(E)-1-Chloro-2-pentene-1-one

Base Information

• Chemical Name: (E)-1-Chloro-2-pentene-1-one
• CAS No.: 33698-85-0
• Molecular Formula: C5H7ClO
• Molecular Weight: 118.563
• Hs Code.: 2916190090
• Mol file: 33698-85-0.mol

Synonyms:2-pentenoyl chloride;

Chemical Property of (E)-1-Chloro-2-pentene-1-one

Chemical Property:

• PSA: 17.07000
• LogP: 1.71800

Purity/Quality:

97% ^*data from raw suppliers

trans-2-PentenoicAcidChloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: trans-2-Pentenoic Acid Chloride is an intermediate useful in the synthesis of (1S,2R)-Tapentadol Hydrochloride (T007225), which is the (1S,2R)-isomer of Tapentadol (T007200, HCl); a novel, centrally acting oral analgesic with a dual mode of action that has demonstrated efficacy in preclinical and clinical models of pain relief.

Technology Process of (E)-1-Chloro-2-pentene-1-one

There total 1 articles about (E)-1-Chloro-2-pentene-1-one 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: 74.0%

trans-2-pentenoic acid (13991-37-2) → (E)-pent-2-enoyl chloride (33698-85-0)

Guidance literature:

With oxalyl dichloride; In toluene; at 0 - 20 ℃; for 5h;

DOI:10.1002/hlca.200790054

Reference yield: 95.0%

(E)-pent-2-enoyl chloride (33698-85-0) + (S)-4-phenyl-2-oxazolidinone (99395-88-7,7480-32-2) → (4S)-3-((2E)-pent-2-enoyl)-4-phenyl oxazolidin-2-one (174485-45-1)

Guidance literature:

(S)-4-phenyl-2-oxazolidinone; With n-butyllithium; In tetrahydrofuran; at -78 ℃; for 0.5h; Inert atmosphere;

(E)-pent-2-enoyl chloride; In tetrahydrofuran; at -78 - 0 ℃; for 2.5h;

Reference yield: 95.0%

(E)-pent-2-enoyl chloride (33698-85-0) + (4R)-phenyl-2-oxazolidinone (90319-52-1,7480-32-2) → (R)-N-[(E)-EtCHCHC(O)]-4-phenyl-1,3-oxazolidin-2-one (188559-05-9)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; at -78 ℃;

DOI:10.1021/ja963434w

upstream raw materials:

trans-2-pentenoic acid

Downstream raw materials:

(1R,2R)-2-hydroxycyclohexyl (E)-2-pentenoate

(4R,5S)-1,5-Dimethyl-3-((E)-pent-2-enoyl)-4-phenyl-imidazolidin-2-one

(4S,3'S)-3-(3'-methyl-1'-oxopentyl)-4-benzyl-2-oxazolidinone

(E)-Pent-2-enethioic acid S-{(R)-1-hexyloxymethyl-2-[(4-methoxy-phenyl)-diphenyl-methoxy]-ethyl} ester