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652-67-5

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652-67-5 Usage

Chemical Properties

off-white to light yellow or beige crystals,

Uses

Different sources of media describe the Uses of 652-67-5 differently. You can refer to the following data:
1. Isosorbide is a reagent widely used to prepare detergents, cleansers, cosmetics, agrochemicals and vasodilators.
2. pharmaceutical intermediate for dimethyl ether and mono- and dinitrate derivatives; the nitrate esters find use as vasodilators and coronary disease therapeutics.
3. D-Isosorbide is used as a reagent in the preparation of detergents, agrochemicals, cleansers, cosmetics and vasodilators. It is also employed as a pharmaceutical intermediate for dimethyl ether and mono- and dinitrate derivatives, which is used as vasodilators and coronary disease therapeutics. It is used in the treatment of hydrocephalus and glaucoma. It finds application as a building block for polymers like polycarbonates and polyesters.

Definition

A polyol with a hydroxyl group attached to each of two cis-oriented saturated furan rings. Intermediate for pharmaceuticals. Combustible.

Brand name

Ismotic (Alcon).

Biological Functions

emergency treatment of acute angle-closure glaucoma. It should not be confused with isosorbide dinitrate, an antianginal drug.

Flammability and Explosibility

Nonflammable

Clinical Use

Isosorbide is basically a bicyclic form of sorbitol that is used orally to cause a reduction in intraocular pressure in glaucoma cases. Although a diuretic effect is noted, its ophthalmologic properties are its primary value.

Check Digit Verification of cas no

The CAS Registry Mumber 652-67-5 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 6,5 and 2 respectively; the second part has 2 digits, 6 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 652-67:
(5*6)+(4*5)+(3*2)+(2*6)+(1*7)=75
75 % 10 = 5
So 652-67-5 is a valid CAS Registry Number.
InChI:InChI=1/C6H10O4/c7-3-1-9-6-4(8)2-10-5(3)6/h3-8H,1-2H2/t3-,4-,5+,6+/m1/s1

652-67-5 Well-known Company Product Price

  • Brand
  • (Code)Product description
  • CAS number
  • Packaging
  • Price
  • Detail
  • TCI America

  • (I0407)  Isosorbide  >98.0%(GC)

  • 652-67-5

  • 25g

  • 245.00CNY

  • Detail
  • TCI America

  • (I0407)  Isosorbide  >98.0%(GC)

  • 652-67-5

  • 100g

  • 740.00CNY

  • Detail
  • TCI America

  • (I0407)  Isosorbide  >98.0%(GC)

  • 652-67-5

  • 500g

  • 1,620.00CNY

  • Detail
  • Alfa Aesar

  • (A13989)  D-Isosorbide, 98%   

  • 652-67-5

  • 50g

  • 226.0CNY

  • Detail
  • Alfa Aesar

  • (A13989)  D-Isosorbide, 98%   

  • 652-67-5

  • 250g

  • 787.0CNY

  • Detail
  • Alfa Aesar

  • (A13989)  D-Isosorbide, 98%   

  • 652-67-5

  • 1000g

  • 2821.0CNY

  • Detail
  • Alfa Aesar

  • (A13989)  D-Isosorbide, 98%   

  • 652-67-5

  • *5x1kg

  • 11312.0CNY

  • Detail
  • Aldrich

  • (329207)  Dianhydro-D-glucitol  98%

  • 652-67-5

  • 329207-100G

  • 712.53CNY

  • Detail
  • Aldrich

  • (329207)  Dianhydro-D-glucitol  98%

  • 652-67-5

  • 329207-500G

  • 2,160.99CNY

  • Detail

652-67-5SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name Isosorbide

1.2 Other means of identification

Product number -
Other names dianhydro-D-sorbitol

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:652-67-5 SDS

652-67-5Synthetic route

D-sorbitol
50-70-4

D-sorbitol

Isosorbide
652-67-5

Isosorbide

Conditions
ConditionsYield
With 1,8-diazabicyclo[5.4.0]undec-7-ene; carbonic acid dimethyl ester In methanol at 90℃; for 48h; Time; Large scale;98%
With sulfuric acid In water at 150℃; under 75.0075 Torr; for 3h; Reagent/catalyst;96.1%
With silica-alumina In water at 244.84℃; Inert atmosphere;95%
Conditions
ConditionsYield
With SA-SiO2-60.5 at 120℃; under 7.50075 Torr; for 10h; Reagent/catalyst;A n/a
B n/a
C 84%
Conditions
ConditionsYield
With palladium 10% on activated carbon; hydrogen; triethylamine In ethanol; water at 0℃; under 2250.23 Torr; for 12h; Autoclave;A 81.55%
B 16.1%
Conditions
ConditionsYield
zinc(II) chloride In 1-methyl-3-octylimidazol-3-ium chloride at 150℃; for 1h; Product distribution / selectivity;A 3.8%
B 76%
With zirconium phosphate In neat (no solvent) at 210℃; for 2h; Catalytic behavior; Temperature; Time; Reagent/catalyst; Inert atmosphere; Autoclave;A 73%
B n/a
With hydrogen; palladium on activated charcoal at 160℃; under 2311.54 Torr; for 6h; Product distribution / selectivity; Autoclave; Neat (no solvent);A 72.68%
B 2.1%
D-sorbitol
50-70-4

D-sorbitol

A

2,5-anhydro-d-sorbitol
51607-79-5

2,5-anhydro-d-sorbitol

B

Isosorbide
652-67-5

Isosorbide

Conditions
ConditionsYield
With H-beta zeolite In neat (no solvent) at 126.84℃; under 525.053 Torr; for 2h; Catalytic behavior; Reagent/catalyst;A n/a
B 76%
Conditions
ConditionsYield
sulfuric acid In water at 125 - 145℃; under 18 - 20 Torr; Industry scale;A n/a
B 75%
C n/a
D n/a
E n/a
D-sorbitol
50-70-4

D-sorbitol

A

1,5-sorbitan

1,5-sorbitan

B

Isosorbide
652-67-5

Isosorbide

Conditions
ConditionsYield
With sulfuric acid In water at 200℃; under 30003 Torr; for 6h; Autoclave;A 8%
B 73%
D-sorbitol
50-70-4

D-sorbitol

A

2,5-anhydro-d-sorbitol
51607-79-5

2,5-anhydro-d-sorbitol

B

Isosorbide
652-67-5

Isosorbide

C

1,5-anhydro-D-glucitol
154-58-5

1,5-anhydro-D-glucitol

Conditions
ConditionsYield
With Amberlyst-15 at 120℃; under 7.50075 Torr; for 10h; Reagent/catalyst;A n/a
B 71%
C n/a
Conditions
ConditionsYield
With hydrogen; phosphotungstic acid; palladium on activated charcoal In water at 160℃; under 2311.54 Torr; for 20h; Product distribution / selectivity; Autoclave;A 13.06%
B 70.33%
C 5.73%
With hydrogen; palladium dichloride at 160℃; under 2311.54 Torr; for 6h; Product distribution / selectivity; Autoclave; Neat (no solvent);A 24.89%
B 55.76%
C 0.61%
Conditions
ConditionsYield
With pyridine hydrochloride at 185℃; for 10h;67%
With carbonic acid dimethyl ester In 1,4-dioxane; methanol at 120℃;1.07 g
With zinc(II) chloride at 300℃; under 71257.1 Torr; for 0.05h; Temperature; Pressure; Autoclave;
With 4-methyl-2-pentanone at 170℃; for 1h; Autoclave;97.5 %Chromat.
D-glucose
50-99-7

D-glucose

Isosorbide
652-67-5

Isosorbide

Conditions
ConditionsYield
Stage #1: D-glucose With sulfuric acid; hydrogen In water at 170℃; under 15001.5 Torr; for 2h; Autoclave;
Stage #2: In water at 200℃; under 30003 Torr; for 6h; Reagent/catalyst; Temperature; Pressure; Time; Autoclave;
65%
Conditions
ConditionsYield
In water at 251.84℃; for 10h; Kinetics; Temperature;A n/a
B 64.6%
C n/a
With toluene-4-sulfonic acid at 180℃; Reagent/catalyst;
Conditions
ConditionsYield
With hydrogen; nickel In methanol at 70℃; under 22800 Torr; for 3h;A 62%
B 38%
D-glucose
50-99-7

D-glucose

A

1,5-sorbitan

1,5-sorbitan

B

Isosorbide
652-67-5

Isosorbide

Conditions
ConditionsYield
Stage #1: D-glucose With sulfuric acid; hydrogen In water at 170℃; under 15001.5 Torr; for 2h; Autoclave;
Stage #2: In water at 200℃; under 30003 Torr; for 6h; Autoclave;
A 8%
B 62%
D-sorbitol
50-70-4

D-sorbitol

A

Isosorbide
652-67-5

Isosorbide

B

1,5-anhydro-D-glucitol
154-58-5

1,5-anhydro-D-glucitol

Conditions
ConditionsYield
With toluene-4-sulfonic acid; N,N,N-trimethyl-N-propylammonium bis(trifluoromethanesulfonyl)imide at 180℃; for 0.166667h; Reagent/catalyst; Temperature; Time; Microwave irradiation;A 61%
B 5%
With toluene-4-sulfonic acid; N,N,N-trimethyl-N-propylammonium bis(trifluoromethanesulfonyl)imide at 130℃; for 0.5h; Microwave irradiation; Ionic liquid;A 22%
B 26%
With N,N,N-trimethyl-N-propylammonium bis(trifluoromethanesulfonyl)imide at 180℃; for 0.166667h; Catalytic behavior; Reagent/catalyst; Microwave irradiation; chemoselective reaction;A 50 %Chromat.
B 18 %Chromat.
D-sorbitol
50-70-4

D-sorbitol

A

2,5-anhydro-d-sorbitol
51607-79-5

2,5-anhydro-d-sorbitol

B

Isosorbide
652-67-5

Isosorbide

C

1,4-anhydro-D-galactitol
32742-35-1

1,4-anhydro-D-galactitol

D

2,5-anhydro-D-mannitol
41107-82-8

2,5-anhydro-D-mannitol

Conditions
ConditionsYield
With sulfuric acid at 129.84℃; for 0.75h; Kinetics; Mechanism;A n/a
B 16%
C 58%
D n/a
D-sorbitol
50-70-4

D-sorbitol

A

Isosorbide
652-67-5

Isosorbide

B

2,5-anhydro-D-iditol
28218-55-5

2,5-anhydro-D-iditol

C

2,5-anhydro-D-mannitol
41107-82-8

2,5-anhydro-D-mannitol

Conditions
ConditionsYield
With Amberlite IR-120 (H+) at 170℃; under 10 Torr; for 2h;A 57%
B 4 % Spectr.
C 3 % Spectr.
Conditions
ConditionsYield
With H-beta zeolite modified with triphenylsilane at 126.84℃; under 525.053 Torr; for 1h; Catalytic behavior; Reagent/catalyst;A n/a
B 57%
C 18%
milled cellulose

milled cellulose

Isosorbide
652-67-5

Isosorbide

Conditions
ConditionsYield
With ruthenium on carbon; water; hydrogen at 189.84℃; under 37503.8 Torr; for 16h; Reagent/catalyst; Acidic conditions; Inert atmosphere;55.8%

652-67-5Relevant articles and documents

Heterogeneous cyclization of sorbitol to isosorbide catalyzed by a novel basic porous polymer-supported ionic liquid

Wang, Yao-Feng,Xu, Bao-Hua,Du, Yi-Ran,Zhang, Suo-Jiang

, p. 59 - 66 (2018)

In this study, heterogeneous cyclization of sorbitol to isosorbide under basic condition was realized for the first time with a novel porous polymer-supported ionic liquid as catalyst. These polymer-supported ILs were synthesized through the suspension polymerization of 4-vinylbenzyl chloride and divinylbenzene, followed by a quaternization reaction. As compared to those of non-porous, the porous polymers had high specific surface area and large number of active sites. Consequently, they exhibited excellent catalytic activity in the cyclization of sorbitol with dimethylcarbonate (DMC) to isosorbide. As a result, a high conversion of sorbitol (99%) was achieved with 83% yield of isosorbide under optimized conditions. Importantly, the catalysts could be easily separated by decantation and reused for five times without obvious loss of catalytic activity.

METHOD FOR PURIFICATION OF ISOSORBIDE

-

Page/Page column 14; 15, (2021/02/26)

The invention relates to a process for purifying a crude isosorbide, in which the crude isosorbide is melted and converted, by cooling, into a crude isosorbide melt suspension consisting of isosorbide crystals and residual melt, the amount by weight of impurities in the isosorbide crystals being less than the amount by weight of impurities in the residual melt, optionally a part of the residual melt is separated off mechanically from the crude isosorbide suspension, further the isosorbide crystals in the melt isosorbide suspension are purified from residual melt by washing with a washing isosorbide melt, the amount by weight of impurities in the washing isosorbide melt being less than the amount by weight of impurities in the residual melt.

Kinetic analyses of intramolecular dehydration of hexitols in high-temperature water

Yamaguchi, Aritomo,Mimura, Naoki,Shirai, Masayuki,Sato, Osamu

, (2019/11/29)

Intramolecular dehydration of the biomass-derived hexitols D-sorbitol, D-mannitol, and galactitol was investigated. These reactions were performed in high-temperature water at 523–573 K without added acid catalyst. The rate constants for the dehydration steps in the reaction networks were determined at various reaction temperatures, and the activation energies and pre-exponential factors were calculated from Arrhenius plots. The yield of each product was estimated as a function of reaction time and temperature using the calculated rate constants and activation energies. The maximum yield of each product from the dehydration reactions was predicted over a range of reaction time and temperature, allowing the selective production of these important platform chemicals.

Direct Amination of Isohexides via Borrowing Hydrogen Methodology: Regio- and Stereoselective Issues

Bahé, Florian,Grand, Lucie,Cartier, Elise,Jacolot, Ma?wenn,Moebs-Sanchez, Sylvie,Portinha, Daniel,Fleury, Etienne,Popowycz, Florence

supporting information, p. 599 - 608 (2020/02/04)

The regio and diastereoselective direct mono or diamination of bio-based isohexides (isosorbide and isomannide) has been developed through borrowing hydrogen (BH) methodology using a cooperative catalysis between an iridium complex and a Br?nsted acid. The access to chiral amino-alcohol (NH2-OH) and diamine (NH2-NH2), interesting optically pure bio-based monomers, was also proposed using BH strategy as a sustainable route for their obtention.

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