3,5-Dihydroxybenzoic Acid

English synonyms

3,5-dihydroxy-benzoicaci;5-carboxyresorcinol;Benzoicacid,3,5-dihydroxy-;
DOHBA;A-RESORCYLIC ACID;3,5-DIHYDROXYBENZOIC ACID;ALPHA-RESERCYLIC ACID;
ALPHA-RESORCYLIC ACID

CAS number

36438

Molecular formula

C7H604

Molecular weight

154.12

EINECS number

202-730-7

Melting point

236-238℃(dec.)(lit.)

Boiling point

237.46℃(rough estimate)

Bulk density

700kg/m3

Density

1.3725(rough estimate)

Refractive index

1.6400(estimate)

Flash point

200℃

Storage conditions

Store below+30℃

Solubility

Soluble in 50 mg/mL, 95% ethanol.

Form

Powder

Acidity coefficient (pKa)

4.04 (at 25℃)

Color

Off-white to beige

PH value

2.3(10g/l,H20,25℃)

Water solubility

84 g/L(20℃)

BRN

2207864

LogP

0.86

CAS database

99-10-5(CAS DataBase Reference)

EPA chemical information

Benzoic acid,3,5-dihydroxy-(99-10-5)

Biological Activity

3,5-Dihydroxybenzoic acid (α-resorcylic acid) is the primary metabolite of alkylresinols. Alkylresinols can be hydrolyzed by liver enzymes in phase I metabolism.

Target

Human      Endogenous      Metabolite

Chemical properties

White or light pink needle-shaped crystals. Melting point 232-233℃. Soluble in ethanol, ether, acetone and hot water.
Reacts with fuming sulfuric acid or hot concentrated sulfuric acid to form purple-red compounds. Reacts with ferric chloride to produce wine color.

Uses

Used as organic synthesis intermediates, used in pharmaceuticals, synthetic resins, etc.

Uses

Used in organic synthesis

Production method

Originated from benzoic acid by sulfonation, alkali fusion and acidification. Benzoic acid is sulfonated with fuming sulfuric acid
at 240-250°℃ for 5h to generate 3,5-disulfonic benzoic acid, which is then alkali fused with sodium hydroxide at 300℃. The resulting
reaction product is neutralized with sulfuric acid to weak alkalinity, filtered and concentrated, then acidified to weak acidity,
and extracted with ether. The crude product obtained by recovering ether from the extract is recrystallized with water to obtain the finished product.

Boiling point

237.46℃(rough estimate)

Bulk density

700kg/m3

Density

1.3725(rough estimate)

Refractive index

1.6400(estimate)

Flash point

200℃

Storage conditions

Store below+30℃.

Solubility

Soluble in 50 mg/mL, 95% ethanol.

Form

Powder

Acidity coefficient (pKa)

4.04 (at 25℃)

Color

Off-white to beige

PH value

2.3(10g/l,H20,25℃)

Water solubility

84 g/L(20℃)

BRN

2207864

LogP

0.86

CAS database

99-10-5(CAS DataBase Reference)

EPA chemical information

Benzoic acid,3,5-dihydroxy-(99-10-5)

Hazardous Materials Symbol

Xi

Hazard Category Code

36/37/38

Safety Instructions

26-36-37/39

WGK Germany

1

RTECS Number

VH3708000

Autoignition Temperature

>500℃ DIN 51794

Hazard Note

Irritant

TSCA

Yes

Customs Code

29182990

Toxicity

LD50 orally in Rabbit:4160 mg/kg