Dess-Martin periodinane
ALDRICH/274623 - 97%
Synonym: 1,1,1-
CAS Number: 87413-09-0
Empirical Formula (Hill Notation): C13H13IO8
Molecular Weight: 424.14
MDL Number: MFCD00130127
Linear Formula: C13H13IO8
Product Type: Chemical
This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: 274623-250G
This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: 274623-5G
This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: 274623-25G
This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: 274623-50G
| assay | 97% |
| InChI | 1S/C13H13IO8/c1-8(15)19-1 |
| InChI key | NKLCNNUWBJBICK-UHFFFAOYSA |
| mp | 130-133 °C (lit.) |
| Quality Level | 100  |
| reaction suitability | reagent type: oxidant |
| SMILES string | CC(=O)OI1(OC(C)=O)(OC(C)= |
| storage temp. | −20°C |
| 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). |
| Application: | 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 |
| 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. |
| Packaging: | 5, 25, 50, 250 g in glass bottle |
| Symbol |   GHS03,GHS07 |
| Signal word | Danger |
| Hazard statements | H272 - H315 - H319 - H335 |
| Precautionary statements | P210 - P220 - P221 - P305 + P351 + P338 - P370 + P378 |
| Hazard Codes | O,Xn |
| Risk Statements | 8-20/21/22-36/37/38-44 |
| Safety Statements | 26-36 |
| RIDADR | UN 1479 5.1 / PGIII |
| WGK Germany | WGK 3 |
| Flash Point(F) | Not applicable |
| Flash Point(C) | Not applicable |
| Supplemental Hazard Statements | EUH044 |
| Purity | 97% |
| mp | 130-133 °C (lit.) |
| Storage Temp. | −20°C |
| UNSPSC | 12352005 |