ChemicalBook--->CAS DataBase List--->2294-76-0

2294-76-0

2294-76-0 Structure

2294-76-0 Structure
IdentificationMore
[Name]

2-Pentylpyridine
[CAS]

2294-76-0
[Synonyms]

1-(2-PYRIDYL)PENTANE
2-N-AMYLPYRIDINE
2-N-PENTYLPYRIDINE
2-PENTYLPYRIDINE
FEMA 3383
FEMA NUMBER 3383
2-amylpyridine
2-pentyl-pyridin
2-PENTYLPYRIDINE 97+%
2-PENTYL PYRIDINE FEMA NO.3383
2-n-Pentylpyridine,98%
pentylpyridine,2-pentylpyridine
Pyridine, 2-pentyl-
[EINECS(EC#)]

218-937-0
[Molecular Formula]

C10H15N
[MDL Number]

MFCD00051828
[Molecular Weight]

149.23
[MOL File]

2294-76-0.mol
Chemical PropertiesBack Directory
[Boiling point ]

102-107 °C (lit.)
[density ]

0.897 g/mL at 25 °C(lit.)
[FEMA ]

3383
[refractive index ]

n20/D 1.488(lit.)
[Fp ]

175 °F
[storage temp. ]

Keep in dark place,Inert atmosphere,Room temperature
[form ]

clear liquid
[pka]

6.01±0.10(Predicted)
[color ]

Colorless to Light yellow
[Specific Gravity]

0.902
[Odor]

at 0.10 % in propylene glycol. fatty tallow green pepper mushroom herbal
[biological source]

synthetic
[Odor Type]

fatty
[JECFA Number]

1313
[BRN ]

2772
[Major Application]

flavors and fragrances
[InChI]

1S/C10H15N/c1-2-3-4-7-10-8-5-6-9-11-10/h5-6,8-9H,2-4,7H2,1H3
[InChIKey]

HSDXVAOHEOSTFZ-UHFFFAOYSA-N
[SMILES]

CCCCCc1ccccn1
[LogP]

3.31
[CAS DataBase Reference]

2294-76-0(CAS DataBase Reference)
[NIST Chemistry Reference]

Pyridine, 2-pentyl-(2294-76-0)
[EPA Substance Registry System]

2294-76-0(EPA Substance)
Safety DataBack Directory
[Hazard Codes ]

Xi
[Risk Statements ]

R36/37/38:Irritating to eyes, respiratory system and skin .
[Safety Statements ]

S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing .
[WGK Germany ]

3
[Hazard Note ]

Irritant
[TSCA ]

Yes
[HS Code ]

29333990
[Storage Class]

10 - Combustible liquids
[Hazard Classifications]

Eye Irrit. 2
Skin Irrit. 2
STOT SE 3
Hazard InformationBack Directory
[Chemical Properties]

2-Pentylpyridine has a tallowy-like odor.
[Occurrence]

Reported as occurring in shallow-fried beef and as a steam-volatile component in roasted Spanish peanut. Also reported found in bell pepper, black sesame seeds, roast turkey, fried chicken, fried beef, cooked beef, mutton, lamb fat, roasted filberts, toasted oats and coriander seed.
[Uses]

flavors and fragrances
[Definition]

ChEBI: 2-Pentylpyridine is a member of pyridines.
[Preparation]

By alkylation of 2-pycollyl lithium; by hydrogenation of 2-pentenyl pyridine.
[Aroma threshold values]

Detection: 0.6 ppb. Aroma characteristics at 0.1%: strong fresh green vegetative, peppery, mushroom, herbal and oily.
[Taste threshold values]

Taste characteristics at 1 ppm: green pepper vegetative, mushroom-like, musty, oily, meaty and MSG-like.
[Synthesis]

2-Chloropyridine

109-09-1

PENTYLMAGNESIUM CHLORIDE

6393-56-2

2-Pentylpyridine

2294-76-0

GENERAL STEPS: A THF solution (3 mL) of MnCl2-(THF)1.6 (3 mol%, 3 mg, 0.012 mmol) was added to a 20 mL scintillation vial in an inert atmosphere glove box. Subsequently, 2-chloropyridine (0.41 mmol, 1 eq.) was added as an electrophilic reagent, as well as the internal standard homotrimethylbenzene (0.41 mmol, 1 eq.). After stirring for 5 minutes at room temperature, 1-pentylmagnesium chloride Grignard reagent solution (1.2-2.6 eq.) was slowly added dropwise and the reaction continued to be stirred at room temperature. Upon completion of the reaction, the mixture was removed from the glove box and the reaction was quenched with saturated K2CO3 solution (3 mL) and EtOAc (3 mL). The organic layer was separated and the aqueous phase was further extracted with EtOAc (3 x 3 mL). The combined organic phases were dried with MgSO4, filtered and concentrated. The crude product was purified by silica gel column chromatography to afford the target product 2-pentylpyridine.

[Purification Methods]

Dry it with NaOH for several days, then distil it from CaO under reduced pressure, taking the middle fraction and redistilling it. The picrate has m 72-72.8o (from EtOH). [Beilstein 20 III/IV 2835.] 3-n-Pentylpyridine, purified as the 2-isomer, has b 110-112o/20mm, 224-226o/748mm, and the picrate has m 79.5-80o(from EtOH). [Beilstein 20 III/IV 2835.]
[References]

[1] Synlett, 2018, vol. 29, # 13, p. 1700 - 1706
Spectrum DetailBack Directory
[Spectrum Detail]

2-Pentylpyridine(2294-76-0)1HNMR
Well-known Reagent Company Product InformationBack Directory
[Alfa Aesar]

2-n-Pentylpyridine, 98%(2294-76-0)
[Sigma Aldrich]

2294-76-0(sigmaaldrich)
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