Reaction #4066691
Related Literature (1)
openreactiondata ↗doi:10.1039/C8SC04228D
Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-bd4544fbc38147b585d1447bb34b8d2dNo renderable structure data available
ClC1=CC(=CC=C1C#C)ClChemical Intermediate
Structures, identifiers and computed properties have been matched to the database record by CAS.
| Intermediates | 2,4-dichloro-1-ethynylbenzene |
|---|---|
| IUPAC Name | — |
| CAS Number | 75717-77-0 |
| Database ID | 12639753 |
| Molecular Formula | — |
| Molecular Weight | — |
Product Information
2,4-dichloro-1-ethynylbenzene (CAS 75717-77-0) product identity, structure identifiers and related reaction data for chemical intermediate research and sourcing review.
Potential Applications
For professional research and industrial use only
Database ID 12639753
Safety Notice
For professional research and industrial use only. Review the supplier safety data sheet before handling.
Synthesis data
12 reactions · 12 references
Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-bd4544fbc38147b585d1447bb34b8d2dConditions: temp:-78.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A solution of 1,1-dibromo-2-(2,4-dichlorophenyl)ethene (14 g, 42.4 mmol) in THF (100 ml) at −78° C. under nitrogen was treated with butyllithium (1.6 M solution in hexane, 28 ml, 44.8 mmol). after being stirred for 1 hour at −78° C, the reaction mixture was warmed to room temperature and stirred for another hour. The reaction was quenched with water and the product was extracted with hexanes. The extract was dried over MgSO4, filtrated and concentrated in vacuo to give the product. (Corey, E. J.; Fuchs, P. L. Tetrahedron Lett. 1972, 3769) the reaction mixture was warmed to room temperature stirred for another hour The reaction was quenched with water the product was extracted with hexanes The extract was dried over MgSO4 filtrated concentrated in vacuo to give the product
Source ID: ord-f96ddd35dd0c48529e1aea558c55913bConditions: temp:-78.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A solution of 1,1-dibromo-2-(2,4-dichlorophenyl)ethene (14 g, 42.4 mmol) in THF (100 ml) at −78° C. under nitrogen was treated with butyllithium (1.6 M solution in hexane, 28 ml, 44.8 mmol). after being stirred for 1 hour at −78° C, the reaction mixture was warmed to room temperature and stirred for another hour. The reaction was quenched with water and the product was extracted with hexanes. The extract was dried over MgSO4, filtrated and concentrated in vacuo to give the product. (Corey, E. J.; Fuchs, P. L. Tetrahedron Lett. 1972, 3769) the reaction mixture was warmed to room temperature stirred for another hour The reaction was quenched with water the product was extracted with hexanes The extract was dried over MgSO4 filtrated concentrated in vacuo to give the product
Source ID: ord-f96ddd35dd0c48529e1aea558c55913bConditions: temp:-78.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A solution of 1,1-dibromo-2-(2,4-dichlorophenyl)ethene (14 g, 42.4 mmol) in THF (100 ml) at −78° C. under nitrogen was treated with butyllithium (1.6 M solution in hexane, 28 ml, 44.8 mmol). after being stirred for 1 hour at −78° C., the reaction mixture was warmed to room temperature and stirred for another hour. The reaction was quenched with water and the product was extracted with hexanes. The extract was dried over MgSO4, filtrated and concentrated in vacuo to give the product. (Corey, E. J.; Fuchs, P. L. Tetrahedron Lett. 1972, 3769) the reaction mixture was warmed to room temperature stirred for another hour The reaction was quenched with water the product was extracted with hexanes The extract was dried over MgSO4 filtrated concentrated in vacuo to give the product
Source ID: ord-541d3223f0ef42698ffbeb0a582955fbConditions: temp:-78.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A solution of 1,1-dibromo-2-(2,4-dichlorophenyl)ethene (14 g, 42.4 mmol) in THF (100 ml) at −78° C. under nitrogen was treated with butyllithium (1.6 M solution in hexane, 28 ml, 44.8 mmol). after being stirred for 1 hour at −78° C, the reaction mixture was warmed to room temperature and stirred for another hour. The reaction was quenched with water and the product was extracted with hexanes. The extract was dried over MgSO4, filtrated and concentrated in vacuo to give the product. (Corey, E. J.; Fuchs, P. L. Tetrahedron Lett. 1972, 3769) the reaction mixture was warmed to room temperature stirred for another hour The reaction was quenched with water the product was extracted with hexanes The extract was dried over MgSO4 filtrated concentrated in vacuo to give the product
Source ID: ord-f96ddd35dd0c48529e1aea558c55913bConditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-bd4544fbc38147b585d1447bb34b8d2dConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A solution of 2,4-dichlorophenylacetylene (0.02 mol), 2-chloro-4-methylbenzyl mercaptan (0.02 mol) and metallic sodium (0.02 g atom) is subjected to the General Procedure to form (Z)-2,4-dichlorostyryl-2-chloro-4-methylbenzylsulfide. The title compound is obtained following oxidation of the sulfide, according to the General Procedure.
Source ID: ord-214d08cfd2584ff2bdd9e0977a41cc2eConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A solution of 2,4-dichlorophenylacetylene (0.02 mol), 2-chloro-4-methylbenzyl mercaptan (0.02 mol) and metallic sodium (0.02 g atom) is subjected to the General Procedure to form (Z)-2,4-dichlorostyryl-2-chloro-4-methylbenzylsulfide. The title compound is obtained following oxidation of the sulfide, according to the General Procedure.
Source ID: ord-214d08cfd2584ff2bdd9e0977a41cc2eConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A solution of 2,4-dichlorophenylacetylene (0.02 mol), 4-fluorobenzyl mercaptan (0.02 mol) and metallic sodium (0.02 g atom) is subjected to the General Procedure to form (Z)-2,4-dichlorostyryl-4-fluorobenzylsulfide. The title compound is obtained following oxidation of the sulfide, according to the General Procedure.
Source ID: ord-3c8ddb32184145a2b9cd858cf5cc8fafConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A solution of 2,4-dichlorophenylacetylene (0.02 mol), 4-fluorobenzyl mercaptan (0.02 mol) and metallic sodium (0.02 g atom) is subjected to the General Procedure to form (Z)-2,4-dichlorostyryl-4-fluorobenzylsulfide. The title compound is obtained following oxidation of the sulfide, according to the General Procedure.
Source ID: ord-3c8ddb32184145a2b9cd858cf5cc8fafConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A solution of 2,4-dichlorophenylacetylene (0.02 mol), 4-fluorobenzyl mercaptan (0.02 mol) and metallic sodium (0.02 g atom) is subjected to the General Procedure to form (Z)-2,4-dichlorostyryl-4-fluorobenzylsulfide. The title compound is obtained following oxidation of the sulfide, according to the General Procedure.
Source ID: ord-3c8ddb32184145a2b9cd858cf5cc8fafConditions: temp:-78.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A solution of 1,1-dibromo-2-(2,4-dichlorophenyl)ethene (14 g, 42.4 mmol) in THF (100 ml) at −78° C. under nitrogen was treated with butyllithium (1.6 M solution in hexane, 28 ml, 44.8 mmol). after being stirred for 1 hour at −78° C., the reaction mixture was warmed to room temperature and stirred for another hour. The reaction was quenched with water and the product was extracted with hexanes. The extract was dried over MgSO4, filtrated and concentrated in vacuo to give the product. (Corey, E. J.; Fuchs, P. L. Tetrahedron Lett. 1972, 3769) the reaction mixture was warmed to room temperature stirred for another hour The reaction was quenched with water the product was extracted with hexanes The extract was dried over MgSO4 filtrated concentrated in vacuo to give the product
Source ID: ord-541d3223f0ef42698ffbeb0a582955fbPubChem References
These sources are listed in the compound's public database record.
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