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2-Methyl-5-nitroaniline

Product Name
2-Methyl-5-nitroaniline
CAS No.
99-55-8
Chemical Name
2-Methyl-5-nitroaniline
Synonyms
FAST SCARLET G BASE;5-NITRO-O-TOLUIDINE;2-AMINO-4-NITROTOLUENE;PNOT;SCARLET G BASE;pnot[qr];CI 37105;NCI-C01843;dahongseji;ci37105[qr]
CBNumber
CB7234387
Molecular Formula
C7H8N2O2
Formula Weight
152.15
MOL File
99-55-8.mol
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2-Methyl-5-nitroaniline Property

Melting point:
103-106 °C(lit.)
Boiling point:
294.61°C (rough estimate)
Density 
1.2333 (estimate)
refractive index 
1.6276 (estimate)
storage temp. 
Keep in dark place,Sealed in dry,2-8°C
solubility 
Chloroform (Slightly), Methanol (Slightly)
form 
Crystalline Powder
pka
2.34±0.10(Predicted)
color 
Ochre to yellow-orange
Water Solubility 
<0.1 g/100 mL at 19 ºC
BRN 
879021
Exposure limits
ACGIH: TWA 1 mg/m3
Stability:
Stable. Incompatible with strong oxidizing agents, acid chlorides, acid anhydrides, acids, chloroformates.
CAS DataBase Reference
99-55-8(CAS DataBase Reference)
NIST Chemistry Reference
Benzenamine, 2-methyl-5-nitro-(99-55-8)
IARC
3 (Vol. 48) 1990
EPA Substance Registry System
2-Methyl-5-nitroaniline (99-55-8)
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Safety

Hazard Codes 
T,Xi
Risk Statements 
23/24/25-40-52/53
Safety Statements 
36/37-45-61
RIDADR 
UN 2660 6.1/PG 3
WGK Germany 
3
RTECS 
XU8225000
Hazard Note 
Irritant
TSCA 
Yes
HazardClass 
6.1
PackingGroup 
III
HS Code 
29214300
Hazardous Substances Data
99-55-8(Hazardous Substances Data)
Toxicity
LD50 orl-rat: 574 mg/kg NCIMR* NIH-71-E-2144,73
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H351Suspected of causing cancer

H412Harmful to aquatic life with long lasting effects

Precautionary statements

P201Obtain special instructions before use.

P273Avoid release to the environment.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P310IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
M59386
Product name
2-Methyl-5-nitroaniline
Purity
98%
Packaging
100g
Price
$62.7
Updated
2024/03/01
Sigma-Aldrich
Product number
402729
Product name
2-Methyl-5-nitroaniline
Purity
95%
Packaging
100g
Price
$104
Updated
2023/06/20
Sigma-Aldrich
Product number
45984
Product name
2-Methyl-5-nitroaniline
Purity
analytical standard
Packaging
100mg
Price
$51.1
Updated
2022/05/15
TCI Chemical
Product number
N0115
Product name
2-Methyl-5-nitroaniline
Purity
>98.0%(GC)(T)
Packaging
25g
Price
$44
Updated
2024/03/01
TCI Chemical
Product number
N0115
Product name
2-Methyl-5-nitroaniline
Purity
>98.0%(GC)(T)
Packaging
500g
Price
$520
Updated
2024/03/01
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2-Methyl-5-nitroaniline Chemical Properties,Usage,Production

Description

2-Methyl-5-nitroaniline, also known as 5-nitro-o-toluidine, is an intermediate compound in the synthesis of a wide range of azo dyes and is an in vivo metabolic product of 2,4-dinitrotoluene. 

Chemical Properties

5-Nitro-o-toluidine is a yellow, crystalline solid.

Uses

2-Methyl-5-nitroaniline may be employed as analytical standard for the surfactant mediated transformations (?254nm) of 2,4-dinitrotoluene.

Uses

5-Nitro-o-toluidine is used in the synthesis of numerous dyes.

Preparation

2-Methyl-5-nitrobenzenamine?in concentrated sulfuric acid nitration.

Preparation

o-Toluidine(500 mg, 4.19 mmol) was added with vigorous stirring to a balloon with concentrated sulfuric acid (3.9 ml, 71.4 mmol). The temperature of the reaction is 10 ℃ (salt/ice, cold bath). After that, an acid mixture (0.9 mlHNO3 and 0.9 ml H2SO4) was added to the solution for 2 h. The mixture was placed on ice and basified with NaOH. Finally, 2-methyl-5-nitroaniline was collected by filtration and washed with water.

Definition

ChEBI: A C-nitro compound in which the nitro compound is meta to the amino group and para to the methyl group of o-toluidine.

Air & Water Reactions

Insoluble in water. 2-Methyl-5-nitroaniline is sensitive to moisture, light, or prolonged exposure to air.

Reactivity Profile

2-Methyl-5-nitroaniline is incompatible with strong oxidizing agents, acids, acid chlorides, acid anhydrides and chloroformates.

Fire Hazard

Flash point data for 2-Methyl-5-nitroaniline are not available; however, 2-Methyl-5-nitroaniline is probably combustible.

Toxicology

Genetic toxicity studies for 2-methyl-5-nitroaniline indicate generally positive results in reverse-mutation assays in Salmonella typhimurium and Escherichia coli, and in Syrian hamster embryo (SHE) cell transformation assays; the compound is weaker in potency than other 2,4-dinitrotoluene metabolites. 

Safety Profile

Confirmed carcinogen with experimental carcinogenic data. Moderately toxic by ingestion. Mutation data reported. Decomposes exothermically when heated to 150℃. When heated to decomposition it emits toxic fumes of NOx. See also NITRO COMPOUNDS OF AROMATIC HYDROCARBONS.

Carcinogenicity

There are no data available for evaluating carcinogenic risk to humans. When 5-nitro-o-toluidine was administered in a dietary feeding study to F344 rats (50 or 100 ppm) and B6C3F1 mice (1200 or 2300 ppm) of both sexes, hepatocellular carcinomas were produced in mice but not in rats.

Shipping

UN2660 Nitrotoluidines (mono), Hazard Class: 6.1; Labels: 6.1-Poisonous materials.

Purification Methods

Acetylate the aniline, and the acetyl derivative is crystallised to constant melting point; then hydrolyse it with 70% H2SO4 and the free base is regenerated by treatment with NH3 [Bevan et al. J Chem Soc 4284 1956]. [Beilstein 12 H 844. 12 IV 1807.]

Incompatibilities

Incompatible with oxidizers (chlorates, nitrates, peroxides, permanganates, perchlorates, chlorine, bromine, fluorine, etc.); contact may cause fires or explosions. Keep away from alkaline materials, strong bases, strong acids, oxoacids, epoxides, acid chlorides; acid anhydrides; chloroformates.

Waste Disposal

Consult with environmental regulatory agencies for guidance on acceptable disposal practices. Generators of waste containing this contaminant (≥100 kg/mo) must conform with EPA regulations governing storage, transportation, treatment, and waste disposal.

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2-Methyl-5-nitroaniline Suppliers

TOKYO CHEMICAL INDUSTRY CO., LTD.
Tel
03-36680489
Fax
03-3668-0520
Email
Sales-JP@TCIchemicals.com
Country
Japan
ProdList
28387
Advantage
80
K. Sakai & Co., Ltd.
Tel
--
Fax
--
Email
em@ksakai.co.jp
Country
Japan
ProdList
957
Advantage
58
Goni Chemical Industry Co., Ltd.
Tel
--
Fax
--
Email
gonichem@sh.rim.or.jp
Country
Japan
ProdList
25
Advantage
58
Sumitomo Chemical Singapore Pte Ltd
Tel
--
Fax
--
Email
schp_contact@ya.sumitomo-chem.co.jp
Country
Japan
ProdList
175
Advantage
81
Nacalai Tesque, Inc.
Tel
--
Fax
--
Email
info-tech@nacalai.co.jp
Country
Japan
ProdList
6046
Advantage
75
Wako Pure Chemical Industries, Ltd.
Tel
--
Fax
--
Email
labchem-tec@wako-chem.co.jp
Country
Japan
ProdList
6819
Advantage
80
Kanto Chemical Co., Inc.
Tel
--
Fax
--
Email
reag-info@gms.kanto.co.jp
Country
Japan
ProdList
6756
Advantage
74
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View Lastest Price from 2-Methyl-5-nitroaniline manufacturers

Hebei Weibang Biotechnology Co., Ltd
Product
2-Methyl-5-nitroaniline 99-55-8
Price
US $10.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
10 mt
Release date
2023-02-21
Henan Fengda Chemical Co., Ltd
Product
2-Methyl-5-nitroaniline 99-55-8
Price
US $5.00-0.10/KG
Min. Order
1KG
Purity
99%
Supply Ability
g-kg-tons, free sample is available
Release date
2024-04-16
Hebei Mojin Biotechnology Co., Ltd
Product
2-Methyl-5-nitroaniline 99-55-8
Price
US $50.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
5000KG
Release date
2023-08-16

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