1,1-Dichloro-2-vinylcyclopropane

Base Information

• Chemical Name: 1,1-Dichloro-2-vinylcyclopropane
• CAS No.: 694-33-7
• Molecular Formula: C5H6Cl2
• Molecular Weight: 137.009
• Hs Code.: 2903890090
• European Community (EC) Number: 804-289-1
• NSC Number: 4534
• UNII: AE5MKA24CR
• DSSTox Substance ID: DTXSID80277859
• Nikkaji Number: J101.221E
• Mol file: 694-33-7.mol

Synonyms:1,1-Dichloro-2-vinylcyclopropane;694-33-7;2,2-Dichlorocyclopropylethene;Cyclopropane, 1,1-dichloro-2-ethenyl-;1,1-dichloro-2-ethenylcyclopropane;Cyclopropane, 1,1-dichloro-2-vinyl-;NSC-4534;NSC4534;AE5MKA24CR;SCHEMBL1412724;DTXSID80277859;2-Vinyl-1,1-dichlorocyclopropane;Cyclopropane,1-dichloro-2-vinyl-;Cyclopropane,1-dichloro-2-ethenyl-;NSC 4534;AKOS006286623;1,1-Dichloro-2-vinylcyclopropane, 95%

Chemical Property of 1,1-Dichloro-2-vinylcyclopropane

Chemical Property:

• Vapor Pressure: 7.71mmHg at 25°C
• Refractive Index: n20/D1.474
• Boiling Point: 140.3°C at 760 mmHg
• Flash Point: 41.1°C
• PSA: 0.00000
• Density: 1.151 at 25 °C
• LogP: 2.36620
• Storage Temp.: 2-8°C
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 135.9846556
• Heavy Atom Count: 7
• Complexity: 96.3

Purity/Quality:

99% ^*data from raw suppliers

1,1-Dichloro-2-vinylcyclopropane 95% ^*data from reagent suppliers

Safty Information:

• Statements: 10

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C=CC1CC1(Cl)Cl

Technology Process of 1,1-Dichloro-2-vinylcyclopropane

There total 1 articles about 1,1-Dichloro-2-vinylcyclopropane 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: 12.5%

4-vinyl-1,3-dioxolan-2-one (4427-96-7) + chloroform (67-66-3,8013-54-5) → 1,1-dichloro-2-vinyl-cyclopropane (694-33-7) + erythro-2,2,2',2'-tetrachlorobicyclopropyl

Guidance literature:

With sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride; at 35 - 40 ℃; for 12h;

DOI:10.1023/A:1012368021459

Reference yield: 82.0%

1,1-dichloro-2-vinyl-cyclopropane (694-33-7) + thiophenol (108-98-5) → (E)-1,1-dichloro-5-phenylthio-3-pentene (85914-67-6)

Guidance literature:

With 2,2'-azobis(isobutyronitrile);

Reference yield: 68.0%

pentacarbonyl[5-exo-methylene-3-(R)-(1'(R),2',3',4',5'-penta-O-benzyl-D-arabinitolyl)-2-oxacyclopentylidene]chromium + 1,1-dichloro-2-vinyl-cyclopropane (694-33-7) → pentacarbonyl[2''-ethenyl-3-(D-gluco-1',2',3',4',5'-penta-O-benzylpentyl)-(2-oxacyclopent-5,1''-spirocyclopent)ylidene]chromium

Guidance literature:

With 2,2'-azobis(isobutyronitrile); diphenyldisulfane; In toluene; Irradiation (UV/VIS); (Ar); addn. of disulfide and AIBN to a soln. of chromium complex in toluene, irradn. with sunlamp under reflux for 3 h, addn. of more AIBN, irradn. for 3 h; evapn., chromy. (silica gel, petroleum ether/Et2O, 2:1);

upstream raw materials:

4-vinyl-1,3-dioxolan-2-one

chloroform

Downstream raw materials:

4,4-Dichlor-cyclopenten

2-chloro-cyclopenta-1,3-diene

2,2-dichlorocyclopropanecarboxylic acid

(E)-1,1-dichloro-5-phenylthio-3-pentene

Refernces