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BENZYL PHENYL CARBONATE 97

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BENZYL PHENYL CARBONATE 97 Basic information

Product Name:
BENZYL PHENYL CARBONATE 97
Synonyms:
  • BENZYL PHENYL CARBONATE 97
  • Carbonic Acid Benzyl Phenyl Ester
  • Benzyl phenyl carbonate 97%
  • Phenyl benzyl carbonate
  • Benzyl phenyl carbonate≥ 98%(GC)
  • Benzyl Phenyl Carbonate >
  • Carbonic acid, phenyl phenylmethyl ester
CAS:
28170-07-2
MF:
C14H12O3
MW:
228.24
Mol File:
28170-07-2.mol
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BENZYL PHENYL CARBONATE 97 Chemical Properties

Boiling point:
120-130 °C0.5 mm Hg(lit.)
Density 
1.156 g/mL at 25 °C(lit.)
refractive index 
n20/D 1.5490(lit.)
Flash point:
>230 °F
storage temp. 
under inert gas (nitrogen or Argon) at 2-8°C
form 
clear liquid
color 
Colorless to Almost colorless
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Safety Information

Hazard Codes 
Xi
Risk Statements 
41-43
Safety Statements 
26-36/37/39
WGK Germany 
3
HS Code 
29209090
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BENZYL PHENYL CARBONATE 97 Usage And Synthesis

Chemical Properties

Colorless to clear yellow liquid

Uses

Benzyl phenyl carbonate can be used to synthesize carbamate protected polyamines.

General Description

Benzyl phenyl carbonate can be synthesized by reacting phenyl chloroformate with benzyl alcohol in the presence of pyridine.

Synthesis

1885-14-9

28170-07-2

Synthesis of benzyl phenyl carbonate (Synthesis, 2002, 15, 2195-2202) Benzyl alcohol (10.8 g, 100.0 mmol) was dissolved in 100 mL of dichloromethane (CH2Cl2). After the solution was cooled to 0°C, phenyl chloroformate (15.7 g, 100 mmol) was added slowly and dropwise. The reaction mixture was stirred at room temperature overnight. Upon completion of the reaction, 100 mL of water (H2O) was added, followed by washing twice with 100 mL of 2 M sulfuric acid (H2SO4). The organic phase was separated and dried over anhydrous sodium sulfate (Na2SO4). The solvent was removed by distillation under reduced pressure to give the colorless liquid product benzyl phenyl carbonate (22.5 g, 99% yield). The product was characterized by 1H NMR (CDCl3, 300 MHz): δ= 7.45-7.31 (m, 6H, arylhydrogen), 7.25-7.14 (m, 4H, arylhydrogen), 5.25 (s, 2H, benzylhydrogen).

References

[1] Patent: US2013/203960, 2013, A1. Location in patent: Page/Page column
[2] Patent: US2009/36353, 2009, A1

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