Bromotrimethylsilane → P-(2-Phenylethynyl)phosphonic acid

Reaction equation

C([O:3][P:4]([C:9]#[C:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)([O:6]CC)=[O:5])C.C[Si](Br)(C)C>>[P:4]([C:9]#[C:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)([OH:6])([OH:5])=[O:3]

Participants

Reactant 2

HCID 76113Bromotrimethylsilane

HCID 11096651HCID 11096651, compound

Product 1

HCID 2063295P-(2-Phenylethynyl)phosphonic acid

Procedure

1-Diethylphosphono-2-phenylacetylene was deesterified with TMSBr as described in Step D, Example 1, to provide the title compound (no. 16.01) as a solid. HPLC Rt=3.75 min; negative ion electrospray MS M−1 found: 181.

Sources & evidence

ORD record: ord-4cbc4d9d277a4dd58390be7a1f10839a
Source dataset: uspto-grants-2005_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06919322B2

Reaction notes

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