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57-55-6

57-55-6 Structure

57-55-6 Structure
IdentificationMore
[Name]

1,2-Propanediol
[CAS]

57-55-6
[Synonyms]

1,2-DIHYDROXYPROPANE
(+/-)-1,2-PROPANEDIOL
1,2-PROPANEDIOL
1,2-PROPYLENE GLYCOL
ARCOPLUS(R)
ARCTIC PLUS(R)
DOWFROST(TM)
FEMA 2940
GLYCOL-PROPYLENE
METHYL GLYCOL
Methylglyeol
MONO PROPYLENE GLYCOL
PG
PG-AAF
PG-ADF
PGI
PROPANE-1,2-DIOL
PROPYLENGLYCOLUM
SAFEWING MP IV 2001
1,2-Propandiol
[EINECS(EC#)]

200-338-0
[Molecular Formula]

C3H8O2
[MDL Number]

MFCD00064272
[Molecular Weight]

76.09
[MOL File]

57-55-6.mol
Chemical PropertiesBack Directory
[Appearance]

clear viscous liquid
[Appearance]

Propylene glycol is a colorless, odorless, syrupy liquid.
[Melting point ]

-60 °C
[mp ]

-60 °C
[Boiling point ]

187 °C(lit.)
[bp ]

187 °C(lit.)
[density ]

1.036 g/mL at 25 °C(lit.)
[vapor density ]

2.62 (vs air)
[vapor pressure ]

0.08 mm Hg ( 20 °C)
[refractive index ]

n20/D 1.432(lit.)
[FEMA ]

2940
[Fp ]

225 °F
[storage temp. ]

Store at RT.
[form ]

Viscous Liquid
[color ]

APHA: ≤10
[PH]

6-8 (100g/l, H2O, 20℃)
[explosive limit]

2.4-17.4%(V)
[Water Solubility ]

miscible
[Sensitive ]

Hygroscopic
[Merck ]

14,7855
[BRN ]

1340498
[Contact allergens]

Propylene glycol is used as a solvent, a vehicle for topical medicaments such as corticosteroids or aciclovir, an emulsifier and humectant in food and cosmetics, and as antifreeze in breweries, in the manufactures of resins. It was present as an occupational sensitizer in the color film developer Flexicolor®. Patch tests in aqua are sometimes irritant.
[InChIKey]

DNIAPMSPPWPWGF-UHFFFAOYSA-N
[Uses]

Next to water, propylene glycol is the most common moisturecarrying vehicle used in cosmetic formulations. It has better skin permeation than glycerin, and it also gives a pleasant feel with less greasiness than glycerin. Propylene glycol is used as a humectant because it absorbs water from the air. It also serves as a solvent for anti-oxidants and preservatives. In addition, it has preservative properties against bacteria and fungi when used in concentrations of 16 percent or higher. There is a concern that propylene glycol is an irritant at high concentrations, though it appears to be quite safe at usage levels under 5 percent.
[Uses]

Propylene Glycol is a humectant and flavor solvent that is a polyhy- dric alcohol (polyol). it is a clear, viscous liquid with complete solu- bility in water at 20°c and good oil solvency. it functions as a humectant, as do glycerol and sorbitol, in maintaining the desired moisture content and texture in foods such as shredded coconut and icings. it functions as a solvent for flavors and colors that are insoluble in water. it is also used in beverages and candy.
[CAS DataBase Reference]

57-55-6(CAS DataBase Reference)
[NIST Chemistry Reference]

Propylene glycol(57-55-6)
[EPA Substance Registry System]

57-55-6(EPA Substance)
Hazard InformationBack Directory
[Chemical Properties]

clear viscous liquid
[General Description]

Thick odorless colorless liquid. Mixes with water.
[Reactivity Profile]

PROPYLENE GLYCOL(57-55-6) is hygroscopic. PROPYLENE GLYCOL(57-55-6) is sensitive to excessive heat (tends to oxidize at high temperatures). This compound can react with oxidizing materials. PROPYLENE GLYCOL(57-55-6) is incompatible with acid chlorides, acid anhydrides, chloroformates, and reducing agents. PROPYLENE GLYCOL(57-55-6) dissolves many essential oils. A mixture of this compound with hydrofluoric acid and silver nitrate was put in a glass bottle which burst 30 minutes later.
[Air & Water Reactions]

Water soluble.
[Health Hazard]

Liquid may irritate eyes.
[Potential Exposure]

Propylene glycol is used as a solvent; emulsifying agent; food and feed additive; flavor, in manu- facture of plastics; as a plasticizer, surface-active agent; antifreeze, solvent, disinfectant, hydroscopic agent; coolant in refrigeration systems; pharmaceutical, brake fluid; and many others.
[Fire Hazard]

This chemical is combustible.
[First aid]

If this chemical gets into the eyes, remove any contact lenses at once and irrigate immediately for at least 15 minutes, occasionally lifting upper and lower lids. Seek medical attention immediately. If this chemical contacts the skin, remove contaminated clothing and wash immediately with soap and water. Seek medical attention immediately. If this chemical has been inhaled, remove from exposure, begin rescue breathing (using universal precautions, includ- ing resuscitation mask) if breathing has stopped and CPR if heart action has stopped. Transfer promptly to a medical facility. When this chemical has been swallowed, get medi- cal attention. Give large quantities of water and induce vomiting. Do not make an unconscious person vomit.
[Incompatibilities]

Incompatible with oxidizers (chlorates, nitrates, peroxides, permanganates, perchlorates, chlorine, bromine, fluorine, etc.); contact may cause fires or explo- sions. Keep away from alkaline materials, strong acids (especially nitric acid), strong bases, permanganates, dichromates; may cause a violent reaction.
[Waste Disposal]

Dissolve or mix the material with a combustible solvent and burn in a chemical incinerator equipped with an afterburner and scrubber.All federal, state, and local environmental regulations must be observed.
Safety DataBack Directory
[Safety Statements ]

S24/25:Avoid contact with skin and eyes .
[WGK Germany ]

1
[RTECS ]

TY2000000
[TSCA ]

Yes
[HS Code ]

29053200
[Safety Profile]

Slightly toxic by ingestion, skin contact, intraperitoneal, intravenous, subcutaneous, and intramuscular routes. Human systemic effects by ingestion: general anesthesia, convulsions, changes in surface EEG. Experimental teratogenic and reproductive effects. An eye and human skin irritant. Mutation data reported. Combustible liquid when exposed to heat or flame; can react with oxidizing materials. Explosive in the form of vapor when exposed to heat or flame. May react with hydrofluoric acid + nitric acid + silver nitrate to form the explosive silver fulminate. To fight fire, use alcohol foam. When heated to decomposition it emits acrid smoke and irritating fumes.
[Hazardous Substances Data]

57-55-6(Hazardous Substances Data)
Raw materials And Preparation ProductsBack Directory
【Raw materials】

Methanol-->Chlorine-->Propylene oxide-->1-Chloro-2-propanol-->Propylene carbonate
【Preparation Products】

Methyl acrylate-->Pyruvic acid-->PAINT-->Phytic acid-->Adhesive-->4-Hydroxystyrene-->Unsaturated polyester resin-->1,3-Dibromopropane-->Curcumin-->2,4,5-Trichlorophenol-->1,3-Dichloropropane-->3-Chloro-1,2-propanediol-->Glycidol-->LACCAIC ACID-->Propylene carbonate-->alpha-d-Glucopyranoside, beta-d-fructofuranosyl, octadecanoate-->MONASCUS RED-->Famciclovir-->Meprobamate-->Toloxatone-->5,8-Dihydroxy-2-[(1R)-1-hydroxy-4-methyl-pent-3-enyl]naphthalene-1,4-dione-->Poly(propylene glycol)-->Furaneol-->PROPYLENE GLYCOL MONOSTEARATE (CONTAINS CA. 35% MONOPALMITATE)-->1,1'-Oxydi-2-propanol-->Diprophylline-->2,4-DIHYDROXY-3,3-DIMETHYLBUTANOIC ACID-->demulsifier PE series-->Maiz moraelo colour
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

Propylene glycol(57-55-6).msds
Questions And AnswerBack Directory
[Physical and Chemical Properties]

Propylene glycol is scientifically named as “1,2-propanediol”, and has a chemical formula of CH3CHOHCH2OH and a molecular weight of 76.10. There is a chiral carbon atom in the molecule. Its racemate is a hygroscopic viscous liquid and is slightly spicy. It has a specific gravity of 1.036 (25/4 °C), a freezing point of-59 °C, and a boiling point of 188.2 °C, respectively 83.2 °C (1,333 Pa). It is miscible with water, acetone, ethyl acetate and chloroform, and is soluble in ether. It is soluble in many essential oils, but is not miscible with petroleum ether and paraffin oil. It is relatively stable to heat and light, and is more stable at low temperatures. Its L-isomer has a boiling point of 187 to 189 °C and a specific optical rotation [α] of D20-15.0°. It can be oxidized at high temperatures to propionaldehyde, lactic acid, pyruvic acid and acetic acid.
 the molecular structure of propylene glycol
Figure 1 the molecular structure of propylene glycol.
Propylene glycol is a diol having the general nature of the alcohol. It can react with inorganic and organic acids to generate mono-or di-esters. It reacts with propylene oxide to generate ether, with hydrogen halide to generate halohydrin, and with acetaldehyde to generate methyl dioxolane.
[Medicinal property and application]

Propylene glycol has good solubility and less toxicity and irritation, and is widely used as solvents, extraction solvents and preservatives for injections (eg. intramuscular injections, intravenous injections) and non-injectable pharmaceutical preparations (such as oral liquid, ophthalmic preparations, otic preparations, dental preparations, rectovaginal preparations, transdermal preparations, etc.). It is better than glycerol solvent and can dissolve many substances such as corticosteroids (sex hormone), chloramphenicol, sulfonamides, barbiturate, reserpine, quinidine, corticosterone acetate, tetrahydropalmatine sulfate, mechlorethamine hydrochloride, vitamin A, vitamin D, many volatile oils, most of the alkaloids and many local anesthetics.
Propylene glycol is similar to ethanol when used as a bacteriostatic agent, and its efficacy to inhibit mold is similar to glycerin and is slightly lower than that of ethanol. Propylene glycol is commonly used as a plasticizer for the aqueous film coating materials. Its mixture with equal amounts of water can delay the hydrolysis of certain drugs, and increase the stability of the preparation product. It is used as an antimicrobial preservative in 15% to 30% propylene glycol solution and semi-solid formulation, as humectants in about 15% propylene glycol topical formulation, and as solvent and co-solvent in 10% to 30% propylene glycol aerosol solvent, 10% to 25 % propylene glycol oral solution, 10% to 60% injectable formulation and 5% to 80% topical formulation.
[Stability and storage condition] It is very stable at room temperature, but is oxidized when left open at high temperatures (above 280 °C); has a chemical stability after mixing with 95% ethanol or water; can be sterilized by autoclaving or sterile filtration. Propylene glycol has hygroscopicity, and should be positioned at cool and dry place and stored in dark airtight container.
[Incompatibility] It has incompatibility with some oxidants (such as potassium permanganate).
The above information is edited by the Chemicalbook of Jin Yinxue.
[Content analysis]

A 10μl sample is injected into the gas chromatograph, which has a thermal conductivity detector. The column is 1m × 6.35mm stainless steel column. The filler is polyethylene glycol 20M (Carbowax compound 20M) 4%, and the carrier is a 40/60 mesh sieved polytetrafluoroethylene (Chromosorb T) or similar material. Helium carrier gas has a flow rate of 75ml/min. Injector temperature is 240 °C; column temperature is 120 to 200 °C, temperature increment is 5 °C/min; final temperature is 250 °C. Under specified conditions, the residence time of propylene glycol is about 5.7 minutes, the residence time of three kinds of glycol isomers are respectively 8.2, 9.0 and 10.2 minutes. The area of each peak is determined using any proper method, and then the percentage of propylene glycol area is calculated and transformed into mass percentage.
[Toxicity]

FAO/WHO (2000): ADI is 0 to 25mg/kg.
LD50 is 22 to 23.9 mg/kg (mouse, oral).
GRAS (FDA, §184.1666, 2000).
[Use limitation]

FAO/WHO (1984): Cottage cheese, the cream mixture amount of 5g/kg (used alone or in combination with other carriers and stabilizers).
Japan (1998): Raw noodles, raw stuffing and cuttlefish smoked products ≤2%; skins for dumplings, steamed dumplings, spring rolls and wonton ≤1.2%; other food ≤0.6%.
GB 2760-96: pastry 3.0g/kg, chewing gum.
FDA, §184.1666 (2000): Alcoholic beverages 5%; frosting and candy 24%; frozen dairy 2.5%; flavoring agents, flavor enhancers 97%; nuts and nut products 5%; other food 2.0%.
[Uses]

Propylene glycol is used for similar applications as other glycols.
Propylene glycol is an important raw material for unsaturated polyester, epoxy resin, and polyurethane resin. The use amount in this area accounts for about 45% of the total consumption of propylene glycol. Such unsaturated polyester is used extensively for reinforced plastics and surface coatings. Propylene glycol is excellent in viscosity and hygroscopicity and is non-toxic, and thus is widely used as hygroscopic agent, antifreeze, lubricants and solvents in the food, pharmaceutical and cosmetic industry. In the food industry, propylene glycol reacts with fatty acid to give propylene ester of fatty acids, and is mainly used as food emulsifier; Propylene glycol is a good solvent for flavorings and pigments. Propylene glycol is commonly used as solvents, softeners and excipients, etc. in the pharmaceutical industry for the manufacture of various types of ointments and salves. Propylene glycol is also used as a solvent and a softener for cosmetic since it has good mutual solubility with various spices. Propylene glycol is also used as tobacco moisturizing agents, antifungal agents, food processing equipment lubricants and solvents for food marking ink. Aqueous solution of propylene glycol is an effective anti-freeze agent.
[Synthesis method]

It can be obtained by hydrolysis of Propylene oxide:
CH3CHCH2+H2O[H+]→CH3CH(OH)CH2OH
Direct hydration
Propylene oxide and water are fed in a molar ratio of 1: 15, and react at 150-2000 °C, a pressure of 1.2-1.4 MPa for 30 minutes to obtain 16% aqueous solution of propylene glycol, which is subjected to evaporation to obtain the finished product.
Catalyzed hydrolysis
The reaction is performed under catalyzation of sulfuric acid or hydrochloric acid. 0.5% to 1.0% dilute sulfuric acid is added into 10% to 15% aqueous solution of propylene oxide, the mixture is hydrolyzed at 50 to 70 °C; the hydrolysate is neutralized and concentrated under reduced pressure, and refined to obtain the finished products.
The preparation method is a method in which propylene oxide is hydrolyzed to propylene glycol, and which can be carried out in the liquid phase. There are catalytic and non-catalytic processes in industry. Catalytic method is a method in which hydrolysis is carried out in the presence of 0.5% to 1% sulfuric acid at 50 to 70 °C. Non-catalytic process is carried out under high temperature and pressure (150 to 300℃, 980 to 2940kPa), and is used for production in domestic.
[Acute toxicity]

Oral-rat LD50: 20000 mg/kg; Oral-Mouse LD50: 32000 mg/kg
[Irritation data]

Eyes-rabbit 100 mg mild
[Extinguishing agent]

Dry powder, foam, sand, water.
Spectrum DetailBack Directory
[Spectrum Detail]

1,2-Propanediol(57-55-6) Raman
1,2-Propanediol(57-55-6) 1H NMR
1,2-Propanediol(57-55-6) MS
1,2-Propanediol(57-55-6) IR1
1,2-Propanediol(57-55-6) 13C NMR
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

1,2-Propanediol, extra pure, 99%(57-55-6)
[Alfa Aesar]

1,2-Propanediol, ACS, 99.5%(57-55-6)
[Sigma Aldrich]

57-55-6(sigmaaldrich)
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