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| CAS No.: | 1203-68-5 |
|---|---|
| Name: | 2-Biphenylcarboxaldehyde |
| Article Data: | 174 |
| Molecular Structure: | |
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| Formula: | C13H10O |
| Molecular Weight: | 182.222 |
| Synonyms: | 2-Biphenylcarboxaldehyde(7CI,8CI);2-Formyl-1,1'-biphenyl;2-Formylbiphenyl;2-Phenylbenzaldehyde; |
| Density: | 1.095 g/cm3 |
| Melting Point: | 202 °C |
| Boiling Point: | 332.4 °C at 760 mmHg |
| Flash Point: | 193.2 °C |
| Hazard Symbols: |
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| Risk Codes: | R36/37/38 |
| Safety: | S26;S36 |
| PSA: | 17.07000 |
| LogP: | 3.16610 |
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| Conditions | Yield |
|---|---|
| With manganese(IV) oxide In chloroform for 5h; Oxidation; Heating; | 100% |
| With Celite; pyridinium chlorochromate In dichloromethane for 12h; | 90% |
| With manganese(IV) oxide In dichloromethane at 20℃; for 3h; | 87% |
| Conditions | Yield |
|---|---|
| With sodium hydrogencarbonate In ethylene glycol at 80℃; for 3h; Suzuki-Miyaura Coupling; | 100% |
| With tetrabutylammomium bromide; potassium carbonate; cyclopalladated N-dodecylferrocenylimine In methanol; water at 20℃; for 5h; Suzuki-Miyaura cross-coupling reaction; | 99% |
| With potassium phosphate tribasic heptahydrate In tetrahydrofuran at 60℃; for 10h; Suzuki coupling; Inert atmosphere; | 99% |
| Conditions | Yield |
|---|---|
| Stage #1: 2-Bromobiphenyl With tert.-butyl lithium In tetrahydrofuran at -78℃; for 0.5h; Stage #2: N,N-dimethyl-formamide In tetrahydrofuran at -78 - 20℃; | 100% |
| Stage #1: 2-Bromobiphenyl With n-butyllithium In tetrahydrofuran; hexane at -80℃; for 0.5h; Stage #2: N,N-dimethyl-formamide In tetrahydrofuran; hexane at -80 - 20℃; | 96% |
| Conditions | Yield |
|---|---|
| Stage #1: phenylmagnesium bromide With indium(III) chloride In tetrahydrofuran at 25℃; Stage #2: ortho-bromobenzaldehyde; tris-(dibenzylideneacetone)dipalladium(0); trifuran-2-yl-phosphane In tetrahydrofuran; water for 2h; Heating; Further stages.; | 100% |
| Stage #1: phenylmagnesium bromide In tetrahydrofuran at -20℃; for 0.166667h; Stage #2: ortho-bromobenzaldehyde With para-fluorostyrene; tetra-(n-butyl)ammonium iodide; cobalt acetylacetonate In tetrahydrofuran; 1,2-dimethoxyethane at 25℃; for 0.25h; | 42% |
| Conditions | Yield |
|---|---|
| With caesium carbonate; tris(dibenzylideneacetone)dipalladium (0) In 1,4-dioxane for 1h; Suzuki-Miyaura coupling; Heating; | 99% |
| With potassium phosphate; C50H63Cl2N3Pd In ethanol at 80℃; for 4h; Suzuki-Miyaura Coupling; | 98% |
| With potassium carbonate In water; isopropyl alcohol at 100℃; for 18h; Suzuki-Miyaura Coupling; Inert atmosphere; | 98% |
- 1203-68-5
2-Phenylbenzaldehyde
| Conditions | Yield |
|---|---|
| With 3-chloro-benzenecarboperoxoic acid In dichloromethane for 0.5h; cooling; | 99% |
| Conditions | Yield |
|---|---|
| With potassium carbonate In water at 20℃; for 0.5h; Suzuki-Miyaura Coupling; | 99% |
| With potassium carbonate In ethanol; water at 20℃; for 1h; Suzuki-Miyaura Coupling; Green chemistry; | 94% |
| With potassium phosphate In 1,4-dioxane at 70℃; for 1.5h; Suzuki-Miyaura Coupling; | 93% |
| Conditions | Yield |
|---|---|
| With potassium carbonate In ethanol Suzuki-Miyaura Coupling; Schlenk technique; Heating; | 99% |
| With C43H54N2S; palladium diacetate; potassium carbonate In water; isopropyl alcohol at 100℃; for 3h; Suzuki-Miyaura coupling reaction; Aerobic condition; Sealed tube; | 93% |
| Conditions | Yield |
|---|---|
| With bis-triphenylphosphine-palladium(II) chloride; tetrabutyl ammonium fluoride In 2-methyltetrahydrofuran at 80℃; for 12h; | 98% |
| Conditions | Yield |
|---|---|
| With dichloro bis(acetonitrile) palladium(II); potassium phosphate; tert-butyldiphenylphosphine In tetrahydrofuran; water at 60℃; for 20h; Suzuki Coupling; Inert atmosphere; | 98% |
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Specification
The 2-Biphenylcarboxaldehyde with the cas number 1203-68-5 is also called 2-Formyl-1,1'-biphenyl. The IUPAC name is 2-phenylbenzaldehyde. Its molecular formula is C13H10O. This chemical belongs to the following product categories: (1)Biphenyls; (2)Aldehydes; (3)C10 to C21; (4)Carbonyl Compounds.
The properties of the chemical are: (1)ACD/LogP: 3.10; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 3.1; (4)ACD/LogD (pH 7.4): 3.1; (5)ACD/BCF (pH 5.5): 133.43; (6)ACD/BCF (pH 7.4): 133.43; (7)ACD/KOC (pH 5.5): 1155.74; (8)ACD/KOC (pH 7.4): 1155.74; (9)#H bond acceptors: 1; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 2; (12)Polar Surface Area: 17.07 Å2; (13)Index of Refraction: 1.608; (14)Molar Refractivity: 57.59 cm3; (15)Molar Volume: 166.3 cm3; (16)Polarizability: 22.83×10-24cm3; (17)Surface Tension: 42.8 dyne/cm; (18)Enthalpy of Vaporization: 57.51 kJ/mol; (19)Vapour Pressure: 0.000146 mmHg at 25°C.
Preparation: This chemical can be prepared by N-benzenesulfonyl-N'-(biphenyl-2-carbonyl)-hydrazine. This reaction needs reagent Na2CO3 and ethylene glycol.
Uses: This chemical can react with 1-aza-bicyclo[2.2.2]octan-3-one to product (Z)-2-(2-phenylbenzylidene)-3-quinuclidinone. This reaction needs reagent sodium hydroxyde and solvent ethanol.
While using this chemical, you should be very cautious. This chemical is not only irritating to skin, but also irritating to eyes and respiratory system. Therefore, you should take the following instructions. Firstly, you should wear suitable protective clothing. Then in case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice.
You can still convert the following datas into molecular structure:
(1)SMILES: O=Cc2ccccc2c1ccccc1
(2)InChI: InChI=1/C13H10O/c14-10-12-8-4-5-9-13(12)11-6-2-1-3-7-11/h1-10H
(3)InChIKey: LCRCBXLHWTVPEQ-UHFFFAOYAM
The toxicity data is as follows:
| Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
|---|---|---|---|---|---|
| mouse | LD50 | unreported | > 1500mg/kg (1500mg/kg) | Farmaco, Edizione Scientifica. Vol. 19, Pg. 964, 1964. |