Synthesis of 2-[2H]-2-(1-methylalkyl)succinic acids

Xin Yu Bian; Serge Maurice Mbadinga; Shi Zhong Yang; Ru Qiang Ye; Ji Dong Gu; Bo Zhong Mu

doi:10.1016/j.cclet.2015.01.010

Synthesis of 2-[²H]-2-(1-methylalkyl)succinic acids

Xin Yu Bian, Serge Maurice Mbadinga, Shi Zhong Yang, Ru Qiang Ye, Ji Dong Gu, Bo Zhong Mu^*

^*Corresponding author for this work

Research output: Contribution to journal › Article › peer-review

3 Scopus citations

Abstract

We describe a specific procedure for the synthesis of deuterium-labelled 2-(1-methylalkyl)succinate established via alkylation of diethyl malonate, Krapcho decarboxylation reaction with D₂O and hydrolysis reaction. Two novel compounds, 2-[²H]-2-ethylsuccinic acid and 2-[²H]-2-(1-methylheptyl)succinic acid were prepared via this synthetic route and characterized by mass spectrometry and ¹H NMR. The results showed that the 2-(1-methylalkyl)succinic acids were deuterated at the β-position, which is considered as an important reaction centre in the anaerobic degradation of n-alkanes.

Original language	English
Pages (from-to)	619-622
Number of pages	4
Journal	Chinese Chemical Letters
Volume	26
Issue number	5
DOIs	https://doi.org/10.1016/j.cclet.2015.01.010
State	Published - 1 May 2015
Externally published	Yes

Keywords

2-(1-Methylalkyl)succinates
Anaerobic degradation of alkanes
Deuterium-labelled biomarkers
Fumarate addition

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10.1016/j.cclet.2015.01.010

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title = "Synthesis of 2-[2H]-2-(1-methylalkyl)succinic acids",

abstract = "We describe a specific procedure for the synthesis of deuterium-labelled 2-(1-methylalkyl)succinate established via alkylation of diethyl malonate, Krapcho decarboxylation reaction with D2O and hydrolysis reaction. Two novel compounds, 2-[2H]-2-ethylsuccinic acid and 2-[2H]-2-(1-methylheptyl)succinic acid were prepared via this synthetic route and characterized by mass spectrometry and 1H NMR. The results showed that the 2-(1-methylalkyl)succinic acids were deuterated at the β-position, which is considered as an important reaction centre in the anaerobic degradation of n-alkanes.",

keywords = "2-(1-Methylalkyl)succinates, Anaerobic degradation of alkanes, Deuterium-labelled biomarkers, Fumarate addition",

author = "Bian, {Xin Yu} and Mbadinga, {Serge Maurice} and Yang, {Shi Zhong} and Ye, {Ru Qiang} and Gu, {Ji Dong} and Mu, {Bo Zhong}",

note = "Publisher Copyright: {\textcopyright} 2015 Bo-Zhong Mu.",

year = "2015",

month = may,

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doi = "10.1016/j.cclet.2015.01.010",

language = "英语",

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journal = "Chinese Chemical Letters",

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TY - JOUR

T1 - Synthesis of 2-[2H]-2-(1-methylalkyl)succinic acids

AU - Bian, Xin Yu

AU - Mbadinga, Serge Maurice

AU - Yang, Shi Zhong

AU - Ye, Ru Qiang

AU - Gu, Ji Dong

AU - Mu, Bo Zhong

PY - 2015/5/1

Y1 - 2015/5/1

N2 - We describe a specific procedure for the synthesis of deuterium-labelled 2-(1-methylalkyl)succinate established via alkylation of diethyl malonate, Krapcho decarboxylation reaction with D2O and hydrolysis reaction. Two novel compounds, 2-[2H]-2-ethylsuccinic acid and 2-[2H]-2-(1-methylheptyl)succinic acid were prepared via this synthetic route and characterized by mass spectrometry and 1H NMR. The results showed that the 2-(1-methylalkyl)succinic acids were deuterated at the β-position, which is considered as an important reaction centre in the anaerobic degradation of n-alkanes.

AB - We describe a specific procedure for the synthesis of deuterium-labelled 2-(1-methylalkyl)succinate established via alkylation of diethyl malonate, Krapcho decarboxylation reaction with D2O and hydrolysis reaction. Two novel compounds, 2-[2H]-2-ethylsuccinic acid and 2-[2H]-2-(1-methylheptyl)succinic acid were prepared via this synthetic route and characterized by mass spectrometry and 1H NMR. The results showed that the 2-(1-methylalkyl)succinic acids were deuterated at the β-position, which is considered as an important reaction centre in the anaerobic degradation of n-alkanes.

KW - 2-(1-Methylalkyl)succinates

KW - Anaerobic degradation of alkanes

KW - Deuterium-labelled biomarkers

KW - Fumarate addition

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U2 - 10.1016/j.cclet.2015.01.010

DO - 10.1016/j.cclet.2015.01.010

M3 - 文章

AN - SCOPUS:84939984867

SN - 1001-8417

VL - 26

SP - 619

EP - 622

JO - Chinese Chemical Letters

JF - Chinese Chemical Letters

IS - 5

ER -

Synthesis of 2-[²H]-2-(1-methylalkyl)succinic acids

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Keywords

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