稳定同位素标记苏丹红Ⅰ-D_5的合成研究
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摘要
以廉价易得的苯-D6为起始原料,经硝化、还原、重氮化、偶合生成苏丹红Ⅰ-D5。以消耗的苯-D6计算,苏丹红Ⅰ-D5的总收率可达82.2%。采用1HNMR和ESI-MS等确定产品结构信息,产品的同位素丰度为99.1 atom%D,纯度为99.5%。该化合物可作为食品安全检测领域非法添加物质苏丹红Ⅰ检测的稳定同位素内标试剂。
This work presents an efficient and convenient synthesis method of sudan Ⅰ-D5 with benzene-D6 as the common substrate,which is mainly obtained via nitration,reduction,diazotization and a coupling reaction.The yields of sudan Ⅰ-D5 was 82. 2%based on benzene-D6 consumed.The product's structures were confirmed by1 HNMR and ESI-MS.The chemical purity of this product is 99. 5% and deuterium isotopic enrichment of this product is 99. 1 atom% D. The compound could be used in the field of food safety testing as stable isotope internal standard reagent.
This work presents an efficient and convenient synthesis method of sudan Ⅰ-D5 with benzene-D6 as the common substrate,which is mainly obtained via nitration,reduction,diazotization and a coupling reaction.The yields of sudan Ⅰ-D5 was 82. 2%based on benzene-D6 consumed.The product's structures were confirmed by1 HNMR and ESI-MS.The chemical purity of this product is 99. 5% and deuterium isotopic enrichment of this product is 99. 1 atom% D. The compound could be used in the field of food safety testing as stable isotope internal standard reagent.
引文
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[9]王潇蕤,姜玉梅.薄层色谱-紫外可见分光光度法测定辣椒制品中的苏丹红Ⅰ号[J].广东化工,2009,36(5):163-164.
[10]李兰,杨曙明,索德成,等.高效液相色谱法测定饲料中的苏丹红Ⅰ-Ⅳ[J].食品安全,2009,45(14):29-31.
[11]宁啸骏,王丁林,虞成华,等.UPLC/MS/MS同位素内标法测定食品中对位红、苏丹红Ⅰ-Ⅳ的研究[J].质谱学报,2009,30(1):41-46.
[12]章思规,章伟.精细化学品及中间体手册[M].北京:化学工业出版社,2004:307-308.
[2]GAMER R C,MARIN C N,CLAYSON D B.Carcinogenic aromatic amines and related compounds[J].American Chem.Soc.Monogr.,1982,182(1):175-276.
[3]WESR C,GATEHOUSE D G.The differential clastogenicity of solvent yellow 14 and FD&C yellow No.6 in vivo in the rodent micronucleus test[J].Carinogen,1991,12(8):1 403-1 407.
[4]宋雁,李宁.食品中苏丹红的危险性评估[J].国外医学(卫生学分册),2005,32(3):129-132.
[5]GHANADZADE A,TAJALLI H,ZIRACK P,et al.On the photo-physical behavior and electro-optical effect of oxazine dyes in anisotropic host[J].Spectrochim.Acta,2004,60(12):2 925-2 932.
[6]秦品章.从苏丹红事件剖析食品安全与卫生问题[J].中国预防医学杂志,2006,7(3):233-234.
[7]中华人民共和国卫生部.《食品中可能违法添加的非食用物质和易滥用的食品添加剂品种名单(第一批)》.http://www.moh.gov.cn/publicfiles/business/htmlfiles/mohwsjdj/s3594/200812/38511.htm.
[8]窦红,张晓鑫,高春平.薄层色谱法检测苏丹红[J].河北工业科技,2009,26(2):91-94.
[9]王潇蕤,姜玉梅.薄层色谱-紫外可见分光光度法测定辣椒制品中的苏丹红Ⅰ号[J].广东化工,2009,36(5):163-164.
[10]李兰,杨曙明,索德成,等.高效液相色谱法测定饲料中的苏丹红Ⅰ-Ⅳ[J].食品安全,2009,45(14):29-31.
[11]宁啸骏,王丁林,虞成华,等.UPLC/MS/MS同位素内标法测定食品中对位红、苏丹红Ⅰ-Ⅳ的研究[J].质谱学报,2009,30(1):41-46.
[12]章思规,章伟.精细化学品及中间体手册[M].北京:化学工业出版社,2004:307-308.