4-クロロ-3-ニトロアニリン

4-Chloro-3-nitroaniline

HCID 12477CAS 635-22-3

基本情報

標準SMILES
Nc1ccc(Cl)c([N+](=O)[O-])c1
InChIKey
FOHHWGVAOVDVLP-UHFFFAOYSA-N
分子式
C6H5ClN2O2
平均分子量
172.57 g/mol
単同位体質量
172.00395508

概要

intermediate in manufacture of pigments

名称と識別子

優先名称
4-Chloro-3-nitroaniline
IUPAC
4-chloro-3-nitroaniline
現地名
4-クロロ-3-ニトロアニリン
英語名
4-Chloro-3-nitroaniline
分子式
C6H5ClN2O2
分子量
172.57

名称と別名

4-Chloro-3-nitroaniline635-22-3Benzenamine, 4-chloro-3-nitro-Aniline, 4-chloro-3-nitro-3-NITRO-4-CHLOROANILINEDTXSID7052319B13U77ZL3ANSC-37397DTXCID8030891RefChem:98440211-231-3MFCD00007844
名称をさらに表示
4-クロロ-3-ニトロアニリン4クロロ3ニトロアニリン4-Chlor-3-nitroanilin4-chloro-3-nitro-anilin4-Chloro-3-nitrobenzenamine4-chloro-3-nitro-benzenamin4-Chloro-3-nitroaniline,97%4-Chloro-3-nitroaniline >5-Amino-2-chloronitrobenzene
4-chloro-3-nitrophenylamineHSDB 54394-Amino-1-chloro-2-nitrobenzeneEINECS 211-231-3NSC 373974-chloro-3-nitro aniline4-chloro-3-nitro-anilineBRN 1309394

データベース識別子

CAS
635-22-3
PubChem CID
12477
DTXSID
DTXSID7052319
ChEMBL
CHEMBL3560892
UNII
B13U77ZL3A
EC Number
211-231-3
Nikkaji
J1.714K

物性

構造計算による物性

XLogP
2.1
極性表面積
71.8 Ų
水素結合供与体数
1
水素結合受容体数
3
回転可能結合数
0
重原子数
11

実験および物理化学的性質

Chemical ClassesNitrogen Compounds -> Other Aromatics (Nitrogen)
LogP · 2 件

log Kow = 2.06

2.06

Color/Form · 2 件

Yellow to tan powder

Yellow needles or prisms from water; needles from petroleum ether

Solubility · 2 件

Soluble in ether, chloroform; very soluble in ethanol; slightly soluble in ligroin

Partially sol in hot water

Melting Point103 °C
Vapor Pressure0.000485 [mmHg]

物理化学的性質

融点
99 · 99-101 °C (lit.)
沸点
200 °C · 200°C (rough estimate)
比重(密度)
1.561 · 1.5610 (rough estimate)
屈折率
1.587 · 1.5870 (estimate)
貯蔵温度
Keep in dark place,Sealed in dry,Room Temperature
酸解離定数(Pka)
1.87 · 1.87±0.10(Predicted)

化学的性質

化学的特性ochre powder

安全と法規制

GHS分類

GHS Classification · 4 件

Danger

H300 (95.6%): Fatal if swallowed [Danger Acute toxicity, oral]

P260, P262, P264, P270, P271, P273, P280, P284, P301+P316, P302+P352, P304+P340, P316, P319, P320, P321, P330, P361+P364, P391, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 45 reports by companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

危険有害性情報

Regulatory InformationChemical: Benzenamine, 4-chloro-3-nitro-
Hazards SummaryA reproductive effector and mild eye irritant; Causes altered righting reflex in lethal-dose feeding studies of rats; [RTECS] Emergency treatment: Methemoglobinemia; [HSDB]
TSCA Requirements · 1 件

Pursuant to section 8(d) of TSCA, EPA promulgated a model Health and Safety Data Reporting Rule. The section 8(d) model rule requires manufacturers, importers, and processors of listed chemical substances and mixtures to submit to EPA copies and lists of unpublished health and safety studies. Benzenamine, 4-chloro-3-nitro- is included on this list. Effective date 10/4/82; Sunset date 10/4/92.

DOT Emergency Guidelines · 5 件

/GUIDE 153: SUBSTANCES - TOXIC AND/OR CORROSIVE (COMBUSTIBLE)/ Health: TOXIC; inhalation, ingestion, or skin contact with material may cause severe injury or death. Contact with molten substance may cause severe burns to skin and eyes. Avoid any skin contact. Effects of contact or inhalation may be delayed. Fire may produce irritating, corrosive and/or toxic gases. Runoff from fire control or dilution water may be corrosive and/or toxic and cause pollution. /Chloronitroanilines/

/GUIDE 153: SUBSTANCES - TOXIC AND/OR CORROSIVE (COMBUSTIBLE)/ Fire or Explosion: Combustible material: may burn but does not ignite readily. When heated, vapors may form explosive mixtures with air: indoors, outdoors, and sewers explosion hazards. Those substances designated with a "P" may polymerize explosively when heated or involved in a fire. Contact with metals may evolve flammable hydrogen gas. Containers may explode when heated. Runoff may pollute waterways. Substance may be transported in a molten form. /Chloronitroanilines/

/GUIDE 153: SUBSTANCES - TOXIC AND/OR CORROSIVE (COMBUSTIBLE)/ Public Safety: CALL Emergency Response Telephone Number ... . As an immediate precautionary measure, isolate spill or leak area in all directions for at least 50 meters (150 feet) for liquids and at least 25 meters (75 feet) for solids. Keep unauthorized personnel away. Stay upwind. Keep out of low areas. Ventilate enclosed areas. /Chloronitroanilines/

/GUIDE 153: SUBSTANCES - TOXIC AND/OR CORROSIVE (COMBUSTIBLE)/ Protective Clothing: Wear positive pressure self-contained breathing apparatus (SCBA). Wear chemical protective clothing that is specifically recommended by the manufacturer. It may provide little or no thermal protection. Structural firefighters' protective clothing provides limited protection in fire situations ONLY; it is not effective in spill situations where direct contact with the substance is possible. /Chloronitroanilines/

For more DOT Emergency Guidelines (Complete) data for 4-CHLORO-3-NITROANILINE (8 total), please visit the HSDB record page.

Hazard Classes and CategoriesAcute Tox. 2 (95.6%)
Shipment Methods and Regulations · 3 件

No person may /transport,/ offer or accept a hazardous material for transportation in commerce unless that person is registered in conformance ... and the hazardous material is properly classed, described, packaged, marked, labeled, and in condition for shipment as required or authorized by ... /the hazardous materials regulations (49 CFR 171-177)./

The International Air Transport Association (IATA) Dangerous Goods Regulations are published by the IATA Dangerous Goods Board pursuant to IATA Resolutions 618 and 619 and constitute a manual of industry carrier regulations to be followed by all IATA Member airlines when transporting hazardous materials.

The International Maritime Dangerous Goods Code lays down basic principles for transporting hazardous chemicals. Detailed recommendations for individual substances and a number of recommendations for good practice are included in the classes dealing with such substances. A general index of technical names has also been compiled. This index should always be consulted when attempting to locate the appropriate procedures to be used when shipping any substance or article.

安全と保護具

Fire Fighting Procedures · 1 件

If material on fire or involved in fire: Do not extinguish fire unless flow can be stopped. Use water in flooding quantities as fog. Cool all affected containers with flooding quantities of water. Apply water from as far a distance as possible. Use foam, dry chemical, or carbon dioxide. Keep run-off water out of sewers and water sources.

Disposal Methods · 1 件

SRP: The most favorable course of action is to use an alternative chemical product with less inherent propensity for occupational exposure or environmental contamination. Recycle any unused portion of the material for its approved use or return it to the manufacturer or supplier. Ultimate disposal of the chemical must consider: the material's impact on air quality; potential migration in soil or water; effects on animal, aquatic, and plant life; and conformance with environmental and public health regulations.

Preventive Measures · 2 件

If material not on fire and not involved in fire: Keep sparks, flames, and other sources of ignition away. Keep material out of water sources and sewers. Build dikes to contain flow as necessary. Do not use water.

Personnel protection: Avoid breathing vapors. Keep upwind. ... Avoid bodily contact with the material. ... Do not handle broken packages unless wearing appropriate personal protective equipment.

Personal Protective Equipment (PPE)Personnel protection: ... Wear positive pressure self-contained breathing apparatus. ... Wear appropriate chemical protective clothing Do not handle broken packages unless wearing appropriate personal protective equipment.

毒性情報

Environmental Fate · 3 件

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 300(SRC), determined from a log Kow of 2.06(2) and a regression-derived equation(3), indicates that 4-chloro-3-nitroaniline is expected to have moderate mobility in soil(SRC). Volatilization of 4-chloro-3-nitroaniline from moist soil surfaces is not expected to be an important fate process(SRC) given an estimated Henry's Law constant of 5.6X10-9 atm-cu m/mole(SRC), using a fragment constant estimation method(4). 4-Chloro-3-aniline is not expected to volatilize from dry soil surfaces(SRC) based upon an estimated vapor pressure of 4.8X10-4 mm Hg(SRC), determined from a fragment constant method(5). Biodegradation data were not available(SRC, 2007); however, based on similarly structured 4-chloro-2-nitroaniline which exhibited 0% theoretical BOD using the Japanese MITI test(6), 4-chloro-3-nitroaniline is expected to be resistant to biodegradation in soil(SRC).

AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 300(SRC), determined from a log Kow of 2.06(2) and a regression-derived equation(3), indicates that 4-chloro-3-nitroaniline is expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is not expected(4) based upon an estimated Henry's Law constant of 5.6X10-9 atm-cu m/mole(SRC), developed using a fragment constant estimation method(5) According to a classification scheme(6), an estimated BCF of 8(SRC), from its log Kow(2) and a regression-derived equation(7), suggests the potential for bioconcentration in aquatic organisms is low(SRC). Hydrolysis is not expected to be an important environmental fate process since this compound lacks functional groups that hydrolyze under environmental conditions(3). Biodegradation data were not available(SRC, 2007); however, based on similarly structured 4-chloro-2-nitroaniline which exhibited 0% theoretical BOD using the Japanese MITI test(8), 4-chloro-3-nitroaniline is expected to be resistant to biodegradation in water(SRC).

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), 4-chloro-3-nitroaniline, which has an estimated vapor pressure of 4.8X10-4 mm Hg at 25 °C(SRC), determined from a fragment constant method(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase 4-chloro-3-nitroaniline is degraded in the atmosphere by reaction with photochemically-produced hydroxyl radicals(SRC); the half-life for this reaction in air is estimated to be 5.8 days(SRC), calculated from its rate constant of 2.7X10-12 cu cm/molecule-sec at 25 °C(SRC) that was derived using a structure estimation method(3). 4-Chloro-3-nitroaniline does contain chromophores that absorb at wavelengths >290 nm and therefore may be susceptible to direct photolysis by sunlight(3).

Adverse EffectsMethemoglobinemia - The presence of increased methemoglobin in the blood; the compound is classified as secondary toxic effect
Medical SurveillanceRoutine checking of lips, tongue and nail beds of exposed personnel for signs of cyanosis. /Protect/ from exposure those individuals with anemia, cardiovascular or pulmonary diseases.
Soil Adsorption/Mobility · 1 件

The Koc of 4-chloro-3-nitroaniline is estimated as 300(SRC), using a log Kow of 2.06(1) and a regression-derived equation(2). According to a classification scheme(3), this estimated Koc value suggests that 4-chloro-3-nitroaniline is expected to have moderate mobility in soil. However, anilines are expected to bind strongly to humus or organic matter in soils due to the high reactivity of the aromatic amino group(4,5), suggesting that mobility may be much lower in some soils(SRC). The log Koc of 4-chloro-3-nitroaniline was measured as 2.29 in Yangtze river sediment (37.1% sand, 49.3% silt, 13.6% clay, 1.28% organic carbon, pH 7.44)(6). The log Koc was also measured as 3.53 in modified clay(7). These values give Koc values of 195 and 3,400, respectively.

TSCA Test Submissions · 1 件

Subchronic toxicity was evaluated in 4 groups of male Sprague-Dawley rats (5/group/dose level) ingesting 4-chloro-3-nitroaniline via the diet at nominal doses of 0, 8.7, 87 or 698 mg/kg/day, (at percentage rates equal to 0, 0.01, 0.1 or 1% respectively) for 14 days. Effects at the 1% dose group included a decrease in food consumption and weight gain, a severe decrease in testes weight, erythrocyte concentration, liver and spleen weight, a slight decrease in kidney weight, and a moderate decrease in blood glucose concentration. There was a severe increase in heinz body count, hemoglobin concentration, and red blood cell count, with a slight increase in blood urea nitrogen concentration. There was also severe degeneration of sperm in the testes and epididymides. Effects at the 0.1% dose level included a slight increase in heinz bodies, and liver weights, and minor anisocytosis, macrocytosis and/or polychromasia were present in 5/5 rats. All other parameters were normal. No compound related effects were seen in the 0.01 and 0% dose groups.

Artificial Pollution Sources4-Chloro-3-nitroaniline's production and use as an intermediate in the manufacture of azo dyes, pharmaceuticals and other organic compounds(1) may result in its release to the environment through various waste streams(SRC).

法規制情報

TSCA Requirements · 1 件

Pursuant to section 8(d) of TSCA, EPA promulgated a model Health and Safety Data Reporting Rule. The section 8(d) model rule requires manufacturers, importers, and processors of listed chemical substances and mixtures to submit to EPA copies and lists of unpublished health and safety studies. Benzenamine, 4-chloro-3-nitro- is included on this list. Effective date 10/4/82; Sunset date 10/4/92.

安全データ

wgk
3
tsca
TSCA listed
rtecs
BX1750000
ridadr
UN 2237 6.1/PG 3
hs_code
29214210
risk_code
26/27/28-33-51/53

化学と産業

用途と製造

Uses · 2 件

Used as an intermediate in the manufacture of azo dyes, pharmaceuticals, and other organic compounds; [Hawley]

Intermediate in the manufacture of azo dyes, pharmaceuticals and other organic compounds.

U.S. ProductionProduction volumes for non-confidential chemicals reported under the Inventory Update Rule. [Table#5401]
General Manufacturing InformationBenzenamine, 4-chloro-3-nitro-: ACTIVE

応用分野

使用Intermediate in the manufacture of azo dyes, pharmaceuticals, and other organic compounds.

サプライヤー50 社

梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
Hebei Chuanghai Biotechnology Co., Ltd+86-17732866630 · [email protected]
武汉欣扬瑞和化学科技有限公司13720274133 · [email protected]
合肥翰刚医药科技有限公司+8618062405514 · [email protected]

関連反応

49 件

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