin Imines Using Metallic Barium". supporting information. p. 2019 - 2023. Retrieved 2016/08/09.
• 2、 Matveeva, E. D.,Erin, A. S.,Mitroshin, D. B.,Kurts, A. L.. "Regio- and Stereoselective Substitution of Hydroxy Group in Allyl Alcohols by Halogen". . p. 1019 - 1022. Retrieved 2007/10/03.