Irreversible reaction

Phosgenation of benzyl alcohol to benzyl chloroformate

C7H8O+COCl2C8H7ClO2+HCl

Direction
Irreversible
Processes
1
Stated as
Rate law
Heat of reaction
ΔH = -64,389 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
C7H8OBenzyl alcohol100-51-6reactant-1
COCl2Phosgene75-44-5reactant-1
C8H7ClO2Benzyl chloroformate501-53-1product1
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

    PHOSG · Phosgenation of benzyl alcohol to benzyl chloroformateC7H8O + COCl2 → C8H7ClO2 + HCl

    Stated as
    Rate law
    Phase
    liquid
    Element balance
    Balances in every element
    Heat of reaction
    ΔH = -64,389 kJ/kmol at 298.15 K, as written (assumed: dissolved basis (header, D-015): -88.643 kJ/mol from the formation enthalpies at 298.15 K with phosgene and HCl as gas (-376.2 - 92.173 + 160.7 + 219.03), plus phosgene's heat of solution taken back (+24.8, ASSUMED) and 5 % of the HCl dissolved (0.05 x -10.91, ASSUMED): -64.389 kJ/mol)
    Rate law
    basis: volume; driving: concentration; form: power_law; k: {"A":32477,"Ea":40000}; orders: {"BNOH":1,"COCL2":1}; temperature range: 268.15 – 298.15 (assumed: ASSUMED fast effective rate (D-005): no open kinetics found (2026-11-05); to be replaced by reaction calorimetry)

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 (Bonnard et al., SNPE, 2004), description and Ex. 3: benzyl alcohol phosgenated without base at 0-6 C and 500 mbar

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

  2. dissolved basis (header, D-015): -88.643 kJ/mol from the formation enthalpies at 298.15 K with phosgene and HCl as gas (-376.2 - 92.173 + 160.7 + 219.03), plus phosgene's heat of solution taken back (+24.8, ASSUMED) and 5 % of the HCl dissolved (0.05 x -10.91, ASSUMED): -64.389 kJ/mol

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