3-Allylthiophene

Base Information

• Chemical Name: 3-Allylthiophene
• CAS No.: 33934-92-8
• Molecular Formula: C7H8S
• Molecular Weight: 124.207
• DSSTox Substance ID: DTXSID00447936
• Nikkaji Number: J709.384E
• Wikidata: Q82266834
• Mol file: 33934-92-8.mol

Synonyms:3-allylthiophene;33934-92-8;3-allyl-thiophene;3-(2-Propenyl)thiophene;SCHEMBL30506;DTXSID00447936;AKOS026730880

Chemical Property of 3-Allylthiophene

Chemical Property:

• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 124.03467143
• Heavy Atom Count: 8
• Complexity: 78.5

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C=CCC1=CSC=C1

Technology Process of 3-Allylthiophene

There total 1 articles about 3-Allylthiophene 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:

thiophene (188290-36-0,8014-23-1,25233-34-5) + allyl-trimethyl-silane (762-72-1) → 2-allylthiophene (20849-87-0) + 3-(2-propenyl)thiophene (33934-92-8) + iodobenzene (591-50-4)

Guidance literature:

With iodosylbenzene; boron trifluoride diethyl etherate; In dichloromethane; for 3h; Yield given. Yields of byproduct given; Ambient temperature;

DOI:10.1016/S0040-4039(00)80178-1

Reference yield: 72.0%

3-(2-propenyl)thiophene (33934-92-8) + C18H18N2O → (R,E)-4-benzyl-3-methyl-4-(3-(thiophen-3-yl)allyl)-1-(p-tolyl)-1H-pyrazol-5(4H)-one

Guidance literature:

With (R)-2,6-di([1,1'-biphenyl]-4-yl)-4-hydroxy-8,9,10,11,12,13,14,15-octahydrodinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepine 4-oxide; 2,5-Dimethyl-1,4-benzoquinone; 1-((11bS)-2,6-bis(3,5-bis(trifluoromethyl)phenyl)-8,9,10,11,12,13,14,15-octahydrodinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepin-4-yl)piperidine; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In toluene; at 35 ℃; for 40h; enantioselective reaction; Inert atmosphere; Schlenk technique;

DOI:10.1021/jacs.6b08236

Reference yield: 57.0%

3-(2-propenyl)thiophene (33934-92-8) + 2-Phenylpropanal (34713-70-7) → (S,E)-2-methyl-2-phenyl-5-(thiophen-3-yl)pent-4-enal

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; (R)-3,3'-bis(2,4,6-triisopropylphenyl)binol phosphoric acid; 2,6-dimethyl-1,4-benzoquinone; 2-phenyl-2-propylamine; In tert-butyl methyl ether; at 60 ℃; for 24h; enantioselective reaction; Inert atmosphere; Schlenk technique; Molecular sieve;

DOI:10.1002/anie.201408199

upstream raw materials:

thiophene

allyl-trimethyl-silane

Downstream raw materials:

3-(3-thienyl)-propyl alcohol

1-(thiophen-3-yl)propan-2-one

3-(2-amino-1-propyl)thiophene

Refernces