(E)-2-methyl-2-pentenoyl chloride

Base Information

• Chemical Name: (E)-2-methyl-2-pentenoyl chloride
• CAS No.: 83841-91-2
• Molecular Formula: C₆H₉ClO
• Molecular Weight: 132.59
• Mol file: 83841-91-2.mol

Synonyms:

Chemical Property of (E)-2-methyl-2-pentenoyl chloride

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E)-2-methyl-2-pentenoyl chloride

There total 11 articles about (E)-2-methyl-2-pentenoyl 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: 87.0%

2-methylpent-2-enoic acid (16957-70-3) → (E)-2-methyl-2-pentenoyl chloride (83841-91-2,55764-37-9)

Guidance literature:

With thionyl chloride; for 4h; Heating;

DOI:10.1002/hlca.19820650530

Reference yield:

ethyl (E)-2-methyl-2-pentenoate (1617-40-9) → (E)-2-methyl-2-pentenoyl chloride (83841-91-2,55764-37-9)

Guidance literature:

Multi-step reaction with 2 steps

1: NaOH / H₂O; ethanol / 15 h / Heating

2: 87 percent / SOCl₂ / 4 h / Heating

With sodium hydroxide; thionyl chloride; In ethanol; water;

DOI:10.1002/hlca.19820650530

Reference yield:

4-methyl-5-hexen-3-ol (1838-77-3) → (E)-2-methyl-2-pentenoyl chloride (83841-91-2,55764-37-9)

Guidance literature:

Multi-step reaction with 3 steps

1.1: O₃; Me₂S / methanol / 4 h / -78 °C

1.2: 7 g / aq. NaOH / CH₂Cl₂ / 0.33 h

2.1: 4.62 g / NaClO₂

3.1: SOCl₂ / CHCl₃ / 1.5 h / 60 °C

With sodium chlorite; thionyl chloride; dimethylsulfide; ozone; In methanol; chloroform; 1.1: ozonolysis / 1.2: Rearrangement / 2.1: Oxidation / 3.1: Substitution;

DOI:10.1007/BF02033577

upstream raw materials:

2-methylpent-2-enoic acid

methyl (2E)-2-methyl-2-pentenoate

3-hydroxy-2-methylene-pentanoic acid methyl ester

2-(acetoxyethylmethyl)acrylic acid methyl ester

Downstream raw materials:

2,3-dihydro-2-ethyl-3-methyl-5-ethoxycarbonyl-6-phenyl-4-pyrone

2-methyl-4'-isopropyl-2-pentenoyl anilide

(Z)-N-trityl-2-methyl-3-pentenamide

(E)-N-trityl-2-methyl-2-pentenamide

Refernces

• 1、 Fei, Haiyang,Fu, Yao,Jalani, Hitesh B.,Li, Guigen,Lu, Hongjian,Wu, Hongmiao,Xu, Zheyuan,Zhu, Lin. "Stereospecific Electrophilic Fluorocyclization of α,β-Unsaturated Amides with Selectfluor". supporting information. . Retrieved 2020/03/30.
• 2、 Cera, Gianpiero,Haven, Tobias,Ackermann, Lutz. "Iron-Catalyzed C?H Alkynylation through Triazole Assistance: Expedient Access to Bioactive Heterocycles". supporting information. p. 3577 - 3582. Retrieved 2017/03/20.