Basic information
- Standard SMILES
O=[N+]([O-])c1ccccc1Nc1ccccc1- InChIKey
RUKISNQKOIKZGT-UHFFFAOYSA-N- Molecular formula
- C12H10N2O2
- Average molar mass
- 214.22 g/mol
- Monoisotopic mass
- 214.07422756
Overview
2-nitrodiphenylamine appears as red-brown crystalline powder or reddish-brown solid. (NTP, 1992)
Names & identifiers
- Preferred name
- 2-Nitrodiphenylamine
- IUPAC
- 2-nitro-N-phenylaniline
- English name
- 2-Nitrodiphenylamine
- Molecular formula
- C12H10N2O2
- Molecular weight
- 214.22
Names & synonyms
Show more names
Database identifiers
- CAS
119-75-5- PubChem CID
- 8407
- DTXSID
DTXSID4025749- ChEMBL
CHEMBL1450018- UNII
- DT9NA7ZDD8
- EC Number
- 204-348-6
- Nikkaji
- J37.804F
Properties
Computed structural properties
- XLogP
- 3.7
- Topological polar surface area
- 57.9 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 2
- Heavy atoms
- 16
- Formal charge
- 0
- Complexity
- 234
Experimental & physicochemical properties
Solubility
less than 1 mg/mL at 72 °F (NTP, 1992)
1.1 [ug/mL] (The mean of the results at pH 7.4)
Melting Point
167.9 °F (NTP, 1992)
75.5 °C
Physical Description
2-nitrodiphenylamine appears as red-brown crystalline powder or reddish-brown solid. (NTP, 1992)
CBI; Liquid
Orange solid; [Reference #1] Reddish-brown solid; [CAMEO] Red or orange crystalline solid; [Alfa Aesar MSDS]
Physicochemical properties
- Melting point
- 74 · 74-76 °C(lit.)
- Boiling point
- 346 °C · 346 °C
- Density
- 1.36 · 1.36
- vapor density
- 10.7 · 10.7 (vs air)
- refractive index
- 1.666 · 1.6660 (estimate)
- Flash point
- 346 °C · 346°C
- storage temp.
- Keep in dark place,Inert atmosphere,Room temperature
- solubility
- Chloroform (Slightly), , DMSO (Slightly), Methanol (Slightly, Sonicated)
- form
- Solid
- pka
- -3.39 · -3.39±0.20(Predicted)
- color
- Red
- Water Solubility
- negligible
- BRN
- 2213591 · 2213591
- InChIKey
- RUKISNQKOIKZGT-UHFFFAOYSA-N
- CAS DataBase Reference
- 119 · 119-75-5(CAS DataBase Reference)
- FDA UNII
- 9 NA7ZDD8 · DT9NA7ZDD8
- NIST Chemistry Reference
- 2 · Benzenamine, 2-nitro-N-phenyl-(119-75-5)
- EPA Substance Registry System
- 2 · 2-Nitrodiphenylamine (119-75-5)
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 315 · H315-H319-H335
- Precautionary statements
- 261 · P261-P305+P351+P338
- Hazard Codes
- Xi
- Risk Statements
- 36 · 36/37/38
- Safety Statements
- 26 · 26-36-37/39
- WGK Germany
- 3 · 3
- Hazard Note
- Irritant
- TSCA
- TSCA listed
- HS Code
- 29214400 · 29214400
Safety & regulation
GHS classification
GHS Classification
Warning
H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 60 reports by companies from 9 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Regulatory Information
Chemical: Benzenamine, 2-nitro-N-phenyl-
Benzenamine, 2-nitro-N-phenyl- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Benzenamine, 2-nitro-N-phenyl- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)
Benzenamine, 2-nitro-N-phenyl-: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.
Safety & protection
First Aid
EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop.
Nonfire Spill Response
SMALL SPILLS AND LEAKAGE: If a spill of this chemical occurs, FIRST REMOVE ALL SOURCES OF IGNITION, then you should dampen the solid spill material with acetone and transfer the dampened material to a suitable container. Use absorbent paper dampened with acetone to pick up any remaining material. Seal your contaminated clothing and the absorbent paper in a vapor-tight plastic bag for eventual disposal. Solvent wash all contaminated surfaces with acetone followed by washing with a soap and water solution. Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned.
Protective Action Criteria (PAC)
12 [mg/m3]
130 [mg/m3]
790 [mg/m3]
Personal Protective Equipment (PPE)
RECOMMENDED RESPIRATOR: Where the neat test chemical is weighed and diluted, wear a NIOSH-approved half face respirator equipped with an organic vapor/acid gas cartridge (specific for organic vapors, HCl, acid gas and SO2) with a dust/mist filter. (NTP, 1992)
Toxicology
EPA Provisional Peer-Reviewed Toxicity Values
2-Nitrodiphenylamine
PDF Document
2011
Safety data
- wgk
- 3
- tsca
- TSCA listed
- hs_code
- 29214400
- risk_code
- 36/37/38
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xi
- hazard_note
- Irritant
- safety_code
- 26-36-37/39
- Hazard statements
- H315-H319-H335
- Precautionary statements
- P261-P305+P351+P338
Chemistry & industry
Uses & manufacturing
Uses
Used to control the combustion of propylene glycol dinitrate in Otto fuel II (US navy propellant for torpedoes and other weapons systems); Also used as a solvent dye; [ATSDR Public Health Statements] Used as stabilizer for nitroglycerin and as a chemical intermediate; [NTP]
General Manufacturing Information
All Other Chemical Product and Preparation Manufacturing
Benzenamine, 2-nitro-N-phenyl-: ACTIVE
Applications
Description2-Nitrodiphenylamine is a double-base (DB) rocket propellant stabilizer and its microencapsulation potentially improves the shelf life of DB rocket propellants.
Uses(2-Nitrophenyl)phenylamine (cas# 119-75-5) is a compound useful in organic synthesis.
Uses2-Nitrodiphenylamine is used to control the combustion of propylene glycol dinitrate in Otto fuel II (US navy propellant for torpedoes and other weapons systems); Also used as a solvent dye; Used as stabilizer for nitroglycerin and as a chemical intermediate
General DescriptionRed-brown crystalline powder or reddish-brown solid.
Upstream & downstream products
Upstream raw materials
Downstream products
Suppliers50 total
Related reactions
Linked notes
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