Synthesis and Properties of Stable Isotope Deuterium Labeled D4-Rhodamine B

doi:10.11944/j.issn.1000-0518.2016.08.150374

Chinese Journal of Applied Chemistry ›› 2016, Vol. 33 ›› Issue (8): 939-944.DOI: 10.11944/j.issn.1000-0518.2016.08.150374

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Synthesis and Properties of Stable Isotope Deuterium Labeled D₄-Rhodamine B

WANG Haoran^a^b,YANG Weicheng^b^c,TU Yahui^b,YANG Chao^b,FANG Chao^b,LI Meihua^b^c,LUO Yong^b^c^*(),WU Fanhong^a

^a School of Chemical and Environmental Engineering, Shanghai Institute of Technology,Shanghai 201418,China
^b Shanghai Research Institute of Chemical Industry,Shanghai 200062,China
^c National Isotope Engineering Technology Research Center-Shanghai Sub-Center,Shanghai 200062,China

Received:2015-10-21 Accepted:2016-04-25 Published:2016-07-21 Online:2016-07-21
Contact: LUO Yong
Supported by:
Supported by the Funds for the National Science-Technology Support Plan Projects(No.2015BAK45B01-20)

Abstract

Abstract:

This paper presents an efficient synthesis of stable isotope labeled D₄-rhodamine B from deuterated orthoxylene through oxidation and its reaction with 3-diethylaminophenol in 36.9% total yield. The deuterated product was confirmed by mass spectrometry(MS) and nuclear magnetic resonance(NMR). Its chemical purity is higher than 98.0% by high performance liquid chromatography(HPLC), and isotopic enrichment is higher than 98.0%(atom D). D₄-rhodamine B was used as internal standard for the determination of rhodamine B in orange juice with linear calibration curve of 0.05~50 mg/L, limit for determination of 5 μg/kg, recovery of 96.4%~103.4% and relative standard deviation(RSD) of 1.0%~1.2%. This method is proved to be accurate and sensitive for the determination of rhodamine in food safety.

Key words: stable isotope-labeling, D₄-rhodamine B, synthesis, internal standard, food safety

WANG Haoran, YANG Weicheng, TU Yahui, YANG Chao, FANG Chao, LI Meihua, LUO Yong, WU Fanhong. Synthesis and Properties of Stable Isotope Deuterium Labeled D₄-Rhodamine B[J]. Chinese Journal of Applied Chemistry, 2016, 33(8): 939-944.

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Synthesis and Properties of Stable Isotope Deuterium Labeled D₄-Rhodamine B

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