Methyl 3-hydroxybenzoate Chemical Properties

Melting point:

70-72 °C (lit.)

Boiling point:

280-281 °C/709 mmHg (lit.)

Density 

1.1528

refractive index 

1.4447 (estimate)

Flash point:

280-281°C/708mm

storage temp. 

Inert atmosphere,Room Temperature

solubility 

Soluble in chloroform, dimetyl Sulfoxide,ethanol and methanol.

pka

9.15±0.10(Predicted)

form 

Crystals

color 

Beige

BRN 

2208129

InChI

InChI=1S/C8H8O3/c1-11-8(10)6-3-2-4-7(9)5-6/h2-5,9H,1H3

InChIKey

YKUCHDXIBAQWSF-UHFFFAOYSA-N

SMILES

C(OC)(=O)C1=CC=CC(O)=C1

LogP

1.890

CAS DataBase Reference

19438-10-9(CAS DataBase Reference)

NIST Chemistry Reference

3-HO-C6H4-COOCH3(19438-10-9)

Safety Information

Hazard Codes 

Xn,Xi

Risk Statements 

22-36/37/38

Safety Statements 

26-37/39

WGK Germany 

3

HazardClass 

IRRITANT

HS Code 

29163100

Storage Class

11 - Combustible Solids

Hazard Classifications

Acute Tox. 4 Oral
Eye Irrit. 2
Skin Irrit. 2
STOT SE 3

MSDS

• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

Methyl 3-hydroxybenzoate Usage And Synthesis

Uses

Methyl 3-Hydroxybenzoate can be used to increase the stability of agents to treat keratin material.

Chemical Properties

White Solid

Uses

Methyl 3-hydroxybenzoate is used in the preparation of 3-hydroxybenzene-1,2-dicarbaldehyde and O-methyl O-[3-methyl-4-(methylthio)phenyl]O-(3-methylcarboxyphenyl) phosphorothioate.

Uses

Methyl 3-hydroxybenzoate has been used in synthesis of:

• 3-hydroxybenzene-1,2-dicarbaldehyde
• O-methyl O-[3-methyl-4-(methylthio)phenyl]O-(3-methylcarboxyphenyl) phosphorothioate

Definition

ChEBI: Methyl 3-hydroxybenzoate is a benzoate ester resulting from the formal condensation of the carboxy group of 3-hydroxybenzoic acid with methanol. It has a role as an antibacterial agent. It is a benzoate ester, a member of phenols and a methyl ester. It is functionally related to a 3-hydroxybenzoic acid.

Synthesis Reference(s)

Synthetic Communications, 16, p. 331, 1986 DOI: 10.1080/00397918608076314

Synthesis

In the three-port bottle add 3-hydroxybenzoic acid, methanol and hydroxybenzenesulfonic acid, 3-hydroxybenzoic acid and methanol molar ratio of 1:4, the amount of hydroxybenzenesulfonic acid added to the total mass of the reactants of 8.6%, the three-port bottle left mouth plug wear mouth plugs, the right side of the mouth mounted probe tube (inside the temperature probe), the middle mouth of the air condensate tube through the top of the furnace mouth connected to the outside, respectively, mounted on the water separator, water condensate tube, mixing evenly, and then into the electromagnetic stirrer, placed in the microwave oven, start stirring, stirring speed of 300r/min, start the reaction, the reaction process in a timely manner to release the water distributor within the water, in which the microwave oven microwave radiation power of 150W, the microwave radiation temperature of 85 ?? C, the microwave radiation time of 40min; mixed evenly, and then into the electromagnetic stirrer, placed in the microwave oven, start stirring, and then into the microwave oven, the microwave oven, the microwave oven, the reaction process in a timely manner, the microwave oven, the microwave oven, the microwave oven. Start the reaction, the reaction process in time to release the water separator water;

Reaction 1h after the closure of the power supply, the reaction of the liquid into a clean three-mouth bottle and steam distillation of excess methanol, distillation residue is dumped into a clean beaker, cooled precipitation, washed with 10% sodium carbonate solution to pH 7.0-8.0, pumping, rinsing the filter cake with distilled water, drying, refining to obtain white The solid product is methyl 3-hydroxybenzoate. The yield of methyl 3-hydroxybenzoate was determined to be 84.1%.

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