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3-Acetylpyridine
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Name

3-Acetylpyridine

 EINECS 206-496-7
CAS No. 350-03-8 Density 1.06 g/cm3
PSA 29.96000 LogP 1.28420
Solubility soluble in hot water Melting Point 11-13 °C(lit.)
Formula C7H7NO Boiling Point 220.8 °C at 760 mmHg
Molecular Weight 121.139 Flash Point 92.3 °C
Transport Information UN 2810 6.1/PG 3 Appearance clear colorless to yellow liquid
Safety 45-37/39-28A-26-36 Risk Codes 25-36/38-36/37/38-20/21/22
Molecular Structure Molecular Structure of 350-03-8 (3-Acetylpyridine) Hazard Symbols ToxicT, IrritantXi, HarmfulXn
Synonyms

beta-Acetylpyridine;1-pyridin-3-ylethanone;.beta.-Acetylpyridine;Pyridine, 3-acetyl-;Ethanone, 1-(3-pyridinyl)-;Methyl pyridyl ketone;1-(3-Pyridenyl)ethanone;Ketone, methyl 3-pyridyl;Methyl 3-pyridyl ketone;3-Pyridyl methyl ketone;FEMA No. 3424;3-acetyl pyridine;

Article Data 128

3-Acetylpyridine Synthetic route

14188-94-4

3-acetylpyridine N-oxide

350-03-8

methyl-3-pyridylketone

Conditions
ConditionsYield
With (4,4′-di-tert-butyl-2,2′-bipyridine)bis[(2-pyridinyl)phenyl]iridium(III) hexafluorophosphate; di-tert-butyl 1,4-dihydro-2,6-dimethyl-3,5-pyridine-dicarboxylate In acetonitrile at 20℃; for 0.5h; Inert atmosphere; Irradiation; chemoselective reaction;98%
With bis(tetra-n-butylammonium) tetrakis(benzenethiolato-μ3-sulfidoiron); thiophenol In methanol; acetonitrile at 20℃; for 20h; Product distribution;86%
With ammonium formate; nickel In methanol at 40℃; for 2h;69%
With ammonium formate; zinc In methanol for 6h; Heating;65%
With benzyl alcohol at 120℃; for 6h; Inert atmosphere; Schlenk technique; chemoselective reaction;92 %Spectr.
4754-27-2

1-(3-Pyridyl)ethanol

350-03-8

methyl-3-pyridylketone

Conditions
ConditionsYield
With sulfuric acid; dihydrogen peroxide; sodium bromide In 1,4-dioxane; water at 70℃; Flow reactor; Green chemistry;97%
With copper(l) iodide; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; potassium tert-butylate; L-proline In N,N-dimethyl-formamide at 25℃; for 5h;90%
With oxygen; Azobenzene; sodium bromide In 1,4-dioxane at 80℃; for 36h;90%
55676-25-0

3-(2-methyl-[1,3]dioxolan-2-yl)-pyridine

350-03-8

methyl-3-pyridylketone

Conditions
ConditionsYield
With O-phenyl phosphorodichloridate; sodium iodide In benzene for 20h; Heating;96%
52155-97-2

3-(α,α-ethyleenedithioethyl)pyridine

350-03-8

methyl-3-pyridylketone

Conditions
ConditionsYield
With bismuth(III) chloride; benzyltriphenylphosphonium peroxymonosulfate In acetonitrile for 2h; Heating;96%
536-78-7

3-ethylpyridine

350-03-8

methyl-3-pyridylketone

Conditions
ConditionsYield
With tert.-butylhydroperoxide In ethylbenzene; water at 135℃; for 24h; Concentration; Temperature; Time; Sealed tube;94.8%
With N-hydroxyphthalimide; oxygen; cobalt(II) diacetate tetrahydrate In acetic acid butyl ester at 90℃; under 760.051 Torr; for 12h; Solvent; Reagent/catalyst; Temperature;84%
With nickel-doped graphene carbon nitride nanoparticles; air In ethanol at 25℃; for 8h; Irradiation; Green chemistry;83%

N,N’-bis(1-pyridine-3-yl-ethylidene)hydrazine

350-03-8

methyl-3-pyridylketone

Conditions
ConditionsYield
With ammonium cerium(IV) nitrate In water; acetonitrile at 20℃; for 15h; Oxidation;94%
32064-90-7

(1E,2E)-1,2-bis(1-(pyridin-3-yl)ethylidene)hydrazine

350-03-8

methyl-3-pyridylketone

Conditions
ConditionsYield
With 2-phenyl-1,2-benzoisoselenazol-3(2H)-one; dihydrogen peroxide In methanol; water at 65℃; for 72h;93%
6335-40-6

3-acetyl-pyridine semicarbazone

350-03-8

methyl-3-pyridylketone

Conditions
ConditionsYield
With tetrachlorosilane; silica gel In hexane; water for 0.75h; Heating;90%
626-55-1

3-Bromopyridine

75-36-5

acetyl chloride

350-03-8

methyl-3-pyridylketone

Conditions
ConditionsYield
Stage #1: 3-Bromopyridine With diisobutylaluminium hydride; magnesium; lithium chloride In tetrahydrofuran at 25℃; for 0.5h;
Stage #2: acetyl chloride With copper(l) cyanide; lithium chloride In tetrahydrofuran at 25℃; for 1h;		90%
5973-84-2

N-phenyl-N'-(1-pyridin-3-yl-ethylidene)-hydrazine

350-03-8

methyl-3-pyridylketone

Conditions
ConditionsYield
With tetrachlorosilane; silica gel In hexane; water for 0.25h; Heating;85%

3-Acetylpyridine Consensus Reports

Reported in EPA TSCA Inventory.

3-Acetylpyridine Standards and Recommendations

DOT Classification:  3; Label: Flammable Liquid

3-Acetylpyridine Specification

The 3-Acetylpyridine, with its cas register number 350-03-8, has its IUPAC name of 1-pyridin-3-ylethanone. And this chemical is a kind of clear colorless liquid, and it is soluble in hot water, ethonal, and ethyl ether. Besides, its product categories are including acetylgroup;carbonyl compounds; heterocycles; pyridines, pyrimidines, purines and pteredines; pyridines derivates; pyridine flavor; osteoporosis. This chemical is usually used as the intermediate of risedronate sodium which could cure osteoporosis.

The characteristics of this chemical are as following: (1)XLogP3: 0.4; (2)H-Bond Donor: 0; (3)H-Bond Acceptor: 2; (4)Rotatable Bond Count: 1; (5)Tautomer Count: 2; (6)Exact Mass: 121.052764; (7)MonoIsotopic Mass: 121.052764; (8)Topological Polar Surface Area: 30; (9)Heavy Atom Count: 9; (10)Complexity: 112; (11)Covalently-Bonded Unit Count: 1.

Uses of 3-Acetylpyridine:  3-Acetylpyridine could react with pyridine-3-carbaldehyde to produce 1,3-di-pyridin-3-yl-propenone. The reaction condition is below: reagent: K2CO3; solvent: diethyl ether; reaction temp.: 0-20℃; field: 90%.

Producing method of 3-Acetylpyridine: 3-Ethynyl-pyridine could react in the following condtion to produce 3-Acetylpyridine: reagent: H2O, HgSO4, conc. H2SO4; solvent: acetone; reaction time: 2 hours; other condition: heating; field: 72%.

When you are dealing with this chemical, you should be very cautious. This is a kind of toxic chemical, and it could at low levels cause damage to health. If by inhalation, in contact with skin or if swallowed, it will have harmful damage to our health. Besides, it is irritant to eyes, respiratory system and skin, and it may also may cause inflammation to the skin or other mucous membranes. So we had better take the following instructions. Wear suitable gloves and eye/face protection, and if In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. And if in case of accident or if you feel unwell, seek medical advice immediately (show the label where possible). Besides, after contacting with skin, wash immediately with plenty of ... (to be specified by the manufacturer). When store it, keep it in the dry, cool, and well-ventilated storeroom.
 
Additionally, you could obtain the molecular structure through converting the following datas:
Canonical SMILES: CC(=O)C1=CN=CC=C1
InChI: InChI=1S/C7H7NO/c1-6(9)7-3-2-4-8-5-7/h2-5H,1H3 
InChIKey: WEGYGNROSJDEIW-UHFFFAOYSA-N 

Below are the toxicity information of this chemical:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
bird - wild LD50 oral 178mg/kg (178mg/kg)   Archives of Environmental Contamination and Toxicology. Vol. 12, Pg. 355, 1983.
 
mouse LD50 intraperitoneal 182mg/kg (182mg/kg)   Journal of Pharmaceutical Sciences. Vol. 64, Pg. 528, 1975.
 
quail LD50 oral 422mg/kg (422mg/kg)   Archives of Environmental Contamination and Toxicology. Vol. 12, Pg. 355, 1983.
 
rat LD50 oral 46uL/kg (0.046mL/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

MUSCULOSKELETAL: OTHER CHANGES		 Acute Toxicity Data. Journal of the American College of Toxicology, Part B. Vol. 1, Pg. 681, 1992.

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