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Basic Information
| CAS No.: | 118-79-6 |
|---|---|
| Name: | 2,4,6-Tribromophenol |
| Article Data: | 226 |
| Molecular Structure: | |
|
|
|
| Formula: | C6H3Br3O |
| Molecular Weight: | 330.801 |
| Synonyms: | 1,3,5-Tribromo-2-hydroxybenzene;Bromkal Pur 3;Bromol;Flammex 3BP;NSC 2136;PH 73; |
| EINECS: | 204-278-6 |
| Density: | 2.55 g/cm3 |
| Melting Point: | 90-94 °C(lit.) |
| Boiling Point: | 286.8 °C at 760 mmHg |
| Flash Point: | 109.7 °C |
| Solubility: | 71 mg/L (15 °C) in water |
| Appearance: | Soft, long, white crystals with a bromine odor. |
| Hazard Symbols: |
 Xn, N
|
| Risk Codes: | 36/37/38-51/53-20/22-39/23/24/25-23/24/25-11-63-43-45 |
| Safety: | 26-36-61-37/39-45-36/37-16-7-24/25-23-53 |
| PSA: | 20.23000 |
| LogP: | 3.67970 |
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Synthetic route
Conditions
| Conditions | Yield |
|---|---|
| With sulfuric acid; dihydrogen peroxide; acetic acid; sodium bromide at 20 - 45℃; Temperature; Reagent/catalyst; | 99% |
| With tetrabutylammomium bromide; dihydrogen peroxide; vanadia In water; acetonitrile at 5℃; for 1h; Bromination; | 98% |
| With tetra-N-butylammonium tribromide In water; acetonitrile at 5℃; | 98% |
Conditions
| Conditions | Yield |
|---|---|
| With benzyltrimethylammonium tribromide; calcium carbonate In methanol; dichloromethane | 99% |
| With dibromamine-T In acetonitrile at 20℃; for 0.166667h; | 85% |
| Multi-step reaction with 2 steps 1: bromine / acetic acid; ethanol / 1 h / 0 °C 2: 3-oxo-1,3-dihydroisobenzofuran-1-carbonitrile; lithium tert-butoxide / tetrahydrofuran / 6.5 h / -78 - 25 °C / Inert atmosphere View Scheme |
- 56579-86-3
2-(3,4-methylenedioxyphenyl)-1,3-dithiane
- 20244-61-5
2,4,4,6-Tetrabromo-2,5-cyclohexadien-1-one
A
- 120-57-0
piperonal
B
- 118-79-6
2,4,6-tribromophenol
Conditions
| Conditions | Yield |
|---|---|
| With dihydrogen peroxide In water; acetonitrile at 20℃; for 0.25h; | A 98% B 80% |
...Expand
- 183547-02-6
4-Methanesulfonyloxy-benzenesulfonic acid 2,4,6-tribromo-phenyl ester
- 118-79-6
2,4,6-tribromophenol
Conditions
| Conditions | Yield |
|---|---|
| With sodium hydride In N,N,N,N,N,N-hexamethylphosphoric triamide for 2.16667h; Ambient temperature; | 97% |
Conditions
| Conditions | Yield |
|---|---|
| With benzyltrimethylammonium tribromide; calcium carbonate In methanol; dichloromethane | 96% |
Conditions
| Conditions | Yield |
|---|---|
| With water; hydrogen bromide; Aliquat 336 at 105℃; for 5h; Catalytic behavior; | 95% |
- 118-79-6
2,4,6-tribromophenol
Conditions
| Conditions | Yield |
|---|---|
| With magnesium In tetrahydrofuran; methanol at 20℃; for 5h; | 91% |
Conditions
| Conditions | Yield |
|---|---|
| With bromine In dichloromethane at 20℃; regioselective reaction; | 90% |
| Multi-step reaction with 2 steps 1: dihydrogen peroxide; water / ethanol / 0.02 h / 20 °C / Green chemistry 2: dihydrogen peroxide; hydrogen bromide; water / ethanol / 0.02 h / 20 °C / Green chemistry View Scheme |
- 183547-04-8
4-Methanesulfonyl-benzenesulfonic acid 2,4,6-tribromo-phenyl ester
- 118-79-6
2,4,6-tribromophenol
Conditions
| Conditions | Yield |
|---|---|
| With sodium hydride In N,N,N,N,N,N-hexamethylphosphoric triamide for 2.16667h; Ambient temperature; | 89% |
- 118352-65-1
C6H5Br3O
- 118-79-6
2,4,6-tribromophenol
Conditions
| Conditions | Yield |
|---|---|
| With oxygen; copper diacetate; trifluoroacetic acid; lithium bromide In acetonitrile at 80℃; under 760.051 Torr; for 10h; Sealed tube; | 89% |
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2,4,6-Tribromophenol
Chemistry
Molecular Formula: C6H3Br3O 
Formula Weight: 330.8
mp of 2,4,6-TRIBROMOPHENOL (118-79-6): 90-94 °C(lit.)
bp of 2,4,6-TRIBROMOPHENOL (118-79-6): 282-290 °C 746 mm Hg(lit.)
density : 2.55
vapor density : 11.4 (vs air)
Fp of 2,4,6-TRIBROMOPHENOL (118-79-6): 282-290°C subl.
storage temp. : 2-8°C
Water Solubility : 71 mg/L (15 oC)
Solubility : Soluble in alcohol, chloroform, ethyl ether and caustic solution, almost insoluble in water and suitable.
Appearance: white to pink powder
Formula Weight: 330.8
mp of 2,4,6-TRIBROMOPHENOL (118-79-6): 90-94 °C(lit.)
bp of 2,4,6-TRIBROMOPHENOL (118-79-6): 282-290 °C 746 mm Hg(lit.)
density : 2.55
vapor density : 11.4 (vs air)
Fp of 2,4,6-TRIBROMOPHENOL (118-79-6): 282-290°C subl.
storage temp. : 2-8°C
Water Solubility : 71 mg/L (15 oC)
Solubility : Soluble in alcohol, chloroform, ethyl ether and caustic solution, almost insoluble in water and suitable.
Appearance: white to pink powder
Uses
2,4,6-TRIBROMOPHENOL (118-79-6) can be used as antiseptic & germicide (eg, in pharmaceutical prepns). It is also used for producing disinfectant and preservative drug bismuth tribromophenate.
2,4,6-TRIBROMOPHENOL (118-79-6) is used also as an flame retardant in epoxy, polyurethane, plastics, paper, textiles and others; as well as an intermediate for the production of other commercial flame retardants and fire extinguishing media. It can be used as an antiseptic agent.
Production
2,4,6-TRIBROMOPHENOL (118-79-6) is synthesized from phenol by bromination.
Toxicity Data With Reference
| 1. | orl-rat LD50:2 g/kg | 85JCAE Prehled Prumyslove Toxikologie; Organicke Latky Marhold, J.,Prague, Czechoslovakia.: Avicenum,1986,524. |
Consensus Reports
Reported in EPA TSCA Inventory.
Safety Profile
Hazard Codes : 
Xi, Xn, 
N, 
T, 
F
The Risk Statements information of 2,4,6-TRIBROMOPHENOL (118-79-6) : 36/37/38-51/53-20/22-39/23/24/25-23/24/25-11-63-43-45 (Irritating to eyes, respiratory system and skin; Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment; Harmful by inhalation and if swallowed; Toxic: danger of very serious irreversible effects through inhalation, in contact with skin and if swallowed; Toxic by inhalation, in contact with skin and if swallowed; Highly Flammable; Possible risk of harm to the unborn child; May cause sensitization by skin contact; May cause cancer)
The Safety Statements information of 2,4,6-TRIBROMOPHENOL (118-79-6): 26-36-61-37/39-45-36/37-16-7-24/25-23-53 (In case of contact with eyes, rinse immediately with plenty of water and seek medical advice; Wear suitable protective clothing; Avoid release to the environment; Wear suitable gloves and eye/face protection; In case of accident or if you feel unwell, seek medical advice immediately; Wear suitable protective clothing and gloves; Keep away from sources of ignition - No smoking; Keep container tightly closed; Avoid contact with skin and eyes; Do not breathe gas/fumes/vapor/spray; Avoid exposure - obtain special instruction before use)
RIDADR : UN 1230 3/PG 2
WGK Germany : 2
RTECS : SN1225000
Slightly toxic by ingestion. A powerful irritant to skin, eyes, and mucous membranes. May be absorbed dermally. When heated to decomposition it emits toxic fumes of Br−. See also BROMIDES and CHLOROPHENOLS.
Xi, Xn, N, T, F The Risk Statements information of 2,4,6-TRIBROMOPHENOL (118-79-6) : 36/37/38-51/53-20/22-39/23/24/25-23/24/25-11-63-43-45 (Irritating to eyes, respiratory system and skin; Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment; Harmful by inhalation and if swallowed; Toxic: danger of very serious irreversible effects through inhalation, in contact with skin and if swallowed; Toxic by inhalation, in contact with skin and if swallowed; Highly Flammable; Possible risk of harm to the unborn child; May cause sensitization by skin contact; May cause cancer)
The Safety Statements information of 2,4,6-TRIBROMOPHENOL (118-79-6): 26-36-61-37/39-45-36/37-16-7-24/25-23-53 (In case of contact with eyes, rinse immediately with plenty of water and seek medical advice; Wear suitable protective clothing; Avoid release to the environment; Wear suitable gloves and eye/face protection; In case of accident or if you feel unwell, seek medical advice immediately; Wear suitable protective clothing and gloves; Keep away from sources of ignition - No smoking; Keep container tightly closed; Avoid contact with skin and eyes; Do not breathe gas/fumes/vapor/spray; Avoid exposure - obtain special instruction before use)
RIDADR : UN 1230 3/PG 2
WGK Germany : 2
RTECS : SN1225000
Slightly toxic by ingestion. A powerful irritant to skin, eyes, and mucous membranes. May be absorbed dermally. When heated to decomposition it emits toxic fumes of Br−. See also BROMIDES and CHLOROPHENOLS.
Standards and Recommendations
BROMINE CONTENT: 71.5% min
LOSS ON DRYING: 0.5% max
LOSS ON DRYING: 0.5% max
Specification
Storage: Store in a tightly closed container. Store in a cool, dry place.