18467-77-1

• 

• Basic information

  1. Product Name: DIKEGULAC DIHYDRAT
  2. Synonyms: DIKEGULAC DIHYDRAT;DIKEGULAC DIHYDRATE;2,3:4,6-bis-o-(1-methylethylidene)-alpha-l-xylo-2-hexulofuranosonicaci;diprogulic acid;L-Diacetoneketogulonic acid monohydrate (DAKS);DIKEGULAC MONOHYDRATE PESTANAL 250 MG;2,3:4,6-di-o-isopropyliden-2-oxo-l-gulonic acid;dikegulac hydrate
  3. CAS NO:18467-77-1
  4. Molecular Formula: C₁₂H₁₈O₇
  5. Molecular Weight: 310.3
  6. EINECS: 242-348-8
  7. Product Categories: N/A
  8. Mol File: 18467-77-1.mol
  9. Article Data: 4

• Chemical Properties

  1. Melting Point: 88-90 °C(lit.)
  2. Boiling Point: 375℃
  3. Flash Point: 140℃
  4. Appearance: /
  5. Density: 1.281
  6. Vapor Pressure: 1.16E-06mmHg at 25°C
  7. Refractive Index: 1.482
  8. Storage Temp.: 2-8°C
  9. Solubility: N/A
  10. CAS DataBase Reference: DIKEGULAC DIHYDRAT(CAS DataBase Reference)
  11. NIST Chemistry Reference: DIKEGULAC DIHYDRAT(18467-77-1)
  12. EPA Substance Registry System: DIKEGULAC DIHYDRAT(18467-77-1)

• Safety Data

  1. Hazard Codes: N/A
  2. Statements: N/A
  3. Safety Statements: 22-24/25
  4. WGK Germany: 3
  5. RTECS:
  6. HazardClass: N/A
  7. PackingGroup: N/A
  8. Hazardous Substances Data: 18467-77-1(Hazardous Substances Data)

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• a-L-xylo-2-Hexulofuranosonic acid,2,3:4,6-bis-O-(1-methylethylidene)-

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18467-77-1 Usage

Purification Methods

Dissolve -DAG in Et2O, filter, dry (MgSO4) it, filter it again and evaporate to give a yellow oil. Addition of one drop of H2O induces crystallisation to the monohydrate, which also forms rhombic crystals on recrystallisation from 95% EtOH/H2O at room temperature. [Flatt et al. Synthesis 815 1979, Reichstein & Grussner Helv Chim Acta 17 311 1934, Takagi & Jeffrey Acta Crystallogr Sect B 34 2932 1978, cf Org Synth 55 80 1976, Beilstein 19/12 V 520.]

Check Digit Verification of cas no

The CAS Registry Mumber 18467-77-1 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,8,4,6 and 7 respectively; the second part has 2 digits, 7 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 18467-77:
(7*1)+(6*8)+(5*4)+(4*6)+(3*7)+(2*7)+(1*7)=141
141 % 10 = 1
So 18467-77-1 is a valid CAS Registry Number.

InChI:InChI=1/C12H18O7/c1-10(2)15-5-6-7(17-10)8-12(16-6,9(13)14)19-11(3,4)18-8/h6-8H,5H2,1-4H3,(H,13,14)

18467-77-1Upstream product

• 17682-70-1 2,3:4,6-bis-O-isopropylidene-L-sorbose 

18467-77-1Downstream Products

• 50-81-7 ascorbic acid 
• 52507-96-7 2,2,5,5-tetramethyltetrahydro-1,3,4,6,8-pentaoxacyclopenta[a]indene-8a-carboxylic acid benzyl ester 
• 181481-54-9 (4S)-3,3-diethyl-4-{4-[(4-methylpiperazinyl)-carbonyl]phenoxy}azetidin-2-one 
• 52508-00-6 2,3:4,6-di-O-isopropylidene-2-keto-L-gulonic acid potassium salt 
• 131156-47-3 (3aS,3bR,7aS,8aS)-2,2,5,5-tetramethyltetrahydro-3aH-[1,3]dioxolo[4',5':4,5]furo[3,2-d][1,3]dioxane 
• 528-81-4 6-deoxy-L-ascorbic acid 
• 62983-43-1 6-Desoxy-6-chlor-L-ascorbinsaeure 
• 62983-44-2 6-bromo-6-deoxy-(S)-ascorbic acid 
• 161687-28-1 (5S,9S)-N-((2'S,3'S)-3'-hydroxy-2'-methyl-3'-phenylpropionyl)-4-aza-5,9:6,10-di-O-isopropylidene-2,8-dioxabicyclo<4.3.0>nonan-3-one 

18467-77-1Relevant articles and documents

-

Weijlard

, p. 1031 (1945)

-

Method of performing an oxidation reaction

-

, (2008/06/13)

A method of performing an oxidation reaction in which an alkali hypohalite is used as an oxidizing agent which comprises: carrying out the oxidation reaction in an aqueous medium with concurrently distilling off a solvent used in the reaction as the reaction proceeds under a reduced pressure. The method is in particular useful for the oxidation of diacetone-L-sorbose to diacetone-2-keto-L-gulonic acid in water. The reaction temperature is so accurately controlled that the same optimum yield of diacetone-2-keto-L-gulonic acid is obtained by the use of a reduced amount of sodium hypochlorite as compared with the conventional manner of reaction under atmospheric pressure.

CONVERSION OF 2,3:4,6-DI-O-ISOPROPYLIDENE-L-SORBOSE TO 2,3:4,6-DI-O-ISOPROPYLIDENE-2-KETO-L-GULONIC ACID BY CATALYTIC OXIDATION WITH OXYGEN ON PLATINUM

Nondek, Lubomir,Zdarova, Dana,Malek, Jaroslav,Chvalovsky, Vaclav

, p. 1121 - 1129 (2007/10/02)

The kinetics of the oxidation of 2,3:4,6-di-O-isopropylidene-L-sorbose to 2,3:4,6-di-O-isopropylidene-2-keto-L-gulonic acid by oxygen were determined in the aqueous alkaline medium and over platinum on carbon as the catalyst.The most adequate kinetic equation suggested on the basis of non-linear regression was that of the Langmuir-Hinshelwood type.The corresponding most probable reaction mechanism involved an equilibrium single-site adsorption of the substrate a dissociative dual-site adsorption of oxygen and a surface reaction between oxygen and the substrate to form aldehyde in the rate determining step; in the aqueous alkaline medium the aldehyde is oxidized in the next step to give the anion of 2,3:4,6-di-O-isopropylidene-2-keto-L-gulonic acid.This mechanism appears to be generally applicable to the catalytic transformations of primary alcohols into carboxylic acids by oxygen or air under the above reaction conditions.A linear correlation of the relative reactivities of a series of water-soluble primary aliphatic alcohols with the Taft ?* constants shows the polar substituent effect to play the predominant role.However, ethanol is approximately twenty times as reactive as 2,3:4,6-di-O-isopropylidene-L-sorbose and this indicates that in the oxidation of the latter compound also strong steric effects should apply.

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