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Cas Database |
| Name |
4-Dibenzofuranboronic acid |
EINECS | -0 |
| CAS No. | 100124-06-9 | Density | 1.34 g/cm3 |
| PSA | 53.60000 | LogP | 1.26580 |
| Solubility | N/A | Melting Point |
286-291 °C(lit.) |
| Formula | C12H9BO3 | Boiling Point | 438.5 °C at 760 mmHg |
| Molecular Weight | 212.013 | Flash Point | 219 °C |
| Transport Information | N/A | Appearance | Off-white to beige powder |
| Safety | 37/39-26 | Risk Codes | 36/37/38 |
| Molecular Structure |
|
Hazard Symbols |
 Xi
|
| Synonyms |
4-Dibenzofuranboronicacid (6CI);Boronic acid, 4-dibenzofuranyl- (9CI);4-(Dibenzofuryl)boronicacid;Dibenzofuran-4-ylboronic acid;Dibenzofuran-4-Boronic acid; |
Article Data | 18 |
4-Dibenzofuranboronic acid Synthetic route
| Conditions | Yield |
|---|---|
| Stage #1: 4-bromodibenzofuran With n-butyllithium In tetrahydrofuran at -78℃; for 1.5h; Inert atmosphere; Stage #2: Triisopropyl borate In tetrahydrofuran at 20℃; for 8h; | 94% |
| Stage #1: 4-bromodibenzofuran With n-butyllithium In tetrahydrofuran at -78℃; for 1.5h; Inert atmosphere; Stage #2: Triisopropyl borate In tetrahydrofuran at 20℃; for 8h; |
| Conditions | Yield |
|---|---|
| Stage #1: dibenzofuran With n-butyllithium In tetrahydrofuran; hexane; acetone at -60 - 20℃; for 5h; Inert atmosphere; Stage #2: Trimethyl borate In tetrahydrofuran; hexane; acetone at -45 - 20℃; for 15h; Inert atmosphere; Stage #3: water With hydrogenchloride In tetrahydrofuran; hexane; acetone at 10 - 20℃; for 4h; Inert atmosphere; | 93.8% |
| Stage #1: dibenzofuran With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 1.5h; Stage #2: Trimethyl borate In tetrahydrofuran; hexane at -78 - 20℃; for 12.5h; Stage #3: water With hydrogenchloride In tetrahydrofuran; hexane at 0℃; | 69.3% |
- 132-64-9
dibenzofuran
- 28049-80-1
bis(diisopropylamino)chloroborane
- 7732-18-5
water
- 100124-06-9
4-dibenzofurylboronic acid
| Conditions | Yield |
|---|---|
| Stage #1: dibenzofuran With n-butyllithium; N,N,N,N,-tetramethylethylenediamine In hexane for 2h; Inert atmosphere; Reflux; Stage #2: bis(diisopropylamino)chloroborane In hexane at 0℃; Inert atmosphere; Stage #3: water With hydrogenchloride at 10℃; pH=2 - 3; | 88% |
- 132-64-9
dibenzofuran
- 6990-27-8
bromobis(dimethylamino)borane
- 7732-18-5
water
- 100124-06-9
4-dibenzofurylboronic acid
| Conditions | Yield |
|---|---|
| Stage #1: dibenzofuran With n-butyllithium; N,N,N,N,-tetramethylethylenediamine In hexane for 2h; Inert atmosphere; Reflux; Stage #2: bromobis(dimethylamino)borane In hexane at -10℃; for 3h; Inert atmosphere; Stage #3: water With hydrogenchloride at -10 - 10℃; pH=2 - 3; | 82% |
| Conditions | Yield |
|---|---|
| Stage #1: 4-bromodibenzofuran With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 1h; Inert atmosphere; Stage #2: Trimethyl borate In tetrahydrofuran; hexane at -78 - 20℃; for 2h; Inert atmosphere; Stage #3: With hydrogenchloride In tetrahydrofuran; hexane; water at 20℃; for 3h; | 80% |
| Stage #1: 4-bromodibenzofuran With n-butyllithium In tetrahydrofuran at -78 - 0℃; for 1h; Inert atmosphere; Stage #2: Trimethyl borate In tetrahydrofuran at -78℃; Stage #3: With hydrogenchloride In tetrahydrofuran; water for 0.5h; | 73% |
| Stage #1: 4-bromodibenzofuran With n-butyllithium In tetrahydrofuran at -78 - 0℃; for 1h; Inert atmosphere; Stage #2: Trimethyl borate In tetrahydrofuran at -78℃; for 12h; Stage #3: With hydrogenchloride; water In tetrahydrofuran for 0.5h; | 73% |
| Stage #1: 4-bromodibenzofuran With n-butyllithium In tetrahydrofuran for 1h; Stage #2: Trimethyl borate In tetrahydrofuran at 20℃; | 70% |
| Stage #1: 4-bromodibenzofuran With n-butyllithium In tetrahydrofuran for 2h; Cooling with acetone-dry ice; Stage #2: Trimethyl borate In tetrahydrofuran at -78 - 0℃; for 1h; Stage #3: With hydrogenchloride In tetrahydrofuran; water at 0 - 20℃; for 8h; |
- 132-64-9
dibenzofuran
- 6562-41-0
chloro-bis(dimethylamino)borane
- 7732-18-5
water
- 100124-06-9
4-dibenzofurylboronic acid
| Conditions | Yield |
|---|---|
| Stage #1: dibenzofuran With n-butyllithium; N,N,N,N,-tetramethylethylenediamine In hexane for 2h; Inert atmosphere; Reflux; Stage #2: chloro-bis(dimethylamino)borane In hexane at -10℃; Inert atmosphere; Stage #3: water With hydrogenchloride at 10℃; pH=2 - 3; | 77% |
| Conditions | Yield |
|---|---|
| Stage #1: dibenzofuran With n-butyllithium In tetrahydrofuran at -78℃; for 1h; Inert atmosphere; Stage #2: Trimethyl borate In tetrahydrofuran at 20℃; for 1h; Inert atmosphere; | 48.5% |
| Conditions | Yield |
|---|---|
| Stage #1: dibenzofuran With n-butyllithium In tetrahydrofuran; hexane at -68 - -20℃; for 1h; Inert atmosphere; Stage #2: Triisopropyl borate In tetrahydrofuran; hexane at -68 - 20℃; for 5h; Stage #3: With hydrogenchloride In tetrahydrofuran; hexane; water; ethyl acetate |
- 132-64-9
dibenzofuran
- 100124-06-9
4-dibenzofurylboronic acid
| Conditions | Yield |
|---|---|
| Multi-step reaction with 2 steps 1.1: n-butyllithium / tetrahydrofuran; hexane / 6 h / -78 - 0 °C / Inert atmosphere 1.2: 10 h / 20 °C 2.1: n-butyllithium / tetrahydrofuran / 2 h / Cooling with acetone-dry ice 2.2: 1 h / -78 - 0 °C 2.3: 8 h / 0 - 20 °C View Scheme | |
| Multi-step reaction with 2 steps 1.1: n-butyllithium / tetrahydrofuran / 2.5 h / -40 - 20 °C / Inert atmosphere 1.2: 2.5 h / -78 - 20 °C 2.1: n-butyllithium / tetrahydrofuran / 1 h / -78 - 0 °C / Inert atmosphere 2.2: -78 °C 2.3: 0.5 h View Scheme | |
| Multi-step reaction with 2 steps 1.1: n-butyllithium / tetrahydrofuran / 2.5 h / -40 - 20 °C / Inert atmosphere 1.2: 2.5 h / -78 - 20 °C 2.1: n-butyllithium / tetrahydrofuran / 1 h / -78 - 0 °C / Inert atmosphere 2.2: 12 h / -78 °C 2.3: 0.5 h View Scheme |
| Conditions | Yield |
|---|---|
| With copper(I) iodide-lithium chloride In tetrahydrofuran at 20℃; Schlenk technique; Inert atmosphere; |
4-Dibenzofuranboronic acid Specification
The Dibenzofuran-4-boronic acid with CAS registry number of 100124-06-9 is also known as Boronic acid,B-4-dibenzofuranyl-. The IUPAC name is Dibenzofuran-4-ylboronic acid. It belongs to product categories of Heterocyclic Compounds; Boronic Acid; Dibenzofuran; Organoborons; Boronic Acids; Boronic Acids and Derivatives; Heteroaryl. In addition, the formula is C12H9BO3 and the molecular weight is 212.01. This chemical is a off-white to beige powder and should be sealed in cool, dry place away from oxidants.
Physical properties about Dibenzofuran-4-boronic acid are: (1)ACD/LogP: 3.34; (2)ACD/LogD (pH 5.5): 3.336; (3)ACD/LogD (pH 7.4): 3.247; (4)ACD/BCF (pH 5.5): 201.81; (5)ACD/BCF (pH 7.4): 164.569; (6)ACD/KOC (pH 5.5): 1552.849; (7)ACD/KOC (pH 7.4): 1266.295; (8)#H bond acceptors: 3; (9)#H bond donors: 2; (10)#Freely Rotating Bonds: 3; (11)Index of Refraction: 1.701; (12)Molar Refractivity: 60.886 cm3; (13)Molar Volume: 157.378 cm3; (14)Surface Tension: 59.311 dyne/cm; (15)Density: 1.347 g/cm3; (16)Flash Point: 218.968 °C; (17)Enthalpy of Vaporization: 73.278 kJ/mol; (18)Boiling Point: 438.451 °C at 760 mmHg; (19)Vapour Pressure: 0 mmHg at 25 °C.
When you are using this chemical, please be cautious about it. As a chemical, it is irritating to eyes, respiratory system and skin. During using it, wear suitable gloves and eye/face protection. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
You can still convert the following datas into molecular structure:
1. Canonical SMILES: B(C1=C2C(=CC=C1)C3=CC=CC=C3O2)(O)O
2. InChI: InChI=1S/C12H9BO3/c14-13(15)10-6-3-5-9-8-4-1-2-7-11(8)16-12(9)10/h1-7,14-15H
3. InChIKey: ZXHUJRZYLRVVNP-UHFFFAOYSA-N
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