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Basic Information
| CAS No.: | 147-82-0 | |||
|---|---|---|---|---|
| Name: | 2,4,6-Tribromoaniline | |||
| Article Data: | 175 | |||
| Molecular Structure: | ||||
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| Formula: | C6H4 Br3 N | |||
| Molecular Weight: | 329.816 | |||
| Synonyms: | Aniline,2,4,6-tribromo- (6CI,7CI,8CI); 2,4,6-Tribromoaniline;2,4,6-Tribromobenzenamine; NSC 2216; sym-Tribromoaniline | |||
| EINECS: | 205-700-1 | |||
| Density: | 2.35 | |||
| Melting Point: | 119 - 122 C | |||
| Boiling Point: | 300 C | |||
| Flash Point: | 132.9 °C | |||
| Solubility: | insoluble AUTOIGNITION | |||
| Appearance: | White crystal | |||
| Hazard Symbols: |
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| Risk Codes: | R23/24/25;R33 | |||
| Safety: | Moderately toxic by intraperitoneal route. When heated to decomposition it emits very toxic fumes of Br− and NOx. See also BROMIDES and ANILINE. | |||
| Transport Information: | 25kgs | |||
| PSA: | 26.02000 | |||
| LogP: | 4.13750 | |||
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Synthetic route
Conditions
| Conditions | Yield |
|---|---|
| With 1-benzyl-1-aza-4-azoniabicyclo<2.2.2>octane bromide; calcium carbonate In methanol at 20℃; for 0.166667h; | 95% |
| Stage #1: 4-bromo-aniline With sulfuric acid In water for 0.0833333h; Green chemistry; Stage #2: With sodium bromate; sodium bromide In water at 20℃; for 4h; Green chemistry; | 94% |
| With trans-3,5-dihydroperoxy-3,5-dimethyl-1,2-dioxolane; hydrogen bromide In water at 20℃; for 0.7h; | 93% |
Conditions
| Conditions | Yield |
|---|---|
| With methanol; P-benzyltriphenylphosphonium tribromide; sodium hydrogencarbonate In dichloromethane for 0.116667h; Ambient temperature; | 94% |
| With dibromamine-T In acetonitrile at 20℃; for 0.166667h; | 90% |
Conditions
| Conditions | Yield |
|---|---|
| With hydrogenchloride; dihydrogen peroxide; sodium bromide In water at 15℃; for 2h; | 99.9% |
| With hydrogen bromide; sodium bromide In chloroform; water at 0℃; Electrochemical reaction; | 98% |
| With bromine; acetic acid at 20℃; for 1h; | 98% |
Conditions
| Conditions | Yield |
|---|---|
| With sodium perborate; ammonium heptamolybdate; potassium bromide In acetic acid at 20℃; for 2.25h; Bromination; | |
| With sodium persulfate; copper(ll) sulfate pentahydrate; sodium bromide In water; acetonitrile at 7 - 25℃; for 24h; Overall yield = 79 percent; Overall yield = 1.44 g; regioselective reaction; | A 79 %Chromat. B 21 %Chromat. |
Conditions
| Conditions | Yield |
|---|---|
| With sodium persulfate; copper(ll) sulfate pentahydrate; sodium bromide In water; acetonitrile at 7 - 25℃; for 24h; Overall yield = 76 percent; Overall yield = 1.38 g; regioselective reaction; | A 83 %Chromat. B 17 %Chromat. |
Conditions
| Conditions | Yield |
|---|---|
| With bromine In tetrachloromethane at 20 - 40℃; | 99% |
| Bromierung; |
Conditions
| Conditions | Yield |
|---|---|
| Stage #1: aniline With n-butyllithium In diethyl ether; hexane at -78℃; for 1h; Stage #2: With poly[4-(dibutyliodostannyl)butyl]styrene In diethyl ether; hexane at 20℃; for 18h; Stage #3: With bromine In diethyl ether; hexane; dichloromethane at -78 - 20℃; for 2h; | A n/a B n/a C 76% |
| With bromine; acetic acid In tetrachloromethane for 0.0833333h; Ambient temperature; other reagent: bromine; | A 41% B 31% C 21% |
| With bromine In tetrachloromethane for 0.0833333h; Product distribution; Mechanism; Ambient temperature; other aromatic compounds, other reagents: bromodimethylsulfonium bromide, bromodimethylsulfonium bromide/acetic acid, bromine/acetic acid, other solvents, other reaction temperature and time; | A 33% B 30% C 19% |
...Expand
Conditions
| Conditions | Yield |
|---|---|
| With 1-benzyl-1-aza-4-azoniabicyclo<2.2.2>octane bromide; calcium carbonate In methanol at 20℃; for 0.416667h; | 90% |
- 106-40-1
4-bromo-aniline
- 1972-28-7
diethylazodicarboxylate
A
- 4114-28-7
diethyl hydrazodicarboxylate
B
- 147-82-0
2,4,6-tribromoaniline
Conditions
| Conditions | Yield |
|---|---|
| With ZrBr4 In dichloromethane at 20℃; for 1.5h; | A n/a B 83% |
...Expand
Conditions
| Conditions | Yield |
|---|---|
| With water; bromine | |
| With water; bromine | |
| With bromine; acetic acid |
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2,4,6-Tribromoaniline
Chemistry
2,4,6-TRIBROMOANILINE's Molecular formula: C6H4Br3N
2,4,6-TRIBROMOANILINE's Molar mass: 329.81
EINECS: 205-700-1
density: 2.35
Flash Point: 300°C
Boiling Point: 300 °C(lit.)
Melting point: 120-122 °C(lit.)
Appearance: White crystals or powder
Synonyms: TRIBROMOANILINE;1,4,6-tribromobenzenamine;AKOS BBS-00003575;ANILINE TRIBROMIDE;AKOS B028948;2,4,6-TRIBROMOBENZENAMINE;2,4,6-TRIBROMOANILINE;2,4,6-Tribomoaniline
2,4,6-TRIBROMOANILINE's Molar mass: 329.81
EINECS: 205-700-1
density: 2.35
Flash Point: 300°C
Boiling Point: 300 °C(lit.)
Melting point: 120-122 °C(lit.)
Appearance: White crystals or powder
Synonyms: TRIBROMOANILINE;1,4,6-tribromobenzenamine;AKOS BBS-00003575;ANILINE TRIBROMIDE;AKOS B028948;2,4,6-TRIBROMOBENZENAMINE;2,4,6-TRIBROMOANILINE;2,4,6-Tribomoaniline
Uses
2,4,6-TRIBROMOANILINE is used for pharmaceutical intermediates, chemical flame retardants etc.
Toxicity Data With Reference
| 1. | ipr-mus LD50:500 mg/kg | NTIS** National Technical Information Service. (Springfield, VA 22161) (Formerly U.S. Clearinghouse for Scientific and Technical Information) AD277-689 . |
Consensus Reports
Reported in EPA TSCA Inventory.
Safety Profile
Moderately toxic by intraperitoneal route. When heated to decomposition it emits very toxic fumes of Br− and NOx. See also BROMIDES and ANILINE.
Hazard Codes T,Xi,Xn
RIDADR UN 2811 6.1/PG 2
WGK Germany 3
Hazard Note Irritant
Risk Statements 23/24/25-33-36/37/38-20/21/22
Safety Statements 28-36/37/39-45-36/37-28A-26
Hazard Codes T,Xi,Xn
RIDADR UN 2811 6.1/PG 2
WGK Germany 3
Hazard Note Irritant
Risk Statements 23/24/25-33-36/37/38-20/21/22
Safety Statements 28-36/37/39-45-36/37-28A-26