所有图片(5)
About This Item
经验公式(希尔记法):
C13H13IO8
CAS号:
分子量:
424.14
MDL编号:
UNSPSC代码:
12352005
PubChem化学物质编号:
NACRES:
NA.22
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质量水平
方案
97%
反应适用性
reagent type: oxidant
mp
130-133 °C (lit.)
官能团
iodo
储存温度
−20°C
SMILES字符串
CC(=O)OI1(OC(C)=O)(OC(C)=O)OC(=O)c2ccccc12
InChI
1S/C13H13IO8/c1-8(15)19-14(20-9(2)16,21-10(3)17)12-7-5-4-6-11(12)13(18)22-14/h4-7H,1-3H3
InChI key
NKLCNNUWBJBICK-UHFFFAOYSA-N
一般描述
Dess-Martin氧化剂(DMP)是一种高价碘化合物,广泛用作伯/仲醇氧化为醛/酮的温和试剂;酰胺氧化成酰亚胺以及胺脱氢成腈,二硫化物脱氢为砜。也用于将烯烃选择性氧化为环氧化物,作为生产三元环醚的有用反应。DMP还用于将1,2-二醇氧化裂解为醛或酮。可用于合成内酯。
应用
Dess–Martin高碘烷可用作以下反应的氧化剂:
- 一级和二级醇氧化为醛和酮的反应。
- 以相应的N-保护β-氨基醇合成N-保护α-氨基醛。
- 合成乙炔基氧化醛探针(AlkMGO)。
用于将羟基二氢卟酚氧化为二氢卟酚-α-二酮和四酮。
特点和优势
使用 DMP 作为氧化试剂的好处:
- 较温和的反应条件(室温、中性 pH)
- 更短的反应时间和更高的产率
- 高化学选择性
- 敏感官能团的耐受性和较长的保质期
- 简化的检查
警示用语:
Danger
危险分类
Eye Irrit. 2 - Self-react. C - Skin Irrit. 2 - STOT SE 3
靶器官
Respiratory system
补充剂危害
储存分类代码
5.2 - Organic peroxides and self-reacting hazardous materials
WGK
WGK 3
闪点(°F)
Not applicable
闪点(°C)
Not applicable
个人防护装备
dust mask type N95 (US), Eyeshields, Gloves
历史批次信息供参考:
分析证书(COA)
Lot/Batch Number
Advanced Synthesis & Catalysis, 346, 111-124 (2004)
Brittany A Weldon et al.
Toxicology and applied pharmacology, 312, 19-25 (2016-01-31)
MicroRNAs (miRNAs) are post-transcriptional regulators that silence messenger RNAs. Because miRNAs are stable at room temperature and long-lived, they have been proposed as molecular biomarkers to monitor disease and exposure status. While urinary miRNAs have been used clinically as potential
Synthesis of highly epimerizable N-protected $\alpha$-amino aldehydes of high enantiomeric excess
Andrew GM,et al.
Tetrahedron Letters, 41, 1359-1362 (2000)
The Journal of Organic Chemistry, 48, 4155-4155 (1983)
Iman Al-Saleh et al.
The Science of the total environment, 578, 440-451 (2016-11-12)
Plasticizers such as phthalate esters (PAEs) and bisphenol A (BPA) are highly persistent organic pollutants that tend to bio-accumulate in humans through the soil-plant-animal food chain. Some studies have reported the potential carcinogenic and teratogenic effects in addition to their
商品
Dess-Martin Periodinane enables mild oxidation of alcohols to aldehydes and ketones suitable for synthesizing complex intermediates.
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