2-[(Z)-benzylidene]tetrahydrothiophene

Base Information

• Chemical Name: 2-[(Z)-benzylidene]tetrahydrothiophene
• CAS No.: 24463-89-6
• Molecular Formula: C₁₁H₁₂S
• Molecular Weight: 176.282
• Mol file: 24463-89-6.mol

Synonyms:2-[(Z)-benzylidene]tetrahydrothiophene

Chemical Property of 2-[(Z)-benzylidene]tetrahydrothiophene

Chemical Property:

Purity/Quality:

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Technology Process of 2-[(Z)-benzylidene]tetrahydrothiophene

There total 13 articles about 2-[(Z)-benzylidene]tetrahydrothiophene 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: 81.0%

O-ethyl S-(5-phenylpent-4-yn-1-yl)carbonodithioate → 2-[(Z)-benzylidene]tetrahydrothiophene (24463-89-6)

Guidance literature:

With water; In N,N-dimethyl-formamide; at 80 ℃; for 12h; stereoselective reaction; Schlenk technique;

DOI:10.1039/c9ob01370a

Reference yield: 58.0%

Thioacetic acid S-(5-phenyl-pent-4-ynyl) ester → 2-[(Z)-benzylidene]tetrahydrothiophene (24463-89-6)

Guidance literature:

With nickel(II) salen; tetraethylammonium perchlorate; In N,N-dimethyl-formamide; Ambient temperature; electroreduction using a graphite electrode;

DOI:10.1016/S0040-4039(98)01802-4

Reference yield:

cyclopropylphenylethyne (21777-85-5) → 2-[(Z)-benzylidene]tetrahydrothiophene (24463-89-6) + 2-[(E)-benzylidene]tetrahydrothiophene

Guidance literature:

With sodiumsulfide nonahydrate; In N,N-dimethyl acetamide; at 150 ℃; for 9h; Reagent/catalyst; Solvent; Temperature; Overall yield = 69 %; Overall yield = 60.8 mg;

DOI:10.1021/acs.orglett.8b02066

upstream raw materials:

5-Mercapto-1-phenyl-pent-1-in.

2-benzyl-2-(methylthio)thiolane

cyclopropylphenylethyne

(5-chloropent-1-ynyl)benzene

Downstream raw materials:

(Z)-2-benzylidenetetrahydrothiophene 2-oxide