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D-Mannitol

CAS No.
69-65-8
Chemical Name:
D-Mannitol
Synonyms
Hexitol;Cordycepic acid;MANNITOL GRANULAR;MANNITE;Mannitol CRS;mannopyranose;mannitose;d-mannito;Bronchitol;Resectisol
CBNumber:
CB7720972
Molecular Formula:
C6H14O6
Molecular Weight:
182.17
MDL Number:
MFCD00064287
MOL File:
69-65-8.mol
MSDS File:
SDS
Last updated:2024-11-11 17:44:06

D-Mannitol Properties

Melting point 167-170 °C(lit.)
Boiling point 295°C
alpha 141 º (c= USP-directives)
Density 1.52
refractive index 1.3330 (estimate)
Flash point 290-295°C/3.5mm
storage temp. 2-8°C
solubility H2O: 1 M at 20 °C, clear, colorless
form Crystalline Powder
pka 13.5(at 18℃)
color White
PH 5.0-6.5 (25℃, 1M in H2O)
Odor at 100.00 %. odorless
Odor Type odorless
optical activity [α]25/D +23.3 to +24.3°(lit.)
Water Solubility soluble
λmax λ: 260 nm Amax: 0.04
λ: 280 nm Amax: 0.04
Merck 14,5745
BRN 1721898
Stability Stable. Combustible. Incompatible with strong oxidizing agents.
InChIKey FBPFZTCFMRRESA-KVTDHHQDSA-N
LogP -3.262 (est)
Substances Added to Food (formerly EAFUS) MANNITOL
SCOGS (Select Committee on GRAS Substances) Mannitol
CAS DataBase Reference 69-65-8(CAS DataBase Reference)
EWG's Food Scores 1
FDA UNII 3OWL53L36A
NCI Drug Dictionary Osmitrol
NIST Chemistry Reference D-Mannitol(69-65-8)
EPA Substance Registry System D-Mannitol (69-65-8)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H302+H312+H332
Precautionary statements  P280
Hazard Codes  Xi
Risk Statements  36/37/38
Safety Statements  24/25-36-26
WGK Germany  2
RTECS  OP2060000
3
Autoignition Temperature 410 °C
TSCA  Yes
HS Code  29054300
Toxicity LD50 orally in Rabbit: 13500 mg/kg
NFPA 704
1
1 0

D-Mannitol price More Price(117)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich NIST920 D-Mannitol NIST? SRM? 920 69-65-8 50g $752 2024-03-01 Buy
Sigma-Aldrich MX0214 Mannitol MeetsACSSpecificationsGRACS 69-65-8 3kg $323 2024-03-01 Buy
Sigma-Aldrich BP1007 Mannitol British Pharmacopoeia (BP) Reference Standard 69-65-8 1200MG $223 2024-03-01 Buy
Sigma-Aldrich 63560 D-Mannitol ACS reagent, for microbiology, ≥99.0% 69-65-8 250g $54.1 2024-03-01 Buy
Sigma-Aldrich 63560 D-Mannitol ACS reagent, for microbiology, ≥99.0% 69-65-8 1kg $177 2024-03-01 Buy
Product number Packaging Price Buy
NIST920 50g $752 Buy
MX0214 3kg $323 Buy
BP1007 1200MG $223 Buy
63560 250g $54.1 Buy
63560 1kg $177 Buy

D-Mannitol Chemical Properties,Uses,Production

Description

Mannitol is a white, crystalline solid consisting of D-mannitol and a small quantity of sorbitol. It is odorless and has a sweet taste. It is soluble in water, very slightly soluble in alcohol, and practically insoluble in most other common organic solvents. It is prepared commercially by catalytic reduction of glucose. Mannitol occurs in small amounts in a variety of foods such as olives, beets, and celery, and in the exudate of certain trees.

Chemical Properties

Mannitol is D-mannitol. It is a hexahydric alcohol related to mannose and is isomeric with sorbitol. D-Mannitol is widespread in plants and plant exudates; obtained from manna and seaweeds. Mannitol occurs as a white, odorless, crystalline powder, or freeflowing granules. It has a sweet taste, approximately as sweet as glucose and half as sweet as sucrose, and imparts a cooling sensation in the mouth. Microscopically, it appears as orthorhombic needles when crystallized from alcohol. Mannitol shows polymorphism.

Originator

Mannitol,MSD,US,1946

Uses

D-Mannitol is used in the food industry as anticaking and free-flow agent, flavo ring agent, lubricant and release agent, stabilizer and thickener and nutritive sweetener.
Used in titrimetric determination of boric acid in the manufacture of dry electrolytic condensers for radio applications;
Used in making artificial resins and plasticizers.

Definition

ChEBI: D-mannitol is the D-enantiomer of mannitol. It has a role as an osmotic diuretic, a sweetening agent, an antiglaucoma drug, a metabolite, an allergen, a hapten, a food bulking agent, a food anticaking agent, a food humectant, a food stabiliser, a food thickening agent, an Escherichia coli metabolite and a member of compatible osmolytes.

Production Methods

Mannitol may be extracted from the dried sap of manna and other natural sources by means of hot alcohol or other selective solvents. It is commercially produced by the catalytic or electrolytic reduction of monosaccharides such as mannose and glucose.

Manufacturing Process

250 g of glucose is dissolved in distilled water to give a solution of 48% concentration. This solution is heated to 65°C and barium hydroxide added in quantity sufficient to make the concentration of the barium hydroxide 0.2 mol/liter. The solution is agitated and maintained at 65°C for 6 hours after the addition of the barium hydroxide. It is then cooled and neutralized to a pH of 6.8 with sulfuric acid. The precipitated barium sulfate is filtered out. A quantity of activated supported nickel catalyst containing 5 g of nickel is added.
The slurry is introduced into a 3-liter rocking autoclave, and hydrogen admitted to a pressure of 1,500 psi. The autoclave is heated to a temperature of 150°C in one hour and held at this temperature for 2.5 hours more. Pressure rises to about 1,800 psi and then declines to about 1,600 during the hydrogenation. The autoclave is then cooled, emptied, and the catalyst filtered from the product. The filtrate is then concentrated under vacuum on a hot water bath to remove a part of the water.
The concentrate is taken up in warm aqueous methanol so adjusted that the composition of the solvent is 90% methanol/10% water, and the weight of the solvent is 3 times the weight of the solids in the concentrate. This solution is cooled to 20°C and held overnight. The mannitol which crystallizes is filtered out. The filtrate is concentrated on a water bath under vacuum to remove methanol and adjusted to a water percentage of 16%. The resulting syrup is viscous, noncrystallizing and nongelling, and analysis shows a PN (Pyridine Number) of 32 and essentially no reducing sugar, according to US Patent 2,749,371.

brand name

Osmitrol (Baxter Healthcare); Resectisol (B Braun).

Therapeutic Function

Diuretic, Diagnostic aid (kidney function)

General Description

Odorless white crystalline powder or free-flowing granules. Sweet taste.

Air & Water Reactions

Water soluble.

Reactivity Profile

A sugar alcohol. More closely related to carbohydrates than to other polyhydric alcohols [Noller]. Flammable and/or toxic gases are generated by the combination with alkali metals, nitrides, strong reducing agents and strong oxidizing agents.

Hazard

Mildly toxic; mutagen.

Fire Hazard

D-Mannitol is probably combustible.

Pharmaceutical Applications

Mannitol is widely used in pharmaceutical formulations and food products. In pharmaceutical preparations it is primarily used as a diluent (10–90% w/w) in tablet formulations, where it is of particular value since it is not hygroscopic and may thus be used with moisture-sensitive active ingredients.
Mannitol may be used in direct-compression tablet applications,for which the granular and spray-dried forms are available, or in wet granulations.Granulations containing mannitol have the advantage of being dried easily. Specific tablet applications include antacid preparations, glyceryl trinitrate tablets, and vitamin preparations. Mannitol is commonly used as an excipient in the manufacture of chewable tablet formulations because of its negative heat of solution, sweetness, and ‘mouth feel’.
In lyophilized preparations, mannitol (20–90% w/w) has been included as a carrier to produce a stiff, homogeneous cake that improves the appearance of the lyophilized plug in a vial.A pyrogen-free form is available specifically for this use. Mannitol has also been used to prevent thickening in aqueous antacid suspensions of aluminum hydroxide (<7% w/v). It has been suggested as a plasticizer in soft-gelatin capsules, as a component of sustained-release tablet formulations,and as a carrier in dry powder inhalers.It is also used as a diluent in rapidly dispersing oral dosage forms.It is used in food applications as a bulking agent. Therapeutically, mannitol administered parenterally is used as an osmotic diuretic, as a diagnostic agent for kidney function, as an adjunct in the treatment of acute renal failure, and as an agent to reduce intracranial pressure, treat cerebral edema, and reduce intraocular pressure. Given orally, mannitol is not absorbed significantly from the gastrointestinal tract, but in large doses it can cause osmotic diarrhea;

Biochem/physiol Actions

A sugar alcohol sweet tastant. Used in sweetness inhibition studies.

Safety

Mannitol is a naturally occurring sugar alcohol found in animals and plants; it is present in small quantities in almost all vegetables. Laxative effects may occur if mannitol is consumed orally in large quantities.If it is used in foods as a bodying agent and daily ingestion of over 20g is foreseeable, the product label should bear the statement ‘excessive consumption may have a laxative effect’. After intravenous injection, mannitol is not metabolized to any appreciable extent and is minimally reabsorbed by the renal tubule, about 80% of a dose being excreted in the urine in 3 hours.
A number of adverse reactions to mannitol have been reported, primarily following the therapeutic use of 20% w/v aqueous intravenous infusions.The quantity of mannitol used as an excipient is considerably less than that used therapeutically and is consequently associated with a lower incidence of adverse reactions. However, allergic, hypersensitive-type reactions may occur when mannitol is used as an excipient.
An acceptable daily intake of mannitol has not been specified by the WHO since the amount consumed as a sweetening agent was not considered to represent a hazard to health.
LD50 (mouse, IP): 14 g/kg
LD50 (mouse, IV): 7.47 g/kg
LD50 (mouse, oral): 22 g/kg
LD50 (rat, IV): 9.69 g/kg
LD50 (rat, oral): 13.5 g/kg

storage

Mannitol is stable in the dry state and in aqueous solutions. Solutions may be sterilized by filtration or by autoclaving and if necessary may be autoclaved repeatedly with no adverse physical or chemical effects.In solution, mannitol is not attacked by cold, dilute acids or alkalis, nor by atmospheric oxygen in the absence of catalysts. Mannitol does not undergo Maillard reactions.
The bulk material should be stored in a well-closed container in a cool, dry place.

Purification Methods

D-Mannitol is crystallised from EtOH, MeOH or H2O and dried at 100o. [Thomson Acta Chem Scand 6 270, 279, 280 1952, Beilstein 1 IV 2841.]

Incompatibilities

Mannitol solutions, 20% w/v or stronger, may be salted out by potassium chloride or sodium chloride.Precipitation has been reported to occur when a 25% w/v mannitol solution was allowed to contact plastic.Sodium cephapirin at 2 mg/mL and 30 mg/mL concentration is incompatible with 20% w/v aqueous mannitol solution. Mannitol is incompatible with xylitol infusion and may form complexes with some metals such as aluminum, copper, and iron. Reducing sugar impurities in mannitol have been implicated in the oxidative degradation of a peptide in a lyophilized formation.Mannitol was found to reduce the oral bioavailability of cimetidine compared to sucrose.

Regulatory Status

GRAS listed. Accepted for use as a food additive in Europe. Included in the FDA Inactive Ingredients Database (IP, IM, IV, and SC injections; infusions; buccal, oral and sublingual tablets, powders and capsules; ophthalmic preparations; topical solutions). Included in nonparenteral and parenteral medicines licensed in the UK. Included in the Canadian List of Acceptable Mon-medicinal Ingredients.

3458-28-4
69-65-8
Synthesis of D-Mannitol from D-Mannose
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Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
D-Mannitol pictures 2024-11-25 D-Mannitol
69-65-8
US $200.00-95.00 / kg 1kg 99% 20ton Hebei Zhuanglai Chemical Trading Co.,Ltd
D-Mannitol pictures 2024-11-22 D-Mannitol
69-65-8
US $0.00 / KG 25KG 98%min 30tons/month WUHAN FORTUNA CHEMICAL CO., LTD
Mannitol pictures 2024-11-21 Mannitol
69-65-8
US $0.00 / Kg/Bag 1T 99% 10 tons Hengshui Haoye Co.,Ltd.
  • D-Mannitol pictures
  • D-Mannitol
    69-65-8
  • US $200.00-95.00 / kg
  • 99%
  • Hebei Zhuanglai Chemical Trading Co.,Ltd
  • D-Mannitol pictures
  • D-Mannitol
    69-65-8
  • US $0.00 / KG
  • 98%min
  • WUHAN FORTUNA CHEMICAL CO., LTD
  • Mannitol pictures
  • Mannitol
    69-65-8
  • US $0.00 / Kg/Bag
  • 99%
  • Hengshui Haoye Co.,Ltd.
Mannit S Mannitol 35 Mannitol 60 Mannitol P 60 BrightMoon-d8 Bronchitol-d8 Cordycepic Acid-d8 D-(-)-Mannitol-d8 DiosMol-d8 D-Mannit-d8 Isotol-d8 Manicol-d8 Maniton S-d8 Mannidex-d8 Mannigen-d8 Mannistol-d8 Mannit 60-d8 Mannit P-d8 Mannit S-d8 Mannit-d8 Mannite-d8 Mannitol 35-d8 AROSE GEL LOADING DYE 6X ULTRA P AROSE ELECTRAN DNA GRADE SULPHURIC ACID 1 MOL/L 2 N AVS TITRINORM D-MANNITOL BIOXTRA Parteck Delta M (Mannitol) suitable for use as excipient EMPROVE exp Ph Eur,BP,USP,JP,E 421 Hexanehexol Hexanhexol D(-)Mannitol (1.05987) D-Mannitol, USP Grade D-MANNIT D-MANNITE D(+)-MANNITOL D-MANNITOL PARTECK DELTA M PARTECK M 200 PARTECK M 300 PARTECK(R) DELTA M PARTECK(R) M100 PARTECK(R) M 200 PARTECK(R) M 300 D-MANNITOL USP D-MANNITOL, A.C.S. REAGENT D-MANNITOL, FOR BIOTECHNOLOGICAL PURPOSE S D-MANNITOL, ACS, FOR MICROBIOLOGY D-MANNITOL, 99+% D-MANNITOL, PH EUR D-MANNITOL PLANT CELL CULTURE TESTED D(-)-MANNITOL R. G. D(-)-MANNITOL EXTRA PURE, DAB, PH. EUR., B. P., PH. FRANC., U. S. P., FCC, E421 D-Mannitol, endotoxin-free D-MANNITOL SIGMAULTRA D-MANNITOL, EP STANDARD D-MANNITOL, GR 99+% D-MANNITOL, USP STANDARD D-MANNITOL, NIST STANDARD D-MANNITOL, FOR MICROBIOLOGY