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Cas Database |
| Name |
2-Bromobiphenyl |
EINECS | 218-141-3 |
| CAS No. | 2052-07-5 | Density | 1.363 g/cm3 |
| PSA | 0.00000 | LogP | 4.11610 |
| Solubility | insoluble in water | Melting Point |
1.5-2 °C |
| Formula | C12H9Br | Boiling Point | 297 °C at 760 mmHg |
| Molecular Weight | 233.107 | Flash Point | 133.7 °C |
| Transport Information | N/A | Appearance | colourless liquid |
| Safety | 23-24/25-37/39-26-36 | Risk Codes | 36/37/38-20/21/22 |
| Molecular Structure |
|
Hazard Symbols |
 Xi,  Xn
|
| Synonyms |
Biphenyl,2-bromo- (6CI,7CI,8CI);1-Bromo-2-phenylbenzene;2-Biphenyl bromide;2-Biphenylyl bromide;2-Bromo-1,1'-biphenyl;2-Phenylbromobenzene;NSC 67353;PBB 1;m-Biphenyl bromide;o-Bromobiphenyl; |
Article Data | 128 |
2-Bromobiphenyl Synthetic route
| Conditions | Yield |
|---|---|
| With C84H60Cl6Fe3N6Pd3; triethylamine at 20℃; for 0.416667h; | 96% |
| With tetra-butylammonium acetate; Pd EnCat-30TM In ethanol at 120℃; for 0.166667h; Suzuki cross-coupling; microwave irradiation; | 86% |
- 1538-62-1, 34716-94-4
triphenylantimony(V) diacetate
- 244205-40-1
(2-bromophenyl)boronic acid
- 2052-07-5
2-Bromobiphenyl
| Conditions | Yield |
|---|---|
| tetrakis(triphenylphosphine) palladium(0) In 1,4-dioxane at 60℃; for 18h; Suzuki-type cross-coupling reaction; | 95% |
| Conditions | Yield |
|---|---|
| With bis-triphenylphosphine-palladium(II) chloride; potassium carbonate In methanol; toluene Suzuki-Miyaura Coupling; Inert atmosphere; Reflux; | 93% |
| With bis-triphenylphosphine-palladium(II) chloride; potassium carbonate In 1,2-dimethoxyethane; water at 80℃; for 5h; Inert atmosphere; | 90% |
| With bis-triphenylphosphine-palladium(II) chloride; potassium carbonate In 1,2-dimethoxyethane; water at 80℃; for 5h; Inert atmosphere; | 90% |
| Conditions | Yield |
|---|---|
| With manganese triacetate for 0.5h; Heating; | 90% |
| With potassium permanganate; acetic acid Heating; | 90% |
| With manganese triacetate; acetic acid for 0.5h; Microwave irradiation; | 81% |
| With di-tert-butyl peroxide at 80℃; for 24h; Inert atmosphere; | 50% |
| With potassium permanganate; acetic acid at 100℃; for 24h; |
| Conditions | Yield |
|---|---|
| With bis(1,5-cyclooctadiene)nickel (0); potassium phosphate; tricyclohexylphosphine In tetrahydrofuran for 20h; Suzuki Coupling; Inert atmosphere; | A n/a B 90% |
| With 1-((dimethylamino)(phenyl)methyl)naphthalen-2-ol; tetrabutylammomium bromide; palladium diacetate; potassium carbonate In 1,4-dioxane; water at 40℃; for 5h; Suzuki coupling; Sonication; | A 10% B 87% |
| With palladium diacetate In ethanol at 20℃; for 0.25h; Suzuki-Miyaura Coupling; chemoselective reaction; | A 74% B 13% |
| With sodium carbonate In N,N-dimethyl-formamide at 110℃; for 6h; Suzuki-Miyaura coupling reaction; Inert atmosphere; | A 30% B 55% |
| With disodium[(N,N’-bis(2-hydroxy-5-sulfonatobenzyl)-1,2-diphenyl-1,2-diaminoethano)palladate(II)]; caesium carbonate In water at 80℃; for 1h; Suzuki-Miyaura Coupling; | A 17% B 34% |
| Conditions | Yield |
|---|---|
| With dipotassium peroxodisulfate; silver nitrate In acetonitrile at 120℃; for 10h; Inert atmosphere; Sealed tube; Green chemistry; | 84% |
| Conditions | Yield |
|---|---|
| Stage #1: 2-bromoaniline With hydrogenchloride; sodium nitrite In water; acetone at 0 - 5℃; for 0.116667h; Stage #2: benzene In water; acetone at 25℃; for 5h; Sonication; | 84% |
| Conditions | Yield |
|---|---|
| With potassium acetate; 18-crown-6 ether for 1.5h; Ambient temperature; | 81% |
| With potassium acetate; tetra(n-butyl)ammonium hydrogensulfate for 24h; Ambient temperature; | 51 % Chromat. |
| Conditions | Yield |
|---|---|
| With diethyl bromomethylmalonate; [4,4′-di-tert-butyl-2,2′-bipyridine-N1,N1′]bis{3,5-difluoro-2-[5-(trifluoromethyl)-2-pyridinyl-N]phenyl-C}iridium(III) hexafluorophosphate; caesium carbonate In acetonitrile at 55℃; for 22h; Reagent/catalyst; Temperature; Irradiation; | 81% |
| Conditions | Yield |
|---|---|
| With hydrogen bromide; copper(I) bromide; sodium nitrite In water for 2h; Ambient temperature; | 70% |
| With hydrogen bromide; copper(I) bromide Diazotization; | |
| With hydrogenchloride Diazotization.Behandlung der Diazoniumsalz-Loesung mit CuBr; |
2-Bromobiphenyl Specification
The IUPAC name of 2-Bromobiphenyl is 1-bromo-2-phenylbenzene. With the CAS registry number 2052-07-5, it is also named as 1,1'-Biphenyl, 2-bromo-. The product's categories are Aromatic Compounds; Biphenyl & Diphenyl Ether; Aryl; C9 to C12; Halogenated Hydrocarbons. It is colourless liquid which is stable, but light sensitive. And it is also incompatible with strong oxidizing agents. Additionally, this chemical should be sealed in the container and stored in the cool and dry place.
The other characteristics of this product can be summarized as: (1)ACD/LogP: 4.55; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 4.54; (4)ACD/LogD (pH 7.4): 4.54; (5)ACD/BCF (pH 5.5): 1675.5; (6)ACD/BCF (pH 7.4): 1675.5; (7)ACD/KOC (pH 5.5): 7070.34; (8)ACD/KOC (pH 7.4): 7070.34; (9)#H bond acceptors: 0; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 1; (12)Index of Refraction: 1.6; (13)Molar Refractivity: 58.53 cm3; (14)Molar Volume: 170.9 cm3; (15)Polarizability: 23.2×10-24 cm3; (16)Surface Tension: 40.4 dyne/cm; (17)Enthalpy of Vaporization: 51.53 kJ/mol; (18)Vapour Pressure: 0.00245 mmHg at 25°C; (19)Rotatable Bond Count: 1; (20)Exact Mass: 231.988763; (21)MonoIsotopic Mass: 231.988763; (22)Heavy Atom Count: 13; (23)Complexity: 149.
Preparation of 2-Bromobiphenyl: It can be obtained by the diazotization of biphenyl-2-ylamine. This reaction needs reagents CuBr and aqueous HBr.
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Uses of 2-Bromobiphenyl: It is used as intermediate of organic synthesis and pharmaceutical. It also can react with norborn-2-ene to get 5-phenyl-1,2,3,4,4a,8b-hexahydro-1,4-methanobiphenylene. This reaction needs reagent PhOK and catalytic agent Pd(PPh3)4 at temperature of 105 °C. The reaction time is 24 hours. The yield is 91%.
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When you are using this chemical, please be cautious about it as the following:
It is not only harmful by inhalation, in contact with skin and if swallowed, but also irritating to eyes, respiratory system and skin. So people should not breathe vapour and avoid contact with skin and eyes. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. If you want to contact this product, you must wear suitable protective clothing, gloves and eye/face protection.
People can use the following data to convert to the molecule structure.
1. SMILES:Brc2ccccc2c1ccccc1
2. InChI:InChI=1/C12H9Br/c13-12-9-5-4-8-11(12)10-6-2-1-3-7-10/h1-9H
3. InChIKey:KTADSLDAUJLZGL-UHFFFAOYAT
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