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| CAS No.: | 89878-14-8 |
|---|---|
| Name: | DIETHYL(3-PYRIDYL)BORANE |
| Molecular Structure: | |
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| Formula: | C9H14BN |
| Molecular Weight: | 147.028 |
| Synonyms: | 3-(Diethylboryl)pyridine;3-Diethylboropyridine;3-Pyridinyldiethylborane;3-Pyridyldiethylborane;Diethyl-3-pyridylborane; |
| Density: | 0.86 g/cm3 |
| Melting Point: | 172-175 °C(lit.) |
| Boiling Point: | 205.9 °C at 760 mmHg |
| Flash Point: | 78.3 °C |
| Solubility: | Slightly soluble in water. |
| Hazard Symbols: |
 Xi
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| Risk Codes: | 36/37/38 |
| Safety: | 26-37/39 |
| PSA: | 12.89000 |
| LogP: | 1.82320 |
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| Conditions | Yield |
|---|---|
| Stage #1: 3-Bromopyridine With isopropylmagnesium chloride In tetrahydrofuran at 0℃; for 1h; Stage #2: diethyl methoxy borane In tetrahydrofuran at 0℃; for 1h; | 78% |
| Stage #1: 3-Bromopyridine With n-butyllithium In hexane; tert-butyl methyl ether at -28℃; Inert atmosphere; Large scale; Stage #2: diethyl methoxy borane In tert-butyl methyl ether at -40 - -32℃; for 8.5h; Inert atmosphere; Large scale; | 75% |
| Conditions | Yield |
|---|---|
| In tetrahydrofuran |
| Conditions | Yield |
|---|---|
| With n-butyllithium |
| Conditions | Yield |
|---|---|
| With n-butyllithium In diethyl ether; hexane at -78 - 20℃; Inert atmosphere; |
| Conditions | Yield |
|---|---|
| With n-butyllithium In dibutyl ether |
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benzyl 7-bromo-3,4-dihydro-1H-isoquinoline-2-carboxylate
- 89878-14-8
3-Diethylboranylpyridine
- 625127-14-2
C22H20N2O2
| Conditions | Yield |
|---|---|
| With sodium carbonate; bis-triphenylphosphine-palladium(II) chloride In methanol; water; toluene at 80℃; | 100% |
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3-methoxyphenyl bromide
- 89878-14-8
3-Diethylboranylpyridine
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3-(3-methoxyphenyl)pyridine
| Conditions | Yield |
|---|---|
| With sodium carbonate; bis-triphenylphosphine-palladium(II) chloride In tetrahydrofuran; water for 4h; Heating / reflux; | 99% |
- 89878-14-8
3-Diethylboranylpyridine
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4-iodo-2-methoxy-1-methylbenzene
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3-(3-methoxy-4-methylphenyl)pyridine
| Conditions | Yield |
|---|---|
| With sodium carbonate; tetrakis(triphenylphosphine) palladium(0) In tetrahydrofuran; ethanol; water for 24h; Heating / reflux; | 99% |
- 1382471-65-9
C22H29F3O5S
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3-Diethylboranylpyridine
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(5S,8R,9S,10S,13S)-10,13-dimethyl-17-(pyridin-3-yl)-2,3,4,5,6,7,8,9,10,11,12,13-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl acetate
| Conditions | Yield |
|---|---|
| With potassium carbonate; bis-triphenylphosphine-palladium(II) chloride In 1,4-dioxane; water at 80℃; Suzuki Coupling; Ultrasonic degassing; Inert atmosphere; | 98.5% |
- 56427-54-4
5-chloro-2-methyl-benzoic acid ethyl ester
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3-Diethylboranylpyridine
- 702682-38-0
ethyl 5-(3-pyridyl)-2-methylbenzoate
| Conditions | Yield |
|---|---|
| With sodium carbonate; DavePhos; palladium diacetate In tetrahydrofuran; water for 6h; Heating / reflux; | 97% |
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Specification
The Diethyl(3-pyridyl)borane, with the CAS registry number 89878-14-8, has the IUPAC name of diethyl(pyridin-3-yl)borane. And its product categories are including Nitrogen cyclic compounds; B (Classes of Boron Compounds); Boranes.
The characteristics of this chemical are as follows: (1)ACD/LogP: 1.42; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.39; (4)ACD/LogD (pH 7.4): 1.42; (5)ACD/BCF (pH 5.5): 6.53; (6)ACD/BCF (pH 7.4): 7.04; (7)ACD/KOC (pH 5.5): 130.43; (8)ACD/KOC (pH 7.4): 140.62; (9)#H bond acceptors: 1; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 3; (12)Polar Surface Area: 12.89; (13)Index of Refraction: 1.457; (14)Molar Refractivity: 46.53 cm3; (15)Molar Volume: 170.7 cm3; (16)Polarizability: 18.44 ×10-24 cm3; (17)Surface Tension: 28.2 dyne/cm; (18)Density: 0.86 g/cm3; (19)Flash Point: 78.3 °C; (20)Enthalpy of Vaporization: 42.41 kJ/mol; (21)Boiling Point: 205.9 °C at 760 mmHg; (22)Vapour Pressure: 0.35 mmHg at 25°C; (23)Exact Mass: 147.12193; (24)MonoIsotopic Mass: 147.12193; (25)Topological Polar Surface Area: 12.9; (26)Heavy Atom Count: 11; (27)Complexity: 102; (28)Covalently-Bonded Unit Count: 1.
Use of Diethyl(3-pyridyl)borane: Diethyl(3-pyridyl)borane could react with 2-bromo-thiophene to produce 3-thiophen-2-yl-pyridine. The reaction could happen in the reagent of KOH, tetra-n-butylammonium bromide, the solvent of tetrahydrofuran, the catalytic agent of terakispalladium. And it needs the reaction time of 8 hours in the condition of heating. Besides, its yield is 75 %.
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When you are dealing with this chemical, you should be very cautious. This is a kind of irritant chemical, it is irritating to eyes, respiratory system and skin and may cause inflammation to the skin or other mucous membranes. Therefore, you should wear suitable gloves and eye/face protection and then avoid contacting with skin and eyes. And then if in case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
In addition, you could convert the following datas into the molecular structure:
(1)Canonical SMILES: B(CC)(CC)C1=CN=CC=C1
(2)InChI: InChI=1S/C9H14BN/c1-3-10(4-2)9-6-5-7-11-8-9/h5-8H,3-4H2,1-2H3
(3)InChIKey: OJKBCQOJVMAHDX-UHFFFAOYSA-N