기본 정보
- 표준 SMILES
Nc1cc([N+](=O)[O-])ccc1Cl- InChIKey
KWIXNFOTNVKIGM-UHFFFAOYSA-N- 분자식
- C6H5ClN2O2
- 평균 분자량
- 172.57 g/mol
- 단동위원소 질량
- 172.00395508
이름 및 식별자
- 우선 이름
- 2-Chloro-5-nitroaniline
- IUPAC
- 2-chloro-5-nitroaniline
- 영어명
- 2-Chloro-5-nitro-benzamine
- 분자식
- C6H5ClN2O2
- 분자량
- 172.57
이름 및 동의어
이름 더 보기
데이터베이스 식별자
- CAS
6283-25-6- PubChem CID
- 22691
- DTXSID
DTXSID6038827- ChEMBL
CHEMBL325115- UNII
- PO198891S5
- EC Number
- 228-498-7
- Nikkaji
- J55.210K
물성
구조 계산 물성
- XLogP
- 2.1
- 극성 표면적
- 71.8 Ų
- 수소 결합 공여자 수
- 1
- 수소 결합 수용자 수
- 3
- 회전 가능 결합 수
- 0
- 무거운 원자 수
- 11
- 형식 전하
- 0
- 복잡도
- 159
실험 및 물리화학적 성질
LogP
log Kow = 2.23
2.2
물리화학적 성질
- 녹는점
- 118 · 118-120 °C(lit.)
- 끓는 점
- 200 °C · 200°C (rough estimate)
- 밀도
- 1.561 · 1.5610 (rough estimate)
- 굴절률
- 1.587 · 1.5870 (estimate)
- 인화점
- 191 °C · 191°C
- 저장 조건
- Keep in dark place,Inert atmosphere,Room temperature
- 물리적 상태
- powder to crystal
- 산도 계수 (pKa)
- 0.6 · 0.60±0.10(Predicted)
- 색상
- Light yellow to Amber to Dark green
- BRN
- 2208878 · 2208878
- Henry's Law Constant
- 1.8 · 1.8×103 mol/(m3Pa) at 25℃, HSDB (2015)
- InChI
- InChI=1S/C6H5ClN2O2/c7-5-2-1-4(9(10)11)3-6(5)8/h1-3H,8H2
- InChIKey
- KWIXNFOTNVKIGM-UHFFFAOYSA-N
- SMILES
- C1(N)=CC([N+]([O-])=O)=CC=C1Cl
- NIST
- 2 · Benzenamine, 2-chloro-5-nitro-(6283-25-6)
- EPA
- 2 · 2-Chloro-5-nitroaniline (6283-25-6)
화학적 성질
yellow powder
안전 및 규제
GHS 분류
GHS Classification
Danger
H300 (93.8%): 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 48 reports by companies from 7 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
유해성 정보
Regulatory Information
Chemical: Benzenamine, 2-chloro-5-nitro-
Benzenamine, 2-chloro-5-nitro-: Does not have an individual approval but may be used under an appropriate group standard
TSCA Requirements
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importers, and processors of listed chemical substances and mixtures to submit to EPA copies and lists of unpublished health and safety studies.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, 2-chloro-5-nitro- is included on this list. Effective date 10/4/82; Sunset date 10/4/92.
DOT Emergency Guidelines
/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 2-CHLORO-5-NITROANILINE (8 total), please visit the HSDB record page.
Shipment Methods and Regulations
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.
Shipping Name/ Number DOT/UN/NA/IMO
UN 2237; Chloronitroanilines[Association of American Railroads; Bureau of Explosives. Emergency Handling of Hazardous Materials in Surface Transportation. Association of American Railroads, Pueblo, CO. 2005, p. 210]
IMO 6.1; Chloronitroanilines
안전 및 보호
Fire Fighting Procedures
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.
Fire fighting measures. Suitable extinguishing agents. Carbon dioxide, extinguishing powder or water spray. Fight larger fires with water spray or alcohol resistant foam. Special hazards caused by the material, its products of combustion or resulting gases: In case of fire, the following can be released: carbon monoxide and carbon dioxide, nitrogen oxides, hydrogen chloride. Protective equipment: Wear self-contained respirator. Wear fully protective impervious suit.
Disposal Methods
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
/Use in/ properly operating chemical fume hood designed for hazardous chemicals and having an average face velocity of at least 100 ft per minute.
The usual precautionary measures for handling chemicals should be followed. Keep away from foodstuffs, beverages and feed. Remove all soiled and contaminated clothing immediately. Wash hands before breaks and at the end of work. Avoid contact with the eyes and skin.
In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
Wear suitable protective clothing and gloves.
For more Preventive Measures (Complete) data for 2-CHLORO-5-NITROANILINE (7 total), please visit the HSDB record page.
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.
Breathing equipment: Use suitable respirator when high concentrations are present. Protection of hands: Impervious gloves; check protective gloves prior to each use for their proper condition. ... Eye protection: Safety glasses. Body protection: Protective work clothing.
독성 정보
Environmental Fate
TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 390(SRC), determined from a log Kow of 2.23(2) and a regression-derived equation(3), indicates that 2-chloro-5-nitroaniline is expected to have moderate mobility in soil(SRC). Volatilization of 2-chloro-5-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). 2-Chloro-5-nitroaniline 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). A biodegradation half-life of 9.9 hours determined using a bank infiltration simulation test(6) suggests that biodegradtion may be an important environmental fate process in soil(SRC).
AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 390(SRC), determined from a log Kow of 2.23(2) and a regression-derived equation(3), indicates that 2-chloro-5-nitroaniline is expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is not expected(3) based upon an estimated Henry's Law constant of 5.6X10-9 atm-cu m/mole(SRC), developed using a fragment constant estimation method(4). According to a classification scheme(5), an estimated BCF of 10(SRC), from its log Kow of 2.23(2) and a regression-derived equation(6), suggests the potential for bioconcentration in aquatic organisms is low(SRC). A biodegradation half-life of 9.9 hours determined using a bank infiltration simulation test(7) suggests that biodegradtion may be an important environmental fate process in water(SRC).
ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), 2-chloro-5-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 2-chloro-5-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). 2-Chloro-5-nitroaniline contains chromophores that absorb at wavelengths >290 nm(4) and therefore may be susceptible to direct photolysis by sunlight(SRC).
Soil Adsorption/Mobility
The Koc of 2-chloro-5-nitroaniline is estimated as 390(SRC), using a log Kow of 2.23(1) and a regression-derived equation(2). According to a classification scheme(3), this Koc value suggests that 2-chloro-5-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 2-chloro-5-nitroaniline was measured as 2.23 in Yangtze river sediment (37.1% sand, 49.3% silt, 13.6% clay, 1.28% organic carbon, pH 7.44)(1). The log Koc was also measured as 3.63 in modified clay(6). These values give Koc values of 170 and 4,300, respectively(SRC).
Environmental Biodegradation
AEROBIC: 2-Chloro-5-nitroaniline exhibited a biodegradation rate of 0.07/hr (half-life of 9.9 hrs) using river water/sediment from the Elbe River, Germany in a testfilter bank infiltration simulation circulation column experiment which employed a pumping rate of 3 mL/min(1). Rive water samples were collected at Dresden between March 1995 and December 1998(1). Water was filtered through a 0.5 um glass fiber filter and spiked by 3-chloro-5-nitroaniline at a concentration range of 3-24 ug/L(1). Relative to the other aniline compounds tested, the half-life of 9.9 days was considered average by the authors(1).
Environmental Bioconcentration
An estimated BCF of 10 was calculated in fish for 2-chloro-5-nitroaniline(SRC), using a log Kow of 2.23(1) and a regression-derived equation(2). According to a classification scheme(3), this BCF suggests the potential for bioconcentration in aquatic organisms is low(SRC).
Volatilization from Water/Soil
The Henry's Law constant for 2-chloro-5-nitroaniline is estimated as 5.6X10-9 atm-cu m/mole(SRC) using a fragment constant estimation method(1). This Henry's Law constant indicates that 2-chloro-5-nitroaniline is expected to be essentially nonvolatile from water surfaces(2). 2-Chloro-5-nitroaniline 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(3).
Non-Human Toxicity Excerpts
/LABORATORY ANIMALS: Acute Exposure/ Irritant to skin and mucous membranes. Irritating effect on the eye. No sensitizing effects known.
/LABORATORY ANIMALS: Subchronic or Prechronic Exposure/ RTECS reports the following effects in laboratory animals: behavioral - altered sleep time (including change in righting reflex). Behavioral - muscle weakness. Liver - changes in liver weight. Endocrine - changes in spleen weight. Blood - other changes.
Environmental Abiotic Degradation
The rate constant for the vapor-phase reaction of 2-chloro-5-nitroaniline with photochemically-produced hydroxyl radicals has been estimated as 2.7X10-12 cu cm/molecule-sec at 25 °C(SRC) using a structure estimation method(1). This corresponds to an atmospheric half-life of about 5.8 days at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1). 2-Chloro-5-nitroaniline is not expected to undergo hydrolysis in the environment due to the lack of functional groups that hydrolyze under environmental conditions(2). 2-Chloro-5-nitroaniline contains chromophores that absorb at wavelengths >290 nm(2) and therefore may be susceptible to direct photolysis by sunlight(SRC).
규제 정보
TSCA Requirements
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, 2-chloro-5-nitro- is included on this list. Effective date 10/4/82; Sunset date 10/4/92.
안전 데이터
- wgk
- 3
- tsca
- TSCA listed
- rtecs
- BX1500000
- ridadr
- UN 2237 6.1/PG 3
- HS 번호
- 29215900
- risk_code
- 26/27/28-33-51/53-50/53
- hazard_code
- T+,N
- safety_code
- 28-36/37-45-61-28A-60-13
- 포장분류
- III
- 위험 등급
- 6.1
- 유해 물질 데이터
- 6283-25-6(Hazardous Substances Data)
화학 및 산업
용도 및 제조
Uses
Used as a chemical intermediate; [HSDB]
Chemical intermediate
상·하류 제품 정보
상류 원료
하류 제품
공급사50 곳
관련 반응
연결된 노트
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