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108-73-6

Basic Information
CAS No.: 108-73-6
Name: Phloroglucinol
Article Data: 203
Molecular Structure:
Molecular Structure of 108-73-6 (Phloroglucinol)
Formula: C6H6O3
Molecular Weight: 126.112
Synonyms: 5-Oxyresorcinolphloroglucin;1,3,5-Trihydroxycyclohexatriene;Benzene, trihydroxy;s-Trihydroxybenzene;4-06-00-07361 (Beilstein Handbook Reference);Spasfon-Lyoc;See also 1,3,5-Benzenetriol;Benzene-s-triol;Benzene-1,3,5-triol;sym-Trihydroxybenzene;1,3, 5-Trihydroxybenzene;1,3,5-benzenetriol;Dilospan S;1,3,5-Trihydroxybenzene;1,3,5-THB;Floroglucin [Czech];1.3.5-Trihydroxybenzene;5-Oxyresorcinol;Floroglucinol [Czech];5-Hydroxyresorcinol;5-Benzenetriol;Benzene, 1,3,5-trihydroxy-;1,3,5-Triol;3,5-Dihydroxyphenol;1,3,5-Trihydroxybenzene anhydrate;Phloroglucinol Anhydrous;m-Trihydroxybenzene;Phloroglucinol Dihydrate;1,3,5-trihydroxy benzene;
EINECS: 203-611-2
Density: 1.488 g/cm3
Melting Point: 215-220 °C
Boiling Point: 331.1 °C at 760 mmHg
Flash Point: 174.9 °C
Solubility: 11.17g/L(room temperature)
Appearance: white to light yellow crystal
Hazard Symbols: FlammableF,IrritantXi
Risk Codes: 11-36/37/38-34
Safety: 7-16-24/25-45-36/37/39-26
Transport Information: UN 1170 3/PG 2
PSA: 60.69000
LogP: 0.80340
Synthetic route
10586-12-6

phloroglucinol tris(trimethylsilyl) ether

108-73-6

3,5-dihydroxyphenol

Conditions
ConditionsYield
With methanol; 1,3-disulfonic acid imidazolium hydrogen sulfate at 20℃; for 0.116667h; Green chemistry;98%
With methanol at 20℃; for 0.333333h;87%
480-66-0

2,4,6-trihydroxyacetophenone

108-73-6

3,5-dihydroxyphenol

Conditions
ConditionsYield
With tin(IV) chloride In 1,2-dichloro-ethane Heating;95%
591-35-5

3,5-dichlorophenol

108-73-6

3,5-dihydroxyphenol

Conditions
ConditionsYield
With aluminum (III) chloride; palladium 10% on activated carbon; potassium hydroxide In toluene at 120℃; for 8h; Temperature; Reagent/catalyst; Inert atmosphere;87.4%
2999-40-8

1,3,5-triacetoxybenzene

108-73-6

3,5-dihydroxyphenol

Conditions
ConditionsYield
With amberlyst-15 In methanol at 20℃; for 4h;87%
621-23-8

1,2,3-trimethoxybenzene

108-73-6

3,5-dihydroxyphenol

Conditions
ConditionsYield
With sulfuric acid at 65℃; for 2h; Temperature; Large scale;87%
With aluminum (III) chloride In chlorobenzene for 8h; Solvent; Reflux;80%
Stage #1: 1,2,3-trimethoxybenzene With aluminum (III) chloride In chlorobenzene at 90℃; for 2h;
Stage #2: With sulfuric acid In water at 0 - 5℃; for 0.5h; Reagent/catalyst; Temperature;
74.7%
500-99-2

3,5-dimethoxyphenol

108-73-6

3,5-dihydroxyphenol

Conditions
ConditionsYield
With hexamethyldisilathiane; sodium methylate In various solvent(s) at 185℃; for 24h;83%
2161-86-6

2,4-diacetylphloroglucinol

108-46-3

recorcinol

A

89-84-9

2',4'-dihydroxy-4-acetophenone

B

108-73-6

3,5-dihydroxyphenol

Conditions
ConditionsYield
With cell-free E. coli extract containing the recombinant acyltransferase from Pseudomonas protegens In aq. phosphate buffer; dimethyl sulfoxide at 35℃; for 0.5h; pH=7.5; Catalytic behavior; Solvent; pH-value; Temperature; Enzymatic reaction;A 65%
B n/a
626-43-7

3,5-Dichloroaniline

108-73-6

3,5-dihydroxyphenol

Conditions
ConditionsYield
Stage #1: 3,5-Dichloroaniline With ammonia; copper(l) iodide In water at 180℃; under 30003 Torr; for 24h;
Stage #2: With hydrogenchloride; water at 0 - 120℃; for 20h; pH=1; Product distribution / selectivity;
60%
Stage #1: 3,5-Dichloroaniline With ammonia; copper(l) chloride In water at 190℃; under 27752.8 Torr; for 24h;
Stage #2: With sulfuric acid; water at 110℃; for 20h; Product distribution / selectivity;
Stage #1: 3,5-Dichloroaniline With ammonia; copper(l) iodide In water at 190℃; under 30003 Torr; for 24h;
Stage #2: With hydrogenchloride; water at 110℃; for 20h; Product distribution / selectivity;
2174-64-3

5-methoxyresorcinol

108-73-6

3,5-dihydroxyphenol

Conditions
ConditionsYield
With hydrogenchloride In water for 36h;56%
With hydrogenchloride
108-70-3

1,3,5-trichlorobenzene

108-73-6

3,5-dihydroxyphenol

Conditions
ConditionsYield
Stage #1: 1,3,5-trichlorobenzene With ammonia; copper(l) iodide In water at 180℃; under 30003 Torr; for 24h;
Stage #2: With hydrogenchloride; water at 0 - 120℃; for 20h; Product distribution / selectivity;
40%
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Chemistry

Molecular Structure of Phloroglucinol (CAS NO.108-73-6):

IUPAC Name: benzene-1,3,5-triol
Molecular formula: C6H6O3
Molecular Weight: 126.11
EINECS: 203-611-2
H bond acceptors: 3
H bond donors: 3
Freely Rotating Bonds: 3
Polar Surface Area: 27.69 Å2
Index of Refraction: 1.676
Molar Refractivity: 31.89 cm3
Molar Volume: 84.7 cm3
Surface Tension: 78.6 dyne/cm
Density: 1.488 g/cm3
Flash Point: 174.9 °C
Enthalpy of Vaporization: 59.65 kJ/mol
Boiling Point: 331.1 °C at 760 mmHg
Vapour Pressure: 8.27E-05 mmHg at 25°C
Melting point: 215-220 °C
Storage temp: Dark Room
Sensitive: Light Sensitive & Hygroscopic
Appearance: white to light yellow crystal
Product Categories: Aromatic Phenols; Active pharmaceutical ingredients; Phenol&Thiophenol&Mercaptan; Benzene derivates; Aromatics Compounds; Biochemistry; Plant Growth Regulators; Plant Growth Trgulators (Others); Aromatics

Uses

  Phloroglucinol is an organic compound that is used in the synthesis of pharmaceuticals and explosives. 

Toxicity Data With Reference

1.    

mrc-smc 3 g/L

    MUREAV    Mutation Research. 135 (1984),109.
2.    

cyt-ham:ovr 3 g/L

    CALEDQ    Cancer Letters (Shannon, Ireland). 14 (1981),251.
3.    

orl-rat LD50:5200 mg/kg

    NIIRDN    “Drugs in Japan. Ethical Drugs, 6th Edition 1982“ Edited by Japan Pharmaceutical Information Center. 6 (1982),740.
4.    

ipr-rat LD50:3180 mg/kg

    NIIRDN    “Drugs in Japan. Ethical Drugs, 6th Edition 1982“ Edited by Japan Pharmaceutical Information Center. 6 (1982),740.
5.    

scu-rat LD50:4850 mg/kg

    NIIRDN    “Drugs in Japan. Ethical Drugs, 6th Edition 1982“ Edited by Japan Pharmaceutical Information Center. 6 (1982),740.
6.    

orl-mus LD50:4550 mg/kg

    OYYAA2    Oyo Yakuri. Pharmacometrics. 3 (1969),187.
7.    

ipr-mus LD50:4050 mg/kg

    OYYAA2    Oyo Yakuri. Pharmacometrics. 3 (1969),187.
8.    

scu-gpg LDLo:1000 mg/kg

    RMSRA6    Revue Medicale de la Suisse Romande. 15 (1895),561.

Consensus Reports

Reported in EPA TSCA Inventory. EPA Genetic Toxicology Program.

Safety Profile

Moderately toxic by subcutaneous and intraperitoneal routes. Mildly toxic by ingestion. Experimental reproductive effects. Mutation data reported. When heated to decomposition it emits acrid smoke and irritating fumes. Used in diazo-type printing and textile dyeing, in microscopy as a bone specimen decalcifier.
Hazard Codes: F,  Xi
WGK Germany: 2
RIDADR: UN 1170 3/PG 2
The Risk Statements information of  Phloroglucinol :
11:  Highly Flammable 
34:  Causes burns 
36/37/38:  Irritating to eyes, respiratory system and skin 
The Safety Statements information of  Phloroglucinol :
7:  Keep container tightly closed 
16:  Keep away from sources of ignition - No smoking 
26:  In case of contact with eyes, rinse immediately with plenty of water and seek medical advice 
24/25:  Avoid contact with skin and eyes 
36/37/39:  Wear suitable protective clothing, gloves and eye/face protection 

Specification

 Phloroglucinol , with CAS number of 108-73-6, can be called 5-Oxyresorcinolphloroglucin ; 1,3,5-Trihydroxycyclohexatriene ; Benzene, trihydroxy ; s-Trihydroxybenzene ; 4-06-00-07361 (Beilstein Handbook Reference) ; See also 1,3,5-Benzenetriol ; 1,3,5-Cyclohexanetrione ; 1,3,5-Trihydroxybenzene ; 1,3,5-Trihydroxybenzene anhydrate ; 1,3,5-trihydroxy benzene ; Phloroglucinol Dihydrate ; Phloroglucinol . It is a white to light yellow crystal.