2-(2-Hydroxyethyl)pyridine supplier

Name
2-(2-Hydroxyethyl)pyridine
EINECS 203-140-2
CAS No. 103-74-2
Article Data38
CAS DataBase
Density 1.093 g/cm³
Solubility soluble in water
Melting Point -8 - -7°C
Formula C₇H₉NO
Boiling Point 240.6 °C at 760 mmHg
Molecular Weight 123.155
Flash Point 92.8 °C
Transport Information
Appearance clear yellow to brown liquid
Safety 26-36-24/25
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols Xi
Synonyms 2-(2-Hydroxyethyl)pyridine;2-(2-Pyridyl)ethanol;2-(beta-Hydroxyethyl)pyridine;AI3-52671;HSDB 5357;Pyridine, 2-(2-hydroxyethyl)-;Pyridine-2-ethanol;
PSA 33.12000
LogP 0.61640

Synthetic route

: C14H29NO2Si3

: 103-74-2
2-(2-Hydroxyethyl)pyridine

Conditions

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
With sulfuric acid; water; hydrogen at 160℃;

...Expand

: 109-06-8
α-picoline

: 50-00-0
formaldehyd

: 103-74-2
2-(2-Hydroxyethyl)pyridine

Conditions

Conditions	Yield
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

Conditions	Yield
With potassium hydroxide; water at 130 - 136℃; under 7355.08 Torr;

...Expand

: 2739-98-2
ethyl 2-(pyridinyl-2)acetate

: 103-74-2
2-(2-Hydroxyethyl)pyridine

Conditions

Conditions	Yield
With lithium aluminium tetrahydride; diethyl ether

β--trimethylene oxide: β--trimethylene oxide

: 103-74-2
2-(2-Hydroxyethyl)pyridine

Conditions

Conditions	Yield
With hydrogenchloride

: 109-06-8
α-picoline

gaseous formaldehyde: gaseous formaldehyde

: 103-74-2
2-(2-Hydroxyethyl)pyridine

Conditions

Conditions	Yield
With phenyllithium anfangs unter Kuehlung, zuletzt bei Siedetemperatur;

: 1122-62-9
2-acetylpyridine

RuCl{η6-p-cymene}{η2-(1S,2R)-N-(4-biphenylmethyl)-norephedrine)}: RuCl{η6-p-cymene}{η2-(1S,2R)-N-(4-biphenylmethyl)-norephedrine)}

: 6831-82-9
potassium isopropoxide

: 103-74-2
2-(2-Hydroxyethyl)pyridine

Conditions

Conditions	Yield
In 2-methyl-propan-1-ol; isopropyl alcohol

...Expand

: C11H14F3NO2Si

: 103-74-2
2-(2-Hydroxyethyl)pyridine

Conditions

Conditions	Yield
With potassium fluoride; tetrabutyl ammonium fluoride; dihydrogen peroxide; potassium hydrogencarbonate In tetrahydrofuran; water at 40℃; for 2h; Fleming-Tamao Oxidation;

: C9H15NOSi

: 103-74-2
2-(2-Hydroxyethyl)pyridine

Conditions

Conditions	Yield
With potassium fluoride; tetrabutyl ammonium fluoride; dihydrogen peroxide; potassium hydrogencarbonate In tetrahydrofuran; water at 40℃; for 2h; Fleming-Tamao Oxidation;

: 103-74-2
2-(2-Hydroxyethyl)pyridine

: 124-63-0
methanesulfonyl chloride

: 138428-37-2
2-(pyridin-2-yl)ethyl methanesulfonate

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In dichloromethane at 0 - 20℃; for 3h;	100%
With triethylamine In acetonitrile at 40℃; under 2585.81 Torr; for 0.333333h; Flow reactor;	100%
With triethylamine In dichloromethane at 25℃; for 3.25h; Cooling with ice;	98%

: 103-74-2
2-(2-Hydroxyethyl)pyridine

: 108-24-7
acetic anhydride

: 16632-09-0
2-methylamino-6-(2-hydroxyethyl)pyridine

Conditions

Conditions	Yield
With dmap; N-ethyl-N,N-diisopropylamine In tetrahydrofuran Inert atmosphere; Glovebox;	100%
With dmap; N-ethyl-N,N-diisopropylamine at 20℃; for 0.516667h; Inert atmosphere; Glovebox;	822 mg

: 103-74-2
2-(2-Hydroxyethyl)pyridine

: 501-52-0
3-Phenylpropionic acid

: 2-(pyridin-2-yl)ethyl 3-phenylpropanoate

Conditions

Conditions	Yield
With N,N'-dimethylaminopyridine; di-tert-butyl dicarbonate In nitromethane at 50℃; for 16h;	99%

: 103-74-2
2-(2-Hydroxyethyl)pyridine

: nickel(II) chloride dihydrate

: [Ni(μ-Cl)(2-(pyridin-2-yl)ethanol)]2Cl2

Conditions

Conditions	Yield
Stage #1: nickel(II) chloride dihydrate In 1,2-dimethoxyethane for 1.5h; Reflux; Inert atmosphere; Schlenk technique; Stage #2: In dichloromethane Inert atmosphere; Schlenk technique; Stage #3: 2-(2-Hydroxyethyl)pyridine In dichloromethane at 20℃; for 1h; Inert atmosphere; Schlenk technique;	96%

: 103-74-2
2-(2-Hydroxyethyl)pyridine

: 545-06-2
trichloroacetonitrile

: 2-(pyridin-2-yl)ethyl 2,2,2-trichloroacetimidate

Conditions

Conditions	Yield
With 1,8-diazabicyclo[5.4.0]undec-7-ene In dichloromethane	96%
With 1,8-diazabicyclo[5.4.0]undec-7-ene In dichloromethane at 20℃; for 12h;	79%
With 1,8-diazabicyclo[5.4.0]undec-7-ene In dichloromethane at 25℃; for 16h;	69%
With 1,8-diazabicyclo[5.4.0]undec-7-ene In dichloromethane at 20℃;

: 103-74-2
2-(2-Hydroxyethyl)pyridine

: 18162-48-6
tert-butyldimethylsilyl chloride

: 161227-19-6
2-<(2-tert-butyldimethylsilyloxy)ethyl>pyridine

Conditions

Conditions	Yield
With 1H-imidazole In N,N-dimethyl-formamide for 24h; Ambient temperature;	96%

: 103-74-2
2-(2-Hydroxyethyl)pyridine

: 72996-65-7
2-(2-Bromoethyl)pyridine hydrobromide

Conditions

Conditions	Yield
With hydrogen bromide	95%
With hydrogen bromide In acetic acid at 78℃; for 48h;	73%
With hydrogen bromide In water; toluene at 120℃;	66%

: 103-74-2
2-(2-Hydroxyethyl)pyridine

: 18162-48-6
tert-butyldimethylsilyl chloride

: 161227-19-6
2-<(2-tert-butyldimethylsilyloxy)ethyl>pyridine

Conditions

Conditions	Yield
With 1H-imidazole In N,N-dimethyl-formamide at 25℃; for 24h;	95%

: 103-74-2
2-(2-Hydroxyethyl)pyridine

: 859439-31-9
trimethylindium diethyl ether adduct

: [Me2In(2-(2-hydroxyethyl)pyridine-H)]n

Conditions

Conditions	Yield
In benzene byproducts: CH4, Et2O; under N2; by the react. of In-contg. compd. with a ligand in 1:1 stoich.ratio in benzene; stirring for 4 h at room temp.; the solvent was removed under reduced pressure; recrystn. from benzene/hexane; elem. anal.;	95%

: 103-74-2
2-(2-Hydroxyethyl)pyridine

: triethylindium diethyl ether adduct

: [Et2In(2-(2-hydroxyethyl)pyridine-H)]n

Conditions

Conditions	Yield
In benzene byproducts: C2H6, Et2O; under N2; by the react. of In-contg. compd. with a ligand in 1:1 stoich.ratio in benzene; stirring for 4 h at room temp.; the solvent was removed under reduced pressure; recrystn. from benzene/hexane; elem. anal.;	95%

: 103-74-2
2-(2-Hydroxyethyl)pyridine

: [2-(2-CH2CH2OH)PyH][B5O6(OH)4]

Conditions

Conditions	Yield
With boric acid In methanol; water	95%

: 103-74-2
2-(2-Hydroxyethyl)pyridine

: 11113-50-1
boric acid

: [2-(2-CH2CH2OH)PyH][B5O6(OH)4]

Conditions

Conditions	Yield
In methanol; water to soln. H3BO3 in aq. MeOH (1:1) amine was added, stirred for 10 min, solvent was removed in vacuo, residue was heated in oven to dry 4 h at 100°C; elem. anal.;	95%

: 103-74-2
2-(2-Hydroxyethyl)pyridine

: 4295-06-1
4-chloro-2-methylquinoline

: 2-methyl-4-[2-(pyridin-2-yl)ethoxy]quinoline

Conditions

Conditions	Yield
With (R)-(-)-1-[(S)-2-(dicyclohexylphosphino)ferrocenyl]ethyl di-t-butylphosphine; bis[chloro(1,2,3-trihapto-allylbenzene)palladium(II)]; caesium carbonate In toluene at 90℃; for 16h; Glovebox; Inert atmosphere;	95%

: 103-74-2
2-(2-Hydroxyethyl)pyridine

: 5538-51-2
O-acetylsalicyloyl chloride

: acetylsalicylic acid-(2-pyridin-2-yl)ethyl ester hydrochloride

Conditions

Conditions	Yield
In ethyl acetate at 20℃; for 2h;	94.3%

: 5121-00-6
naphthalen-1-yl-acetyl chloride

: 103-74-2
2-(2-Hydroxyethyl)pyridine

: 2-(pyridin-2-yl)ethyl 2-(naphthalen-1-yl)acetate

Conditions

Conditions	Yield
Stage #1: naphthalen-1-yl-acetyl chloride; 2-(2-Hydroxyethyl)pyridine In ethyl acetate; toluene at 20℃; for 2h; Stage #2: With sodium carbonate In dichloromethane; water at 20℃;	94.2%

: 103-74-2
2-(2-Hydroxyethyl)pyridine

: 13734-41-3
t-Boc-L-valine

: 91841-65-5
(S)-2-tert-Butoxycarbonylamino-3-methyl-butyric acid 2-pyridin-2-yl-ethyl ester

Conditions

Conditions	Yield
With dmap; dicyclohexyl-carbodiimide In dichloromethane 1) -20 degC, 10 min.; 2) 20 degC, 3 h;	94%

: 103-74-2
2-(2-Hydroxyethyl)pyridine

: 31121-29-6
triethylgallium diethyl ether adduct

: [Et2Ga(OCH2CH2(C5H4N))]

Conditions

Conditions	Yield
In benzene byproducts: C2H6, Et2O; under N2; a soln. of a ligand in benzene was added to a benzene soln. ofGa-contg. compd. and stirred for 24 h; the solvent was removed under reduced pressure; elem. anal.;	94%

: 103-74-2
2-(2-Hydroxyethyl)pyridine

: 112704-79-7
2-fluoro-4-bromobenzoic acid

: 920270-28-6
2-(2-pyridyl)ethyl 4-bromo-2-fluorobenzoate

Conditions

Conditions	Yield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In acetonitrile at 20℃; Product distribution / selectivity;	93%
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In acetonitrile at 20℃; for 16h; Inert atmosphere;	93%
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 0 - 20℃; Product distribution / selectivity;	80%

: 103-74-2
2-(2-Hydroxyethyl)pyridine

: 31121-29-6
triethylgallium diethyl ether adduct

: [EtGa(OCH2CH2(C5H4N))2]

Conditions

Conditions	Yield
In benzene byproducts: C2H6, Et2O; under N2; a soln. of a ligand in benzene was added to a benzene soln. ofGa-contg. compd. and stirred for 24 h; the solvent was removed under reduced pressure; elem. anal.;	93%

: 103-74-2
2-(2-Hydroxyethyl)pyridine

: trimethylgallium etherate

: [MeGa(OCH2CH2(C5H4N))2]

Conditions

Conditions	Yield
In benzene byproducts: CH4, Et2O; under N2; a soln. of a ligand in benzene was added to a benzene soln. ofGa-contg. compd. and stirred for 24 h; the solvent was removed under reduced pressure; elem. anal.;	93%

: 103-74-2
2-(2-Hydroxyethyl)pyridine

: N-methyl-2-thiocyanatopyridinium iodide

: 1353778-05-8
C8H8N2S

Conditions

Conditions	Yield
at 90℃; for 0.0833333h; Neat (no solvent); Grinding;	93%

: 103-74-2
2-(2-Hydroxyethyl)pyridine

: 2614-88-2
sorbinyl chloride

: 2-(pyridin-2-yl)ethyl sorbate hydrochloride

Conditions

Conditions	Yield
With acetic acid In ethyl acetate at 20℃; for 2h; Inert atmosphere;	92.9%

: 103-74-2
2-(2-Hydroxyethyl)pyridine

: 102-92-1
Cinnamoyl chloride

: pyridiniumethyl ester cinnamic acid hydrochloride

Conditions

Conditions	Yield
With acetic acid In ethyl acetate at 20℃; for 2h;	92.1%

: 103-74-2
2-(2-Hydroxyethyl)pyridine

: 2018-66-8
Z-Leu-OH

: 91841-60-0
(S)-2-Benzyloxycarbonylamino-4-methyl-pentanoic acid 2-pyridin-2-yl-ethyl ester

Conditions

Conditions	Yield
With dmap; dicyclohexyl-carbodiimide In dichloromethane 1) -20 degC, 10 min.; 2) 20 degC, 3 h;	92%

: 103-74-2
2-(2-Hydroxyethyl)pyridine

: trimethylgallium etherate

: [Me2Ga(OCH2CH2(C5H4N))]

Conditions

Conditions	Yield
In benzene byproducts: CH4, Et2O; under N2; a soln. of a ligand (5.03 mmol) in benzene was added dropwise to a benzene soln. of Ga-contg. compd. (5.03 mmol) and stirred for 24 h; the solvent was removed under reduced pressure; elem. anal.;	92%

: 103-74-2
2-(2-Hydroxyethyl)pyridine

: 7697-28-1
4-bromo-3-methylbenzoic acid

: 920270-48-0
2-(2-pyridyl)ethyl 4-bromo-3-methylbenzoate

Conditions

Conditions	Yield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In acetonitrile at 20℃; for 16h; Inert atmosphere;	92%

: 103-74-2
2-(2-Hydroxyethyl)pyridine

: 1456807-88-7
C22H24N2O6S

: 1456808-51-7
4-methyl-3-(4-methylpiperazin-1-yl)-2-oxo-5-(2-(pyridin-2-yl)ethoxy)-2H-chromen-7-yl 4-methylbenzenesulfonate

Conditions

Conditions	Yield
With triphenylphosphine; diethylazodicarboxylate In tetrahydrofuran at 20℃; for 0.333333h; Mitsunobu Displacement;	91%

: 103-74-2
2-(2-Hydroxyethyl)pyridine

: 15307-79-6
diclofenac sodium

: 6046-93-1
copper(II) acetate monohydrate

: C42H36Cl4Cu2N4O6

Conditions

Conditions	Yield
In methanol at 50℃;	91%

...Expand

: 103-74-2
2-(2-Hydroxyethyl)pyridine

: nickel(II) sulfate hexahydrate

: [NiII(2-(2-hydroxylethyl)pyridine)(H2O)4]SO4

Conditions

Conditions	Yield
In methanol at 24.84℃; for 6h;	91%

: 103-74-2
2-(2-Hydroxyethyl)pyridine

: 98-59-9
p-toluenesulfonyl chloride

: 107516-54-1
2-(2-tosylethyl)pyridine

Conditions

Conditions	Yield
With sodium hydroxide In tetrahydrofuran; water at 0 - 20℃; for 24h; Inert atmosphere; Schlenk technique;	91%

2-(2-Hydroxyethyl)pyridine 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.

Product Name

2-(2-Hydroxyethyl)pyridine

Synthetic route

2-(2-Hydroxyethyl)pyridine Specification

Related Products

Hot Products