ChemicalBook--->CAS DataBase List--->121-89-1

121-89-1

121-89-1 Structure

121-89-1 Structure
IdentificationBack Directory
[Name]

3-Nitroacetophenone
[CAS]

121-89-1
[Synonyms]

usafma-1
USAF ma-1
AKOS 233-65
AURORA 14018
AKOS BBS-00003220
3-Nitroacetofenon
3-NITROACETOPHENONE
M-NITROACETOPHENONE
3'-NITROACETOPHENONE
3’-nitro-acetophenon
m-Acetylnitrobenzene
LABOTEST-BB LT01895210
1-Acetyl-3-nitrobenzene
Acetophenone, 3'-nitro-
META NITRO ACETOPHENONE
3-Acetyl-1-nitrobenzene
m-Nitroacetophenone,98%
3’-nitroacetophenone[qr]
m-NITROACETOPHENONE pure
methyl3-nitrophenylketone
1-(3-nitrophenyl)-ethanon
1-(3-NITROPHENYL)ETHANONE
acetophenone,3’-nitro-[qr]
3'-Nitroacetophenone, 98+%
Methyl 3-nitrophenyl ketone
Ethanone,1-(3-nitrophenyl)-
(3-nitrophenyl)methylketone
Ethanone, 1-(3-nitrophenyl)-
(3-Nitrophenyl) methyl ketone
methyl3-nitrophenylketone[qr]
M-Nitroacetophenone, 98% 100GR
6-CHLOROMETHYL-3-FORMYLCHROMONE
ethanone,1-(3-nitrophenyl)-[qr]
Nitrobenzene between ethyl ketone
3'-Nitroacetophenone purum, >=98.0% (GC)
3'-Nitroacetophenone ReagentPlus(R), 99%
m-Nitroacetophenone 1-(3-Nitrophenyl)ethanone
3'-Nitroacetophenone Vetec(TM) reagent grade, 98%
1-(3-Nitrophenyl)ethan-1-one, 3-Acetylnitrobenzene, 3-Ethanoylnitrobenzene
[EINECS(EC#)]

204-504-3
[Molecular Formula]

C8H7NO3
[MDL Number]

MFCD00007259
[MOL File]

121-89-1.mol
[Molecular Weight]

165.15
Chemical PropertiesBack Directory
[Appearance]

white to light beige crystalline powder
[Melting point ]

76-78 °C(lit.)
[Boiling point ]

202 °C(lit.)
[density ]

1.3450 (rough estimate)
[vapor pressure ]

0.32Pa at 25℃
[refractive index ]

1.5468 (estimate)
[Fp ]

202°C
[storage temp. ]

Store below +30°C.
[solubility ]

DMSO (Slightly), Methanol (Slightly)
[form ]

Crystalline Powder
[color ]

Yellow to yellow-green
[Odor]

Odorless
[Stability:]

Stable. Incompatible with strong oxidizing agents, strong bases.
[Water Solubility ]

<0.01 g/100 mL at 20 ºC
[BRN ]

743002
[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
[NIST Chemistry Reference]

3-Nitroacetophenone(121-89-1)
[EPA Substance Registry System]

Ethanone, 1-(3-nitrophenyl)-(121-89-1)
Hazard InformationBack Directory
[Chemical Properties]

white to light beige crystalline powder
[General Description]

Light beige powder.
[Air & Water Reactions]

Insoluble in water.
[Reactivity Profile]

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.
[Fire Hazard]

Flash point data for 3-Nitroacetophenone are not available, however 3-Nitroacetophenone is probably combustible.
[Uses]

3''-Nitroacetophenone is used as a reactant in the synthesis of fluorine based aminothiazoles with antimicrobial activity.
[Preparation]

3-Nitroacetophenone is synthesized from acetophenone by nitration.
Synthesis of 3-nitroacetophenone
[Production Methods]

Acetophenone 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 %.
[Purification Methods]

Distil the ketone in steam and crystallise it from EtOH. [Beilstein 7 IV 656.]
[References]

[1] Chemical Communications, 2017, vol. 53, # 51, p. 6926 - 6929
[2] Journal of Organometallic Chemistry, 2017, vol. 851, p. 46 - 51
[3] Journal of Organometallic Chemistry, 2015, vol. 799-800, p. 122 - 127
[4] Chemische Berichte, 1913, vol. 46, p. 3733
[5] Organometallics, 2013, vol. 32, # 9, p. 2814 - 2826
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H332-H335
[Precautionary statements ]

P261-P280-P305+P351+P338
[Hazard Codes ]

Xn
[Risk Statements ]

21
[Safety Statements ]

22-24/25
[WGK Germany ]

2
[RTECS ]

AM9625000
[TSCA ]

Yes
[REACH Registrations]

Active
[HS Code ]

29147090
[Storage Class]

11 - Combustible Solids
[Hazard Classifications]

Aquatic Chronic 3
[Hazardous Substances Data]

121-89-1(Hazardous Substances Data)
[Toxicity]

mouse,LD50,intraperitoneal,200mg/kg (200mg/kg),National Technical Information Service. Vol. AD277-689,
Raw materials And Preparation ProductsBack Directory
[Raw materials]

2-Nitroacetophenone-->Acetophenone-->3-Nitrophenylboronic acid-->1-ethyl-3-nitrobenzene-->Methyl m-nitrophenyl carbinol-->3-Nitrophenylacetylene-->o-Phenylenediamine-->Acetonitrile-->Silver trifluoromethanesulfonate-->Acetic acid
[Preparation Products]

3-Acetylbenzonitrile-->3-Aminoacetophenone-->5-(3-Nitro-phenyl)-1H-pyrazole-3-carboxylic acid-->3-Nitrophenylacetylene-->(2E)-1-(3-nitrophenyl)-3-(2,3,4-trimethoxyphenyl)prop-2-en-1-one-->Aplpha-bromo-m-benzoyloxyacetophenone-->Ethyl 4-(3-nitrophenyl)-2,4-dioxobutanoate-->Ethyl 5-(3-nitrophenyl)-1H-pyrazole-3-carboxylate-->1-Propanone, 3-(dimethylamino)-1-(3-nitrophenyl)--->(2E)-1-(3-nitrophenyl)-3-(3,4,5-trimethoxyphenyl)prop-2-en-1-one
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

3-Nitroacetophenone(121-89-1).msds
Spectrum DetailBack Directory
[Spectrum Detail]

3-Nitroacetophenone(121-89-1)MS
3-Nitroacetophenone(121-89-1)1HNMR
3-Nitroacetophenone(121-89-1)13CNMR
3-Nitroacetophenone(121-89-1)IR1
3-Nitroacetophenone(121-89-1)IR2
3-Nitroacetophenone(121-89-1)IR3
3-Nitroacetophenone(121-89-1)Raman
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