Benzene, (3-chloro-1-propenyl)-

Base Information

• Chemical Name: Benzene, (3-chloro-1-propenyl)-
• CAS No.: 2687-12-9
• Molecular Formula: C9H9Cl
• Molecular Weight: 152.623
• Hs Code.: 29039990
• European Community (EC) Number: 220-246-4
• DSSTox Substance ID: DTXSID6062591
• Wikidata: Q1092543
• Mol file: 2687-12-9.mol

Synonyms:chloromethylstyrene

Chemical Property of Benzene, (3-chloro-1-propenyl)-

Chemical Property:

• Appearance/Colour: light yellow liquid
• Vapor Pressure: 0.0614mmHg at 25°C
• Melting Point: -19 °C(lit.)
• Refractive Index: n20/D 1.584(lit.)
• Boiling Point: 239.6 °C at 760 mmHg
• Flash Point: 96.6 °C
• PSA: 0.00000
• Density: 1.076 g/cm³
• LogP: 2.93860
• Storage Temp.: Refrigerator (+4°C)
• Sensitive.: Lachrymatory
• Water Solubility.: 0.2 g/L (20 ºC)
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 2
• Exact Mass: 152.0392780
• Heavy Atom Count: 10
• Complexity: 101

Purity/Quality:

99.9% ^*data from raw suppliers

β-Chloromethylstyrene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C,img src=/images/T+.gif alt=Very toxic >T+
• Hazard Codes: T+,C
• Statements: 22-26-34-43-36
• Safety Statements: 26-28-36/37/39-45-28A-23-27

MSDS Files:

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C=CCCl
• Uses: Cinnamyl chloride is used in the enantioselective total synthesis of helioporins C and E, bioactive marine diterpenes.

Technology Process of Benzene, (3-chloro-1-propenyl)-

There total 23 articles about Benzene, (3-chloro-1-propenyl)- 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: 96.0%

3-Phenylpropenol (104-54-1) → cinnamyl chloride (2687-12-9)

Guidance literature:

With hydrogenchloride; In tetrahydrofuran; water; at 20 ℃; for 0.75h;

DOI:10.1002/adsc.201700117

Reference yield: 93.0%

styrene (100-42-5,25038-60-2,25247-68-1,28213-80-1,28325-75-9,79637-11-9,9003-53-6) + Z-1,4-dichlorobutene (1476-11-5) → cinnamyl chloride (2687-12-9)

Guidance literature:

tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; In dichloromethane; for 12h; Heating;

DOI:10.1002/1615-4169(200208)344:6/7<634::AID-ADSC634>3.0.CO;2-K

Reference yield: 92.0%

3-Phenylpropenol (104-54-1) + 3,3-dichloro-1,2-diphenylcyclopropene (2570-00-5) → diphenylcyclopropenone (886-38-4) + cinnamyl chloride (2687-12-9)

Guidance literature:

In dichloromethane; at 23 ℃; for 0.05h; Inert atmosphere;

DOI:10.1021/ja906520p

upstream raw materials:

3-Phenylpropenol

1-Phenyl-2-propen-1-ol

diethyl ether

4-nitro-benzoyl chloride

Downstream raw materials:

(E)-4-cinnamylmorpholine

N,N-dimethylcinnamylamine

triethyl-cinnamyl-ammonium; chloride

N-cinnamylbenzenamine