2-ブロモ-4,6-ジニトロアニリン

2-Bromo-4,6-dinitroaniline

HCID 15752CAS 1817-73-8

基本情報

標準SMILES
Nc1c(Br)cc([N+](=O)[O-])cc1[N+](=O)[O-]
InChIKey
KWMDHCLJYMVBNS-UHFFFAOYSA-N
分子式
C6H4BrN3O4
平均分子量
262.02 g/mol
単同位体質量
260.93851771

概要

2-bromo-4,6-dinitroaniline is a bright yellow powder. (NTP, 1992)

名称と識別子

優先名称
2-Bromo-4,6-dinitroaniline
IUPAC
2-bromo-4,6-dinitroaniline
現地名
2-ブロモ-4,6-ジニトロアニリン
英語名
2-Bromo-4,6-dinitroaniline
分子式
C6H4BrN3O4
分子量
262.02

名称と別名

2-BROMO-4,6-DINITROANILINE1817-73-8Benzenamine, 2-bromo-4,6-dinitro-6-Bromo-2,4-dinitroaniline2,4-Dinitro-6-bromoanilineBromo DNA2-Bromo-4,6-dinitroaminobenzeneAniline, 2-bromo-4,6-dinitro-NCI-C60844DTXSID40246462,4-Dinitro-6-bromoanilinBenzenamide, 2-bromo-4,6-dinitro-
名称をさらに表示
2-ブロモ-4,6-ジニトロアニリン2,4-ジニトロ-6-ブロモアニリン2-ブロモ-4,6-ジニトロベンゼンアミン6-ブロモ-2,4-ジニトロアニリンbromodna2-Bromo-4,6-dinitroa2-bromo-4,6-dinitro-anilin2-BROMO-4,6-DINITRONANILINE2,4-DINITRO-6-BROMO ANILINE2-Bromo-4,6-dinitroaniline,97%
NSC-16572DTXCID204646105X73C593RefChem:466406217-329-22,4-Dinitro-6-bromanilinAniline, 2,4-dinitro-6-bromo-MFCD00007146

データベース識別子

CAS
1817-73-8
PubChem CID
15752
DTXSID
DTXSID4024646
ChEMBL
CHEMBL167513
UNII
105X73C593
EC Number
217-329-2
Nikkaji
J38.265E

物性

構造計算による物性

XLogP
2.1
極性表面積
118 Ų
水素結合供与体数
1
水素結合受容体数
5
回転可能結合数
0
重原子数
14

実験および物理化学的性質

Chemical ClassesNitrogen Compounds -> Nitroanilines
Color/FormYELLOW NEEDLES FROM ACETIC ACID OR ALCOHOL
Solubility · 2 件

less than 1 mg/mL at 70 °F (NTP, 1992)

SOL IN HOT ACETIC ACID; VERY SOL IN HOT ALCOHOL & ACETONE

Boiling PointSublimes (NTP, 1992)
Melting Point · 2 件

307 to 309 °F (NTP, 1992)

153 °C

Physical Description · 2 件

2-bromo-4,6-dinitroaniline is a bright yellow powder. (NTP, 1992)

Yellow solid; [HSDB] Powder; [MSDSonline]

物理化学的性質

融点
151 · 151-153 °C (lit.)
沸点
400.8 · 400.8±40.0 °C(Predicted)
比重(密度)
2.1534 · 2.1534 (rough estimate)
屈折率
1.62 · 1.6200 (estimate)
貯蔵温度
2 · 2-8°C(protect from light)
溶解性
クロロホルム(わずかに)、メタノール(わずかに、超音波処理)

化学的性質

化学的特性YELLOW TO ORANGE POWDER

安全と法規制

GHS分類

GHS Classification · 4 件

Danger

H228 (16.7%): Flammable solid [Danger Flammable solids]

P203, P210, P240, P241, P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P318, P319, P321, P332+P317, P337+P317, P362+P364, P370+P378, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 6 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

危険有害性情報

Regulatory Information · 2 件

Status: Active Update: 29-07-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/33891

Benzenamine, 2-bromo-4,6-dinitro-: Does not have an individual approval but may be used under an appropriate group standard

Fire HazardsFlash point data for this chemical are not available, but it is probably combustible. (NTP, 1992)
Health HazardsSYMPTOMS: Symptoms following exposure to this compound may include eye irritation.
Hazards SummaryA mutagen and mild eye irritant; Causes somnolence and weight loss in lethal-dose feeding studies of rats; [RTECS] Emergency treatment: Methemoglobinemia; [HSDB] An eye irritant; [CAMEO] An irritant; [MSDSonline]
Reactive GroupNitro, Nitroso, Nitrate, and Nitrite Compounds, Organic
Reactivity Profile · 1 件

A halogenated and nitrated aryl amine. Amines are chemical bases. They neutralize acids to form salts plus water. These acid-base reactions are exothermic. The amount of heat that is evolved per mole of amine in a neutralization is largely independent of the strength of the amine as a base. Amines may be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. Flammable gaseous hydrogen is generated by amines in combination with strong reducing agents, such as hydrides.

安全と保護具

Fire FightingFires involving this compound can be controlled using a dry chemical, carbon dioxide or Halon extinguisher. (NTP, 1992)
First Aid · 1 件

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 件

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.

Personal Protective Equipment (PPE) · 1 件

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)

毒性情報

Adverse EffectsMethemoglobinemia - The presence of increased methemoglobin in the blood; the compound is classified as secondary toxic effect
TSCA Test Submissions · 5 件

The ability of 2-bromo-4,6-dinitroaniline (BDNA) to induce morphological transformation in the BALB/3T3 mouse cell line (Cell Transformation Assay) was evaluated in the absence of added metabolic activation. Based on preliminary clonal toxicity determinations (exposure time=24 hrs), BDNA, in 0.1% (v/v) aqueous acetone, was tested at 5, 15 and 50 ug/ml, with cell survival ranging from 89.6-36.9% relative to solvent control. None of the tested concentrations produced significantly greater transformation frequencies (p > 0.05, Modified Poisson Distribution) relative to the solvent control.

The ability of 2-bromo-4,6-dinitroaniline (BDNA) to induce morphological transformation in the BALB/3T3 mouse cell line (Cell Transformation Assay) was evaluated in the absence of added metabolic activation. Based on preliminary clonal toxicity determinations (exposure time=24 hrs), BDNA, in 0.1% (v/v) aqueous acetone, was tested at 5, 15 and 50 ug/ml, with cell survival ranging from 94.0-77.3% relative to solvent control. At 15 ug/ml, a statistically significant (P<0.05, Modified Poisson Distribution) increase in the number of transformed foci was observed relative to the solvent control.

The ability of 2-bromo-4,6-dinitroaniline (BDNA) to induce morphological transformation in the BALB/3T3 mouse cell line (Cell Transformation Assay) was evaluated in the presence of added metabolic activation by Aroclor-induced rat liver S9 fraction. Based on preliminary clonal toxicity determinations (exposure time=2 hrs), BDNA, in 0.06% (v/v) aqueous acetone, was tested at 3, 10 and 30 ug/ml, with cell survival ranging from 94.8-94.5% relative to solvent control. None of the tested concentrations produced detectable transformation frequencies.

The mutagenicity of 2-bromo-4,6-dinitroaniline (BDNA) was evaluated in Salmonella tester strains TA98, TA100, TA1535, TA1537 and TA1538 (Ames Test), both in the presence and absence of added metabolic activation by Aroclor-induced rat liver S9 fraction. BDNA was tested for mutagenicity at concentrations ranging from 10-1000 ug/plate using the plate incorporation method. BDNA caused a positive response in all of the bacterial tester strains except TA1535, both in the presence and absence of metabolic activation.

The ability of trichlorobutylene oxide (TCBO) to cause unscheduled DNA synthesis in human lung fibroblast cells (WI-38) in vitro was evaluated both with and without metabolic activation by mouse liver S9 fraction. TCBO, dissolved in DMSO, was tested at concentrations of 0, 51, 128, 320, 800 or 2000 ug/ml in the absence of activation and at concentrations of 0, 1447, 1736, 2083, 2500 or 3000 ug/ml with activation. None of the tested concentrations caused an increase in unscheduled DNA synthesis as measured by the amount of tritiated thymidine incorporated into DNA of treated vs control cultures. Evidence of cytotoxicity was observed at each tested concentration.

安全データ

wgk
2
tsca
TSCA listed
rtecs
BW9303000
ridadr
1325
毒性
rat,LD50,oral,4100mg/kg (4100mg/kg),BRAIN AND COVERINGS: RECORDINGS FROM SPECIFIC AREAS OF CNSBEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY),Office of Toxic Substances Report. Vol. OTS,
hs_code
2921.42.9000

化学と産業

用途と製造

Uses · 3 件

Used in the synthesis of monoazo dyes; [ChemIDplus] Used as a chemical intermediate for azo derivatives; [HSDB]

CHEM INT FOR AZO DERIVS (PROBABLE AZO DYE INT)

CHEM INT FOR DISPERSE VIOLET 7 & 24-NO CURRENT U.S. PRODN

U.S. Exports · 2 件

(1979) No Data

(1981) No Data

U.S. Imports · 2 件

(1979) 1.25X10+7 GRAMS (PRINCPL CUSTMS DISTS)

(1981) 4.54X10+7 GRAMS (PRINCPL CUSTMS DISTS)

U.S. Production · 2 件

(1979) PROBABLY GREATER THAN 4.54X10+6 GRAMS

(1981) PROBABLY GREATER THAN 4.54X10+6 GRAMS

Methods of ManufacturingBROMINATION OF 2,4-DINITROANILINE SUSPENDED IN WATER
General Manufacturing InformationBenzenamine, 2-bromo-4,6-dinitro-: ACTIVE
応用分野 · 3 件

用途有機合成原料。

使用2-Bromo-4,6-dinitroaniline was used as a model chemical in the inter-laboratory evaluation of the bioluminescent Salmonella reverse mutation assay for detecting mutagenicity.

一般的な説明Bright yellow powder.

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関連反応

17 件

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