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2-nitrobenzoyl chloride

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harmonic_op:
Hello everyone,


Can anyone help me with synthesis of 2-nitrobenzoyl chloride?


Thanks

rolnor:
Can you use o-nitrotoluene as starting material maybe? Why do you want to make it and not buy it?

clarkstill:
You can obviously make it from 2-nitrobenzoic acid, but a word of caution: i made about 200 mL of this during my PhD and purified it by vacuum distillation. Once I'd finished, I foolishly let air into the distillation kit before it was fully cooled to room temperature - it exploded pretty violently, but luckily while I (and everyone else) was elsewhere in the lab. The glass thermometer was projected into the ceiling of the fumehood and pretty much turned into sand by the impact.

So, be careful and use appropriate PPE (e.g. blast shield) if you're inclined to make this on a large scale.

wildfyr:
What caused the explosion? This compound doesn't seem shock sensitive.

rolnor:
The first lab i worked in have had similar accident with distillation of o-nitrotoluene, when air was let in the apparatus a flame shot out from it and left a deep mark in the thick plastic blast-shield they used.

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