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m-Nitroacetophenone

HCID 8494
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기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
부분 구조 검색유사 구조 찾기

기본 정보

CAS
121-89-1
표준 SMILES
CC(=O)c1cccc([N+](=O)[O-])c1
InChIKey
ARKIFHPFTHVKDT-UHFFFAOYSA-N
분자식
C8H7NO3
평균 분자량
165.15 g/mol
단동위원소 질량
165.04259308

개요

3-nitroacetophenone is a light beige powder. (NTP, 1992)

이름 및 식별자

우선 이름
m-Nitroacetophenone
IUPAC
1-(3-nitrophenyl)ethanone
영어명
3-Nitroacetophenone
분자식
C8H7NO3
분자량
165.15

이름 및 동의어

3'-Nitroacetophenone121-89-13-Nitroacetophenone1-(3-Nitrophenyl)ethanoneM-NITROACETOPHENONEEthanone, 1-(3-nitrophenyl)-m-AcetylnitrobenzeneMethyl 3-nitrophenyl ketoneAcetophenone, 3'-nitro-USAF MA-13-Nitroacetofenon(3-Nitrophenyl) methyl ketone
이름 더 보기
(3-nitrophenyl)methylketoneusafma-1AKOS 233-65AURORA 14018AKOS BBS-00003220
NSC 55111-Acetyl-3-nitrobenzene3-Nitroacetofenon [Czech]CCRIS 2330DTXSID1025722HSDB 2710EINECS 204-504-31-(3-nitrophenyl)-ethanone

데이터베이스 식별자

CAS
121-89-1
PubChem CID
8494
DTXSID
DTXSID1025722
ChEMBL
CHEMBL1327526
UNII
SU4B5T763F
EC Number
204-504-3
Nikkaji
J33.808G

물성

구조 계산 물성보충 중

XLogP
1.4
극성 표면적
62.9 Ų
수소 결합 공여자 수
0
수소 결합 수용자 수
3
회전 가능 결합 수
1
무거운 원자 수
12
형식 전하
0
복잡도
197

실험 및 물리화학적 성질

Chemical ClassesNitrogen Compounds -> Other Aromatics (Nitrogen)
SpringerMaterials Properties13C nuclear magnetic resonance spectrum
LogP · 2건

log Kow= 1.42 (experimental)

1.42

Color/FormNEEDLES FROM ALCOHOL
Solubility · 3건

less than 0.1 mg/mL at 68 °F (NTP, 1992)

SOL IN WATER, ETHER

SLIGHTLY SOL IN ALCOHOL

Boiling Point · 2건

396 °F at 760 mmHg (NTP, 1992)

202 °C

Melting Point · 2건

178 °F (NTP, 1992)

81 °C

Vapor Pressure · 2건

0.0024 [mmHg]

3.86X10-5 mm Hg at 25 °C

Physical Description · 2건

3-nitroacetophenone is a light beige powder. (NTP, 1992)

Light beige solid; [CAMEO] Tan powder; [MSDSonline]

안전 및 규제

안전 정보는 참고용이며, 공급업체의 물질안전보건자료(SDS), 관련 법규 및 전문가 평가를 대체하지 않습니다.

GHS 분류

GHS Classification · 4건

This chemical does not meet GHS hazard criteria for 27.3% (3 of 11) of reports.

H412 (72.7%): Harmful to aquatic life with long lasting effects [Hazardous to the aquatic environment, long-term hazard]

P273, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 11 reports by companies from 3 notifications to the ECHA C&L Inventory.

유해성 정보

Regulatory Information · 3건

Chemical: Ethanone, 1-(3-nitrophenyl)-

Status: Active Update: 29-04-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/17481

Ethanone, 1-(3-nitrophenyl)-: 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, however it is probably combustible. (NTP, 1992)
Hazards SummaryA mutagen and mild skin irritant; [RTECS] Emergency treatment: Irritants; [HSDB] An irritant; [MSDSonline]
Reactive GroupKetones
Reactivity Profile · 1건

A nitrated ketone. Ketones are reactive with many acids and bases liberating heat and flammable gases (e.g., H2). The amount of heat may be sufficient to start a fire in the unreacted portion of the ketone. Ketones react with reducing agents such as hydrides, alkali metals, and nitrides to produce flammable gas (H2) and heat. Ketones are incompatible with isocyanates, aldehydes, cyanides, peroxides, and anhydrides. They react violently with aldehydes, HNO3, HNO3 + H2O2, and HClO4.

Air and Water ReactionsInsoluble in water.
Hazard Classes and Categories

화학 및 산업

용도 및 제조

Uses · 2건

Used to make dyes and other organic compounds; [HSDB]

m-Nitroacetophenone is an anthropogenic compound which is used as a synthetic intermediate in the production of dyes and other organic compounds.

U.S. Imports · 2건

(1978) 5.00X10+6 G (PRINCPL CUSTMS DISTS)

(1979) 5.31X10+7 G (PRINCPL CUSTMS DISTS)

U.S. Production · 2건

(1977) PROBABLY GREATER THAN 2.27X10+6 G

(1979) PROBABLY GREATER THAN 2.27X10+6 G

Methods of ManufacturingNITRATION OF ACETOPHENONE
General Manufacturing InformationEthanone, 1-(3-nitrophenyl)-: ACTIVE

응용 분야

용도3''-Nitroacetophenone is used as a reactant in the synthesis of fluorine based aminothiazoles with antimicrobial activity.

일반 설명3-nitroacetophenone is a light beige powder. It is an anthropogenic compound which is used as a synthetic intermediate in the production of dyes and other organic compounds. (NTP, 1992)

제조 방법 · 2건

3-Nitroacetophenone is synthesized from acetophenone by nitration.Synthesis of 3-nitroacetophenone

생산 방법Acetophenone is carefully dissolved in concentrated sulfuric acid at 0 ℃, and mixed acid is added slowly below 0 ℃. The crude product is precipitated by quenching into ice, filtered, and washed acid free. Purification, mainly from the ortho isomer, is achieved by recrystallization from ethanol with significant lowering of the overall yield to ca. 55 %.

상·하류 제품 정보

상류 원료

관련 반응

44건
반응 기록 만들기
HRID 45674 반응식
HRID 45674반응물로uspto-grants-2013_09
HRID 117416 반응식
HRID 117416반응물로Training data from https://doi.org/10.1039/C8SC04228D (2/10)
HRID 138322 반응식
HRID 138322반응물로Training data from https://doi.org/10.1039/C8SC04228D (9/10)
HRID 209444 반응식
HRID 209444반응물로Training data from https://doi.org/10.1039/C8SC04228D (6/10)
HRID 221399 반응식
HRID 221399반응물로uspto-grants-2012_06
HRID 268298 반응식
HRID 268298반응물로uspto-grants-1976_03
HRID 281542 반응식
HRID 281542반응물로Training data from https://doi.org/10.1039/C8SC04228D (8/10)
HRID 326612 반응식
HRID 326612반응물로uspto-grants-1993_12
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화합물 노트

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물리화학적 성질

녹는점
76 · 76-78 °C(lit.)
끓는 점
202 °C · 202 °C(lit.)
밀도
1.345 · 1.3450 (rough estimate)
증기압
0.32 Pa · 0.32Pa at 25℃
굴절률
1.5468 · 1.5468 (estimate)
인화점
202 °C · 202°C
저장 조건
Sealed in dry,Room Temperature
용해도
DMSO(약간 용해됨), 메탄올(약간 용해됨)
물리적 상태
결정성 분말
색상
노란색에서 노란색-녹색
냄새
냄새 없는
수용성
20 °C에서 · 20°C에서 <0.01g/100mL
BRN
743002 · 743002
안정성
안정적인. 강한 산화제, 강한 염기와 호환되지 않습니다.
InChI
1S/C8H7NO3/c1-6(10)7-3-2-4-8(5-7)9(11)12/h2-5H,1H3
InChIKey
ARKIFHPFTHVKDT-UHFFFAOYSA-N
SMILES
CC(=O)c1cccc(c1)[N+]([O-])=O
LogP
1.42 · 1.42
NIST
3 · 3-Nitroacetophenone(121-89-1)
EPA
3 · 3-Nitroacetophenone (121-89-1)

화학적 성질

white to light beige crystalline powder or yellow needle-like crystals. soluble in hot water and ether, slightly soluble in ethanol. can be volatile with water vapor.

Aquatic Chronic 3 (72.7%)

안전 및 보호

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

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 · 1건

SMALL SPILLS AND LEAKAGE: You should dampen the solid spill material with acetone, then 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 adsorbent paper in a vapor-tight plastic bag for eventual disposal. Solvent wash all contaminated surfaces with acetone followed by washing with a strong soap and water solution. Do not reenter the contaminate area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned.

Disposal Methods · 2건

The following wastewater treatment technologies have been investigated for acetophenone: concentration process: activated carbon. /Acetophenone/

The following wastewater treatment technologies have been investigated for acetophone: concentration process: resin adsorption. /Acetophenone/

Personal Protective Equipment (PPE) · 1건

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)

독성 정보

Environmental Fate · 3건

TERRESTRIAL FATE: If released to soil, m-nitroacetophenone is not expected to strongly adsorb. Based on an experimental log/octanol water partition coefficient of 1.42(1), a soil adsorption coefficient of 141 can be calculated for m-nitroacetophenone using an appropriate regression equation(2), indicating that m-nitroacetophenone will display high mobility in soil(3). Based on an estimated Henry's Law constant of 9.1X10-8 atm cu-m/mole at 25 °C(4,SRC), m-nitroacetophenone is not expected to volatilize from moist soil to the atmosphere. Its estimated vapor pressure{ 3.86X10-5 mm Hg at 25 °C(5,SRC), indicates that m-nitroacetophenone will not volatilize from dry soil(SRC). Limited data on the laboratory reduction of m-nitroacetophenone using iron porphyrins(6) indicate that it has the potential to biodegrade in soil under anaerobic conditions(6,SRC).

AQUATIC FATE: If released to water, m-nitroacetophenone is not expected to volatilize from water to the atmosphere. Based on an estimated Henry's Law constant of 9.1X10-8 atm cu-m/mole at 25 °C(1,SRC), the estimated half-life for volatilization from a model river 1 m deep flowing at 1 m/sec with a wind speed of 3 m/sec is 517 days(2,SRC). Based on an experimental log/octanol water partition coefficient of 1.42(3), a bioconcentration factor of 7.1 can be calculated for m-nitroacetophenone using an appropriate regression equation(2), indicating that it will not bioconcentrate in fish and aquatic organisms(SRC). An estimated soil adsorption coefficient of 141(2-3,SRC) indicates that it will not adsorb to sediment and suspended organic matter(SRC). Limited data on the laboratory reduction of m-nitroacetophenone using iron porphyrins(4) indicate that it has the potential to biodegrade in water under anaerobic conditions(4,SRC).

ATMOSPHERIC FATE: If released to the atmosphere, m-nitroacetophenone is expected to undergo a slow gas-phase reaction with photochemically produced hydroxyl radicals. An estimated rate constant for this process of 2.94X10-13 cu-cm/molec sec(1,SRC) translates to an atmospheric half-life of 55 days using an average hydroxyl radical concn of 5X10+5 molec/cu-cm(1). The estimated water solubility of m-nitroacetophenone, 750 mg/L at 25 °C(2,SRC), indicates that it may undergo atmospheric removal by wet deposition processes(SRC).

Soil Adsorption/Mobility · 1건

Based on an experimental log/octanol water partition coefficient of 1.42(1), a soil adsorption coefficient of 141 can be calculated for m-nitroacetophenone using an appropriate regression equation(2). This value indicates that m-nitroacetophenone will display high mobility in soil(3).

Natural Pollution Sourcesm-Nitroacetophenone an anthropogenic compound and it is not known to be produced by natural sources. (SRC)
Artificial Pollution Sources · 1건

m-Nitroacetophenone is an anthropogenic compound which is used as a synthetic intermediate in the production of dyes and other organic compounds(1). It may be released to the environment in wastewater(2) and as a fugitive emission during its production and use(SRC).

Environmental Biodegradation · 1건

The nitro group of m-nitroacetophenone was found to undergo reductive transformation in aqueous solutions in the presence of iron porphyrins(1) which indicates that it has the potential to undergo reductive biodegradation in the environment under anaerobic conditions(1,SRC).

Environmental Bioconcentration · 1건

Based on an experimental log/octanol water partition coefficient of 1.42(1), a bioconcentration factor of 7.1 can be calculated for m-nitroacetophenone using an appropriate regression equation(2). This value indicates that m-nitroacetophenone will not bioconcentrate in fish and aquatic organisms(SRC).

Volatilization from Water/Soil · 1건

Based on an estimated Henry's Law constant of 9.1X10-8 atm cu-m/mole at 25 °C(1,SRC), m-nitroacetophenone is not expected to volatilize from water or moist soil to the atmosphere. The estimated half-life for volatilization from a model river 1 m deep flowing at 1 m/sec with a wind speed of 3 m/sec is 517 days(2,SRC). An estimated vapor pressure for m-nitroacetophenone, 3.86X10-5 mm Hg at 25 °C(3,SRC), indicates that it will not volatilize from dry soil(SRC).

Non-Human Toxicity ExcerptsRATED 1 ON RABBIT EYES ON SCALE OF 1 TO 10 ACCORDING TO DEGREE OF INJURY OBSERVED AFTER 24 HR. THE MOST SEVERE INJURIES HAVE BEEN RATED 10.
Environmental Abiotic Degradation · 1건

An estimated rate constant for the gas-phase reaction of m-nitroacetophenone with photochemically produced hydroxyl radicals of 2.94X10-13 cu-cm/molec sec(1,SRC) translates to an atmospheric half-life of 55 days using an average atmospheric hydroxyl radical concn of 5X10+5 molec/cu-cm(1).

Probable Routes of Human ExposureOccupational exposure to m-nitroacetophenone may occur by dermal contact during its production, formulation or use. (SRC)
Environmental Fate/Exposure Summary · 1건

m-Nitroacetophenone is an anthropogenic compound which is used as a synthetic intermediate in the production of dyes and other organic compounds. It may be released to the environment in wastewater and as a fugitive emission during its production and use. If released to soil, m-nitroacetophenone is expected to display high mobility. It not is expected to volatilize from either moist or dry soil to the atmosphere. Limited laboratory data indicate that it has the potential to biodegrade in soil under anaerobic conditions. If released to water, m-nitroacetophenone is not expected to volatilize to the atmosphere. The estimated half-life for volatilization from a model river is 517 days. m-Nitroacetophenone is not expected to bioconcentrate in fish and aquatic organisms nor is it expected to adsorb to sediment and suspended organic matter. Limited laboratory data indicate that it has the potential to biodegrade in water under anaerobic conditions. If released to the atmosphere, m-nitroacetophenone may undergo atmospheric removal by a slow reaction with photochemically produced hydroxyl radicals; the estimated half-life for this process is 55 days. m-Nitroacetophenone may also undergo atmospheric removal by wet deposition processes. Occupational exposure to m-nitroacetophenone may occur by dermal contact during its production, formulation and use. (SRC)

안전 데이터

wgk
2
tsca
TSCA listed
rtecs
AM9625000
독성
mouse,LD50,intraperitoneal,200mg/kg (200mg/kg),National Technical Information Service. Vol. AD277-689,
HS 번호
29147090
risk_code
21
hazard_code
Xn
safety_code
22-24/25
Hazard Classifications
Aquatic Chronic 3
스토리지 클래스
11 - Combustible Solids
유해 물질 데이터
121-89-1(Hazardous Substances Data)
2-Nitroacetophenone아세토페논3-Nitrophenylboronic acid1-에틸-3-니트로벤젠메틸M-니트로페닐카르비놀3-니트로페닐아세틸렌O-페닐렌다이아민아세토나이트릴실버 트리플루오로메탄술포네이트아세트산(빙초산)

하류 제품

Ethyl 5-(3-nitrophenyl)-1H-pyrazole-3-carboxylate3-AcetylbenzonitrileAplpha-bromo-m-benzoyloxyacetophenone3-니트로페닐아세틸렌5-(3-Nitro-phenyl)-1H-pyrazole-3-carboxylic acid(2E)-1-(3-nitrophenyl)-3-(2,3,4-trimethoxyphenyl)prop-2-en-1-one에틸4-(3-니트로페닐)-2,4-디옥소부타노에이트3-아미노아세토페논1-Propanone, 3-(dimethylamino)-1-(3-nitrophenyl)-(2E)-1-(3-nitrophenyl)-3-(3,4,5-trimethoxyphenyl)prop-2-en-1-one