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  • Selectivity of gas-phase ion/molecule reaction of carbon dioxide with phenide ions.

Selectivity of gas-phase ion/molecule reaction of carbon dioxide with phenide ions.

Journal of mass spectrometry : JMS (2014-07-22)
Chongming Liu, Yong Zhang, Athula B Attygalle
ABSTRACT

On contrary to the widely accepted conviction that the m/z 93 ion derived from phenol does not react with CO2, we demonstrate that it makes an adduct with CO2 to a small but demonstrable extent. For example, the product-ion mass spectrum recorded for the m/z 98 ion derived from [(2)H6]phenol showed a small peak at m/z 142 when CO2 was used as the collision gas. The formation of an m/z 137 adduct ion from the m/z 93 ion (generated either directly from phenol, or indirectly from salicylic acid by in-source decarboxylation) was demonstrated also by multiple-reaction-monitoring tandem mass spectrometric experiments. According to literature, the m/z 93 ion derived from salicylic acid does not undergo CO2 addition because it is deemed to exist only in the phenoxide form. This reaction has been previously proposed as a method for differentiating phenoxide ion from its isomeric hydroxyphenide ions. We propose that the m/z 93 ion, albeit small, exists also as the phenide form together with the predominant phenoxide ion.

MATERIALS
Product Number
Brand
Product Description

Supelco
Salicylic acid, Pharmaceutical Secondary Standard; Certified Reference Material
Supelco
Salicylic acid, 1.0 mg/mL in acetonitrile, ampule of 1 mL, certified reference material, Cerilliant®
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Salicylic acid, meets analytical specification of Ph. Eur., BP, USP, 99.5-100.5% (calc. to the dried substance)
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Salicylic acid, ACS reagent, ≥99.0%
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Salicylic acid, puriss. p.a., ≥99.0% (T)
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Salicylic acid, suitable for plant cell culture
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Salicylic acid, BioXtra, ≥99.0%
USP
Salicylic acid, United States Pharmacopeia (USP) Reference Standard
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Salicylic acid, certified reference material, TraceCERT®, Manufactured by: Sigma-Aldrich Production GmbH, Switzerland
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Salicylic acid, ≥99%, FG
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4-Nitrophenol, spectrophotometric grade
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Acetaminophen Related Compound F, Pharmaceutical Secondary Standard; Certified Reference Material
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4-Aminophenol, ≥98%
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4-Methoxyphenol, ReagentPlus®, 99%
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Phenol, unstabilized, purified by redistillation, ≥99%
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Phenol, contains hypophosphorous as stabilizer, loose crystals, ACS reagent, ≥99.0%
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4-Hydroxybenzoic acid, ReagentPlus®, 99%
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Phenol, puriss., meets analytical specification of Ph. Eur., BP, USP, ≥99.5% (GC), crystalline (detached)
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Phenol, puriss., meets analytical specification of Ph. Eur., BP, USP, 99.5-100.5% (GC)
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Phenol, ≥96.0% (calc. on dry substance, T)
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