Irreversible reaction

Dibenzyl carbonate from the chloroformate and the alcohol

C8H7ClO2+C7H8OC15H14O3+HCl

Direction
Irreversible
Processes
1
Stated as
Rate law
Heat of reaction
ΔH = -30,546 kJ/kmol (one process)
Element balance
Checked: balances
As the processes state itStoichiometry, conversions, heats of reaction and catalyst windows are taken from each process's files with their provenance. The build checks only that each process's equation balances in every element, from the process's own component formulas; it does not check the numbers. A process's design maturity applies to them.

Species

SpeciesNameCASRoleCoefficient
C8H7ClO2Benzyl chloroformate501-53-1reactant-1
C7H8OBenzyl alcohol100-51-6reactant-1
C15H14O3Dibenzyl carbonate3459-92-5product1
HClHydrogen chloride7647-01-0product1

In the processes

  • Benzyl chloroformate by semi-batch phosgenation of benzyl alcohol at reduced pressure (1000 t/a, batch)Concept · not reviewed

    CARB · Dibenzyl carbonate from the chloroformate and the alcoholC8H7ClO2 + C7H8O → C15H14O3 + HCl

    Stated as
    Rate law
    Phase
    liquid
    Element balance
    Balances in every element
    Heat of reaction
    ΔH = -30,546 kJ/kmol at 298.15 K, as written (assumed: ASSUMED (D-005): no open formation enthalpy of dibenzyl carbonate; an order of magnitude, -30 kJ/mol, for an alcoholysis of a chloroformate with HCl leaving as gas, plus 5 % of the HCl dissolved (0.05 x -10.91 kJ/mol, header, D-015); no phosgene consumed)
    Rate law
    basis: volume; driving: concentration; form: power_law; k: {"A":1.4,"Ea":40000}; orders: {"BCF":1,"BNOH":1}; temperature range: 268.15 – 298.15 (assumed: ASSUMED (D-005): set so that R101 makes about the 0.26 wt% dibenzyl carbonate of US 6 696 590 B2 Ex. 3)

Sources

What the processes cite for this reaction, each source once: for the reaction itself, its conversion, its heat of reaction or its catalyst. As the processes write them; DOIs, US patent numbers and web addresses are linked.

  1. US 6 696 590 B2, description: the carbonate as the side product a phosgene excess suppresses; Ex. 3 impurity

    For the reaction · cited by Benzyl chloroformate by semi-batch phosgenation of benzyl alcohol at reduced pressure (1000 t/a, batch)

  2. ASSUMED (D-005): no open formation enthalpy of dibenzyl carbonate; an order of magnitude, -30 kJ/mol, for an alcoholysis of a chloroformate with HCl leaving as gas, plus 5 % of the HCl dissolved (0.05 x -10.91 kJ/mol, header, D-015); no phosgene consumed

    For the heat of reaction · cited by Benzyl chloroformate by semi-batch phosgenation of benzyl alcohol at reduced pressure (1000 t/a, batch)