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| CAS No.: | 108-73-6 |
|---|---|
| Name: | Phloroglucinol |
| Article Data: | 203 |
| Molecular Structure: | |
|
|
|
| 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: |
 F, Xi
|
| 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 |
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- 10586-12-6
phloroglucinol tris(trimethylsilyl) ether
- 108-73-6
3,5-dihydroxyphenol
| Conditions | Yield |
|---|---|
| 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% |
| Conditions | Yield |
|---|---|
| With tin(IV) chloride In 1,2-dichloro-ethane Heating; | 95% |
| Conditions | Yield |
|---|---|
| With aluminum (III) chloride; palladium 10% on activated carbon; potassium hydroxide In toluene at 120℃; for 8h; Temperature; Reagent/catalyst; Inert atmosphere; | 87.4% |
| Conditions | Yield |
|---|---|
| With amberlyst-15 In methanol at 20℃; for 4h; | 87% |
| Conditions | Yield |
|---|---|
| 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% |
| Conditions | Yield |
|---|---|
| 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 | Yield |
|---|---|
| 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 |
| Conditions | Yield |
|---|---|
| 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; |
| Conditions | Yield |
|---|---|
| With hydrogenchloride In water for 36h; | 56% |
| With hydrogenchloride |
| Conditions | Yield |
|---|---|
| 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):
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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.