Products Categories
CAS No.: | 5570-19-4 |
---|---|
Name: | 2-Nitrophenylboronic acid |
Article Data: | 19 |
Molecular Structure: | |
Formula: | C6H6BNO4 |
Molecular Weight: | 166.929 |
Synonyms: | Benzeneboronicacid, o-nitro- (6CI,7CI,8CI);Boronic acid, (2-nitrophenyl)- (9CI);o-Nitrophenylboronicacid;2-Nitrophenylboronic acid; |
EINECS: | 611-304-3 |
Density: | 1.4 g/cm3 |
Melting Point: | 155-160 °C |
Boiling Point: | 374.78 °C at 760 mmHg |
Flash Point: | 180.461 °C |
Appearance: | Off-white powder |
Hazard Symbols: | Xn |
Risk Codes: | 22-36/37/38 |
Safety: | 26 |
PSA: | 86.28000 |
LogP: | -0.20220 |
Conditions | Yield |
---|---|
With nitric acid; N,N-dimethyl-formamide; sodium nitrite at 45℃; Reagent/catalyst; Solvent; Temperature; | 99% |
With nitric acid; acetic anhydride at -15 - 10℃; for 3h; | 42% |
With nitric acid In water; acetic anhydride at -15 - 20℃; for 0.5h; | 15% |
With nitric acid; acetic anhydride; urea |
Conditions | Yield |
---|---|
Stage #1: o-nitroiodobenzene With phenylmagnesium chloride In tetrahydrofuran at -78℃; Stage #2: Trimethyl borate In tetrahydrofuran at -78 - 20℃; Stage #3: With hydrogenchloride In tetrahydrofuran | 89% |
Stage #1: o-nitroiodobenzene With phenylmagnesium chloride In tetrahydrofuran at -78℃; for 0.5h; Stage #2: Trimethyl borate In tetrahydrofuran at 20℃; Stage #3: With hydrogenchloride In tetrahydrofuran; water at 0℃; | 87% |
Conditions | Yield |
---|---|
Stage #1: o-nitroiodobenzene With phenylmagnesium chloride In tetrahydrofuran at -60℃; for 0.0833333h; Stage #2: With Trimethyl borate In tetrahydrofuran at -60℃; for 0.5h; Stage #3: With hydrogenchloride In tetrahydrofuran at -20℃; | 85% |
Multi-step reaction with 2 steps 1.1: phenylmagnesium chloride / tetrahydrofuran / 0.08 h / -78 °C / Inert atmosphere 1.2: 0.5 h / -78 °C / Inert atmosphere 2.1: hydrogenchloride / water / -20 °C / Inert atmosphere View Scheme |
Conditions | Yield |
---|---|
Stage #1: 2-nitrophenyl bromide With n-butyllithium In tetrahydrofuran at -78℃; for 1h; Inert atmosphere; Stage #2: Trimethyl borate In tetrahydrofuran at 20℃; for 3h; Inert atmosphere; Stage #3: With hydrogenchloride In tetrahydrofuran; water for 0.5h; Inert atmosphere; | 73% |
Stage #1: 2-nitrophenyl bromide With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 1h; Stage #2: Trimethyl borate In tetrahydrofuran; hexane for 2h; | 47% |
Conditions | Yield |
---|---|
With nitric acid; urea | A 63% B n/a |
With nitric acid; urea In acetic anhydride at -15℃; for 3h; | |
With nitric acid In acetic anhydride at -15℃; |
Conditions | Yield |
---|---|
Stage #1: 2-nitro-aniline With hydrogenchloride In water at 20℃; for 0.0166667h; Stage #2: With sodium nitrite In water at 0℃; for 0.25h; Stage #3: tetrahydroxydiboron With sodium acetate In water at 20℃; for 0.333333h; | 28% |
acetic anhydride
phenylboronic acid
A
2-nitrophenylboronic acid
B
4-nitrophenylboronic acid
Conditions | Yield |
---|---|
With nitric acid; urea |
Conditions | Yield |
---|---|
With nitric acid; urea | |
With sulfuric acid; nitric acid |
2-nitrophenylboronic acid
Conditions | Yield |
---|---|
With hydrogenchloride In water at -20℃; Inert atmosphere; |
Conditions | Yield |
---|---|
With tris(pentafluorophenyl)borate; boron trichloride In 1,2-dichloro-ethane at -10 - 50℃; for 6h; Solvent; Temperature; Time; Inert atmosphere; Sealed tube; |
What can I do for you?
Get Best Price
The 2-Nitrophenylboronic acid, with the CAS registry number 5570-19-4, is also known as Boronic acid, B-(2-nitrophenyl)-. It belongs to the product categories of Blocks; Boronic Acids; Nitro Compounds; Substituted Boronic Acids; Boronic Acids; B (Classes of Boron Compounds); Aryl; Boronic Acids; Boronic Acids and Derivatives. This chemical's molecular formula is C6H6BNO4 and molecular weight is 166.93. What's more, its IUPAC name is the same with its product name. It should be stored in a cool, dry and well-ventilated place.
Physical properties about 2-Nitrophenylboronic acid are: (1)ACD/LogP: 1.319; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.32; (4)ACD/LogD (pH 7.4): 1.18; (5)ACD/BCF (pH 5.5): 5.90; (6)ACD/BCF (pH 7.4): 4.32; (7)ACD/KOC (pH 5.5): 123.79; (8)ACD/KOC (pH 7.4): 90.66; (9)#H bond acceptors: 5; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 4; (12)Polar Surface Area: 86.28 Å2; (13)Index of Refraction: 1.574; (14)Molar Refractivity: 39.322 cm3; (15)Molar Volume: 119.225 cm3; (16)Polarizability: 15.588×10-24cm3; (17)Surface Tension: 57.826 dyne/cm; (18)Density: 1.4 g/cm3; (19)Flash Point: 180.461 °C; (20)Enthalpy of Vaporization: 65.639 kJ/mol; (21)Boiling Point: 374.78 °C at 760 mmHg; (22)Vapour Pressure: 0 mmHg at 25 °C.
Uses of 2-Nitrophenylboronic acid: it is used to produce other chemicals. For example, it can react with 5-bromo-nicotinic acid methyl ester to get 5-(2-nitro-phenyl)-nicotinic acid methyl ester. This reaction needs reagent NEt3 and solvent dimethylformamide at temperature of 100 °C. The reaction time is 3 hours. The yield is 61 %.
When you are dealing with this chemical, you should be very careful. This chemical may cause damage to health and it is harmful if swallowed. It is irritating to eyes, respiratory system and skin. In case of contacting 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-][N+](=O)c1ccccc1B(O)O
(2) InChI: InChI=1S/C6H6BNO4/c9-7(10)5-3-1-2-4-6(5)8(11)12/h1-4,9-10H
(3) InChIKey: SFUIGUOONHIVLG-UHFFFAOYSA-N