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Glycerol

Glycerol Structure
CAS No.
56-81-5
Chemical Name:
Glycerol
Synonyms
Glycerine;Glyceol;ifp;Glycerin USP;GLYCEROL ANHYDROUS;Propanetriol;propan-1,2,3-triol;1,2,3-Propanetriol;Clycerol;Glycyl alcohol
CBNumber:
CB5339206
Molecular Formula:
C3H8O3
Molecular Weight:
92.09
MOL File:
56-81-5.mol
MSDS File:
SDS
Modify Date:
2024/6/21 13:10:12

Glycerol Properties

Melting point 20 °C(lit.)
Boiling point 290 °C
Density 1.25 g/mL(lit.)
vapor density 3.1 (vs air)
vapor pressure <1 mm Hg ( 20 °C)
FEMA 2525 | GLYCEROL
refractive index n20/D 1.474(lit.)
Flash point 320 °F
storage temp. Store at +5°C to +30°C.
solubility H2O: 5 M at 20 °C, clear, colorless
pka 14.15(at 25℃)
form Viscous Liquid
color APHA: ≤10
Specific Gravity 1.265 (15/15℃)1.262
Odor Odorless.
PH Range 5.5 - 8
PH 5.5-8 (25℃, 5M in H2O)
explosive limit 2.6-11.3%(V)
Odor Type odorless
Water Solubility >500 g/L (20 ºC)
Sensitive Hygroscopic
λmax λ: 260 nm Amax: 0.05
λ: 280 nm Amax: 0.04
Merck 14,4484
JECFA Number 909
BRN 635685
Dielectric constant 47.0(Ambient)
Exposure limits OSHA: TWA 15 mg/m3; TWA 5 mg/m3
Stability Stable. Incompatible with perchloric acid, lead oxide, acetic anhydride, nitrobenzene, chlorine, peroxides, strong acids, strong bases. Combustible.
InChIKey PEDCQBHIVMGVHV-UHFFFAOYSA-N
LogP -2.32
CAS DataBase Reference 56-81-5(CAS DataBase Reference)
NIST Chemistry Reference 1,2,3-Propanetriol(56-81-5)
EPA Substance Registry System Glycerine (56-81-5)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS02,GHS07
Signal word  Danger
Hazard statements  H320-H225-H302+H312+H332-H315-H319
Precautionary statements  P264-P305+P351+P338+P337+P313-P280i-P337+P313-P210-P261-P280-P305+P351+P338-P370+P378-P403+P235
Hazard Codes  F,Xn
Risk Statements  36-20/21/22-11
Safety Statements  24/25-39-26
RIDADR  UN 1282 3/PG 2
WGK Germany  1
RTECS  MA8050000
3
Autoignition Temperature 698 °F
TSCA  Yes
HS Code  29054500
Toxicity LD50 in rats (ml/kg): >20 orally; 4.4 i.v. (Bartsch)
NFPA 704
1
1 0

Glycerol price More Price(84)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) W252506 Glycerol FCC, FG 56-81-5 1SAMPLE-K ₹5141.88 2022-06-14 Buy
Sigma-Aldrich(India) W252506 Glycerol FCC, FG 56-81-5 1KG ₹7220.28 2022-06-14 Buy
Sigma-Aldrich(India) W252506 Glycerol FCC, FG 56-81-5 10KG ₹24659.35 2022-06-14 Buy
Sigma-Aldrich(India) W252506 Glycerol FCC, FG 56-81-5 25KG ₹32886.35 2022-06-14 Buy
Sigma-Aldrich(India) G9012 Glycerol ≥99.5% 56-81-5 100ML ₹6938.83 2022-06-14 Buy
Product number Packaging Price Buy
W252506 1SAMPLE-K ₹5141.88 Buy
W252506 1KG ₹7220.28 Buy
W252506 10KG ₹24659.35 Buy
W252506 25KG ₹32886.35 Buy
G9012 100ML ₹6938.83 Buy

Glycerol Chemical Properties,Uses,Production

Description

Glycerol is a colorless, viscous, hygroscopic, sweet-tasting trihydric alcohol. It is also called glycerin or glycerine, with the term glycerol being preferred as the pure chemical form and the term glycerin(e) being primarily used when the compound is used commercially in various grades.

Chemical Properties

Glycerol,CH20HCHOHCH20H, also known as glycerin and glycyl alcohol, is a clear, colorless, viscous liquid with a sweet taste.It is the simplest trihydroxy alcohol and a valuable chemical intermediary, It is soluble in water and alcohol, but only partially soluble in ether and ethyl acetate. Glycerol is used in perfume and medicine,as an antifreeze,and in manufacturing soaps and explosives.

Occurrence

Reported found in cocoa, apple, cider, beer, sour cherries, peach and wine

History

Glycerol was first isolated from olive oil and lead oxide by the Swedish chemist Carl Scheele (1742–1786) while making lead plaster soap in 1779. Scheele eventually realized that glycerol was a common ingredient in fats and oils and referred to glycerol as “the sweet principle of fats.” In 1811, the French chemist Michel Eugene Chevreul (1786–1889), who was a pioneer in the study of fats and oils, proposed the name glycerine after the Greek word glucos, which means sweet. Chevreul decomposed soaps isolating different acids such as stearic and butyric acid and discovered that glycerol was liberated when oils and fats were boiled in a basic mixture. Th éophile-Jules Pelouze (1807–1867) derived glycerol’s empirical formula in 1836.

Uses

Glycerol is used both in sample preparation and gel formation for polyacrylamide gel electrophoresis. Glycerol (5-10%) increases the density of a sample so that the sample will layer at the bottom of a gel’s sample well. Glycerol is also used to aid in casting gradient gels and as a protein stabilizer and storage buffer component.

Production Methods

Glycerol is a by-product in the production of candles and soaps and was originally discardedin the production of these items. The process of converting a fat to soap is termedsaponification. The traditional method of saponification involved the use of animal fats andvegetable oils. Fats and oils are esters formed when three fatty-acid molecules attach to a singleglycerol molecule. When the three fatty acids attach to the three hydroxyl groups of the glycerol,a triglyceride is formed. During saponification of animal and plant products, hydrolysisof triglycerides converts triglycerides back to fatty acids and glycerol.the fatty acids then reactwith a base to produce a carboxylic acid salt commonly called soap.
Until 1940, the world’s demand for glycerol was supplied from natural sources throughthe production of soaps and candles. Glycerol can also be produced through the fermentationof sugar, and this process was used to increase glycerol production during World War I.Glycerol can also be produced synthetically from propylene. The synthetic production frompropylene first occurred just before World War II and commercial production started in 1943in Germany. The synthetic process begins with the chlorine substitution of one hydrogenatom of propylene to allyl chloride: H2C = CH-CH3 + Cl2 → H2C = CH-CH2Cl + HCl. Allylchloride is then treated with hypochlorous acid to produce 1,3-dichlorohydrin.

Definition

ChEBI: A triol with a structure of propane substituted at positions 1, 2 and 3 by hydroxy groups.

Reactions

Glycerol reacts (1) with phosphorus pentachloride to form glyceryl trichloride, CH2Cl·CHCl · CH2Cl, (2) with acids to form esters, e.g., glycerol monoacetate CH2OH ·CHOH·CH2OOCCH3, glycerol diacetate C3H5(OH)(OCOCH3)2, glycerol triacetate (triacetin), CH2OOCCH3·CHOOCCH3·CH2OOCCH3, glycerol mononitrates (alpha, CH2OH·CHOH·CH2ONO2; beta, CH2OH · CHONO2·CH2OH), glycerol dinitrates (1, 2,CH2OH· CHONO2·CH2 ONO2; 1, 3,CH2ONO2·CHOH·CH2ONO2), glyceryl trinitrate (“nitroglycerine”), CH2ONO2·CHONO2·CH2ONO2, glyceryl tristearate (tristearin), CH2OOCC17H35·CHOO-CC17H35·CH2OOCC17H35, indirectly, glycerol monophosphates (alpha, CH2OH·CHOH·CH2OPO(OH)2, beta, CH2OH·CHOPO(OH)2·CH2OH, (3) with oxidizing agents, e.g., dilute nitric acid, to form glyceric acid, CH2OH·CHOH·COOH, tartaric acid, COOH·CHOH·COOH, mesoxalic acid, COOH·CO·COOH, (4) with phosphorus plus iodine, to form allyl iodide, CH2 : CHCH2I, which with hydrogen iodide yields propylene, CH2 : CHCH3, and then iso-propyl iodide, CH3CHICH3, (5) with sodium or sodium hydroxide to form alcoholates, (6) with sodium hydrogen sulfate or phosphorus pentoxide heated, to form acrolein, CH2 : CHCHO. Glycide alcohol is obtained by treatment of glycerol alphamonochlorohydrin CH2OH·CHOH·CH2Cl, which is made by reaction of hypochlorous acid and allyl alcohol with barium hydroxide. With hydrogen chloride, glycide alcohol yields epichlorohydrin.

General Description

A colorless to brown colored liquid. Combustible but may require some effort to ignite. Residual sodium hydroxide (lye) causes crude material to be corrosive to metals and/or tissue.

Air & Water Reactions

Hygroscopic. Water soluble.

Reactivity Profile

GLYCERINE is incompatible with strong oxidizers. Glycerol is also incompatible with hydrogen peroxide, potassium permanganate, nitric acid + sulfuric acid, perchloric acid + lead oxide, acetic anhydride, aniline + nitrobenzene, Ca(OCl)2, CrO3, F2 + PbO, KMnO4, K2O2, AgClO4 and NaH. A mixture with chlorine explodes if heated to 158-176° F. Glycerol reacts with acetic acid, potassium peroxide, sodium peroxide, hydrochloric acid, (HClO4 + PbO) and Na2O2. Contact with potassium chlorate may be explosive. Glycerol also reacts with ethylene oxide, perchloric acid, nitric acid + hydrofluoric acid and phosphorus triiodide.

Health Hazard

No hazard

Fire Hazard

Glycerol is combustible.

Chemical Reactivity

Reactivity with Water No reaction; Reactivity with Common Materials: No reactions; Stability During Transport: Stable; Neutralizing Agents for Acids and Caustics: Not pertinent; Polymerization: Not pertinent; Inhibitor of Polymerization: Not pertinent.

Pharmaceutical Applications

Glycerin is used in a wide variety of pharmaceutical formulations including oral, otic, ophthalmic, topical, and parenteral preparations.
In topical pharmaceutical formulations and cosmetics, glycerin is used primarily for its humectant and emollient properties. Glycerin is used as a solvent or cosolvent in creams and emulsions. Glycerin is additionally used in aqueous and nonaqueous gels and also as an additive in patch applications. In parenteral formulations, glycerin is used mainly as a solvent and cosolvent.
In oral solutions, glycerin is used as a solvent, sweetening agent, antimicrobial preservative, and viscosity-increasing agent. It is also used as a plasticizer and in film coatings.
Glycerin is used as a plasticizer of gelatin in the production of soft-gelatin capsules and gelatin suppositories.
Glycerin is employed as a therapeutic agent in a variety of clinical applications, and is also used as a food additive.

Safety Profile

Poison by subcutaneous route. Mildly toxic by ingestion. Human systemic effects by ingestion: headache and nausea or vomiting. Experimental reproductive effects. Human mutation data reported. A skin and eye irritant. In the form of mist it is a nuisance particulate and inhalation irritant. Combustible liquid when exposed to heat, flame, or powerful oxidizers. Mixtures with hydrogen peroxide are highly explosive. Ignites on contact with potassium permanganate, calcium hypochlorite. Mixture with nitric acid + sulfuric acid forms the explosive glyceql nitrate. Mixture with perchloric acid + lead oxide forms explosive perchlorate esters. Confined mixture with chlorine explodes if heated to 70-80'. Can react violently with acetic anhydride, aniline + nitrobenzene, Ca(OCl)2, Cr03,Cr203, F2 + PbO, phosphorus triiodide, ethylene oxide + heat, KMnO4, K2O2, AgClO4, Na2O2, NaH. Energetic reaction with sodium hydride. Mixture with nitric acid + hydrofluoric acid is a storage hazard due to gas evolution. To fight fire, use alcohol foam, CO2, dry chemical. When heated to decomposition it emits acrid smoke and fumes.

Safety

Glycerin occurs naturally in animal and vegetable fats and oils that are consumed as part of a normal diet. Glycerin is readily absorbed from the intestine and is either metabolized to carbon dioxide and glycogen or used in the synthesis of body fats.
Glycerin is used in a wide variety of pharmaceutical formulations including oral, ophthalmic, parenteral, and topical preparations. Adverse effects are mainly due to the dehydrating properties of glycerin.
Oral doses are demulcent and mildly laxative in action. Large doses may produce headache, thirst, nausea, and hyperglycemia. The therapeutic parenteral administration of very large glycerin doses, 70–80 g over 30–60 minutes in adults to reduce cranial pressure, may induce hemolysis, hemoglobinuria, and renal failure.( 16) Slower administration has no deleterious effects.
Glycerin may also be used orally in doses of 1.0–1.5 g/kg bodyweight to reduce intraocular pressure.
When used as an excipient or food additive, glycerin is not usually associated with any adverse effects and is generally regarded as a nontoxic and nonirritant material.
LD50 (guinea pig, oral): 7.75 g/kg
LD50 (mouse, IP): 8.70 g/kg
LD50 (mouse, IV): 4.25 g/kg
LD50 (mouse, oral): 4.1 g/kg
LD50 (mouse, SC): 0.09 g/kg
LD50 (rabbit, IV): 0.05 g/kg
LD50 (rabbit, oral): 27 g/kg
LD50 (rat, IP): 4.42 g/kg
LD50 (rat, oral): 5.57 g/kg
LD50 (rat, oral): 12.6 g/kg
LD50 (rat, SC): 0.1 g/kg

Potential Exposure

Glycerol is used as a humectant in tobacco; it is used in cosmetics, antifreezes and inks. It is used as a fiber lubricant. It is used as a raw material for alkyd resins and in explosives manufacture.

Environmental Fate

Glycerol is completely miscible with water. When exposed to moist air, it absorbs water (hydroscopic) as well as gasses such as hydrogen sulfide and sulfur dioxide. Glycerol has low volatility, with a vapor pressure of 0.000106 hPa at 25 ℃; the calculated Henry’s law constant (maximum solubility) is 9.75E-6 Pam3 mol-1. The calculated photodegradation halflife of glycerol in air is 6.8 h. Glycerol is readily biodegradable. When released to the environment, glycerol is distributed to water, with negligible amounts distributed in air, soil, or sediment. Based on a log Kow of -1.76, glycerol has a low bioaccumulation potential and is not expected to bioaccumulate.

storage

Glycerin is hygroscopic. Pure glycerin is not prone to oxidation by the atmosphere under ordinary storage conditions, but it decomposes on heating with the evolution of toxic acrolein. Mixtures of glycerin with water, ethanol (95%), and propylene glycol are chemically stable.

Shipping

UN1760 Corrosive liquids, n.o.s., Hazard class: 8; Labels: 8-Corrosive material, Technical Name Required.

Incompatibilities

Able to polymerize above 300 ℉/150 ℃.Incompatible with acetic anhydrides (especially in the pres ence of a catalyst), strong acids, caustics, aliphatic amines, and isocyanates. Strong oxidizers, e.g., chromium trioxide, potassium chlorate, and potassium permanganate); can cause fire and explosion hazard. Hygroscopic (i.e., absorbs moisture from the air). Decomposes when heated, produc ing corrosive gas of acrolein.

Waste Disposal

Mixture with a more flamma ble solvent followed by incineration.

Regulatory Status

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

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