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121-79-9

Basic Information
CAS No.: 121-79-9
Name: Propyl gallate
Article Data: 41
Molecular Structure:
Molecular Structure of 121-79-9 (Propyl gallate)
Formula: C10H12O5
Molecular Weight: 212.202
Synonyms: Tenox PG;Nipagallin P;Benzoic acid,3,4,5-trihydroxy-,esters,propyl ester;n-Propyl 3,4,5-trihydroxybenzoate;3,4, 5-Trihydroxybenzoic acid, propyl ester;Benzoic acid, 3,4, 5-trihydroxy-, propyl ester;Progallin P;Propyl 3,4,5-trihydroxybenzoate;n-Propyl ester of 3,4,5-trihydroxybenzoic acid;Nipa 49;Nipanox S 1;Gallic acid, propyl ester;3,4,5-Trihydroxybenzene-1-propylcarboxylate;n-Propyl gallate;Propyl Gallate BP/EP;Propyl Gallate (Tech.);propyl gallate;propyl 3,4,5-trihydroxybenzoate;
EINECS: 204-498-2
Density: 1.363 g/cm3
Melting Point: 146-149 °C(lit.)
Boiling Point: 448.6 °C at 760 mmHg
Flash Point: 181.3 °C
Solubility: ethanol: 50 mg/mL
Appearance: white to light beige crystalline powder
Hazard Symbols: HarmfulXn
Risk Codes: 22-43
Safety: 24-37
PSA: 86.99000
LogP: 1.37020
Synthetic route
71-23-8

propan-1-ol

149-91-7

3,4,5-trihydroxybenzoic acid

121-79-9

Propyl gallate

Conditions
ConditionsYield
With brominated modified sulfonic acid resin at 100℃; for 5h;98%
With toluene-4-sulfonic acid at 107℃; under 9308.91 Torr; for 0.133333h; Temperature; Wavelength; Sealed tube; Microwave irradiation;94%
With thionyl chloride at 35 - 65℃; for 1h;91.6%
149-91-7

3,4,5-trihydroxybenzoic acid

71-36-3

butan-1-ol

121-79-9

Propyl gallate

Conditions
ConditionsYield
With sulfuric acid In propan-1-ol; 2-methyl-propan-1-ol; water75%
71-23-8

propan-1-ol

99-24-1

methyl galloate

A

121-79-9

Propyl gallate

B

149-91-7

3,4,5-trihydroxybenzoic acid

Conditions
ConditionsYield
With tannase from Lactobacillus plantarum immobilised on glyoxyl-agarose at 25℃; pH=5; aq. acetate buffer; Enzymatic reaction;A 55%
B n/a
71-23-8

propan-1-ol

3,4,5-trihydroxybenzoate

121-79-9

Propyl gallate

Conditions
ConditionsYield
With dipotassium hydrogenphosphate; tannase; phosphoric acid; water at 20 - 35℃; for 24h; Equilibrium constant; Thermodynamic data; ΔrHmo, ΔrGmo, ΔrSmo, other reagents: CH3COONa, CH3COOH; NaOH, 2-(N-morpholino)ethanesulfonic acid; various pH, other reaction time;
71-23-8

propan-1-ol

18483-17-5, 23140-70-7, 135029-93-5

1,3,6-tri-O-galloyl-β-D-glucose

A

121-79-9

Propyl gallate

B

149-91-7

3,4,5-trihydroxybenzoic acid

Conditions
ConditionsYield
With tannase from Lactobacillus plantarum immobilised on glyoxyl-agarose at 25℃; pH=5; aq. acetate buffer; Enzymatic reaction;
71-23-8

propan-1-ol

5424-20-4

tannic acid

121-79-9

Propyl gallate

Conditions
ConditionsYield
With bio-imprinted tannase immobilized on ceolite In hexane; water at 40℃; for 24h; Enzymatic reaction;
With tannase from Aspergillus oryzae In hexane; water at 40℃; Kinetics; Microbiological reaction; Enzymatic reaction;
Stage #1: tannic acid With Aspergillus oryzae tannase at 20℃; for 0.0833333h; pH=6.0;
Stage #2: propan-1-ol With D-Mannose; magnesium sulfate In hexane at 40℃; for 24h; Catalytic behavior; Reagent/catalyst; Enzymatic reaction;
With immobilized tannase In hexane; water at 40℃; for 24h; Solvent;
71-23-8

propan-1-ol

tannic acid

tannic acid

121-79-9

Propyl gallate

Conditions
ConditionsYield
With Aspergillus fumigatus CAS-21 tannase In aq. buffer at 30℃; pH=6; Enzymatic reaction;
121-79-9

Propyl gallate

74-88-4

methyl iodide

6178-45-6

3,4,5-trimethoxybenzoic acid propyl ester

Conditions
ConditionsYield
With potassium carbonate In acetone for 48h; Williamson ether synthesis; Reflux;100%
121-79-9

Propyl gallate

100-44-7

benzyl chloride

propyl 3,4,5-tris(benzyloxy)benzoate

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 75℃; for 5h;99%
With potassium carbonate In N,N-dimethyl-formamide for 4h; Reflux;73%
121-79-9

Propyl gallate

200112-75-0

3-(perfluorooctyl)propyl iodide

propyl 3,4,5-tris(1H,1H,2H,2H,3H,3H-perfluoroundecan-1-yloxy)benzoate

Conditions
ConditionsYield
With potassium carbonate In acetone Inert atmosphere; Reflux;98%
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    Product Name: Propyl gallate CAS: 121-79-9 MF: C10H12O5 MW: 212.2 EINECS: 204-498-2 Mol File: 121-79-9.mol Propyl gallate Structure Propyl gallate Chemical Properties Melting point 146-149 °C(lit.) Boiling point 312.03

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Chemistry

Molecular Structure of Propyl gallate (CAS NO.121-79-9):

IUPAC Name: propyl 3,4,5-trihydroxybenzoate
Molecular Formula: C10H12O5
Formula Weight: 212.2
H bond acceptors: 5
H bond donors: 3
Freely Rotating Bonds: 7
Polar Surface Area: 53.99Å2
Index of Refraction: 1.595
Molar Refractivity: 52.93 cm3
Molar Volume: 155.6 cm3
Surface Tension: 62 dyne/cm
Density: 1.363 g/cm3
Flash Point: 181.3 °C
Enthalpy of Vaporization: 73.43 kJ/mol
Boiling Point: 448.6 °C at 760 mmHg
Vapour Pressure: 1.16E-08 mmHg at 25°C
Melting point: 146-149 °C(lit.)
Storage temp: 0-6°C
Solubility: ethanol: 50 mg/mL
Form: powder
Water Solubility: 0.35 g/100 mL (25 oC)
InChI
InChI=1/C10H12O5/c1-2-3-15-10(14)6-4-7(11)9(13)8(12)5-6/h4-5,11-13H,2-3H2,1H3
Smiles
c1(cc(c(O)c(c1)O)O)C(OCCC)=O

Toxicity Data With Reference

1.    

mmo-sat 200 µg/plate

    SYSWAE    Shiyan Shengwa Xuebao. Journal of Experimental Biology. (Guozi Shudian, China Publications Center, P.O. Box 399, Peking, Peoples Republic of China) V.1- 1953- 12 (1979),41.
2.    

cyt-ham:fbr 40 mg/L

    ESKHA5    Eisei Shikenjo Hokoku. Bulletin of the National Hygiene Sciences. 96 (1978),55.
3.    

orl-rat LD50:2100 mg/kg

    NTIS**    National Technical Information Service. (Springfield, VA 22161) (Formerly U.S. Clearinghouse for Scientific and Technical Information) PB245-441 .
4.    

ipr-rat LD50:380 mg/kg

    FOTEAO    Food Technology. 2 (1948),308.
5.    

orl-mus LD50:1700 mg/kg

    JAOCA7    Journal of the American Oil Chemists Society. 54 (1977),239.
6.    

orl-cat LD50:400 mg/kg

    14CYAT    Industrial Hygiene and Toxicology. 2 (1963),1897.

Consensus Reports

NTP Carcinogenesis Bioassay (feed); No Evidence: mouse, rat NTPTR*    National Toxicology Program Technical Report Series. (Research Triangle Park, NC 27709) No. NTP-TR-240 ,1982. . Reported in EPA TSCA Inventory.

Safety Profile

Hazard Codes: HarmfulXn
Risk Statements: 22-43-36/37/38 (Harmful if swallowed; May cause sensitization by skin contact; Irritating to the eyes; Irritating to the respiratory system; Irritating to the skin)
Safety Statements: 24-37-36-26 (Avoid contact with skin; Wear suitable gloves; Wear suitable protective clothing; In case of contact with eyes, rinse immediately with plenty of water and seek medical advice)
WGK Germany: 2
RTECS: LW8400000
HS Code: 29182950
Poison by ingestion and intraperitoneal routes. Experimental teratogenic and reproductive effects. Questionable carcinogen with experimental tumorigenic data. Mutation data reported. Combustible when exposed to heat or flame; can react with oxidizing materials. When heated to decomposition it emits acrid smoke and irritating fumes.

Specification

  Propyl gallate , with CAS number of 121-79-9, can be called 3,4,5-Trihydroxybenzene-1-propylcarboxylate ; Propyl Gallate BP/EP ; propyl gallate;propyl 3,4,5-trihydroxybenzoate ; n-Propyl ester of 3,4,5-trihydroxybenzoic acid ; Benzoic acid, 3,4, 5-trihydroxy-, propyl ester ; 3,4, 5-Trihydroxybenzoic acid, propyl ester . It is a white to light beige crystalline powder. Propyl gallate (CAS NO.121-79-9) is used as a triplet quencher in fluorescence microscopy. It is used as food and feed additives, and in foods, cosmetics, hair products, adhesives, and lubricants. n-PROPYL GALLATE is used to protect oils and fats in products from oxidation.