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103-74-2

Basic Information
CAS No.: 103-74-2
Name: 2-(2-Hydroxyethyl)pyridine
Article Data: 38
Molecular Structure:
Molecular Structure of 103-74-2 (2-(2-Hydroxyethyl)pyridine)
Formula: C7H9NO
Molecular Weight: 123.155
Synonyms: 2-(2-Hydroxyethyl)pyridine;2-(2-Pyridyl)ethanol;2-(beta-Hydroxyethyl)pyridine;AI3-52671;HSDB 5357;Pyridine, 2-(2-hydroxyethyl)-;Pyridine-2-ethanol;
EINECS: 203-140-2
Density: 1.093 g/cm3
Melting Point: -8 - -7°C
Boiling Point: 240.6 °C at 760 mmHg
Flash Point: 92.8 °C
Solubility: soluble in water
Appearance: clear yellow to brown liquid
Hazard Symbols: IrritantXi
Risk Codes: 36/37/38
Safety: 26-36-24/25
PSA: 33.12000
LogP: 0.61640
Synthetic route

C14H29NO2Si3

103-74-2

2-(2-Hydroxyethyl)pyridine

Conditions
ConditionsYield
With potassium hydrogen difluoride; dihydrogen peroxide In tetrahydrofuran; methanol at 50℃; for 24h; Fleming-Tamao Oxidation;80%
109-06-8

α-picoline

28539-02-8

1-Hydroxymethyl-1H-benzotriazole

103-74-2

2-(2-Hydroxyethyl)pyridine

Conditions
ConditionsYield
Stage #1: α-picoline With lithium diisopropyl amide In tetrahydrofuran at -78℃; for 1h;
Stage #2: 1-Hydroxymethyl-1H-benzotriazole In tetrahydrofuran at -78℃; for 2h;
65%
64364-85-8

2-(hydroxyethyl)pyridine-N-oxide

103-74-2

2-(2-Hydroxyethyl)pyridine

Conditions
ConditionsYield
With tetraethylammonium hexafluorophosphate In water; acetonitrile at 80℃; Inert atmosphere; Electrolysis;63%
4377-33-7

2-chloromethylpyridine

50-00-0

formaldehyd

103-74-2

2-(2-Hydroxyethyl)pyridine

Conditions
ConditionsYield
Stage #1: 2-chloromethylpyridine With chloro-trimethyl-silane; ethylene dibromide; zinc In tetrahydrofuran at 70℃; for 2h; Schlenk technique; Inert atmosphere;
Stage #2: formaldehyd In tetrahydrofuran at 70℃; for 6h; Schlenk technique; Inert atmosphere;
59%
109-06-8

α-picoline

50-00-0

formaldehyd

A

100-69-6

2-vinylpyridine

B

103-74-2

2-(2-Hydroxyethyl)pyridine

Conditions
ConditionsYield
With sulfuric acid; water; hydrogen at 160℃;
109-06-8

α-picoline

50-00-0

formaldehyd

103-74-2

2-(2-Hydroxyethyl)pyridine

Conditions
ConditionsYield
With water at 120 - 135℃;
With water at 120℃; im geschlossenem Gefaess;
With water at 150℃; im geschlossenem Gefaess;
109-06-8

α-picoline

50-00-0

formaldehyd

A

103-74-2

2-(2-Hydroxyethyl)pyridine

B

49745-42-8

2-(pyridin-2-yl)propane-1,3-diol

Conditions
ConditionsYield
With potassium hydroxide; water at 130 - 136℃; under 7355.08 Torr;
2739-98-2

ethyl 2-(pyridinyl-2)acetate

103-74-2

2-(2-Hydroxyethyl)pyridine

Conditions
ConditionsYield
With lithium aluminium tetrahydride; diethyl ether
β--trimethylene oxide

β--trimethylene oxide

103-74-2

2-(2-Hydroxyethyl)pyridine

Conditions
ConditionsYield
With hydrogenchloride
109-06-8

α-picoline

gaseous formaldehyde

gaseous formaldehyde

103-74-2

2-(2-Hydroxyethyl)pyridine

Conditions
ConditionsYield
With phenyllithium anfangs unter Kuehlung, zuletzt bei Siedetemperatur;
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Specification

The 2-Ethanol pyridine with CAS registry number of 103-74-2 is also known as 2-(beta-Hydroxyethyl)pyridine. The IUPAC name is 2-Pyridin-2-ylethanol. It belongs to product categories of Pyridine; Pyridines, Pyrimidines, Purines and Pteredines; Amino Acid Derivatives. Its EINECS registry number is 203-140-2. In addition, the formula is C7H9NO and the molecular weight is 123.15. This chemical is a clear yellow to brown liquid that should be sealed in ventilate, cool place away from fire and heat. What's more, it can be used in organic synthesis.

Physical properties about 2-Ethanol pyridine are: (1)ACD/LogP: -0.13; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -0.32; (4)ACD/LogD (pH 7.4): -0.14; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 13.12; (8)ACD/KOC (pH 7.4): 20.03; (9)#H bond acceptors: 2; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 3; (12)Index of Refraction: 1.539; (13)Molar Refractivity: 35.42 cm3; (14)Molar Volume: 112.9 cm3; (15)Surface Tension: 46.3 dyne/cm; (16)Density: 1.09 g/cm3; (17)Flash Point: 92.8 °C; (18)Enthalpy of Vaporization: 50.46 kJ/mol; (19)Boiling Point: 240.6 °C at 760 mmHg; (20)Vapour Pressure: 0.0204 mmHg at 25 °C.

Preparation of 2-Ethanol pyridine: it is prepared by addition reaction of 2-picoline with formaldehyde. The reaction mixture is stirred and heated to 125 °C for 20 hours with reaction pressure of 0.4 MPa when nitrogen has passed into reactor. At last, product is obtained by collecting fraction at 130-145 °C (2.13 kPa).

Uses of 2-Ethanol pyridine: it is used to produce methanesulfonic acid 2-pyridin-2-yl-ethyl ester by reaction with methanesulfonyl chloride. The reaction occurs with reagent NEt3 and solvent CH2Cl2 for 15 minutes. The yield is about 96.3%.

2-Ethanol pyridine is used to produce methanesulfonic acid 2-pyridin-2-yl-ethyl ester by reaction with methanesulfonyl chloride.

When you are using this chemical, please be cautious about it. As a chemical, it is irritating to eyes, respiratory system and skin. During using it, wear suitable protective clothing. Avoid contact with skin and eyes. If contact with eyes accidently, rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
1. Canonical SMILES: C1=CC=NC(=C1)CCO
2. InChI: InChI=1S/C7H9NO/c9-6-4-7-3-1-2-5-8-7/h1-3,5,9H,4,6H2
3. InChIKey: BXGYBSJAZFGIPX-UHFFFAOYSA-N

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 oral 7750mg/kg (7750mg/kg)   Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 57(9-10), Pg. 64, 1992.
rat LD50 oral 9500mg/kg (9500mg/kg)   Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 57(9-10), Pg. 64, 1992.