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56-81-5

Basic Information
CAS No.: 56-81-5
Name: 1,2,3-Propanetriol
Molecular Structure:
Molecular Structure of 56-81-5 (1,2,3-Propanetriol)
Formula: C3H5(OH)3
Molecular Weight: 92.09
Synonyms: Glycerol (8CI);Propanetriol (7CI);1,2,3-Trihydroxypropane;E 422;Emery 916;Emery 917;G 101;GL 300;Glyceol Opthalgan;Glycerin;Glycerin DG;Glycerine;Glycyl alcohol;Glyrol;Glysanin;IFP;Incorporationfactor;Mackstat H 66;NSC 9230;Osmoglyn;Pricerine 9088;Pricerine 9091;Trihydroxypropane;Glycerol;
EINECS: 200-289-5
Density: 1.298 g/cm3
Melting Point: 18 °C
Boiling Point: 289.999 °C at 760 mmHg
Flash Point: 160 °C
Solubility: >500 g/L (20 °C) in water
Appearance: colorless to brown colored liquid
Hazard Symbols: HarmfulXn,FlammableF
Risk Codes: 36-20/21/22-11
Safety: 24/25-39-26
Transport Information: UN 1282 3/PG 2
PSA: 60.69000
LogP: -1.66810
Synthetic route
107-18-6

allyl alcohol

56-81-5

glycerol

Conditions
ConditionsYield
With Nafion NR50; dihydrogen peroxide at 70℃; for 20h;100%
With dihydrogen peroxide; Nafion-NR50 In water at 70℃; for 20h; Conversion of starting material;100%
With osmium(VIII) oxide; sulfuric acid; acetic acid In water at 26.4℃; for 24h; Rate constant; Thermodynamic data; Mechanism; no reaction with corresponding saturated organic compound (selectivity);absence and presence of acrylonitrile or acrylamide (no polimerization); negligible effect of added salts; variation of percent of acetic acid; activation parameters; effect of ;
100-79-8

(R,S)-2,2-dimethyl-1,3-dioxolane-4-methanol

56-81-5

glycerol

Conditions
ConditionsYield
With samarium(III) chloride In ethanol at 80℃; for 3h; sealed tube; Inert atmosphere;100%
With pyridinium p-toluenesulfonate; silica gel In water for 0.05h; microwave irradiation;97%
With silica supported polyphosphoric acid In acetonitrile at 55℃; for 0.5h;90%
67-56-1

methanol

555-44-2

glyceroltripalmitate

A

112-39-0

hexadecanoic acid methyl ester

B

56-81-5

glycerol

Conditions
ConditionsYield
With [quaternary CH3I ammonizated co(divinylbenzene-N-vinylimidazolate)polymer][SO3CF3] at 65℃; for 16h;A 99.9%
B n/a
With lithium perchlorate 1) electrolyzis; 2) reflux, 3h;A 98%
B n/a

(±)-4-((methoxymethoxy)methyl)-2,2-dimethyl-1,3-dioxolane

56-81-5

glycerol

Conditions
ConditionsYield
With boron trifluoride diethyl etherate In dichloromethane at 20℃; for 2h;99%
67-56-1

methanol

palm oil; degummed

palm oil; degummed

56-81-5

glycerol

Conditions
ConditionsYield
manganese titanate at 200℃; under 37503.8 Torr; Product distribution / selectivity;98.9%
556-52-5

oxiranyl-methanol

56-81-5

glycerol

Conditions
ConditionsYield
With water at 60℃; for 4h;98%
With water at 70℃; Rate constant; variation of pH;
With sulfuric acid; water
67-56-1

methanol

538-23-8

tricaprilin

A

111-11-5

methyl octanate

B

56-81-5

glycerol

Conditions
ConditionsYield
With C11H12N2Pol In tetrahydrofuran at 20℃; for 1h; Time; Concentration;A 98%
B n/a
With Amberlyst 15 hydrogen at 60℃;
555-43-1

glycerol tristearate

64-17-5

ethanol

A

111-61-5

stearic acid ethyl ester

B

56-81-5

glycerol

Conditions
ConditionsYield
With Mo(Oxo)/C at 90℃; under 10343.2 Torr; for 6h; Inert atmosphere;A 97%
B n/a
at 200℃; ueber die Geschwindigkeit der Umesterung und ueber den stufenweisen Verlauf;
64-17-5

ethanol

555-44-2

glyceroltripalmitate

A

628-97-7

hexadecanoic acid ethyl ester

B

56-81-5

glycerol

Conditions
ConditionsYield
With lithium perchlorate 1) electrolyzis; 2) reflux, 7h;A 96%
B n/a
71-23-8

propan-1-ol

555-44-2

glyceroltripalmitate

A

2239-78-3

propyl palmitate

B

56-81-5

glycerol

Conditions
ConditionsYield
With lithium perchlorate 1) electrolyzis; 2) reflux, 7h;A 95%
B n/a
TBDMS-glycerol

TBDMS-glycerol

56-81-5

glycerol

Conditions
ConditionsYield
With cyclohexene; trimethyleneglycol In methanol for 1.5h; Heating;95%
64-17-5

ethanol

sunflower oil

sunflower oil

A

sunflower oil fatty acids, ethyl esters

sunflower oil fatty acids, ethyl esters

B

56-81-5

glycerol

Conditions
ConditionsYield
Fe2Zn3(CN)10 at 150 - 170℃; under 7500.75 Torr; Product distribution / selectivity;A 95%
B n/a
Fe2Zn3(CN)10 at 150 - 170℃; under 7500.75 Torr; for 5h; Product distribution / selectivity; continuous stirred tank reactor;A 95%
B n/a
Ni2Zn3(CN)10 at 150 - 170℃; under 7500.75 Torr; Product distribution / selectivity;A 90%
B n/a
Co2Zn3(CN)10 at 150 - 170℃; under 7500.75 Torr; Product distribution / selectivity;A 90%
B n/a

glyceryl tri-(12R)-hydroxy-((9Z)-octadecanoate)

A

141-24-2

methyl ricinoleate

B

56-81-5

glycerol

Conditions
ConditionsYield
With potassium hydrogensulfate; silica gel In methanol at 65℃; for 5h;A 94%
B 58%
621-71-6

capric acid triglyceride

A

112-30-1

1-Decanol

B

56-81-5

glycerol

Conditions
ConditionsYield
With sodium tetrahydroborate In 1,4-dioxane; water at 70℃; for 4h;A 93%
B n/a
122-32-7

trioleoylglycerol

A

143-28-2

oleoyl alcohol

B

56-81-5

glycerol

Conditions
ConditionsYield
With sodium tetrahydroborate In 1,4-dioxane; water at 70℃; for 4h;A 93%
B n/a
60-29-7

diethyl ether

7637-07-2

boron trifluoride

556-52-5

oxiranyl-methanol

56-81-5

glycerol

Conditions
ConditionsYield
In methanol; dichloromethane91.1%
905557-69-9

2-((S)-2,2-Dimethyl-[1,3]dioxolan-4-ylmethoxy)-tetrahydro-pyran

56-81-5

glycerol

Conditions
ConditionsYield
With aniline-terephthalaldehyde resin p-toluenesulfonic acid salt In methanol at 20℃; for 8h;91%
67-56-1

methanol

sunflower oil

sunflower oil

A

sunflower oil fatty acids, methyl esters

sunflower oil fatty acids, methyl esters

B

56-81-5

glycerol

Conditions
ConditionsYield
Fe2Zn3(CN)10 at 150 - 170℃; under 7500.75 Torr; Product distribution / selectivity;A 90%
B n/a
67-56-1

methanol

112-80-1

cis-Octadecenoic acid

rapeseed oil

rapeseed oil

56-81-5

glycerol

Conditions
ConditionsYield
titanium(IV) isopropylate; tetrabutoxytitanium at 230℃; under 30003 - 34128.4 Torr; for 1.25h; Conversion of starting material;90%
67-56-1

methanol

122-32-7

trioleoylglycerol

A

112-62-9

Methyl oleate

B

56-81-5

glycerol

Conditions
ConditionsYield
With sulfonated carbonized β-cyclodextrin CD-3 at 80℃; under 15001.5 Torr; for 12h; Catalytic behavior; Pressure; Autoclave;A 90%
B n/a
vanadia at 150℃; for 24h; Product distribution / selectivity;A 88%
B 32%
With manganese titanate at 200℃; under 37503.8 Torr; for 24h; Mechanism; Reagent/catalyst; Temperature; Flow reactor;A 87%
B 49%
67-56-1

methanol

621-71-6

capric acid triglyceride

A

110-42-9

Methyl decanoate

B

56-81-5

glycerol

Conditions
ConditionsYield
bis(trimethylsilyl)sulphate In dichloromethane; 1,2-dichloro-ethane for 8.5h; Heating;A 89%
B 82%
99605-29-5

tert-butyl ((2,2-dimethyl-1,3-dioxolan-4-yl)methoxy)dimethylsilane

56-81-5

glycerol

Conditions
ConditionsYield
With boron trifluoride diethyl etherate In dichloromethane at 20℃; for 2h;87%
931-40-8

4-hydroxymethyl-1,3-dioxolan-2-one

56-81-5

glycerol

Conditions
ConditionsYield
With potassium tert-butylate; hydrogen; C16H18BrCoINO2 In dibutyl ether at 160℃; under 45004.5 Torr; for 20h; Sealed tube; Autoclave;84%
Stage #1: 4-hydroxymethyl-1,3-dioxolan-2-one With dibutylmagnesium; 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane In n-heptane; (2)H8-toluene at 65℃; for 2h;
Stage #2: With hydrogenchloride In water
82%
With water In diethylene glycol dimethyl ether at 140℃; for 5h;
56-82-6

Glyceraldehyde

A

849585-22-4

LACTIC ACID

B

57-55-6

propylene glycol

C

56-81-5

glycerol

Conditions
ConditionsYield
With hydrogen In water at 240℃; under 30003 Torr; for 1h;A 8.1%
B 76.6%
C 12.9%
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Specification

The IUPAC name of Glycerol is propane-1,2,3-triol. With the CAS registry number 56-81-5, it is also named as 1,2,3-Propanetriol. The product's categories are Biochemistry; Reagents for Electrophoresis; Matrix Materials (FABMS & liquid SIMS); Analytical Chemistry; Mass Spectrometry, and the other registry numbers are 29796-42-7; 30049-52-6; 37228-54-9; 75398-78-6; 78630-16-7; 8013-25-0. Besides, it is colorless to brown colored liquid, which should be stored in sealed, clean and dry place at 2-8 °C. And it is stable, but incompatible with perchloric acid, lead oxide, acetic anhydride, nitrobenzene, chlorine, peroxides, strong acids, strong bases. In addition, its molecular formula is C3H8O3 and molecular weight is 92.09.

Physical properties about Glycerol are: (1)ACD/LogP: -1.85; (2)ACD/LogD (pH 5.5): -1.85; (3)ACD/LogD (pH 7.4): -1.85; (4)ACD/BCF (pH 5.5): 1.00; (5)ACD/BCF (pH 7.4): 1.00; (6)ACD/KOC (pH 5.5): 2.35; (7)ACD/KOC (pH 7.4): 2.35; (8)#H bond acceptors: 3; (9)#H bond donors: 3; (10)#Freely Rotating Bonds: 5; (11)Index of Refraction: 1.49; (12)Molar Refractivity: 20.511 cm3; (13)Molar Volume: 70.95 cm3; (14)Polarizability: 8.131 10-24cm3; (15)Surface Tension: 61.9910011291504 dyne/cm; (16)Density: 1.298 g/cm3; (17)Flash Point: 160 °C; (18)Enthalpy of Vaporization: 61.422 kJ/mol; (19)Boiling Point: 289.999 °C at 760 mmHg

Preparation of Glycerol: This chemical can be prepared by saponification of fats, e.g. a byproduct of soap-making.

Preparation of Glycerin

Uses of Glycerol: This chemical is used as a humectant, solvent and sweetener, and may help preserve foods in foods and beverages. And it can be used  as emulsifiers to manufacture mono- and di-glycerides, as well as polyglycerol esters going into shortenings and margarine. Additionally, it is used as a humectant in the production of snus, in medical and pharmaceutical and personal care preparations. It is also used as a tablet holding agent in solid dosage forms like tablets. And it can be used orally to eliminate halitosis, as it is a contact bacterial desiccant. Furthermore, it has been used as a substitute for ethanol as a solvent in preparing herbal extractions. It is a common component of solvents for enzymatic reagents in the laboratory. It is also used to produce nitroglycerin, or glycerol-trinitrate.

When you are using this chemical, please be cautious about it as the following: it is highly Flammable. It is also harmful by inhalation, in contact with skin and if swallowed. And it is irritating to the eyes.In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. Moreover, you should wear eye/face protection. And please avoid contact with skin and eyes.

People can use the following data to convert to the molecule structure.
(1)Canonical SMILES: C(C(CO)O)O
(2)InChI: InChI=1S/C3H8O3/c4-1-3(6)2-5/h3-6H,1-2H2
(3)InChIKey: PEDCQBHIVMGVHV-UHFFFAOYSA-N

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
guinea pig LD50 oral 7750mg/kg (7750mg/kg)   Journal of Industrial Hygiene and Toxicology. Vol. 23, Pg. 259, 1941.
human TDLo oral 1428mg/kg (1428mg/kg) BEHAVIORAL: HEADACHE

GASTROINTESTINAL: NAUSEA OR VOMITING
"Toxicology of Drugs and Chemicals," Deichmann, W.B., New York, Academic Press, Inc., 1969Vol. -, Pg. 288, 1969.
mouse LD50 intraperitoneal 8700mg/kg (8700mg/kg) BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX) Arzneimittel-Forschung. Drug Research. Vol. 28, Pg. 1579, 1978.
mouse LD50 intravenous 4250mg/kg (4250mg/kg)   Journal of the American Pharmaceutical Association, Scientific Edition. Vol. 39, Pg. 583, 1950.
mouse LD50 oral 4090mg/kg (4090mg/kg)   Farmatsevtichnii Zhurnal Vol. (6), Pg. 56, 1977.
mouse LD50 subcutaneous 91mg/kg (91mg/kg)   Drugs in Japan Vol. 6, Pg. 215, 1982.
rabbit LD50 intravenous 53gm/kg (53000mg/kg)   Drugs in Japan Vol. 6, Pg. 215, 1982.
rabbit LD50 oral 27gm/kg (27000mg/kg)   Delaware State Medical Journal. Vol. 31, Pg. 276, 1959.
rabbit LD50 skin > 10gm/kg (10000mg/kg)   BIOFAX Industrial Bio-Test Laboratories, Inc., Data Sheets. Vol. 9-4/1970,
rat LC50 inhalation > 570mg/m3/1H (570mg/m3)   BIOFAX Industrial Bio-Test Laboratories, Inc., Data Sheets. Vol. 9-4/1970,
rat LD50 intraperitoneal 4420mg/kg (4420mg/kg) BEHAVIORAL: TOXIC PSYCHOSIS

CARDIAC: OTHER CHANGES

KIDNEY, URETER, AND BLADDER: OTHER CHANGES
Research Communications in Chemical Pathology and Pharmacology. Vol. 56, Pg. 125, 1987.
rat LD50 intravenous 5566mg/kg (5566mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 26, Pg. 1581, 1976.
rat LD50 oral 12600mg/kg (12600mg/kg) BEHAVIORAL: GENERAL ANESTHETIC

BEHAVIORAL: MUSCLE WEAKNESS

LIVER: OTHER CHANGES
Federation Proceedings, Federation of American Societies for Experimental Biology. Vol. 4, Pg. 142, 1945.
rat LD50 subcutaneous 100mg/kg (100mg/kg)   Drugs in Japan Vol. 6, Pg. 215, 1982.
rat LDLo intramuscular 10mg/kg (10mg/kg) KIDNEY, URETER, AND BLADDER: "CHANGES IN TUBULES (INCLUDING ACUTE RENAL FAILURE, ACUTE TUBULAR NECROSIS)"

KIDNEY, URETER, AND BLADDER: OTHER CHANGES IN URINE COMPOSITION
Nephron. Vol. 20, Pg. 47, 1978.