Reaction #4096187
Related Literature (1)
openreactiondata ↗doi:10.1039/C8SC04228D
Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-eae39dcebd3c46e6a6d66db99731d789No renderable structure data available
C1=CC=C(C=C1)COC(=O)C2=CC=CC=C2Chemical Intermediate
Structures, identifiers and computed properties have been matched to the database record by CAS.
| Intermediates | benzyl benzoate |
|---|---|
| IUPAC Name | — |
| CAS Number | 120-51-4 |
| Database ID | 2345 |
| Molecular Formula | — |
| Molecular Weight | — |
Product Information
benzyl benzoate (CAS 120-51-4) 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 2345
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-eae39dcebd3c46e6a6d66db99731d789Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-141dfed64a8640c5931cd2be95885db3Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-473411233dce4627af1733937a0ddc5aConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: The foregoing formula may require a solubilizing agent, e.g., the methyl ester of dihydroabietic acid (commercial name: HERCOLYN D® , benzyl benzoate, isopropyl myristate and/or C12 -C14 isoparaffin hydrocarbons.
Source ID: ord-b1283a1985d04ba1986e06f23d23b078Conditions: temp:25.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Methyl azodicarboxylate resin (6.55 g of 0.61 meq/g ~4.0 meq) was suspended in dry THF (100 ml) and allowed to swell for ~15 minutes. Benzoic acid (0.366 g, 3.0 mmol) was dissolved in THF (10 ml) and added to the resin. To the stirred mixture at 25° C. was added dropwise a solution of Ph3P (0.786 g, 3.0 mmol) and benzyl alcohol (0.361 ml, 3.5 mmol) in THF (5 ml). This mixture was left to stir at 25° C. for 16 hours. Resin was then filtered and washed with CH2Cl2 (4×150 mL) and Et2O. The filtrate and washings were concentrated in vacuo at 30° C. and flash chromatographed (3.5% EtOAC/hexane) to yield benzyl benzoate (0.417 g, 65%): IR (film) 1720 (vs), 1451 (m), 1272 (vs), 1110 (m), 710 (s), 697 (m) cm-1 ; 1H NMR (80 MHz, CDCl3) δ8.25-8.05 (m, 2H, o-PhCOO), 7.65-7.25 (m, 8H, m-, p-PhCOO, OCH2PH), 5.32 (s, 2H, OCH2Ph); EI-MS: 212.0839 (M+, 212.0837 calcd. for C14H12O2), 105.0343 (Base Peak, phC=O). to swell for ~15 minutes added to the resin This mixture was left Resin was then filtered washed with CH2Cl2 (4×150 mL) and Et2O The filtrate and washings were concentrated in vacuo at 30° C. flash chromatographed (3.5% EtOAC/hexane)
Source ID: ord-2da2f63aa6844b60b623961214dfbc69Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: The foregoing formula may require a solubilizing agent, e.g., the methyl ester of dihydroabietic acid (commercial name: HERCOLYN D®, benzyl benzoate, isopropyl myristate and/or C12 -C14 isoparaffin hydrocarbons.
Source ID: ord-6e7aa78a2cdd43e08cc79adfea22eadbConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: The foregoing formula may require a solubilizing agent, e.g., the methyl ester of dihydroabietic acid (commercial name: HERCOLYN D®, benzyl benzoate, isopropyl myristate and/or C12 -C14 isoparaffin hydrocarbons.
Source ID: ord-6e7aa78a2cdd43e08cc79adfea22eadbConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Two grams of sodium-supported hydrotalcite prepared in Example 7, (1) and stabilized in Example 7 (2) was put in a container holding 20 g of dehydrated benzaldehyde and 35 g of n-decane as a solvent, and reacted at room temperature for 3 hours. The product was analyzed by gas chromatography (OV-17, 2 m). The conversion of benzaldehyde was 90%, and benzyl benzoate was obtained in a yield of 89%. reacted at room temperature for 3 hours
Source ID: ord-b9aede0675de4cfe886dc91ecea00730Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Two grams of sodium-supported hydrotalcite prepared in Example 7, (1) and stabilized in Example 7 (2) was put in a container holding 20 g of dehydrated benzaldehyde and 35 g of n-decane as a solvent, and reacted at room temperature for 3 hours. The product was analyzed by gas chromatography (OV-17, 2 m). The conversion of benzaldehyde was 90%, and benzyl benzoate was obtained in a yield of 89%. reacted at room temperature for 3 hours
Source ID: ord-b9aede0675de4cfe886dc91ecea00730Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: The oxidation of toluene appears to follow an obvious path as inferred from the kinetics of the product yields (Table IV). The intermediate products are benzyl alcohol, benzaldehyde, benzoic acid; whereas, benzyl benzoate is the final product by esterification of benzyl alcohol and benzoic acid. In a separate test at the same reaction conditions, but without the Pd catalyst, benzyl alcohol and benzoic acid were esterified in toluene to produce benzyl benzoate. The following reaction scheme explains these results: In a separate test at the same reaction conditions
Source ID: ord-090552301cdf41a996cfb45bfad8d69bConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: The foregoing formula may require a solubilizing agent, e.g., the methyl ester of dihydroabietic acid (commerical name: HERCOLYN D®), benzyl benzoate, isopropyl myristate and/or C12 -C14 isoparaffin hydrocarbons.
Source ID: ord-9650c8981d114d05ac7d8224288ff2d9Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: The foregoing formula may require a solubilizing agent, e.g., the methyl ester of dihydroabietic acid (commercial name: HERCOLYN D® , benzyl benzoate, isopropyl myristate and/or C12 -C14 isoparaffin hydrocarbons.
Source ID: ord-b1283a1985d04ba1986e06f23d23b078PubChem References
These sources are listed in the compound's public database record.
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