Basic information
- Standard SMILES
O=[N+]([O-])c1ccccc1B(O)O- InChIKey
SFUIGUOONHIVLG-UHFFFAOYSA-N- Molecular formula
- C6H6BNO4
- Average molar mass
- 166.93 g/mol
- Monoisotopic mass
- 167.03898807
Names & identifiers
- Preferred name
- (2-Nitrophenyl)boronic acid
- IUPAC
- (2-nitrophenyl)boronic acid
- English name
- 2-Nitrophenylboronic acid
- Molecular formula
- C6H6BNO4
- Molecular weight
- 166.93
Names & synonyms
2-Nitrophenylboronic acid(2-nitrophenyl)boronic AcidRefChem:396171611-304-35570-19-42-Nitrobenzeneboronic AcidMFCD001613582-nitrophenyl-boronic acidSCHEMBL14727517O-NITROBENZENEBORONIC ACIDBoronic acid, B-(2-nitrophenyl)-HY-W002465
Show more names
2-nitroborateRARECHEM AH PB 01422-Borononitrobenzene2-NitrophenylboronicElectronic materials2-NitrophenylboronicaciO-NITROPHENYLBORONIC ACID
EN300-120491Boronic acid, (nitrophenyl)-2-Nitrophenylboronicacid2-nitrophenyl boronic acid2-nitrophenyl boronicnitrophenylboronic acidOL10072nitrobenzeneboronic acid
Database identifiers
- CAS
5570-19-4- PubChem CID
- 2773548
- DTXSID
DTXSID20901106- ChEMBL
CHEMBL313388- EC Number
- 611-304-3
- Nikkaji
- J1.113.654K
Properties
Computed structural properties
- Topological polar surface area
- 86.3 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 4
- Rotatable bonds
- 1
- Heavy atoms
- 12
- Formal charge
- 0
- Complexity
- 169
Physicochemical properties
- Melting point
- 155 · 155-160°C
- Boiling point
- 374.8 · 374.8±44.0 °C(Predicted)
- Density
- 1.4 · 1.40±0.1 g/cm3(Predicted)
- storage temp.
- Keep in dark place,Sealed in dry,Room Temperature
- solubility
- soluble in Methanol,Ether,Ethanol
- pka
- 7.83 · 7.83±0.53(Predicted)
- form
- Crystalline Powder
- color
- White to off-white
- BRN
- 3032097 · 3032097
- InChI
- InChI=1S/C6H6BNO4/c9-7(10)5-3-1-2-4-6(5)8(11)12/h1-4,9-10H
- InChIKey
- SFUIGUOONHIVLG-UHFFFAOYSA-N
- SMILES
- B(C1=CC=CC=C1[N+]([O-])=O)(O)O
- CAS DataBase Reference
- 5570 · 5570-19-4(CAS DataBase Reference)
- UNSPSC Code
- 12352103 · 12352103
- NACRES
- 22 · NA.22
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 302 · H302-H315-H319-H335
- Precautionary statements
- 261 · P261-P264-P270-P301+P312-P302+P352-P305+P351+P338
- target organs
- Respiratory system
- PPE
- 95 · dust mask type N95 (US), Eyeshields, Gloves
- Hazard Codes
- Xn
- Risk Statements
- 22 · 22-36/37/38
- Safety Statements
- 26 · 26
- WGK Germany
- 3 · 3
- Hazard Note
- Harmful
- HS Code
- 29319090 · 29319090
- Storage Class
- 11 · 11 - Combustible Solids
- Hazard Classifications
- 4 OralEye · Acute Tox. 4 OralEye Irrit. 2Skin Irrit. 2STOT SE 3
Safety & regulation
GHS classification
GHS Classification
Warning
H302 (89.6%): Harmful if swallowed [Warning Acute toxicity, oral]
P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 48 reports by companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Hazard Classes and CategoriesAcute Tox. 4 (89.6%)
Safety data
- PPE
- dust mask type N95 (US), Eyeshields, Gloves
- wgk
- 3
- hs_code
- 29319090
- risk_code
- 22-36/37/38
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xn
- hazard_note
- Harmful
- safety_code
- 26
- Storage Class
- 11 - Combustible Solids
- target organs
- Respiratory system
- Hazard statements
- H302-H315-H319-H335
- Hazard Classifications
- Acute Tox. 4 OralEye Irrit. 2Skin Irrit. 2STOT SE 3
- Precautionary statements
- P261-P264-P270-P301+P312-P302+P352-P305+P351+P338
Chemistry & industry
Applications
UsesBoronic acid catalyst used for: Mild and selective dipolar cycloadditions of unsaturated carboxylic acids with azidesTransposition of allylic alcohols and Meyer-Schuster rearrangementsReactant involved in: Suzuki-Miyaura cross-coupling reactions with aryl halides or nitroarenediazonium tetrafluoroboratesCopper-catalyzed halogenationOxidative arylation of aminopyrazolyl disulfides
Upstream & downstream products
Upstream raw materials
Downstream products
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Related reactions
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