2-Ethylacryloyl chloride

Base Information

• Chemical Name: 2-Ethylacryloyl chloride
• CAS No.: 4390-96-9
• Molecular Formula: C5H7 Cl O
• Molecular Weight: 118.563
• Hs Code.: 2916190090
• European Community (EC) Number: 630-593-7
• DSSTox Substance ID: DTXSID00401033
• Nikkaji Number: J1.279.865B
• Wikidata: Q72471140
• Mol file: 4390-96-9.mol

Synonyms:2-Ethylacryloyl chloride;2-methylidenebutanoyl Chloride;4390-96-9;Butanoyl chloride,2-methylene-;2-ETHYLACRYLOYL CHLORIDE99;a-ethylacryloyl chloride;2-Methylenebutanoyl chloride;SCHEMBL599206;DTXSID00401033;AKOS015894274;EN300-7273790;2-Ethylacryloyl chloride, contains 150 ppm BHT as inhibitor, 90%

Chemical Property of 2-Ethylacryloyl chloride

Chemical Property:

• Refractive Index: n20/D 1.444(lit.)
• Boiling Point: 118-126 °C(lit.)
• Flash Point: 63 °F
• PSA: 17.07000
• Density: 1.116 g/mL at 25 °C(lit.)
• LogP: 1.71800
• Storage Temp.: ?20°C
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 118.0185425
• Heavy Atom Count: 7
• Complexity: 96.3

Purity/Quality:

98%,99%, ^*data from raw suppliers

2-Ethylacryloyl chloride contains 150 ppm BHT as inhibitor, 90% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: F,T
• Statements: 11-14-23-34
• Safety Statements: 16-26-36/37/39-45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCC(=C)C(=O)Cl

Technology Process of 2-Ethylacryloyl chloride

There total 8 articles about 2-Ethylacryloyl 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: 97.0%

2-methylenebutyric acid (3586-58-1,62607-09-4) → 2-ethylacryloyl chloride (4390-96-9)

Guidance literature:

With thionyl chloride; at 60 - 70 ℃;

Reference yield: 30.0%

2-methylenebutyric acid (3586-58-1,62607-09-4) → 2-ethylacryloyl chloride (4390-96-9) + 2-chloro-2-methylbutyryl chloride (62721-35-1)

Guidance literature:

DOI:10.1080/00304940509354885

Reference yield:

formaldehyd (50-00-0,30525-89-4,61233-19-0) + ethylmalonic acid (601-75-2) → 2-ethylacryloyl chloride (4390-96-9)

Guidance literature:

ethylmalonic acid; With diethylamine; In ethyl acetate; at 0 ℃; Inert atmosphere;

formaldehyd; In ethyl acetate; Inert atmosphere; Reflux;

With thionyl chloride; at 50 ℃; for 3h; Inert atmosphere;

DOI:10.1039/c3cc44281k

upstream raw materials:

2-methylenebutyric acid

benzoyl chloride

ethyl 2-(hydroxymethyl)butanoate

formaldehyd

Downstream raw materials:

2-Methylenbutyramid

2-ethyl-acrylic acid isopentyl ester

2-ethyl-N-methyl-N-(3-phenyl-5-isoxazolyl)-2-propenamide

2-ethyl-acrylic acid allyl ester

Refernces

• 1、 Logeswaran, Ravichandran,Jeganmohan, Masilamani. "Effect of Transition Metals on Chemodivergent Cross-Coupling of Acrylamides with Vinyl Acetate via C-H Activation". supporting information. p. 5679 - 5683. Retrieved 2021/08/03.
• 2、 Goh, Jeffrey,Loh, Teck-Peng,Maraswami, Manikantha. "Macrolactam Synthesis via Ring-Closing Alkene-Alkene Cross-Coupling Reactions". supporting information. p. 9724 - 9728. Retrieved 2020/12/21.