Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 2-Chlorotoluene | HCID 7238 | — |
| Reactant | 4-Chlorotoluene | HCID 7810 | — |
| Reactant | 4-Nitrobenzoyl chloride | HCID 8502 | — |
| Reactant | 2-Fluorobenzoyl chloride | HCID 9808 | — |
| Reactant | 2-Nitrobenzoyl chloride | HCID 11875 | — |
| Reactant | 4-(Trifluoromethyl)benzoyl chloride | HCID 67607 | — |
| Reactant | 4-Fluorobenzoyl chloride | HCID 67879 | — |
| Reactant | 4-Bromobenzoyl chloride | HCID 68515 | — |
| Reactant | 2-Chlorobenzoyl chloride | HCID 69110 | — |
| Reactant | 2-Iodobenzoyl chloride | HCID 69112 | — |
| Reactant | 4-Iodobenzoyl chloride | HCID 74373 | — |
| Reactant | 3-Fluorobenzoyl chloride | HCID 74376 | — |
| Reactant | 2-(Chloromethyl)anisole | HCID 81495 | — |
| Reactant | 4-Ethylbenzoyl chloride | HCID 85368 | — |
| Product | Benzoyl chloride | HCID 7412 | — |
Reaction Steps
Substituting p-chlorobenzoyl chloride for benzoyl chloride in the above reaction yields p-chlorobenzoic acid, 2-tert-butylhydrazide; melting point 116°-122° C. Similarly, substituting p-fluorobenzoyl chloride, p-nitro-benzoyl chloride, o-toluyl chloride, m-fluorobenzoyl chloride, p-bromobenzoyl chloride, p-trifluoromethylbenzoyl chloride, o-anisyl chloride, p-toluyl chloride, o-chlorobenzoyl chloride, p-iodobenzoyl chloride, o-iodobenzoyl chloride, p-ethylbenzoyl chloride and o-fluorobenzoyl chloride, o-nitrobenzoyl chloride, for benzoyl chloride, yields respectively: p-fluorobenzoic acid, o-bromobenzoyl chloride, 2-tert-butylhydrazide; mp 136°-138° C.; p-nitrobenzoic acid, 2-tert-butylhydrazide; o-toluic acid, 2-tert-butylhydrazide; m-fluorobenzoic acid, 2-tert-butylhydrazide, mp 119°-120° C.; p-bromobenzoic acid, 2-tert-butylhydrazide; p-trifluoromethylbenzoic acid, 2-tert-butylhydrazide; anisic acid, 2-tert-butylhydrazide; p-toluic acid, 2-tert-butylhydrazide; o-chlorobenzoic acid, 2-tert-butylhydrazide; mp 68°-70° C.; o-iodobenzoic acid, 2-tert-butylhydrazide; p-ethylbenzoic acid, 2-tert-butylhydrazide; and o-fluorobenzoic acid, 2-tert-butylhydrazide; mp 58°-59° C.; o-nitrobenzoic acid, 2-tert-butylhydrazide; mp 116°-118° C.; o-bromobenzoic acid, 2-tert-butylhydrazide; mp 85°-87° C.; and N-methylanthranilic acid, 2-tert-butylhydrazide, mp 125°-129° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04814349 |
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| Source dataset | uspto-grants-1989_03 |
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| ORD ID | ord-995f2042c8f9443a98b1ec0be66e7e68 |
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| Source note | uspto-grants-1989_03 |
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