Sign Into View Organizational & Contract Pricing
About This Item
Empirical Formula (Hill Notation):
C13H13IO8
CAS Number:
Molecular Weight:
424.14
MDL number:
UNSPSC Code:
12352005
PubChem Substance ID:
NACRES:
NA.22
Quality Level
Assay
97%
reaction suitability
reagent type: oxidant
mp
130-133 °C (lit.)
functional group
iodo
storage temp.
−20°C
SMILES string
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
Related Categories
General description
Dess-Martin periodinane (DMP) is a hypervalent iodine compound widely used as a mild reagent for the oxidation of primary/secondary alcohols to aldehydes/ketones; oxidation of amides into imides; the dehydrogenation of amines to nitriles, and disulfides to sulfones. It is also used to selectively oxidize alkenes to epoxides. This is a useful reaction for generating three-membered cyclic ethers. Additionally, DMP is used to oxidatively cleave 1,2-diols to form aldehydes or ketones and in the synthesis of lactones.
Application
Dess–Martin periodinane is used as an oxidizing agent:
- For 1° and 2° alcohols to aldehydes and ketones.
- In the synthesis of N-protected α-amino aldehydes from the corresponding N-protected β-amino alcohols.
- To synthesize alkynyl oxoaldehyde probe (AlkMGO).
Used for the oxidation of hydroxychlorins to chlorin-α-diones and tetraones.
Features and Benefits
Benefits of using DMP as an oxidizing reagent:
- milder reaction conditions (room temperature, neutral pH)
- shorter reaction times and higher yields
- high chemoselectivity
- tolerance of sensitive functional groups, and a long shelf life
- simplified workups
Signal Word
Danger
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Irrit. 2 - Self-react. C - Skin Irrit. 2 - STOT SE 3
Target Organs
Respiratory system
Supplementary Hazards
Storage Class Code
5.2 - Organic peroxides and self-reacting hazardous materials
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Choose from one of the most recent versions:
Already Own This Product?
Find documentation for the products that you have recently purchased in the Document Library.
Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.
Contact Technical Service