ChemicalBook > CAS DataBase List > 2-(2-PYRIDYLTHIO)ETHAN-1-OL

2-(2-PYRIDYLTHIO)ETHAN-1-OL

Product Name
2-(2-PYRIDYLTHIO)ETHAN-1-OL
CAS No.
77555-27-2
Chemical Name
2-(2-PYRIDYLTHIO)ETHAN-1-OL
Synonyms
2-(2-PYRIDYTHIO)ETHAN-1-OL;2-(2-PYRIDYLTHIO)ETHAN-1-OL;2-(PYRIDIN-2-YLTHIO)ETHANOL;Ethanol, 2-(2-pyridinylthio)-
CBNumber
CB3458750
Molecular Formula
C7H9NOS
Formula Weight
155.22
MOL File
77555-27-2.mol
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2-(2-PYRIDYLTHIO)ETHAN-1-OL Property

Melting point:
113-114 °C
Boiling point:
107 °C
Density 
1.2243 g/cm3
storage temp. 
Keep in dark place,Inert atmosphere,Room temperature
pka
14.29±0.10(Predicted)
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

TRC
Product number
P996428
Product name
2-(2-Pyridylthio)ethan-1-ol
Packaging
100mg
Price
$60
Updated
2021/12/16
AK Scientific
Product number
Y4071
Product name
2-(2-Pyridylthio)ethan-1-ol
Packaging
1g
Price
$193
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
CHM0018684
Product name
2-(2-PYRIDYLTHIO)ETHAN-1-OL
Purity
95.00%
Packaging
1G
Price
$757.97
Updated
2021/12/16
AK Scientific
Product number
Y4071
Product name
2-(2-Pyridylthio)ethan-1-ol
Packaging
5g
Price
$925
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
CHM0018684
Product name
2-(2-PYRIDYLTHIO)ETHAN-1-OL
Purity
95.00%
Packaging
10G
Price
$1800.94
Updated
2021/12/16
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2-(2-PYRIDYLTHIO)ETHAN-1-OL Chemical Properties,Usage,Production

Synthesis

109-04-6

60-24-2

77555-27-2

2-Mercaptoethanol (1.09 g, 13.9 mmol) was dissolved in dry hexamethylphosphoryltriamine (HMPA, 3 mL), and sodium hydride (NaH, 0.40 g, 16.7 mmol) was added batchwise under nitrogen protection over 30 minutes. After addition, the reaction mixture was continued to be stirred for 10 min, followed by dropwise addition of 2-bromopyridine (2.00 g, 12.7 mmol). The reaction mixture was stirred at room temperature for 18 hours, then warmed up to 40 °C and continued stirring for 24 hours. Upon completion of the reaction, the reaction was quenched by slow addition of water (20 mL) and the aqueous phase was extracted with dichloromethane (3 x 15 mL). The organic phases were combined, dried over anhydrous magnesium sulfate (MgSO4), filtered and concentrated under reduced pressure to give a yellow oily crude product (5.53 g). Purification by silica gel column chromatography (eluent: ether/hexane, 4:1) afforded 2-(pyridin-2-ylthio)ethanol (19) as a yellow oil (purity ~95%, 1.54 g, yield ~72%). The product was characterized by the following data: infrared spectrum (νmax, neat, cm?1): 3362 (broad peak), 2929, 2864, 1580, 1557, 1455, 1415, 1283, 1232, 1149, 1045, 1016, 942, 878, 758, 724. 1H NMR (300 MHz, CDCl3): δ 3.31 (t, J = 5.5 Hz, 2H, H2), 3.93 (t, J = 5.5 Hz, 2H, H1), 7.00 (ddd, J = 7.4, 5.0, 1.1 Hz, 1H, H5'), 7.25 (dt, J = 8.1, 1.0 Hz, 1H, H3'), 7.48 (ddd, J = 8.0, 7.4, 1.9 Hz 1H, H4'), 8.35 (ddd, J = 5.0, 1.8, 1.0 Hz, 1H, H6'). 13C NMR (75 MHz, CDCl3): δ 33.9 (C2), 63.2 (C1), 119.9, 122.8 (C3', C5'), 136.4 (C4'), 148.9 (C6'), 158.8 ( C2'). Mass spectra (ESI): m/z 155.8 [M + H]+ (55%), 137.8 (100%). High-resolution mass spectrum (ESI+, MeOH): calculated value C7H10NOS [M + H]+ m/z 156.0483, measured value 156.0534. All spectral data are in agreement with literature reports. The conversion of alcohol 19 was 54% (as determined by 1H NMR spectroscopy) when the reaction time was extended to 25 h under the same reaction conditions.

References

[1] Tetrahedron, 1983, vol. 39, # 24, p. 4153 - 4162
[2] Tetrahedron, 2011, vol. 67, # 2, p. 471 - 485
[3] Diss. S. 60,

2-(2-PYRIDYLTHIO)ETHAN-1-OL Preparation Products And Raw materials

Raw materials

Preparation Products

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2-(2-PYRIDYLTHIO)ETHAN-1-OL Suppliers

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