Dess-Martin periodinane

Molecule structure of Dess-Martin periodinane (CAS NO.87413-09-0):

IUPAC Name: (9,9-Diacetyloxy-7-oxo-9λ5-ioda-8-oxabicyclo[4.3.0]nona-1,3,5-trien-9-yl) acetate 
Molecular Weight: 424.14199 g/mol
Molecular Formula: C₁₃H₁₃IO₈ 
Density: 1.369 g/mL at 25 °C
Melting Point: 130-133 °C(lit.)
Boiling Point: 40 °C
Flash Point: >221 °F
Storage Temp.: 0-6 °C
Sensitive: light sensitive
XLogP3-AA: 2.7
H-Bond Acceptor: 8
Rotatable Bond Count: 6
Exact Mass: 423.96551
MonoIsotopic Mass: 423.96551
Topological Polar Surface Area: 105
Heavy Atom Count: 22
Canonical SMILES: CC(=O)OI1(C2=CC=CC=C2C(=O)O1)(OC(=O)C)OC(=O)C
InChI: 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
InChIKey: NKLCNNUWBJBICK-UHFFFAOYSA-N
Product Categories: Hypervalent Iodine Compounds; Oxidation; Synthetic Organic Chemistry; Fused Ring Systems; Hypervalent Iodine; Synthetic Reagents

 Dess-Martin periodinane (CAS NO.87413-09-0) is mainly used as an oxidant for complex, sensitive and multifunctional alcohols. It is a chemical reagent used to oxidize primary alcohols to aldehydes and secondary alcohols to ketones.

 2-Iodobenzoic acid is oxidized preferably by Oxone, or by KBrO₃ to 2-iodoxybenzoic acid. The 2-Iodoxybenzoic acid is then treated with a mixture of acetic anhydride, acetic acid and p-toluenesulfonic acid at 80-100 °C for 40 min. The resulted solids can be obtained via filtration and washing with ether.

Hazard Codes: Xn, O, Xi
Risk Statements: 22-36/37/38-40-8-20/21/22 
R22:Harmful if swallowed. 
R36/37/38:Irritating to eyes, respiratory system and skin. 
R40:Limited evidence of a carcinogenic effect. 
R8 :Contact with combustible material may cause fire. 
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed.
Safety Statements: 26-36-36/37-24/25-23-17-45-36/37/39 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S36:Wear suitable protective clothing. 
S36/37:Wear suitable protective clothing and gloves. 
S24/25:Avoid contact with skin and eyes. 
S23:Do not breathe vapour. 
S17:Keep away from combustible material. 
S45:In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) 
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection.
RIDADR: UN 1593 6.1/PG 3
WGK Germany: 3
Hazard Note: Harmful/Light sensitive

 Dess-Martin periodinane (CAS NO.87413-09-0) is also named as 1,2-Benziodoxol-3(1H)-one,1,1,1-tris- (acetyloxy)-1,1-dihydro- ; 1,2-Benziodoxol-3(1H)-one, 1,1,1-tris(acetyloxy)-1,1-dihydro- ; Martin's reagent ; 1,1,1-tris-(Acetyloxy)-1,1-dihydro-1,2-benziodoxol-3-(1H)-one ; Dess - Martin Periodinane(Triacetoxyperiodinane) ; (1,1,1-Triacetoxy)-1,1-dihydro-1,2-benziodoxol-3(1H)-one . Dess-Martin periodinane (CAS NO.87413-09-0) is white crystalline powder.