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  • Sorbitol Manufacturing Plant Supply Food Grade sweetener sorbitol powder CAS:50-70-4 with Halal Certificate

    Cas No: 50-70-4

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  • 50-70-4 Structure
  • Basic information

    1. Product Name: Sorbitol
    2. Synonyms: A-625/641ABS 301K;A-625/641ABS 500FR-1;Cholaxine;component of Probilagol;Cystosol;Diakarmon;D-Sobit;d-Sorbite
    3. CAS NO:50-70-4
    4. Molecular Formula: C6H14O6
    5. Molecular Weight: 182.17
    6. EINECS: 200-061-5
    7. Product Categories: Biochemistry;Glucose;Sugar Alcohols;Sugars;Food additives;Dextrins、Sugar & Carbohydrates;Food & Flavor Additives;RESULAX;Food addivite and Sweeteners;Inhibitors
    8. Mol File: 50-70-4.mol
  • Chemical Properties

    1. Melting Point: 98-100 °C(lit.)
    2. Boiling Point: bp760 105°
    3. Flash Point: >100°C
    4. Appearance: White/liquid
    5. Density: 1.28 g/mL at 25 °C
    6. Vapor Density: <1 (vs air)
    7. Vapor Pressure: <0.1 mm Hg ( 25 °C)
    8. Refractive Index: n20/D 1.46
    9. Storage Temp.: Store at RT.
    10. Solubility: H2O: 1 M at 20 °C, clear, colorless
    11. PKA: pKa (17.5°): 13.6
    12. Water Solubility: SOLUBLE
    13. Sensitive: Hygroscopic
    14. Stability: Stable. Avoid strong oxidizing agents. Protect from moisture.
    15. Merck: 14,8725
    16. BRN: 1721899
    17. CAS DataBase Reference: Sorbitol(CAS DataBase Reference)
    18. NIST Chemistry Reference: Sorbitol(50-70-4)
    19. EPA Substance Registry System: Sorbitol(50-70-4)
  • Safety Data

    1. Hazard Codes: Xi
    2. Statements: 36/37/38
    3. Safety Statements: 8-36-26-24/25
    4. WGK Germany: 2
    5. RTECS: LZ4290000
    6. F: 3
    7. TSCA: Yes
    8. HazardClass: N/A
    9. PackingGroup: N/A
    10. Hazardous Substances Data: 50-70-4(Hazardous Substances Data)

50-70-4 Usage

Product Features

Sorbitol is a non-volatile polyhydric sugar alcohol. It is chemically stable and not easily to be oxidized by air. It is easily soluble in water, hot ethanol, methanol, isopropanol, butanol alcohol, cyclohexanol, phenol, acetone, acetic acid and dimethyl formamide. It is widely distributed in nature plant fruit. It is not easy to be fermented by various kinds of microorganism and have a excellent heat resistance without decomposing even at high temperature (200 °C). It is initially separated from the mountain strawberry by the Boussingault (French) et al. The pH value of the saturated aqueous solution is 6 to 7. It is isomer of mannitol, Taylor alcohol, and galactose alcohol. It has a refreshing sweet taste with sweetness being 65% of sucrose. It has excellent moisture absorption capability with a low calorific value and has very wide range of effects on the food, cosmetic, pharmaceutical field. When applied in food, it can prevent the food drying, aging, and can extend the shelf life of products as well as effectively prevent the precipitation of sugars and salts contained in the foods and thus maintain the strength balance of sweetness, sour, bitter and enhance food flavor. It can be synthesize from the hydrogenation of glucose under heating and high pressure with the existence of nickel catalyst.

Uses

Different sources of media describe the Uses of 50-70-4 differently. You can refer to the following data:
1. 1. Daily chemical industry Sorbitol can be used as an excipient, moisturizing agents, and antifreeze agents in toothpaste, with the added amount being up to 25 to 30%. This can help maintain the lubrication, color, and good taste for the paste. In cosmetics field, it is used as an anti-drying agent (substitute glycerol) which can enhance the stretch and lubricity of emulsifier, and thus is suitable for long-term storage; Sorbitan esters and sorbitan fatty acid ester as well as its ethylene oxide adducts having a advantage of a small skin irritation which is thus widely used in the cosmetics industry. 2. The food industry Adding sorbitol into foods can prevent the drying of food and make food stay fresh and soft. Application in bread cake has a significant effect. The sweetness of sorbitol is lower than that of sucrose, and can’t be exploited by any bacteria. It is an important raw material for production of sugar-free candy and a variety of anti-caries food. Since the metabolism of the product does not cause increase of blood sugar, it can also be applied as a sweetener agent and nutrient agent for the food of patients with diabetes. Sorbitol does not contain an aldehyde group and is not easily oxidized. It will not have Maillard reaction with amino acids upon heating. It also has certain physiological activity. It can prevent the denaturation of the carotenoids and edible fats and protein; adding this product to the concentrated milk can extend the shelf life; it can also be used to improve the color, flavor and taste of small intestine and has significant stabilizing effect and long-term storage effect on fish pate. Similar effect can also be observed in the jam. 3. the pharmaceutical industry Sorbitol can be used as raw material in vitamin C; also can be used as feed syrup, injection fluids, and raw material of medicine tablet; as a drug dispersion agent and fillers, cryoprotectants, anti-crystallizing agent, medicine stabilizers, wetting agents, capsules plasticized agents, sweetening agents, and ointment matrix. 4. the chemical industry Sorbitol abietin is often used as the raw material for common architectural coatings, also used as plasticizers and lubricants for application in polyvinyl chloride resin and other polymers. It can from complex with iron, copper, and aluminum ion in alkaline solution to be applied to the washing and bleaching in textile industry. Using sorbitol and propylene oxide as a starting material can produce rigid polyurethane foam as well as have some flame retardant properties. The above information is edited by the lookchem of Dai Xiongfeng.
2. D-Sorbitol is a sugar alcohol that is naturally found in Toyon berries. D-Sorbitol is used to increase stability of silver nanoparticles and is also used as a sugar substitute.
3. Sorbitol is a humectant that is a polyol (polyhydric alcohol) produced by hydrogenation of glucose with good solubility in water and poor solubility in oil. It is approximately 60% as sweet as sugar, and has a caloric value of 2.6 kcal/g. It is highly hygroscopic and has a pleasant, sweet taste. It maintains moistness in shredded coconut, pet foods, and candy. In sugarless frozen desserts, it depresses the freezing point, adds solids, and contributes some sweetness. It is used in low-calorie beverages to provide body and taste. It is used in dietary foods such as sugarless candy, chewing gum, and ice cream. It is also used as a crystallization modifier in soft sugar-based confections.
4. In manufacture of sorbose, ascorbic acid, propylene glycol, synthetic plasticizers and resins; as humectant (moisture conditioner) on printing rolls, in leather, tobacco. In writing inks to insure a smooth flow and to prevent crusting on the point of the pen. In antifreeze mixtures with glycerol or glycols. In candy manufacture of to increase shelf life by retarding the solidification of sugar; as humectant and softener in shredded coconut and peanut butter; as texturizer in foods; as sequestrant in soft drinks and wines. Used to reduce the undesirable aftertaste of saccharin in foodstuffs; as sugar substitute for diabetics. Pharmaceutic aid (flavor; tablet excipient); to increase absorption of vitamins and other nutrients in pharmaceutical preparations: Chem. Eng. News 36, 59 (Feb. 24, 1958).

Toxicity

LD50 orally in Rabbit: 15900 mg/kg

Limited use

FAO/WHO: raisins, 5g/kg; Edible ices and ice drink: 50g/kg (alone or the amount of its combination with glycerol). FDA, §184.1835 (2000): 99% hard candy; gum 75%, candy 98%; jams, jellies, 30%; frozen dairy dessert 17%; bakery products 30%; other food 2%. FEMA (mg/kg): 1300 Soft drinks; cold drink 70,000; candy 21000; bakery 50000; pudding category 8000; sugar-coat 500; top Decorating 280,000. GB 2760-2000: with the "02319, maltitol."

Chemical Properties

Different sources of media describe the Chemical Properties of 50-70-4 differently. You can refer to the following data:
1. It is white and odorless crystalline powder with sweet taste and being hygroscopic. It can be dissolved in water (235g/100g water, 25 °C), glycerin, and propylene glycol; and is slightly soluble in methanol, ethanol, acetic acid, and phenol and acetamide solution but almost insoluble in most other organic solvents.
2. d-Sorbitol has a sweet taste. In comparison to sucrose, the relative sweetness of sorbitol is approximately 50%. Sorbitol can exist in any of several crystalline forms with melting points ranging from 89 to 101°C. For a detailed description of this compound, refer to Burdock (1997).
3. White or almost white, crystalline powder.
4. Sorbitol is D-glucitol. It is a hexahydric alcohol related to mannose and is isomeric with mannitol. Sorbitol occurs as an odorless, white or almost colorless, crystalline, hygroscopic powder. Four crystalline polymorphs and one amorphous form of sorbitol have been identified that have slightly different physical properties, e.g. melting point. Sorbitol is available in a wide range of grades and polymorphic forms, such as granules, flakes, or pellets that tend to cake less than the powdered form and have more desirable compression characteristics. Sorbitol has a pleasant, cooling, sweet taste and has approximately 50–60% of the sweetness of sucrose.

Production method

1. Pour the prepared 53% aqueous solution of glucose into the autoclave, adding the nickel catalyst of 0.1% the weight of glucose; after replacement of the air, add hydrogen at about 3.5MPa, 150 °C, and pH8.2-8.4; control the endpoint with residual sugar content being lower than 0.5%. After precipitation for 5 min, put the resulting solution of sorbitol through ion exchange resin to obtain the refined product. Material fixed consumption amount: hydrochloric acid 19kg/t, caustic 36kg/ t, solid base 6kg/t, aluminum-nickel alloy powder 3kg/t, orally administrated glucose 518kg/t, activated carbon 4kg/t. 2. It is obtained from the hydrogenation of glucose with the nickel catalyst at high temperature and high pressure after which the product is further refined through the ion exchange resin, concentrated,crystallized, and, separated to obtain the final product. 3. Domestic production of sorbitol mostly applied continuously or intermittently hydrogenation of refined glucose obtained from starch saccharification: C6H12O6 + H2 [Ni] → C6H14O6 Pour the prepared 53% aqueous solution of glucose into the autoclave, adding the nickel catalyst of 0.1% the weight of glucose; after replacement of the air, add hydrogen at about 3.5MPa, 150 °C, and pH8.2-8.4; control the endpoint with residual sugar content being lower than 0.5%. After precipitation for 5 min, put the resulting solution of sorbitol through ion exchange resin to obtain the refined product. The above-mentioned process is simple without the necessity of isolation before obtaining qualified products as well as without "three wastes" pollution. However, for the starch, the yield is only 50%, and thus has a higher cost. Introduction of new technology by direct hydrogenation on starch saccharification liquid can obtain a yield up to 85%.

Originator

Sorbitol,Memphis Co.

Occurrence

Sorbitol is one of the most widely found sugar alcohols in nature with relatively high concentrations occurring in apples, pears, plums, peaches and apricots. Also reported found in several varieties of berries, seaweed and algae.

Definition

Different sources of media describe the Definition of 50-70-4 differently. You can refer to the following data:
1. ChEBI: The D-enantiomer of glucitol (also known as D-sorbitol).
2. A hexahydric alcohol that occurs in rose hips and rowan berries. It can be synthesized by the reduction of glucose. Sorbitol is used to make vitamin C (ascorbic acid) and surfactants. It is also used in medicines and as a sweetener (particularly in foods for diabetics). It is an isomer of mannitol.
3. A polyhydric alcohol, CH2OH(CHOH)4CH2OH, derived from glucose; it is isomeric with mannitol. It is found in rose hips and rowan berries and is manufactured by the catalytic reduction of glucose with hydrogen. Sorbitol is used as a sweetener (in diabetic foods) and in the manufacture of vitamin C and various cosmetics, foodstuffs, and medicines.

Production Methods

Sorbitol occurs naturally in the ripe berries of many trees and plants. It was first isolated in 1872 from the berries of the Mountain Ash (Sorbus americana). Industrially, sorbitol is prepared by high-pressure hydrogenation with a copper–chromium or nickel catalyst, or by electrolytic reduction of glucose and corn syrup. If cane or beet sugars are used as a source, the disaccharide is hydrolyzed to dextrose and fructose prior to hydrogenation.

Preparation

Sorbitol is manufactured by hydrogenation of glucose with hydrogen and active nickel catalyst. It is commercially available as 70% syrup or as a pure white powder.

Manufacturing Process

20 ml of a suspension of CTAB-permeabilized cells of Zymomonas mobilis were mixed with 80 ml of a 4% carrageenan solution and the mixture was poured into shallow dishes and allowed to rigidify. The rigidified immobilizate was then divided into 3x3x3 mm cubes, exposed to a solution of 0.3 M KCl overnight and then divided into batches and exposed to one of the following treatments:(A) Cubes stabilized with potassium ions were used without further treatment for production of sorbitol/gluconic acid.(B) Cubes were incubated with a 1.0% solution of polyethyleneimine at room temperature for 30 min and then treated with glutaraldehyde at 4°C for 30 min.Comparison of two rigidification methods:A volume of 450 ml of cubes treated by the method described in (A) were reacted in a 1.5 liter fluidized bed fermenter with a substrate solution comprised of 100 g/L glucose, 100 g/L fructose and a protein concentration of 6.1 g/L, at a D of 0.053 h-1, and titrated with 3 N KOH. After 48 hours, 68.8% of the substrate was converted with a resulting production of 3.65 g sorbitol/L*h and 0.6 g sorbitol/g protein*h. After approximately 50 days, the productivity of the fermenter was reduced by about one half.Cubes treated as described (B) using glutaraldehyde at a concentration of 0.5%, were reacted in a 1.6 liter fermenter with a substrate solution comprised of 100 g/L glucose, 100 g/L fructose and a protein concentration of 8.6 g/L, at a D of 0.055 h-1, and titrated with 3 N KOH. After 48 hours, 90.0% of the substrate was converted with a resulting production of 4.95 g sorbitol/L*h and 0 58 g sorbitol/g protein*h. After 75 days, the productivity of the fermenter was reduced by only 3.5%.

Brand name

Sorbo (ICI Americas).

Therapeutic Function

Cholecystokinetic, Diuretic, Pharmaceutic aid

General Description

Odorless colorless solid. Sinks and mixes with water.

Air & Water Reactions

Water soluble.

Reactivity Profile

D-Sorbitol is an alcohol. Flammable and/or toxic gases are generated by the combination of alcohols with alkali metals, nitrides, and strong reducing agents. They react with oxoacids and carboxylic acids to form esters plus water. Oxidizing agents convert them to aldehydes or ketones. Alcohols exhibit both weak acid and weak base behavior. They may initiate the polymerization of isocyanates and epoxides.

Health Hazard

Hot liquid will burn skin.

Pharmaceutical Applications

Sorbitol is widely used as an excipient in pharmaceutical formulations. It is also used extensively in cosmetics and food products. Sorbitol is used as a diluent in tablet formulations prepared by either wet granulation or direct compression. It is particularly useful in chewable tablets owing to its pleasant, sweet taste and cooling sensation. In capsule formulations it is used as a plasticizer for gelatin. Sorbitol has been used as a plasticizer in film formulations. In liquid preparations sorbitol is used as a vehicle in sugar-free formulations and as a stabilizer for drug, vitamin, and antacid suspensions. Furthermore, sorbitol is used as an excipient in liquid parenteral biologic formulations to provide effective protein stabilization in the liquid state. It has also been shown to be a suitable carrier to enhance the in vitro dissolution rate of indometacin. In syrups it is effective in preventing crystallization around the cap of bottles. Sorbitol is additionally used in injectable and topical preparations, and therapeutically as an osmotic laxative. Sorbitol may also be used analytically as a marker for assessing liver blood flow.

Biochem/physiol Actions

D-Sorbitol is a sugar alcohol that is commonly used as a sugar substitute. It occurs naturally and is also produced synthetically from glucose. The food industry uses D-sorbitol as an additive in the form of a sweetener, humectant, emulsifier, thickener, or dietary supplement. D-Sorbitol has also been found in cosmetics, paper, and pharmaceuticals. Naturally, D-sorbitol occurs widely in plants via photosynthesis, ranging from algae to higher order fruits of the family Rosaceae.

Safety Profile

Mildly toxic by ingestion. Human systemic effects by ingestion: hypermotility and diarrhea. Mutation data reported. When heated to decomposition it emits acrid smoke and irritating fumes.

Safety

Sorbitol is widely used in a number of pharmaceutical products and occurs naturally in many edible fruits and berries. It is absorbed more slowly from the gastrointestinal tract than sucrose and is metabolized in the liver to fructose and glucose. Its caloric value is approximately 16.7 J/g (4 cal/g). Sorbitol is better tolerated by diabetics than sucrose and is widely used in many sugar-free liquid vehicles. However, it is not considered to be unconditionally safe for diabetics. Reports of adverse reactions to sorbitol are largely due to its action as an osmotic laxative when ingested orally,(17–19) which may be exploited therapeutically. Ingestion of large quantities of sorbitol (>20 g/day in adults) should therefore be avoided. Sorbitol is not readily fermented by oral microorganisms and has little effect on dental plaque pH; hence, it is generally considered to be noncariogenic. Sorbitol is generally considered to be more irritating than mannitol. LD50 (mouse, IV): 9.48 g/kg LD50 (mouse, oral): 17.8 g/kg LD50 (rat, IV): 7.1 g/kg LD50 (rat, SC): 29.6 g/kg

storage

Sorbitol is chemically relatively inert and is compatible with most excipients. It is stable in air in the absence of catalysts and in cold, dilute acids and alkalis. Sorbitol does not darken or decompose at elevated temperatures or in the presence of amines. It is nonflammable, noncorrosive, and nonvolatile. Although sorbitol is resistant to fermentation by many microorganisms, a preservative should be added to sorbitol solutions. Solutions may be stored in glass, plastic, aluminum, and stainless steel containers. Solutions for injection may be sterilized by autoclaving. The bulk material is hygroscopic and should be stored in an airtight container in a cool, dry place.

Purification Methods

Crystallise D(-)-sorbitol (as hemihydrate) several times from EtOH/water (1:1), then dry it by fusing and storing over anhydrous MgSO4. [Koch et al. J Am Chem Soc 75 953 1953, Beilstein 1 IV 2839.]

Incompatibilities

Sorbitol will form water-soluble chelates with many divalent and trivalent metal ions in strongly acidic and alkaline conditions. Addition of liquid polyethylene glycols to sorbitol solution, with vigorous agitation, produces a waxy, water-soluble gel with a melting point of 35–40℃. Sorbitol solutions also react with iron oxide to become discolored. Sorbitol increases the degradation rate of penicillins in neutral and aqueous solutions.

Regulatory Status

GRAS listed. Accepted for use as a food additive in Europe. Included in the FDA Inactive Ingredients Database (intra-articular and IM injections; nasal; oral capsules, solutions, suspensions, syrups and tablets; rectal, topical, and vaginal preparations). Included in parenteral and nonparenteral medicines licensed in the UK. Included in the Canadian List of Acceptable Non-medicinal Ingredients.

Check Digit Verification of cas no

The CAS Registry Mumber 50-70-4 includes 5 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 2 digits, 5 and 0 respectively; the second part has 2 digits, 7 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 50-70:
(4*5)+(3*0)+(2*7)+(1*0)=34
34 % 10 = 4
So 50-70-4 is a valid CAS Registry Number.
InChI:InChI=1/C6H14O6/c7-1-3(9)5(11)6(12)4(10)2-8/h3-12H,1-2H2/t3-,4+,5-,6-/m1/s1

50-70-4 Well-known Company Product Price

  • Brand
  • (Code)Product description
  • CAS number
  • Packaging
  • Price
  • Detail
  • Alfa Aesar

  • (36404)  D-Sorbitol, 98%   

  • 50-70-4

  • 500g

  • 231.0CNY

  • Detail
  • Alfa Aesar

  • (36404)  D-Sorbitol, 98%   

  • 50-70-4

  • 2kg

  • 772.0CNY

  • Detail
  • Sigma-Aldrich

  • (PHR1006)    pharmaceutical secondary standard; traceable to USP and PhEur

  • 50-70-4

  • PHR1006-1G

  • 732.19CNY

  • Detail
  • Supelco

  • (47841)  D-Sorbitol  analytical standard

  • 50-70-4

  • 000000000000047841

  • 242.19CNY

  • Detail
  • Sigma

  • (309532)  SorbitolFsolution  70 wt. % in H2O, Contains mainly D-sorbitol with lesser amounts of other hydrogenated oligosaccharides

  • 50-70-4

  • 309532-100ML

  • 354.51CNY

  • Detail
  • Sigma

  • (309532)  SorbitolFsolution  70 wt. % in H2O, Contains mainly D-sorbitol with lesser amounts of other hydrogenated oligosaccharides

  • 50-70-4

  • 309532-500ML

  • 1,226.16CNY

  • Detail
  • Sigma-Aldrich

  • (S1000000)  Sorbitol  European Pharmacopoeia (EP) Reference Standard

  • 50-70-4

  • S1000000

  • 1,880.19CNY

  • Detail
  • Aldrich

  • (240850)  D-Sorbitol  99%

  • 50-70-4

  • 240850-5G

  • 314.73CNY

  • Detail
  • Aldrich

  • (240850)  D-Sorbitol  99%

  • 50-70-4

  • 240850-100G

  • 532.35CNY

  • Detail
  • Sigma

  • (S6021)  D-Sorbitol  for molecular biology, ≥98%

  • 50-70-4

  • S6021-1KG

  • 508.95CNY

  • Detail
  • Sigma

  • (S6021)  D-Sorbitol  for molecular biology, ≥98%

  • 50-70-4

  • S6021-5KG

  • 1,804.14CNY

  • Detail
  • Sigma

  • (S3889)  D-Sorbitol  BioReagent, cell culture tested, plant cell culture tested

  • 50-70-4

  • S3889-500G

  • 510.12CNY

  • Detail

50-70-4SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 11, 2017

Revision Date: Aug 11, 2017

1.Identification

1.1 GHS Product identifier

Product name D-glucitol

1.2 Other means of identification

Product number -
Other names Sorbitol

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only. Processing Aids and Additives
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:50-70-4 SDS

50-70-4Synthetic route

D-glucose
50-99-7

D-glucose

D-sorbitol
50-70-4

D-sorbitol

Conditions
ConditionsYield
With hydrogen In water at 120℃; under 15001.5 Torr; for 1h;100%
With hydrogen; ruthenium embedded in mesoporous carbon In water at 120℃; under 15001.5 Torr; for 2h; Catalytic behavior; Reagent/catalyst; Inert atmosphere; Autoclave;99.3%
With hydrogen at 120℃; under 22502.3 Torr; for 2h; high pressure reactor;94.43%
D-Glucose
2280-44-6

D-Glucose

D-sorbitol
50-70-4

D-sorbitol

Conditions
ConditionsYield
With hydrogen In water at 100℃; under 37503.8 Torr; for 2h; Catalytic behavior; Reagent/catalyst; Pressure; Time; Autoclave;99%
With water; hydrogen at 120℃; under 22502.3 Torr; for 5h; Catalytic behavior; Reagent/catalyst; Temperature; Pressure; Time; High pressure;98%
With formic acid; sodium formate; C22H26ClN2Rh(1+)*BF4(1-) In water; toluene at 80℃; for 48h; pH=4.4; Temperature; Inert atmosphere; Schlenk technique; Sealed tube;95%
levoglucosan
498-07-7

levoglucosan

D-sorbitol
50-70-4

D-sorbitol

Conditions
ConditionsYield
With water; hydrogen at 180℃; under 37503.8 Torr; for 5h; Catalytic behavior; Pressure; Autoclave;96.2%
Multi-step reaction with 2 steps
1: hydrogen; water / 37503.8 Torr / Autoclave
2: hydrogen / water / 5 h / 180 °C / 52505.3 Torr / Autoclave
View Scheme
Multi-step reaction with 2 steps
1: hydrogen; water / 37503.8 Torr / Autoclave
2: hydrogen; 5 wt% ruthenium/carbon / water / 5 h / 180 °C / 52505.3 Torr / Autoclave
View Scheme
Cellobiose
13360-52-6

Cellobiose

D-sorbitol
50-70-4

D-sorbitol

Conditions
ConditionsYield
With hydrogen In water at 150℃; under 15001.5 Torr; for 10h; Reagent/catalyst; Temperature; Autoclave;95.1%
With water; hydrogen at 180℃; under 37503.8 Torr; for 5h; Autoclave;91.1%
With water; hydrogen at 180℃; under 37503.8 Torr; for 5h; Reagent/catalyst; High pressure;86%
D-Fructose
57-48-7

D-Fructose

A

mannitol
69-65-8

mannitol

B

D-sorbitol
50-70-4

D-sorbitol

Conditions
ConditionsYield
With hydrogen In butan-1-ol at 120℃; under 26252.6 Torr; for 10h; Reagent/catalyst; Pressure; Temperature; Solvent;A 93%
B 5%
With hydrogen In butan-1-ol at 120℃; under 18751.9 Torr; for 5h; Pressure; Reagent/catalyst; Temperature; Solvent;A 62%
B 14%
With Butane-1,4-diol; Cu3Ni3Al2 In water at 149.84℃; pH=9 - 10;A 60%
B 16%
D-(+)-cellobiose

D-(+)-cellobiose

A

mannitol
69-65-8

mannitol

B

D-sorbitol
50-70-4

D-sorbitol

Conditions
ConditionsYield
With hydrogen In water at 19.84 - 189.84℃; under 37503.8 Torr; for 3h; Reagent/catalyst; Temperature; Time; Autoclave;A n/a
B 91.5%
sucrose octakis(trimethylsilyl) ether
19159-25-2

sucrose octakis(trimethylsilyl) ether

A

mannitol
69-65-8

mannitol

B

D-sorbitol
50-70-4

D-sorbitol

C

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

1,5-anhydro-D-glucitol

Conditions
ConditionsYield
Stage #1: sucrose octakis(trimethylsilyl) ether With bis(pentafluorophenyl)borinic acid; 1,1,3,3-tetramethyldisilazane In chloroform-d1 at 25℃; for 3h; Inert atmosphere; Glovebox;
Stage #2: In methanol Inert atmosphere; Glovebox;
A n/a
B n/a
C 90%
D-glucose
50-99-7

D-glucose

A

mannitol
69-65-8

mannitol

B

D-sorbitol
50-70-4

D-sorbitol

Conditions
ConditionsYield
With hydrogen; Ru/C In water at 120℃; under 15001.5 Torr; for 2h; Catalytic behavior; Inert atmosphere; Autoclave;A 12.6%
B 86.3%
With hydrotalcite; Pt/γ-Al2O3; hydrogen In water at 90℃; under 12001.2 Torr; for 4h; Catalytic behavior; Time; Green chemistry;A 14%
B 54%
With platinum Hydrogenation;

50-70-4Relevant articles and documents

THE PAIRED ELECTROCHEMICAL SYNTHESIS OF GLUCONIC ACID AND SORBITOL

Li, Hongmei,Li, Wei,Guo, Zicheng,Gu, Dengping,Cai, Shengmin,Fujishima, Akira

, p. 928 - 934 (1995)

Gluconic acid and sorbitol are obtained simultaneously both with 90percent yields by paired electolysis of glucose, with a Pb sheet cathode and a dimension stable anode (DSA) in a press filtration diaphragm cell.The anolyte is composed from 66.7percent glucose and 2percent NaBr, and the catholyte from 66.7percent glucose and 2.5percent Na2SO4, respectively.The electrolysis was performed at the temperature of 60 deg C, at the current density of 50 mA cm-2, Qr is 110percent.At this optimum conditions the current efficiencies for both gluconic acid and sorbitol are higher than 80percent.

Structure of a marsupial-mild trisaccharide.

Messer,Trifonoff,Stern,Collins,Bradbury

, p. 327 - 334 (1980)

A trisaccharide, which is a major carbohydrate component of the milk of the tammar wallaby and the grey kangaroo, has been identified by chemical, enzymic, g.l.c.-m.s., and n.m.r. methods as O-beta-D-galactopyranosyl-(1 yields 3)-O-beta-D-galactopyranosyl-(1 yields 4)-D-glucose (3'-galactosyl-lactose).

Bimetallic Ru:Ni/MCM-48 catalysts for the effective hydrogenation of D-glucose into sorbitol

Romero, Alberto,Nieto-Márquez, Antonio,Alonso, Esther

, p. 49 - 59 (2017)

Three different bimetallic Ru:Ni catalysts supported on a mesoporous silica MCM-48 were prepared by consecutive wet impregnations, with a total metal loading of ca. 3% (w w?1). Ru:Ni ratios spanned in the range of 0.15–1.39 (w w?1) and were compared with the corresponding monometallic Ni/MCM-48. The catalysts so prepared were characterized by X-Ray Diffraction, Transmission Electron Microscopy, adsorption/desorption of N2, Temperature Programmed Reduction, NH3 ? TPD and Atomic Absorption, and tested in the liquid phase hydrogenation of D-glucose into sorbitol in the temperature range 120–140 °C under 2.5 MPa of H2 pressure. Bimetallic catalysts with Ru:Ni ratios higher than 0.45 enhanced the catalytic behavior of the monometallic Ni/MCM-48 in the reaction, increasing the reaction rate and showing complete selectivity to sorbitol by minimizing the production of mannitol. Ru:Ni/MCM-48 (0.45) was recovered from the reaction media and tested for three reaction cycles, showing good stability under the selected experimental conditions.

A Robust and Highly Selective Catalytic System of Copper–Silica Nanocomposite and 1-Butanol in Fructose Hydrogenation to Mannitol

Upare, Pravin P.,Hwang, Young Kyu,Kim, Jin Chul,Lee, Jeong Hyeon,Kwak, Sang Kyu,Hwang, Dong Won

, p. 5050 - 5057 (2020)

We report for the first time the selective production of mannitol, a low-calorie sweetener and an important pharmaceutical ingredient, from fructose using Cu?SiO2 nanocomposite as catalyst and 1-butanol as solvent. When compared with water and ethanol, a lower fructose solubility was achieved in 1-butanol, which caused a lower fructose conversion and higher mannitol selectivity by reducing formation of side products. Among various Cu-based catalysts in 1-butanol, Cu(80)?SiO2 nanocomposite gave an unprecedented mannitol (83 %) and sorbitol (15 %) yield at 120 °C, 35 bar H2, and 10 h reaction time. More importantly, this catalyst did not show any Cu leaching and its physicochemical properties were maintained after liquid-phase fructose hydrogenation whereas other Cu-based catalysts such as Cu(32)?Cr2O and Cu(66)?ZnO did show significant leaching of Cu and Cr. Thus, Cu(80)?SiO2 nanocomposite and 1-butanol are regarded as a robust and highly efficient catalytic system for the selective hydrogenation of fructose to mannitol. Also, density functional theory calculations supported that in addition to the stable initial structure of adsorbed fructose, the mannitol pathway was more thermodynamically favorable than the sorbitol pathway. Notably, the highly pure mannitol (99 %) could be recovered from the sorbitol-containing 1-butanol solution by simple filtration. Therefore, the present protocol is a novel and effective method to produce pure mannitol from fructose in both an environmental and an industrial context.

Transfer hydrogenation of cellulose to sugar alcohols over supported ruthenium catalysts

Kobayashi, Hirokazu,Matsuhashi, Hisateru,Komanoya, Tasuku,Hara, Kenji,Fukuoka, Atsushi

, p. 2366 - 2368 (2011)

Ru/C catalysts are active for the conversion of cellulose using 2-propanol or H2 of 0.8 MPa as sources of hydrogen, whereas the Ru/Al 2O3 catalyst is inactive in both reactions, indicating that the Ru/C catalysts are remarkably effective for the cellulose conversion.

Chemical analysis of new water-soluble (1→6)-, (1→4)-α, β-glucan and water-insoluble (1→3)-, (1→4)-β-glucan (Calocyban) from alkaline extract of an edible mushroom, Calocybe indica (Dudh Chattu)

Mandal, Soumitra,Maity, Kankan K.,Bhunia, Sanjoy K.,Dey, Biswajit,Patra, Sukesh,Sikdar, Samir R.,Islam, Syed S.

, p. 2657 - 2663 (2010)

Two different glucans (PS-I, water-soluble; and PS-II, water-insoluble) were isolated from the alkaline extract of fruit bodies of an edible mushroom Calocybe indica. On the basis of acid hydrolysis, methylation analysis, periodate oxidation, and NMR anal

Structural characterization and anti-inflammatory activity of a linear β-d-glucan isolated from Pleurotus sajor-caju

Silveira, Marcia L.L.,Smiderle, Fhernanda R.,Moraes, Carla Porto,Borato, Débora G.,Baggio, Cristiane H.,Ruthes, Andrea Caroline,Wisbeck, Elisabeth,Sassaki, Guilherme L.,Cipriani, Thales R.,Furlan, Sandra A.,Iacomini, Marcello

, p. 588 - 596 (2014)

Glucans comprise an important class of polysaccharides present in basidiomycetes with potential biological activities. A (1 → 3)-β-d-glucan was isolated from Pleurotus sajor-caju via extraction with hot water followed by fractionation by freeze-thawing and finally by dimethyl sulfoxide extraction. The purified polysaccharide showed a 13C-NMR spectrum with six signals consisting of a linear glucan with a β-anomeric signal at 102.8 ppm and a signal at 86.1 ppm relative to O-3 substitution. The other signals at 76.2, 72.9, 68.3, and 60.8 ppm were attributed to C5, C2, C4, and C6, respectively. This structure was confirmed by methylation analysis, and HSQC studies. The β-d-glucan from P. sajor-caju presented an immunomodulatory activity on THP-1 macrophages, inhibited the inflammatory phase of nociception induced by formalin in mice, and reduced the number of total leukocytes and myeloperoxidase levels induced by LPS. Taken together, these results demonstrate that this β-d-glucan exhibits a significant anti-inflammatory activity.

Isolation and characterization of non-sulfated and sulfated triterpenoid saponins from Fagonia indica

Kanwal, Nayab,Adhikari, Achyut,Hameed, Abdul,Hafizur, Rahman M.,Musharraf, Syed Ghulam

, p. 151 - 159 (2017)

Seven previously undescribed, sulfated triterpenoid glycosides, named nayabin A-G along with a known triterpenoid glycoside were isolated from the whole plant of Fagonia indica. Their structures were elucidated through spectral studies including 1D- (1H and 13C), 2D-NMR spectroscopy (HSQC, HMBC, COSY and NOESY), and mass spectrometry (ESI-MS/MS). β-D-Glucopyranosyl 3β-hydroxy-23-O-β-D-glucopyranosyloxy-taraxast-20-en-28-oate, a known compound exerts glucose-dependent insulin secretory activity, which seems to exhibit a decreased risk of drug-induced hypoglycemia and may offer distinct advantages as anti-diabetic agent.

Pt nanocatalysts supported on reduced graphene oxide for selective conversion of cellulose or cellobiose to sorbitol

Wang, Ding,Niu, Wenqi,Tan, Minghui,Wu, Mingbo,Zheng, Xuejun,Li, Yanpeng,Tsubaki, Noritatsu

, p. 1398 - 1406 (2014)

Pt nanocatalysts loaded on reduced graphene oxide (Pt/RGO) were prepared by means of a convenient microwave-assisted reduction approach with ethylene glycol as reductant. The conversion of cellulose or cellobiose into sorbitol was used as an application reaction to investigate their catalytic performance. Various metal nanocatalysts loaded on RGO were compared and RGO-supported Pt exhibited the highest catalytic activity with 91.5 % of sorbitol yield from cellobiose. The catalytic performances of Pt nanocatalysts supported on different carbon materials or on silica support were also compared. The results showed that RGO was the best catalyst support, and the yield of sorbitol was as high as 91.5 % from cellobiose and 58.9 % from cellulose, respectively. The improvement of catalytic activity was attributed to the appropriate Pt particle size and hydrogen spillover effect of Pt/RGO catalyst. Interestingly, the size and dispersion of supported Pt particles could be easily regulated by convenient adjustment of the microwave heating temperature. The catalytic performance was found to initially increase and then decrease with increasing particle size. The optimum Pt particle size was 3.6 nm. These findings may offer useful guidelines for designing novel catalysts with beneficial catalytic performance for biomass conversion. Support group: Pt nanocatalysts loaded on reduced graphene oxide are prepared by a microwave-assisted ethylene glycol reduction method, and present high activity and selectivity for the conversion of cellobiose or cellulose to sorbitol. The high catalytic activity is attributed to the synergistic effects of reduced graphene oxide and the supported Pt nanoparticles.

Glucose Hydrogenation to Sorbitol over a Skeletal Ni-P Amorphous Alloy Catalyst (Raney Ni-P)

Li, Hexing,Wang, Weijiang,Fa Deng, Jing

, p. 257 - 260 (2000)

A skeletal Ni-P amorphous alloy catalyst (Raney Ni-P) was prepared by alkali leaching of a Ni-Al-P amorphous precursor obtained by the rapid quenching technique of a melting solution containing Ni, Al, and P. This catalyst showed higher turnover rates (per surface Ni atom) than Raney Ni for the hydrogenation of glucose to sorbitol, apparently as a result of promotion of Ni-active sites by phosphorus. The Raney Ni-P catalysts gave turnover rates similar to those measured on Ni-P amorphous alloys without Al, but they had a significantly higher density of Ni surface atoms. As a result, Raney Ni-P catalysts showed superior specific hydrogenation rates (per gram catalyst) than either Raney Ni or Ni-P amorphous alloys.

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