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Methyl syringate

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Name

Methyl syringate

EINECS 429-050-5
CAS No. 884-35-5 Density 1.221 g/cm3
PSA 64.99000 LogP 1.19600
Solubility Soluble in alcohol, ether, slightly soluble in water Melting Point 103-107 °C
Formula C10H12O5 Boiling Point 339.9 °C at 760 mmHg
Molecular Weight 212.202 Flash Point 132.4 °C
Transport Information N/A Appearance beige powder
Safety 37/39-26 Risk Codes 36/37/38
Molecular Structure Molecular Structure of 884-35-5 (Methyl syringate) Hazard Symbols IrritantXi
Synonyms

DeniLite II Assist;Methyl 3,5-dimethoxy-4-hydroxybenzoate;Methyl4-hydroxy-3,5-dimethoxybenzoate;NSC 16946;NSC 611398;Novoprime F 258;Syringicacid, methyl ester (6CI);4-Hydroxy-3,5-dimethoxybenzoic acid methyl ester;

Article Data 33

Methyl syringate Synthetic route

67-56-1

methanol

530-57-4

3,5-dimethoxy-4-hydroxybenzoic acid

884-35-5

methyl syringate

Conditions
ConditionsYield
With sulfuric acid for 6h; Reflux;100%
With sulfuric acid for 3h; Reflux;96%
With thionyl chloride at 50℃; for 18h;96%
1916-07-0

3,4,5-trimethoxybenzoic acid methyl ester

884-35-5

methyl syringate

Conditions
ConditionsYield
With iodine; magnesium In diethyl ether; dichloromethane at 80℃; for 1h;100%
Stage #1: 3,4,5-trimethoxybenzoic acid methyl ester With aluminum (III) chloride In dichloromethane at 20℃;
Stage #2: With hydrogenchloride; water In dichloromethane; chloroform
98%
Stage #1: 3,4,5-trimethoxybenzoic acid methyl ester With aluminum (III) chloride In dichloromethane at 20℃;
Stage #2: With hydrogenchloride In chloroform
98%
67-56-1

methanol

61040-81-1

4-methyl-3,5-dimethoxybenzoic acid

884-35-5

methyl syringate

Conditions
ConditionsYield
With thionyl chloride at 0℃; Reflux;95%
27065-65-2

methyl 4-benzyloxy-3,5-dimethoxybenzoate

884-35-5

methyl syringate

Conditions
ConditionsYield
With sodium tetrahydroborate; nickel(II) chloride hexahydrate In methanol at 0℃;90%
With palladium on activated charcoal; ethanol Hydrogenation;
With hydrogen; palladium on activated charcoal
1147-85-9

methyl 4-(allyloxy)-3,5-dimethoxybenzoate

884-35-5

methyl syringate

Conditions
ConditionsYield
With sodium tetrahydroborate; tetrakis(triphenylphosphine) palladium(0) In tetrahydrofuran for 2h; Ambient temperature;90%
With sodium tetrahydroborate; nickel(II) chloride hexahydrate In methanol at 0℃;88%

methyl 3,5-dimethoxy-4-methoxymethoxybenzoate

A

530-57-4

3,5-dimethoxy-4-hydroxybenzoic acid

B

884-35-5

methyl syringate

Conditions
ConditionsYield
With ethylene glycol at 120℃; for 1h;A 10%
B 78%
86450-76-2

6-O-syringyl-8-O-acetyl shanzhiside methyl ester

A

884-35-5

methyl syringate

B

64421-28-9

shanzhiside methyl ester

Conditions
ConditionsYield
With sodium hydroxide 1.) methanol, room temperature, 4 d; Multistep reaction;
67-56-1

methanol

86450-76-2

6-O-syringyl-8-O-acetyl shanzhiside methyl ester

884-35-5

methyl syringate

Conditions
ConditionsYield
With sodium hydroxide for 96h; Ambient temperature;
130774-07-1

Methyl syringate 4-O-α-L-rhamnopyranoside

884-35-5

methyl syringate

Conditions
ConditionsYield
With hydrogenchloride In 1,4-dioxane; water for 1h; Heating;15 mg
86450-76-2

6-O-syringyl-8-O-acetyl shanzhiside methyl ester

A

884-35-5

methyl syringate

B

29836-27-9

shanzhiside

Conditions
ConditionsYield
With sodium hydroxide In methanol Ambient temperature;

Methyl syringate Chemical Properties

IUPAC Name: Methyl 4-hydroxy-3,5-dimethoxybenzoate
Synonyms of Benzoic acid,4-hydroxy-3,5-dimethoxy-, methyl ester (CAS NO.884-35-5): AI3-364 ; Methyl 3,5-dimethoxy-4-hydroxybenzoate ; Methyl-4-hydroxy-3,5-dimethoxybenzoate ; 3,5-Dimethoxy-4-hydroxybenzoic acid methyl ester ; Rarechem al bf 0102;methyl syringoate ; Syringic acid monomethyl ester ; 4-Hydroxy-3,5-Dimethoxybenzoic Acid Methyl Ester
CAS NO: 884-35-5
Molecular Formula: C10H12O5
Molecular Weight: 212.1993
Molecular Structure:

Melting Point: 103-107 °C
Product Categories: Aromatic Esters ; Acids & Esters ; Anisoles, Alkyloxy Compounds & Phenylacetates ; Phenols ; Pharmaceutical Intermediate 
H bond acceptors: 5
H bond donors: 1
Freely Rotating Bonds: 5
Polar Surface Area: 53.99 Å2
Index of Refraction: 1.525
Molar Refractivity: 53.26 cm3
Molar Volume: 173.7 cm3
Surface Tension: 41.2 dyne/cm
Density of Benzoic acid,4-hydroxy-3,5-dimethoxy-, methyl ester (CAS NO.884-35-5): 1.221 g/cm3
Flash Point: 132.4 °C
Enthalpy of Vaporization: 60.65 kJ/mol
Boiling Point: 339.9 °C at 760 mmHg
Vapour Pressure: 4.54E-05 mmHg at 25°C

Methyl syringate Safety Profile

Hazard Codes of Benzoic acid,4-hydroxy-3,5-dimethoxy-, methyl ester (CAS NO.884-35-5): IrritantXi
Risk Statements: 36/37/38 
R36/37/38: Irritating to eyes, respiratory system and skin.
Safety Statements: 37/39-26 
S37/39: Wear suitable gloves and eye/face protection. 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.

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