Triacetoxyperiodinane (HCID 159087)

Names & identifiers

Preferred name: Triacetoxyperiodinane
IUPAC: (1,1-diacetyloxy-3-oxo-1λ5,2-benziodoxol-1-yl) acetate
English name: Dess-Martin periodinane
Molecular formula: C13H13IO8
Molecular weight: 424.14

Names & synonyms

Dess-Martin periodinane87413-09-0TRIACETOXYPERIODINANEdess-martin reagent1,1,1-tris(acetyloxy)-1,1-dihydro-1,2-benziodoxol-3(1h)-oneMARTIN'S REAGENTREAGENTS, MARTIN'SDTXSID302363351,2-Benziodoxol-3(1H)-one, 1,1,1-tris(acetyloxy)-1,1-dihydro-DESS-MARTIN PERIODINANE [MI]ACETIC ACID 1,1',1''-(3-OXO-1.LAMBDA.5-1,2-BENZIODOXOL-1(3H)-YLIDYNE) ESTERACETIC ACID, 1,1',1''-(3-OXO-1.LAMBDA.5-1,2-BENZIODOXOL-1(3H)-YLIDYNE) ESTER

Show more names

DESS-MARTINDess-Martin periodaneDESS-MARTINEPERIODINANE1,1,1-TRIACETOXY-1,1-DIHYDRO-1,2-BENZIODOXOL-3(1H)-ONEdess-martin periodinate3-oxo-1l5-benzo[d][1,2]iodaoxole-1,1,1(3H)-triyl triacetateDess-Martin periodinane,D M P, TAPI

RefChem:899010DTXCID30158826ACETIC ACID 1,1',1''-(3-OXO-1LAMBDA5-1,2-BENZIODOXOL-1(3H)-YLIDYNE) ESTERACETIC ACID, 1,1',1''-(3-OXO-1LAMBDA5-1,2-BENZIODOXOL-1(3H)-YLIDYNE) ESTER672-328-8(1,1,1-Triacetoxy)-1,1-dihydro-1,2-benziodoxol-3(1H)-oneDess-Martinperiodinanedess martin periodinane

Database identifiers

CAS: 87413-09-0
PubChem CID: 159087
DTXSID: DTXSID30236335
ChEMBL: CHEMBL116656
UNII: 336B74JK56
EC Number: 672-328-8
Nikkaji: J350.467K

Properties

Computed structural properties

XLogP: 2.7
Topological polar surface area: 105 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 8
Rotatable bonds: 6
Heavy atoms: 22
Formal charge: 0
Complexity: 499

Physicochemical properties

Melting point: 130 · 130-133 °C (lit.)
Boiling point: 40 °C · 40 °C
Density: 1.369 g/mL · 1.369 g/mL at 25 °C
Flash point: 221 °F · >221 °F
storage temp.: -20 °C · -20°C
solubility: Soluble in chloroform, acetone, acetonitrile and methylene chloride. Slightly soluble in ether and hexane.
form: Liquid
color: Colorless to light yellow
Sensitive: Light Sensitive
Merck: 14 · 14,2933
BRN: 4548207 · 4548207
Stability: Light Sensitive
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
SMILES: I1(OC(=O)C)(OC(=O)C)(OC(=O)C)OC(=O)C2C=CC=CC1=2
CAS DataBase Reference: 87413 · 87413-09-0(CAS DataBase Reference)
FDA UNII: 336 B74JK56 · 336B74JK56
UNSPSC Code: 12352005 · 12352005
NACRES: 22 · NA.22
Symbol(GHS): 3 · GHS03,GHS07
Signal word: Danger
Hazard statements: 272 · H272-H315-H319-H335
Precautionary statements: 210 · P210-P220-P261-P264-P302+P352-P305+P351+P338
target organs: Respiratory system
PPE: 95 · dust mask type N95 (US), Eyeshields, Gloves
Hazard Codes: Xn,O,Xi
Risk Statements: 22 · 22-36/37/38-40-8-20/21/22-44
Safety Statements: 26 · 26-36-36/37-24/25-23-17-45-36/37/39
RIDADR: 1593 · UN 1593 6.1/PG 3
WGK Germany: 3 · 3
Hazard Note: Harmful/Light sensitive
TSCA: No
HazardClass: 5.1 · 5.1
PackingGroup: Ⅲ
HS Code: 29349990 · 29349990
Storage Class: 5.2 · 5.2 - Organic peroxides and self-reacting hazardous materials
Hazard Classifications: 2 Self-react · Eye Irrit. 2Self-react. CSkin Irrit. 2STOT SE 3
Limited Quantities: 5 L · 5 L (1.3 gallons) (liquid) or 5.0 kg (11 lbs) (solid)
Excepted Quantities: Max Inner Pack (30g or 30ml) and Max Outer Pack (1Kg or 1L)

Safety & regulation

GHS classification

GHS Classification · 4 items

Danger

H272 (15.7%): May intensify fire; oxidizer [Danger Oxidizing liquids; Oxidizing solids]

P210, P220, P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P317, P319, P321, P330, P332+P317, P337+P317, P362+P364, P370+P378, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 51 reports by companies from 8 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Regulatory Information1,2-Benziodoxol-3(1H)-one, 1,1,1-tris(acetyloxy)-1,1-dihydro-: Does not have an individual approval but may be used under an appropriate group standard

Hazard Classes and CategoriesOx. Sol. 2 (15.7%)

Safety data

PPE: dust mask type N95 (US), Eyeshields, Gloves
wgk: 3
tsca: No
ridadr: UN 1593 6.1/PG 3
hs_code: 29349990
risk_code: 22-36/37/38-40-8-20/21/22-44
Signal word: Danger
Symbol(GHS): GHS03,GHS07
hazard_code: Xn,O,Xi
hazard_note: Harmful/Light sensitive
safety_code: 26-36-36/37-24/25-23-17-45-36/37/39
hazard_class: 5.1
Storage Class: 5.2 - Organic peroxides and self-reacting hazardous materials
packing_group: Ⅲ
target organs: Respiratory system
Hazard statements: H272-H315-H319-H335
Limited Quantities: 5 L (1.3 gallons) (liquid) or 5.0 kg (11 lbs) (solid)
Excepted Quantities: Max Inner Pack (30g or 30ml) and Max Outer Pack (1Kg or 1L)
Hazard Classifications: Eye Irrit. 2Self-react. CSkin Irrit. 2STOT SE 3
Precautionary statements: P210-P220-P261-P264-P302+P352-P305+P351+P338

Chemistry & industry

Applications · 4 items

DescriptionDess-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.

UsesDess-Martin Periodinaneis a very usefulreagent used in the oxidation of primary alcohols to aldehydes and secondary alcohols to ketones.

UsesDess Martin periodinane is used to oxidize primary alcohols to aldehydes and secondary alcohols to ketones. It is also used as an oxidant for complexes with multifunctional alcohols. It is actively involved in the oxidation of N-protected-amino alcohols without epimerization and allylic alcohols.

UsesOxidizing reagent.

Upstream & downstream products

Upstream raw materials

Downstream products

C-(3,4-DIHYDRO-2H-BENZO[1,4]OXAZIN-3-YL)-METHYLAMINE 3-Chloro-4-Cyanobenzaldehyde 3-(4-FLUORO-PHENYL)-1-ISOPROPYL-1H-INDOLE-2-CARBALDEHYDE (3-OXO-PROPYL)-CARBAMIC ACID TERT-BUTYL ESTER 4-FORMYL-N-CBZ-PIPERIDINE 1-[[(4-METHYLPHENYL)SULPHONYL]OXY]-1,2-BENZIODOXOL-3(1H)-ONE 1H-Indazole-1-propanoic acid

Suppliers50 total

国药集团化学试剂有限公司86-21-63210123 · [email protected]

梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]

衢州润东化工有限公司0570-8789886 18892685668 · [email protected]

上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]

南京一化生物科技有限公司13429882898; 13429882898

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Linked notes

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Basic information