2-Nitrodiphenylamine

HCID 8407CAS 119-75-5

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

2-Nitrodiphenylamine119-75-52-Nitro-N-phenylanilineBenzenamine, 2-nitro-N-phenyl-o-(Phenylamino)nitrobenzeneCCRIS 6075DTXSID4025749EINECS 204-348-6N-Phenyl-2-nitrobenzenamineAI3-08882DTXCID7057492-nitro-n-phenylbenzeneamine
Show more names
NitrodiphenylamineO-NITRO DIPHENYLAMINENSC 4754NSC 629274NSC 105613c.i. 10335Sudan Yellow 1339TIMTEC-BB SBB000544
PHENYL 2-NITROPHENYLAMINEoNitrodiphenylaminePHENYL(2-NITROPHENYL)AMINENPhenylonitroanilineoNitroNphenylaniline2NitroNphenylanilineDiphenylamine, 2nitroRefChem:88722

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

Experimental & physicochemical properties

Chemical ClassesNitrogen Compounds -> Nitroanilines
SpringerMaterials PropertiesBoiling point
Density1.36 @25 °C
Solubility · 2 items

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 · 2 items

167.9 °F (NTP, 1992)

75.5 °C

Physical Description · 3 items

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

Safety & regulation

GHS classification

GHS Classification · 4 items

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 · 3 items

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.

DOT LabelPoison
Fire HazardsFlash point data for this chemical are not available; however, it is probably combustible. (NTP, 1992)
Health HazardsSYMPTOMS: Symptoms of exposure to this chemical include irritation of the skin, eyes, mucous membranes and upper respiratory tract. Structurally similar chemicals may cause methemoglobinemia.
Hazards SummaryA skin, eye, mucous membrane, and upper respiratory tract irritant; May cause methemoglobinemia, based on structurally similar compounds; [NTP] A skin and strong eye irritant; [Alfa Aesar MSDS] See Otto fuel.
Reactive GroupAmines, Phosphines, and Pyridines

Safety & protection

Fire FightingFires involving this material can be controlled with a dry chemical, carbon dioxide or Halon extinguisher. A water spray may also be used. (NTP, 1992)
First Aid · 1 item

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 · 1 item

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.

Isolation and EvacuationExcerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]:
Protective Action Criteria (PAC) · 3 items

12 [mg/m3]

130 [mg/m3]

790 [mg/m3]

Personal Protective Equipment (PPE) · 1 item

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

Adverse EffectsMethemoglobinemia - The presence of increased methemoglobin in the blood; the compound is classified as secondary toxic effect
EPA Provisional Peer-Reviewed Toxicity Values · 3 items

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

Chemistry & industry

Uses & manufacturing

Uses · 1 item

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]

U.S. Production2023: <75,000 lb
Industry UsesOther
General Manufacturing Information · 2 items

All Other Chemical Product and Preparation Manufacturing

Benzenamine, 2-nitro-N-phenyl-: ACTIVE

Applications · 4 items

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.

Suppliers50 total

梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
衢州润东化工有限公司0570-8789886 18892685668 · [email protected]
湖北永阔科技有限公司027-59223108 15972152991 · [email protected]
南京凯美西化工有限公司02558748998 18951874644 · [email protected]
湖北万得化工有限公司15377098680 15377098680 · [email protected]

Related reactions

11 records

Linked notes

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