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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 542288Generated: November 1, 2026

Iodine → 1,1'-(Diazomethylene)bis(benzene)

https://huagongshe.com/reaction/542288

Reaction equation

Participants

RoleNameHCIDCharge
ReactantIodineHCID 807—
Reactant1,1,3,3-TetramethylguanidineHCID 66460—
Reactantm-Chloroperbenzoic acidHCID 70297—
ReactantDiphenylmethylidenehydrazineHCID 79304—
SolventDichloromethaneHCID 6344—
Product1,1'-(Diazomethylene)bis(benzene)HCID 61230—

Reaction Conditions

Temperature0 °C

Reaction Steps

In 500 ml of CH2Cl2 were dissolved 58.8 g of benzophenone hydrazone, 42 ml of 1,1,3,3-tetramethylguanidine and 150 mg of iodine, and after the mixed solution was cooled to 0° C. to -5° C., 74 g of m-chloroperbenzoic acid (with a purity of 70%) was added, followed by stirring at 0° C. for 40 minutes. The reaction solution was washed with water and dehydrated over sodium sulfate, and the solvent was distilled off to give diphenyldiazomethane.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04656288
Source datasetuspto-grants-1987_04
ORD IDord-89e6cb6b462245bc90716021feb82dbb
Source noteuspto-grants-1987_04