| Identification | More | [Name]
3-Acetylpyridine | [CAS]
350-03-8 | [Synonyms]
1-(3-PYRIDINYL)ETHANONE
1-PYRIDIN-3-YL-ETHANONE
3-ACETOPYRIDINE
3-ACETYLPYRIDINE
3-PYRIDYL METHYL KETONE
AKOS BBS-00003232
FEMA 3424
FEMA NUMBER 3424
IFLAB-BB F2108-0105
METHYL 3-PYRIDYL KETONE
1-(3-pyridenyl)ethanone
1-(3-pyridinyl)-ethanon
3-Acetylpiridine
3-acetyl-pyridin
beta-Acetylpyridine
Ketone, methyl 3-pyridyl
ketone,methyl3-pyridyl
Methyl beta-pyridyl ketone
methylbeta-pyridylketone
methylpyridylketone | [EINECS(EC#)]
206-496-7 | [Molecular Formula]
C7H7NO | [MDL Number]
MFCD00006396 | [Molecular Weight]
121.14 | [MOL File]
350-03-8.mol |
| Chemical Properties | Back Directory | [Definition]
It is a nicotinic acidantagonist. | [Appearance]
clear colorless to yellow liquid | [Melting point ]
11-13 °C (lit.) | [Boiling point ]
220 °C (lit.) | [density ]
1.102 g/mL at 25 °C(lit.)
| [vapor pressure ]
0.3Pa at 20℃ | [FEMA ]
3424 | [refractive index ]
n20/D 1.534(lit.)
| [Fp ]
302 °F
| [storage temp. ]
Inert atmosphere,Room Temperature | [solubility ]
Chloroform (Slightly), Methanol (Slightly) | [form ]
Liquid | [pka]
pK1: 3.256(+1) (25°C) | [color ]
Clear colorless to yellow | [Specific Gravity]
1.102 | [Odor]
at 1.00 % in dipropylene glycol. sweet nutty dry hawthorn phenolic woody popcorn | [PH]
6.5-7.5 (H2O, 20℃) | [Odor Type]
nutty | [Water Solubility ]
SOLUBLE IN HOT WATER | [Detection Methods]
GC,NMR,HPLC | [JECFA Number]
1316 | [Merck ]
14,6116 | [BRN ]
107751 | [InChIKey]
WEGYGNROSJDEIW-UHFFFAOYSA-N | [LogP]
0.34 at 13℃ | [CAS DataBase Reference]
350-03-8(CAS DataBase Reference) | [NIST Chemistry Reference]
Ethanone, 1-(3-pyridinyl)-(350-03-8) | [EPA Substance Registry System]
350-03-8(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
T,Xi,Xn | [Risk Statements ]
R25:Toxic if swallowed.
R36/38:Irritating to eyes and skin .
R36/37/38:Irritating to eyes, respiratory system and skin .
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed . | [Safety Statements ]
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) .
S37/39:Wear suitable gloves and eye/face protection .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing . | [RIDADR ]
UN 2810 6.1/PG 3
| [WGK Germany ]
3
| [RTECS ]
OB5425000
| [F ]
8-10 | [Hazard Note ]
Irritant | [TSCA ]
Yes | [HazardClass ]
6.1 | [PackingGroup ]
II | [HS Code ]
29333999 | [Safety Profile]
Poison by ingestion. Moderately toxic by intraperitoneal routeMutation data reported. A flammable liquid. When heated to decomposition emits toxic fumes of NOx,. See also KETONES | [Toxicity]
LD50 orl-rat: 46 mg/kg JACTDZ 1,681,92 |
| Questions And Answer | Back Directory | [Identification]
CAS.No.:
350-03-8
FL.No.:
14.039
FEMA.No.:
3424
NAS.No.:
3424
CoE.No.:
2316
EINECS.No.:
206-496-7
JECFA.No.:
1316
| [Description]
A colorless liquid with sweet, nutty, popcorn-like aroma.
| [Regulatory Status]
CoE: Used provisionally. Bev.: 2 ppm; Food: 3 ppm
FDA: n/a
FDA (other): n/a
JECFA: ADI: Acceptable. No safety concern at current levels of intake when used as a flavoring agent (2004).
| [Usage]
Reported uses (ppm): (FEMA, 1994)
Nonalcoholic beverages
1
2
| [Natural occurrence]
Reported found in roasted filberts, beer, brandy, coffee, malt and wheaten bread.
| [Aroma]
Powerful, almost choking, Cigar-tobaccotype odor, which becomes pleasant only at
extreme dilution, then also more typical
tobacco-like. In certain types of flower bases, substitutes
for flower absolutes, etc. this chemical can
produce interesting and desirable effects, Lily,
Jasmin, Tuberose, etc. are types of floral
fragrances that may benefit from this effect. |
| Hazard Information | Back Directory | [Chemical Properties]
A colorless liquid with sweet, nutty, popcorn-like aroma | [Chemical Properties]
clear colorless to yellow liquid | [Occurrence]
Reported found in roasted filberts, beer, brandy, coffee, malt and wheaten bread. | [Uses]
3-Acetylpyridine used as an intermediate for the synthesis of risedronate sodium, inhibitor of bone resorption. It is also used in perfumery. | [Preparation]
Dry distillation of calcium nicotinate with calcium acetate. | [Production Methods]
Produced from Ethyl nicotinate and Ethyl
acetoacetate, in principle by hydrolysis of
Aceto acetylpyridine. | [Purification Methods]
It is purified by dissolving in HCl, extracting with Et2O to remove the possible impurity of nicotinic acid, basified with NaOH and extracted with Et2O. The dried extract is filtered, evaporated and the residual oil is distilled. If the NMR spectrum indicates further impurities, then convert it to the phenylhydrazone (m 137o, yellow needles from EtOH). This is hydrolysed with HCl [Engler & Kiby Chem Ber 22 597 1889], the phenylhydrazine HCl is removed by filtration, NaNO2 is added, the solution is basified with aqueous NaOH and extracted with Et2O as before and distilled at atmospheric pressure to give 3-acetylpyridine as a colourless oil. Purification can also be achieved by shaking with 50% aqueous KOH, extracting with Et2O, drying the extract and distilling it at atmospheric pressure or in vacuo. [Kloetzel & Chubb J Am Chem Soc 79 4226 1957.] The hydrochloride has m 180-181o (from MeOH/EtOH), the picrate has m 133.8-134.8o (from H2O), and the phenylhydrazone has m 137o (129-130o)(needles, from EtOH) [Webb & Webb J Am Chem Soc 71 2285 1949]. The ketoxime has m 112o (from EtOH or *C6H6). [Strong & McElvain J Am Chem Soc 55 816 1933, Kolloff & Hunter J Am Chem Soc 63 490 1941, Beilstein 21/7 V 394.] |
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