Location: RER - Europe
The process “o-chlorobenzaldehyde, at plant, RER” is modelled for the production of o-chlorobenzaldehyde from o-chloro toluene in Europe. Raw materials are modelled with a stoechiometric calculation. Emissions are estimated. Energy consumptions, infrastructure and transports are calculated with standard values.
o-Chlorobenzaldehyde (C7H5ClO; CAS 89-98-5; 2-chlorobenzaldehyde) is a colourless to yellowish liquid with a penetrating odour and low solubility in water. o-Chlorobenzaldehyde can be produced by chlorination of 2-chlorotoluene to form 2-chlorobenzal chloride, which is then subjected to acid hydrolysis. Metal salts, such as iron(III) chloride, are used as catalysts. The hydrolysis can also be accomplished using formic acid without a catalyst. 2-Chlorobenzaldehyde can also be produced by oxidation of 2-chlorobenzyl chloride with N-oxides of tertiary amines or with dilute nitric acid. 2-Chlorobenzaldehyde is considerably more resistant to oxidation than benzaldehyde. When it is heated with sodium sulfite solution under pressure, benzaldehyde-2-sulfonic acid forms.
Another production route is the chlorination of 2-chlorotoluene to form o-chloro benzyl chloride, followed by another chlorination to o-chloro benzylidene chloride, which is then dehydratd by sodium hydroxide.
1. C7H7Cl + Cl2 → C7H6Cl2 + HCl
2. C7H6Cl2 + Cl2 → C7H5Cl3 + HCl
3. C7H5Cl3 + 2 NaOH → C7H5ClO + 2 NaCl + H2O
Chlorobenzaldehydes are important intermediates in the production of dyes, optical brighteners, agricultural chemicals, and pharmaceuticals.
Frischknecht R., Jungbluth N., Althaus H.-J., Doka G., Dones R., Heck T., Hellweg S., Hischier R., Nemecek T., Rebitzer G. and Spielmann M. (2007) Overview and Methodology. Final report ecoinvent v2.0 No. 1. Swiss Centre for Life Cycle Inventories, Dübendorf, CH, retrieved from: www.ecoinvent.org.
Gendorf (2000) Umwelterklärung 2000, Werk Gendorf. Werk Gendorf, Burgkirchen as pdf-File under: http://www.gendorf.de/pdf/umwelterklaerung2000.pdf
Friedrich Brühne/Elaine Wright: Benzaldehyde. Published online: 2000. In: Ullmann's Encyclopedia of Industrial Chemistry, Seventh Edition, 2004 Electronic Release (ed. Fiedler E., Grossmann G., Kersebohm D., Weiss G. and Witte C.). 7 th Electronic Release Edition. Wiley InterScience, New York, Online-Version under: DOI: 10.1002/14356007.a03_463
Undefined unit processes (UPRs) are the unlinked, multi-product activity datasets that form the basis for all of the system models available in the ecoinvent database. This is the way the datasets are obtained and entered into the database by the data providers. These activity datasets are useful for investigating the environmental impacts of a specific activity (gate-to-gate), without regard to its upstream or downstream impacts.
