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2-Methyl-6-nitroaniline

HCID 11298
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Basic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
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Basic information

CAS
570-24-1
Standard SMILES
Cc1cccc([N+](=O)[O-])c1N
InChIKey
FCMRHMPITHLLLA-UHFFFAOYSA-N
Molecular formula
C7H8N2O2
Average molar mass
152.15 g/mol
Monoisotopic mass
152.0585775

Overview

2-methyl-6-nitroaniline appears as orange-yellow prisms or brown granular powder. (NTP, 1992)

Names & identifiers

Preferred name
2-Methyl-6-nitroaniline
IUPAC
2-methyl-6-nitroaniline
English name
2-Methyl-6-nitroaniline
Molecular formula
C7H8N2O2
Molecular weight
152.15

Names & synonyms

2-METHYL-6-NITROANILINE570-24-12-Amino-3-nitrotoluene6-Nitro-o-toluidineBenzenamine, 2-methyl-6-nitro-6-Methyl-2-nitroaniline1-Amino-2-methyl-6-nitrobenzene3-Nitro-2-aminotolueneo-Toluidine, 6-nitro-2-nitro-6-methylanilineNSC 286OUP165YKBC
Show more names
2-Amino-3-nitro touleneNSC 52218-6-nitroaniL6-Nitro-o-tolLABOTEST-BB LTBB0006216-Nitro-2-Methylaniline
EINECS 209-329-62-Methyl-6-nitro-benzenamineIMEXINE FPNSC-286NSC-522182-amino-3-methylnitrobenzeneDTXSID7025631FCMRHMPITHLLLA-UHFFFAOYSA-

Database identifiers

CAS
570-24-1、60999-18-0
PubChem CID
11298
DTXSID
DTXSID7025631
UNII
OUP165YKBC
EC Number
209-329-6
Nikkaji
J28.416E

Properties

Computed structural propertiesFilling in

XLogP
2
Topological polar surface area
71.8 Ų
Hydrogen bond donors
1
Hydrogen bond acceptors
3
Rotatable bonds
0
Heavy atoms
11
Formal charge
0
Complexity
155

Experimental & physicochemical properties

Chemical ClassesNitrogen Compounds -> Nitroanilines
CosmeticsHair dyeing
SpringerMaterials PropertiesSurface tension
Density1.19 at 212 °F (NTP, 1992) - Denser than water; will sink
Solubilityless than 1 mg/mL at 73 °F (NTP, 1992)
Melting Point199 to 205 °F (NTP, 1992)
Physical Description · 2 items

2-methyl-6-nitroaniline appears as orange-yellow prisms or brown granular powder. (NTP, 1992)

Orange-yellow or brown solid; [CAMEO] Dark red solid; [EC: SCCNFP] Dark red crystalline solid; [Sigma-Aldrich MSDS]

Physicochemical properties

Melting point
93 · 93-96 °C (lit.)

Safety & regulation

Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.

GHS classification

GHS Classification · 6 items

Danger

H301 (100%): Toxic if swallowed [Danger Acute toxicity, oral]

P260, P261, P262, P264, P270, P271, P273, P280, P301+P316, P302+P352, P304+P340, P316, P319, P321, P330, P361+P364, P391, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 47 reports by companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Danger

H311: Toxic in contact with skin [Danger Acute toxicity, dermal]

Hazard information

Regulatory Information · 3 items

Chemical: Benzenamine, 2-methyl-6-nitro-

Status: No longer Valid Update: 25-04-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/24595

6-Nitro-o-toluidine: Does not have an individual approval but may be used under an appropriate group standard

Other Safety InformationIMAP assessments - Benzenamine, 2-methyl-6-nitro-: Human health tier II assessment
DOT LabelPoison
Fire HazardsFlash point data for this compound are not available, but it is probably combustible. (NTP, 1992)
Health HazardsExcerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]:
Hazards Summary · 1 item

A mild skin and eye irritant in rabbits at 3% concentration in 1,2-propanediol; No evidence of skin sensitization in guinea pigs; Hepatotoxicity observed in 28-day oral studies of rats; No evidence of embryotoxicity or teratogenicity in rats; [EC: SCCNFP] May cause irritation; May induce methemoglobinemia; Toxic by ingestion, inhalation, and skin absorption; Targets the blood; [Sigma-Aldrich MSDS] See 2-Nitroaniline.

Chemistry & industry

Uses & manufacturing

Uses · 2 items

Used in semi-permanent hair dyes; [EC: SCCNFP]

Dressing Hair [Category: Other]

Use ClassificationCosmetics -> Hair dyeing
Applications · 3 items

Uses2-Methyl-6-nitroaniline is a compound useful in organic synthesis. Dyes and metabolites, Environmental Testing.

Uses2-Methyl-6-nitroaniline (cas# 570-24-1) is a compound useful in organic synthesis. Dyes and metabolites, Environmental Testing

General DescriptionOrange-yellow prisms or brown granular powder.

Upstream & downstream products

Upstream raw materials

2-Methylacetanilide2-Azido-3-nitrotolueneo-Oxalotoluidide2-Aminotoluene-5-sulfonic acidSulfuric acid2-Methyl-4-nitroacetanilideAcetic anhydrideN-(2-Methyl-6-nitro-phenyl)-acetamideNitric acid4-Methyl-2-nitroaniline

Downstream products

Related reactions

66 records
New reaction record
HRID 49681 reaction equation
HRID 49681As reactantuspto-grants-2004_03
HRID 100060 reaction equation
HRID 100060As productTraining data from https://doi.org/10.1039/C8SC04228D (2/10)
HRID 148846 reaction equation
HRID 148846As reactantTraining data from https://doi.org/10.1039/C8SC04228D (9/10)
HRID 166449 reaction equation
HRID 166449As reactantTraining data from https://doi.org/10.1039/C8SC04228D (9/10)
HRID 206161 reaction equation
HRID 206161As reactantTraining data from https://doi.org/10.1039/C8SC04228D (6/10)
HRID 284940 reaction equation
HRID 284940As reactantTraining data from https://doi.org/10.1039/C8SC04228D (8/10)
HRID 293600 reaction equation
HRID 293600As reactantTraining data from https://doi.org/10.1039/C8SC04228D (8/10)
HRID 295774 reaction equation
HRID 295774As reactantTraining data from https://doi.org/10.1039/C8SC04228D (8/10)
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Compound notes

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On this pageBasic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
More actions
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Boiling point
124 °C · 124 °C / 1mmHg
Density
1.19 g/cm3 · 1.19 g/cm3
refractive index
1.6276 · 1.6276 (estimate)
Flash point
110 °C · 110 °C
storage temp.
Keep in dark place,Inert atmosphere,Room temperature
solubility
1 mg/l · <1mg/l
pka
-0.44 · -0.44±0.25(Predicted)
form
Crystalline Powder
color
Brownish
Water Solubility
0.1 g/100 · <0.1 g/100 mL at 23 ºC
BRN
1868029 · 1868029
Henry's Law Constant
4.6 · 4.6×101 mol/(m3Pa) at 25℃, Abraham and Jr. (2019)
Cosmetics Ingredients Functions
HAIR DYEING
InChI
1S/C7H8N2O2/c1-5-3-2-4-6(7(5)8)9(10)11/h2-4H,8H2,1H3
InChIKey
FCMRHMPITHLLLA-UHFFFAOYSA-N
SMILES
Cc1cccc(c1N)[N+]([O-])=O
CAS DataBase Reference
570 · 570-24-1(CAS DataBase Reference)
EWG's Food Scores
1 · 1-4
FDA UNII
165 YKBC · OUP165YKBC
NIST Chemistry Reference
2 · 2-Methyl-6-nitroaniline(570-24-1)
EPA Substance Registry System
2 · 2-Methyl-6-nitroaniline (570-24-1)
UNSPSC Code
12352100 · 12352100
NACRES
22 · NA.22
Symbol(GHS)
6 · GHS06,GHS08,GHS09
Signal word
Danger
Hazard statements
301 · H301+H311+H331-H373-H410
Precautionary statements
273 · P273-P280-P301+P310-P302+P352+P312-P304+P340+P311-P314
PPE
2 · Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
Hazard Codes
T,N,Xi
Risk Statements
23 · 23/24/25-33-51/53
Safety Statements
28 · 28-36/37-45-61-28A
RIDADR
2660 · UN 2660 6.1/PG 3
WGK Germany
3 · 3
F
10 · 10
Hazard Note
Toxic
HazardClass
6.1 · 6.1
PackingGroup
Ⅲ
HS Code
29214300 · 29214300
Storage Class
6.1 C · 6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects
Hazard Classifications
3 DermalAcute · Acute Tox. 3 DermalAcute Tox. 3 InhalationAcute Tox. 3 OralAquatic Acute 1Aquatic Chronic 2STOT RE 2
REACH Registrations
Inactive
Limited Quantities
5 kg · 5.0 kg (11 lbs) (solid)
Excepted Quantities
Max Inner Pack (30g or 30ml) and Max Outer Pack (1Kg or 1L)
Reactive GroupNitro, Nitroso, Nitrate, and Nitrite Compounds, Organic
Reactivity Profile2-METHYL-6-NITROANILINE is incompatible with acids, acid chlorides, acid anhydrides, chloroformates, and strong oxidizers. (NTP, 1992)
Air and Water ReactionsThis chemical is sensitive to prolonged exposure to air. Insoluble in water.
Hazard Classes and Categories · 2 items

Acute Tox. 3 (100%)

Acute toxicity - category 3

Safety & protection

Fire FightingFires involving this material can be controlled using a carbon dioxide, dry chemical or Halon extinguisher. (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)]:
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 EffectsOccupational hepatotoxin - Secondary hepatotoxins: the potential for toxic effect in the occupational setting is based on cases of poisoning by human ingestion or animal experimentation.

Safety data

F
10
PPE
Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
wgk
3
ridadr
UN 2660 6.1/PG 3
hs_code
29214300
risk_code
23/24/25-33-51/53
Signal word
Danger
Symbol(GHS)
GHS06,GHS08,GHS09
hazard_code
T,N,Xi
hazard_note
Toxic
safety_code
28-36/37-45-61-28A
hazard_class
IRRITANT
Storage Class
6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects
packing_group
Ⅲ
Hazard statements
H301+H311+H331-H373-H410
Limited Quantities
5.0 kg (11 lbs) (solid)
Excepted Quantities
Max Inner Pack (30g or 30ml) and Max Outer Pack (1Kg or 1L)
REACH Registrations
Inactive
Hazard Classifications
Acute Tox. 3 DermalAcute Tox. 3 InhalationAcute Tox. 3 OralAquatic Acute 1Aquatic Chronic 2STOT RE 2
Precautionary statements
P273-P280-P301+P310-P302+P352+P312-P304+P340+P311-P314
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