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Sorbitol

Sorbitol Structure
CAS No.
50-70-4
Chemical Name:
Sorbitol
Synonyms
D-Sorbitol;D-GLUCITOL;SORBITOL POWDER;SORBITOL LIQUID;Neosorb;SOBITOL;Sorbit;D-SORBIT;SORBITOL SYRUP;Esasorb
CBNumber:
CB7183649
Molecular Formula:
C6H14O6
Molecular Weight:
182.17
MOL File:
50-70-4.mol
MSDS File:
SDS
Modify Date:
2024/8/12 15:55:19

Sorbitol Properties

Melting point 98-100 °C (lit.)
alpha 4 º (per eur. pharm.)
Boiling point bp760 105°
Density 1.28 g/mL at 25 °C
vapor density <1 (vs air)
vapor pressure <0.1 mm Hg ( 25 °C)
refractive index n20/D 1.46
FEMA 3029 | D-SORBITOL
Flash point >100°C
storage temp. room temp
solubility Very soluble in water, slightly soluble in ethanol
form liquid
pka pKa (17.5°): 13.6
Specific Gravity 1.28
color White
PH 5.0-7.0 (25℃, 1M in H2O)
Odor Odorless
PH Range 5 - 7 at 182 g/l at 25 °C
optical activity [α]20/D 1.5±0.3°, c = 10% in H2O
Odor Type caramellic
Water Solubility SOLUBLE
Sensitive Hygroscopic
λmax λ: 260 nm Amax: 0.04
λ: 280 nm Amax: 0.045
Merck 14,8725
BRN 1721899
Dielectric constant 33.5(27℃)
Stability Stable. Avoid strong oxidizing agents. Protect from moisture.
InChIKey FBPFZTCFMRRESA-JGWLITMVSA-N
LogP -4.67
CAS DataBase Reference 50-70-4(CAS DataBase Reference)
NIST Chemistry Reference Sorbitol(50-70-4)
EPA Substance Registry System Sorbitol (50-70-4)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS07
Signal word  Warning
Hazard statements  H302+H312+H332
Precautionary statements  P501-P261-P270-P271-P264-P280-P362+P364-P301+P312+P330-P302+P352+P312-P304+P340+P312
Hazard Codes  Xi
Risk Statements  36/37/38
Safety Statements  8-36-26-24/25
WGK Germany  2
RTECS  LZ4290000
3
Autoignition Temperature 420 °C
TSCA  Yes
HS Code  29054491
Toxicity LD50 orally in Rabbit: 15900 mg/kg
NFPA 704
1
1 0

Sorbitol price More Price(47)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) W302902 D-Sorbitol FCC, FG 50-70-4 1SAMPLE-K ₹5795 2022-06-14 Buy
Sigma-Aldrich(India) W302902 D-Sorbitol FCC, FG 50-70-4 1KG ₹7686 2022-06-14 Buy
Sigma-Aldrich(India) W302902 D-Sorbitol FCC, FG 50-70-4 10KG ₹23985.2 2022-06-14 Buy
Sigma-Aldrich(India) W302902 D-Sorbitol FCC, FG 50-70-4 25KG ₹32330 2022-06-14 Buy
Sigma-Aldrich(India) S7547 D-Sorbitol BioXtra, ≥98% 50-70-4 250G ₹3855.2 2022-06-14 Buy
Product number Packaging Price Buy
W302902 1SAMPLE-K ₹5795 Buy
W302902 1KG ₹7686 Buy
W302902 10KG ₹23985.2 Buy
W302902 25KG ₹32330 Buy
S7547 250G ₹3855.2 Buy

Sorbitol Chemical Properties,Uses,Production

Chemical Properties

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.

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.

Uses

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.

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.

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.

Definition

ChEBI: The D-enantiomer of glucitol (also known as D-sorbitol).

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.

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.

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