Octyl gallate supplier | CasNO.1034-01-1

Name
Octyl gallate
EINECS 213-853-0
CAS No. 1034-01-1
Article Data24
CAS DataBase
Density 1.185 g/cm³
Solubility 20mg/L(29.99 oC)
Melting Point 101-104 °C(lit.)
Formula C₁₅H₂₂O₅
Boiling Point 482.9 °C at 760 mmHg
Molecular Weight 282.337
Flash Point 177.1 °C
Transport Information
Appearance white granular
Safety 24-37
Risk Codes 22-43
Molecular Structure
Hazard Symbols Xn
Synonyms Gallicacid, octyl ester (6CI,8CI);E 311;NSC 97419;Octyl 3,4,5-trihydroxybenzoate;Progallin O;Stabilizer GA 8;n-Octyl gallate;octyl 3,4,5-trihydroxybenzoate;benzoic acid, 3,4,5-trihydroxy-, octyl ester;
PSA 86.99000
LogP 3.32070

Synthetic route

: 111-87-5
octanol

: 149-91-7
3,4,5-trihydroxybenzoic acid

: 1034-01-1
Octyl gallate

Conditions

Conditions	Yield
With sulfuric acid at 100℃; for 0.833333h; Microwave irradiation;	96%
With dicyclohexyl-carbodiimide In tetrahydrofuran for 20h;	89%
With dicyclohexyl-carbodiimide In tetrahydrofuran for 20h;	89%

: 111-87-5
octanol

: 831-61-8
Ethyl gallate

: 1034-01-1
Octyl gallate

Conditions

Conditions	Yield
With tris(pentafluorophenyl)borate In toluene Reflux;	94.1%

: 111-87-5
octanol

: 99-24-1
methyl galloate

: 1034-01-1
Octyl gallate

Conditions

Conditions	Yield
With tris(pentafluorophenyl)borate In toluene Solvent; Reflux;	93.9%

: 111-87-5
octanol

: 1138-60-9
isopropyl 3,4,5-trihydroxybenzoate

: 1034-01-1
Octyl gallate

Conditions

Conditions	Yield
With tris(pentafluorophenyl)borate In chlorobenzene Reflux;	91.9%

: 111-87-5
octanol

: 1083-41-6
n-butyl gallate

: 1034-01-1
Octyl gallate

Conditions

Conditions	Yield
With tris(pentafluorophenyl)borate In 5,5-dimethyl-1,3-cyclohexadiene Reflux;	90.1%

: 111-87-5
octanol

: 121-79-9
Propyl gallate

: 1034-01-1
Octyl gallate

Conditions

Conditions	Yield
With tris(pentafluorophenyl)borate In 5,5-dimethyl-1,3-cyclohexadiene Reflux;	89.9%

: 111-87-5
octanol

: 35388-10-4
3,4,5-trihydroxybenzoyl chloride

: 1034-01-1
Octyl gallate

3.4.5-tribenzyloxy-benzoic acid octyl ester: 3.4.5-tribenzyloxy-benzoic acid octyl ester

: 1034-01-1
Octyl gallate

Conditions

Conditions	Yield
With palladium on activated charcoal; ethanol Hydrogenation;

: 111-87-5
octanol

: 1034-01-1
Octyl gallate

Conditions

Conditions	Yield
With sulfuric acid

: 149-91-7
3,4,5-trihydroxybenzoic acid

: 1034-01-1
Octyl gallate

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: thionyl chloride / 1 h / 35 - 65 °C 2: tris(pentafluorophenyl)borate / 5,5-dimethyl-1,3-cyclohexadiene / Reflux View Scheme
Multi-step reaction with 2 steps 1: thionyl chloride / 1 h / 35 - 65 °C 2: tris(pentafluorophenyl)borate / chlorobenzene / Reflux View Scheme
Multi-step reaction with 2 steps 1: thionyl chloride / 1 h / 35 - 65 °C 2: tris(pentafluorophenyl)borate / toluene / Reflux View Scheme
Multi-step reaction with 2 steps 1: thionyl chloride / 1 h / 35 °C / Reflux; Large scale 2: tris(pentafluorophenyl)borate / toluene / Reflux View Scheme

: 1034-01-1
Octyl gallate

: 594-31-0, 34716-91-1, 20265-29-6
triphenylantimony dichloride

: C33H35O5Sb

Conditions

Conditions	Yield
In tetrahydrofuran	73%

: 1034-01-1
Octyl gallate

: 108-24-7
acetic anhydride

: octyl-3-acetoxy-4,5-dihydroxybenzoate

Conditions

Conditions	Yield
With pyridine at 100℃; for 168h;	56%

: 934-00-9
3-methocycatechol

: 1034-01-1
Octyl gallate

: 1416324-80-5
octyl 3,4,6-trihydroxy-2-methoxy-5-oxo-5H-benzo[7]annulene-8-carboxylate

Conditions

Conditions	Yield
With dihydrogen peroxide; horseradish peroxidase In aq. phosphate buffer; acetone pH=5;	52.7%

: 131543-46-9
Glyoxal

: 1034-01-1
Octyl gallate

: C17H24O7

Conditions

Conditions	Yield
In aq. phosphate buffer at 80℃; for 2h; pH=7;	8.4%

: 60-35-5
acetamide

: 1034-01-1
Octyl gallate

: 298-12-4
Glyoxilic acid

: 68802-30-2
2-(Acetylamino-carboxy-methyl)-3,4,5-trihydroxy-benzoic acid octyl ester

Conditions

Conditions	Yield
(i) AcOH, (ii) HCl, /BRN= 2132305/; Multistep reaction;

...Expand

: 1034-01-1
Octyl gallate

: 1329454-54-7
octyl 3-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside)-4,5-O-isopropylidene-benzoate

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: camphor-10-sulfonic acid / chloroform / 16 h / 60 °C 2: boron trifluoride diethyl etherate / dichloromethane View Scheme

: 1034-01-1
Octyl gallate

: 1329454-89-8
octyl 3-O-(methyl-2,3,4-tri-O-acetyl-β-D-glucopyranosyluronate)-4,5-O-isopropylidene-benzoate

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: camphor-10-sulfonic acid / chloroform / 16 h / 60 °C 2: boron trifluoride diethyl etherate / dichloromethane View Scheme

: 1034-01-1
Octyl gallate

: 1329454-65-0
octyl 3-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside)-4,5-dihydroxybenzoate

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: camphor-10-sulfonic acid / chloroform / 16 h / 60 °C 2: boron trifluoride diethyl etherate / dichloromethane 3: trifluoroacetic acid / 24 h / 20 °C View Scheme

: 1034-01-1
Octyl gallate

: 1329454-93-4
octyl 3-O-(methyl-2,3,4-tri-O-acetyl-β-D-glucopyranosyluronate)-4,5-dihydroxybenzoate

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: camphor-10-sulfonic acid / chloroform / 16 h / 60 °C 2: boron trifluoride diethyl etherate / dichloromethane 3: trifluoroacetic acid / 24 h / 20 °C View Scheme

: 1034-01-1
Octyl gallate

: 1329454-76-3
octyl 3-O-(β-D-glucopyranosyl)-4,5-dihydroxybenzoate

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1.1: camphor-10-sulfonic acid / chloroform / 16 h / 60 °C 2.1: boron trifluoride diethyl etherate / dichloromethane 3.1: trifluoroacetic acid / 24 h / 20 °C 4.1: methanol; sodium carbonate / 1 h 4.2: pH 7 View Scheme

: 1034-01-1
Octyl gallate

: 1329454-99-0
octyl 3-O-(β-D-glucopyranosyluronate)-4,5-dihydroxybenzoate

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1.1: camphor-10-sulfonic acid / chloroform / 16 h / 60 °C 2.1: boron trifluoride diethyl etherate / dichloromethane 3.1: trifluoroacetic acid / 24 h / 20 °C 4.1: methanol; sodium carbonate / 1 h 4.2: pH 7 View Scheme

: 1034-01-1
Octyl gallate

: 77-76-9
2,2-dimethoxy-propane

: 1329454-42-3
C18H26O5

Conditions

Conditions	Yield
With camphor-10-sulfonic acid In chloroform at 60℃; for 16h;

: 1034-01-1
Octyl gallate

: 120-80-9
benzene-1,2-diol

: 1283016-29-4
C20H24O6

Conditions

Conditions	Yield
In ethyl acetate at 20℃; pH=5; phthalate buffer;
With laccase from Trametes versicolor In ethyl acetate at 20℃; for 48h; pH=5;	1.26 g

: 1034-01-1
Octyl gallate

: C19H26O9

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: aq. phosphate buffer / 2 h / 80 °C / pH 7 2: aq. phosphate buffer / 2 h / 100 °C / pH 7 View Scheme

Octyl gallate Consensus Reports

Reported in EPA TSCA Inventory.

Octyl gallate Specification

The Octyl gallate, with the CAS registry number 1034-01-1 and EINECS registry number 213-853-0, has the systematic name of octyl 3,4,5-trihydroxybenzoate. It is the ester of octanol and gallic acid, and the molecular formula is C₁₅H₂₂O₅. It belongs to the product category of Aromatic Esters, and should be stored at 0-6°C.

The physical properties of Octyl gallate are as following: (1)ACD/LogP: 5.26; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): 5.25; (4)ACD/LogD (pH 7.4): 5.12; (5)ACD/BCF (pH 5.5): 5790.56; (6)ACD/BCF (pH 7.4): 4224.56; (7)ACD/KOC (pH 5.5): 17153.89; (8)ACD/KOC (pH 7.4): 12514.79; (9)#H bond acceptors: 5; (10)#H bond donors: 3; (11)#Freely Rotating Bonds: 12; (12)Polar Surface Area: 53.99 Å²; (13)Index of Refraction: 1.552; (14)Molar Refractivity: 76.1 cm³; (15)Molar Volume: 238.1 cm³; (16)Polarizability: 30.16×10^-24cm³; (17)Surface Tension: 50.7 dyne/cm; (18)Density: 1.185 g/cm³; (19)Flash Point: 177.1 °C; (20)Enthalpy of Vaporization: 77.63 kJ/mol; (21)Boiling Point: 482.9 °C at 760 mmHg; (22)Vapour Pressure: 6E-10 mmHg at 25°C.

Preparation and uses of Octyl gallate: It can be synthesized by the esterification of octanol and ellagic acid. And it is usually used as food additive, antioxidant and preservative.

You should be cautious while dealing with this chemical. It is harmful if swallowed, and may cause sensitization by skin contact. Therefore, you had better take the following instructions: Avoid contact with skin, and wear suitable gloves.

You can still convert the following datas into molecular structure:
(1)SMILES: O=C(OCCCCCCCC)c1cc(O)c(O)c(O)c1
(2)InChI: InChI=1/C15H22O5/c1-2-3-4-5-6-7-8-20-15(19)11-9-12(16)14(18)13(17)10-11/h9-10,16-18H,2-8H2,1H3
(3)InChIKey: NRPKURNSADTHLJ-UHFFFAOYAL

The toxicity data is as follows:

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
pig	LD50	oral	> 6gm/kg (6000mg/kg)	KIDNEY, URETER, AND BLADDER: "CHANGES IN TUBULES (INCLUDING ACUTE RENAL FAILURE, ACUTE TUBULAR NECROSIS)" KIDNEY, URETER, AND BLADDER: OTHER CHANGES	Voeding. Vol. 16, Pg. 683, 1955.
rat	LD50	intraperitoneal	60mg/kg (60mg/kg)		FAO Nutrition Meetings Report Series. Vol. 38A, Pg. 22, 1965.
rat	LD50	oral	1960mg/kg (1960mg/kg)		FAO Nutrition Meetings Report Series. Vol. 53A, Pg. 183, 1974.

Product Name

Octyl gallate

Synthetic route

Octyl gallate Consensus Reports

Octyl gallate Specification

Related Products

Hot Products