TUTCRIS

TY - JOUR

T1 - Effect of nitro groups and alkyl chain length on the negative ion tandem mass spectra of alkyl 3-hydroxy-5-(4'-nitrophenoxy) and alkyl 3-hydroxy-5-(2', 4'-dinitrophenoxy) benzoates

AU - Kangas, Heli

AU - Franzén, Robert

AU - Tois, Jan

AU - Taskinen, Jyrki

AU - Kostiainen, Risto

PY - 1999

Y1 - 1999

N2 - Tandem mass spectrometric behaviour was studied for a small combinatorial library of alkyl 3-hydroxy-5(4'-nitrophenoxy) benzoates (A1-A5) and alkyl 3-hydroxy-5-(2', 4'-dinitrophenoxy) benzoates (B1-B5). The spectra were recorded by negative ion electrospray low-energy collision induced dissociation (CID) tandem mass spectrometry. The product ion spectra of [M - H]- of the benzoates A1-A5 are similar, as are those of benzoates B1-B5. However, the spectra of the B series compounds differ significantly from those of the A series owing to the second electron-withdrawing nitro substituent in the B compounds. In addition, the length of the alkyl chain has an effect on the fragmentation. However, both series of compounds exhibit an abundant nitrophenoxy ion formed by the loss of 3-hydroxybenzoate. This is at m/z 138 in A1-A5 and at m/z 183 in B1-B5. A precursor ion scan of the nitrophenoxy ion provides a rapid method to identify the synthesised compounds in this type of combinatorial mixture.

AB - Tandem mass spectrometric behaviour was studied for a small combinatorial library of alkyl 3-hydroxy-5(4'-nitrophenoxy) benzoates (A1-A5) and alkyl 3-hydroxy-5-(2', 4'-dinitrophenoxy) benzoates (B1-B5). The spectra were recorded by negative ion electrospray low-energy collision induced dissociation (CID) tandem mass spectrometry. The product ion spectra of [M - H]- of the benzoates A1-A5 are similar, as are those of benzoates B1-B5. However, the spectra of the B series compounds differ significantly from those of the A series owing to the second electron-withdrawing nitro substituent in the B compounds. In addition, the length of the alkyl chain has an effect on the fragmentation. However, both series of compounds exhibit an abundant nitrophenoxy ion formed by the loss of 3-hydroxybenzoate. This is at m/z 138 in A1-A5 and at m/z 183 in B1-B5. A precursor ion scan of the nitrophenoxy ion provides a rapid method to identify the synthesised compounds in this type of combinatorial mixture.

UR - http://www.scopus.com/inward/record.url?scp=0032814434&partnerID=8YFLogxK

U2 - 10.1002/(SICI)1097-0231(19990830)13:16<1680::AID-RCM698>3.0.CO;2-R

DO - 10.1002/(SICI)1097-0231(19990830)13:16<1680::AID-RCM698>3.0.CO;2-R

M3 - Article

VL - 13

SP - 1680

EP - 1684

JO - Rapid Communications in Mass Spectrometry

JF - Rapid Communications in Mass Spectrometry

SN - 0951-4198

IS - 16

ER -