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50-70-4

Basic Information
CAS No.: 50-70-4
Name: Sorbitol
Article Data: 335
Molecular Structure:
Molecular Structure of 50-70-4 (Sorbitol)
Formula: C6H14O6
Molecular Weight: 182.174
Synonyms: Sorbitol syrup C;Sorbitur;Sorbogem 712;Sorbostyl;Sorbitol Powder;Sorbitol (7CI);(-)-Sorbitol;C*Sorbidex;C*Sorbidex P 16616;CSorbidex 16100;Cholaxine;Cystosol;D-Sorbit 50M;Glucarine;Glucitol;Karion;Karioninstant;L-Gulitol;Multitol;NSC 25944;Neosorb;Neosorb 20/60DC;Neosorb 70/02SB;Neosorb 70/70;Neosorb P 60;Nivitin;Resulax;Sionit K;Sionite;Siosan;Sorbex R;Sorbex Rp;Sorbex S;Sorbidex S 16601;Sorbit LTSP;Sorbit T 70;Sorbit W-Powder;Sorbit WP;Sorbitol F;Sorbitol FP;Sorbitol S;
EINECS: 200-061-5
Density: 1.596 g/cm3
Melting Point: 98-100 °C(lit.)
Boiling Point: 494.9 °C at 760 mmHg
Flash Point: 292.5 °C
Solubility: soluble in water
Appearance: white crystalline powder
Hazard Symbols: IrritantXi
Risk Codes: 36/37/38
Safety: 8-36-26
PSA: 121.38000
LogP: -3.58540
Synthetic route
50-99-7

D-glucose

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%
2280-44-6

D-Glucose

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%
498-07-7

levoglucosan

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
13360-52-6

Cellobiose

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%
57-48-7

D-Fructose

A

69-65-8

mannitol

B

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

A

69-65-8

mannitol

B

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%
19159-25-2

sucrose octakis(trimethylsilyl) ether

A

69-65-8

mannitol

B

50-70-4

D-sorbitol

C

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%
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Consensus Reports

Reported in EPA TSCA Inventory. EPA Genetic Toxicology Program.

Specification

The IUPAC name of Sorbitol is (2R,3R,4R,5S)-hexane-1,2,3,4,5,6-hexol. With the CAS registry number 50-70-4, it is also named as D-Glucitol. The product's categories are Biochemistry; Glucose; Sugar Alcohols; Sugars; Food additives; Dextrins, Sugar & Carbohydrates; Food & Flavor Additives. It is white crystalline powder which is soluble in water, glycerol, propylene glycol, slightly soluble in methanol, ethanol, acetic acid, phenol and acetamide solution. Additionally, Sorbitol should be sealed in the container and stored in the cool and dry place.

The other characteristics of this product can be summarized as: (1)ACD/LogP: -4.67; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): -4.67; (4)ACD/LogD (pH 7.4): -4.67; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 1; (8)ACD/KOC (pH 7.4): 1; (9)#H bond acceptors: 6; (10)#H bond donors: 6; (11)#Freely Rotating Bonds: 11 ; (12)Index of Refraction: 1.597; (13)Molar Refractivity: 38.89 cm3; (14)Molar Volume: 114.1 cm3; (15)Polarizability: 15.41×10-24 cm3; (16)Surface Tension: 99.8 dyne/cm; (17)Enthalpy of Vaporization: 87.81 kJ/mol; (18)Vapour Pressure: 7.22E-12 mmHg at 25°C; (19)Rotatable Bond Count: 5; (20)Exact Mass: 182.079038; (21)MonoIsotopic Mass: 182.079038; (22)Topological Polar Surface Area: 121; (23)Heavy Atom Count: 12; (24)Complexity: 105.

Preparation of Sorbitol: Adding 53% glucose solution (previously adjusted ph to 8.2 ~ 8.4) and Ni - Al catalyst containing glucose 0.1% in autoclave. Then reacting after draining the air, and controlling the temperature at 150 °C and the pressure at 3.5MPa.

Uses of Sorbitol: It has many uses, such as follows:
1. It is a sugar substitute often used in diet foods (including diet drinks and ice cream) and sugar-free chewing gum, mints and cough syrups.
2. It can be used as a non-stimulant laxative as either an oral suspension or suppository.
3. It is used in bacterial culture media to distinguish Escherichia coli 0154:H7.
4. It is often used in modern cosmetics as a humectant and thickener. Sorbitol is often used in mouthwash and toothpaste. Some transparent gels can only be made with sorbitol as it has a refractive index sufficiently high for transparent formulations.

When you are using this chemical, please be cautious about it as the following:
It is irritating to eyes, respiratory system and skin. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. If you want to contact this product, you must wear suitable protective clothing. 

People can use the following data to convert to the molecule structure.
1. SMILES:O[C@H]([C@@H](O)CO)[C@H](O)[C@H](O)CO
2. 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
3. InChIKey:FBPFZTCFMRRESA-JGWLITMVBN

The following are the toxicity data which has been tested.

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 15gm/kg (15000mg/kg)   Proceedings of the Society for Experimental Biology and Medicine. Vol. 35, Pg. 98, 1936.
mouse LD50 intravenous 9480mg/kg (9480mg/kg)   Yakkyoku. Pharmacy. Vol. 32, Pg. 1367, 1981.
mouse LD50 oral 17800mg/kg (17800mg/kg)   Yakkyoku. Pharmacy. Vol. 32, Pg. 1367, 1981.
mouse LD50 subcutaneous 24gm/kg (24000mg/kg)   Drugs in Japan Vol. -, Pg. 607, 1990.
rat LD50 intravenous 7100mg/kg (7100mg/kg)   FAO Nutrition Meetings Report Series. Vol. 53A, Pg. 498, 1974.
rat LD50 oral 15900mg/kg (15900mg/kg)   FAO Nutrition Meetings Report Series. Vol. 53A, Pg. 498, 1974.
rat LD50 subcutaneous 29600mg/kg (29600mg/kg)   Drugs in Japan Vol. -, Pg. 607, 1990.
women TDLo oral 1700mg/kg/D (1700mg/kg) GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA" American Journal of Digestive Diseases. Vol. 23, Pg. 568, 1978.

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