Reaction #4150534
Related Literature (1)
openreactiondata ↗doi:10.1039/C8SC04228D
Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-c76b3fac1e2b4b5f8b39d52bd7a1e32eNo renderable structure data available
C=CCOC(=O)C1=CC=CC=C1Chemical Intermediate
Structures, identifiers and computed properties have been matched to the database record by CAS.
| Intermediates | prop-2-enyl benzoate |
|---|---|
| IUPAC Name | — |
| CAS Number | 583-04-0 |
| Database ID | 11406 |
| Molecular Formula | — |
| Molecular Weight | — |
Product Information
prop-2-enyl benzoate (CAS 583-04-0) 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 11406
Safety Notice
For professional research and industrial use only. Review the supplier safety data sheet before handling.
Synthesis data
11 reactions · 11 references
Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-c76b3fac1e2b4b5f8b39d52bd7a1e32eConditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-c76b3fac1e2b4b5f8b39d52bd7a1e32eConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a 250 mL round bottom flask equipped with a reflux condensor was added 25 g of benzoic acid, 51 g of allyl alcohol, and 2.5 g of sulfuric acid. The mixture was heated at reflux for 17 hr, allowed to cool to room temperature, and 50 g of toluene was added. Using a 1 L separatory funnel, the mixture was washed once with 100 mL of water, once with 50 mL of 5 wt % Na2CO3 in water, and once more with 100 mL of water. The organic phase was dried over Na2SO4, filtered and distilled to yield allyl benzoate. The allyl benzoate distilled at a boiling point of 135° C. at about 60 mm Hg. To a 250 mL round bottom flask equipped with a reflux condensor The mixture was heated at reflux for 17 hr the mixture was washed once with 100 mL of water, once with 50 mL of 5 wt % Na2CO3 in water The organic phase was dried over Na2SO4 filtered distilled
Source ID: ord-5af5111cff34414da1315fd62ac2d55bConditions: temp:170.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: The following example illustrates the use of basic amine catalysts. A mixture of benzoyl chloride (7.03 g, 0.05 mole), diallyl carbonate (7.10 g, 0.05 mole) and N,N-dimethylaminopyridine (0.06 g) were combined in a glass reaction vessel and heated to 170° C. for 4 hours. Distillation of the reaction mixture gave allyl benzoate, b.p. 110° C.-111° C. (13 mm Hg). Yield was 90 percent. were combined in a glass reaction vessel Distillation of the reaction mixture
Source ID: ord-c28c4553598f4116b96b8136652ed85eConditions: temp:60.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: In a glass reactor benzoyl chloride (7.03 g, 0.05 mole), diallyl carbonate (7.1 g, 0.05 mole) and zinc chloride (0.136 g, 0.001 mole) were combined. The reacinitiated at room temperature. After heating at 60° C. for 3 hours and heating at 80° C. for an additional 3 hours, the reaction was discontinued. Distillation gave 6.65 g (78 percent yield) of allyl benzoate which was identified by nuclear magnetic resonance spectroscopy. reacinitiated at room temperature heating at 80° C. for an additional 3 hours Distillation
Source ID: ord-39ac0fe3490b4b4ca1802b534a76f6acConditions: temp:170.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: The following example illustrates the use of basic amine catalysts. A mixture of benzoyl chloride (7.03 g, 0.05 mole), diallyl carbonate (7.10 g, 0.05 mole) and N,N-dimethylaminopyridine (0.06 g) were combined in a glass reaction vessel and heated to 170° C. for 4 hours. Distillation of the reaction mixture gave allyl benzoate, b.p. 110° C.-111° C. (13 mm Hg). Yield was 90 percent. were combined in a glass reaction vessel Distillation of the reaction mixture
Source ID: ord-c28c4553598f4116b96b8136652ed85eConditions: temp:60.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: In a glass reactor benzoyl chloride (7.03 g, 0.05 mole), diallyl carbonate (7.1 g, 0.05 mole) and zinc chloride (0.136 g, 0.001 mole) were combined. The reacinitiated at room temperature. After heating at 60° C. for 3 hours and heating at 80° C. for an additional 3 hours, the reaction was discontinued. Distillation gave 6.65 g (78 percent yield) of allyl benzoate which was identified by nuclear magnetic resonance spectroscopy. reacinitiated at room temperature heating at 80° C. for an additional 3 hours Distillation
Source ID: ord-39ac0fe3490b4b4ca1802b534a76f6acConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a suspension of benzoic acid allyl ester (100 g, 0.617 mol) and zinc (activated Zn) (161 g, 2.47 mol) in diethyl ether (1.23 L) was added dropwise a solution of trichloroacetyl chloride (223 g, 1.23 mol) and dimethoxyethane (110 g, 1.23 mol) in diethyl ether (1.23 L, 2 L/mol) over 40 minutes under nitrogen with vigorously stirring, and then the mixture was stirred at room temperature (internal temperature: 30° C.) for 29 hours. During the stirring, additional zinc (activated Zn) (respectively, 150 g (2.29 mol) and 100 g (1.53 mol)) was added at 7 and 24 hours after the beginning of the stirring. To the reaction mixture was added hexane (1 L), and the mixture was stirred for 10 minutes, and then the solid was removed by decantation and the supernatant was washed with water (1 L), aqueous saturated sodium bicarbonate solution (3×1 L) and saturated saline (500 mL), and dried over magnesium sulfate. The mixture was evaporated and the precipitated white solid was collected by filtration and washed with hexane (500 mL) to give the titled compound (62.5 g, 37%). the mixture was stirred at room temperature (internal temperature: 30° C.) for 29 hours the mixture was stirred for 10 minutes the solid was removed by decantation the supernatant was washed with water (1 L), aqueous saturated sodium bicarbonate solution (3×1 L) and saturated saline (500 mL) dried over magnesium sulfate The mixture was evaporated the precipitated white solid was collected by filtration washed with hexane (500 mL)
Source ID: ord-648d01c7fd864f168256fe4cd03a7535Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a 250 mL round bottom flask equipped with a reflux condensor was added 25 g of benzoic acid, 51 g of allyl alcohol, and 2.5 g of sulfuric acid. The mixture was heated at reflux for 17 hr, allowed to cool to room temperature, and 50 g of toluene was added. Using a 1 L separatory funnel, the mixture was washed once with 100 mL of water, once with 50 mL of 5 wt % Na2CO3 in water, and once more with 100 mL of water. The organic phase was dried over Na2SO4, filtered and distilled to yield allyl benzoate. The allyl benzoate distilled at a boiling point of 135° C. at about 60 mm Hg. To a 250 mL round bottom flask equipped with a reflux condensor The mixture was heated at reflux for 17 hr the mixture was washed once with 100 mL of water, once with 50 mL of 5 wt % Na2CO3 in water The organic phase was dried over Na2SO4 filtered distilled
Source ID: ord-5af5111cff34414da1315fd62ac2d55bConditions: temp:170.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: The following example illustrates the use of basic amine catalysts. A mixture of benzoyl chloride (7.03 g, 0.05 mole), diallyl carbonate (7.10 g, 0.05 mole) and N,N-dimethylaminopyridine (0.06 g) were combined in a glass reaction vessel and heated to 170° C. for 4 hours. Distillation of the reaction mixture gave allyl benzoate, b.p. 110° C.-111° C. (13 mm Hg). Yield was 90 percent. were combined in a glass reaction vessel Distillation of the reaction mixture
Source ID: ord-c28c4553598f4116b96b8136652ed85eConditions: temp:60.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: In a glass reactor benzoyl chloride (7.03 g, 0.05 mole), diallyl carbonate (7.1 g, 0.05 mole) and zinc chloride (0.136 g, 0.001 mole) were combined. The reacinitiated at room temperature. After heating at 60° C. for 3 hours and heating at 80° C. for an additional 3 hours, the reaction was discontinued. Distillation gave 6.65 g (78 percent yield) of allyl benzoate which was identified by nuclear magnetic resonance spectroscopy. reacinitiated at room temperature heating at 80° C. for an additional 3 hours Distillation
Source ID: ord-39ac0fe3490b4b4ca1802b534a76f6acPubChem References
These sources are listed in the compound's public database record.
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