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Cas Database |
| Name |
3-Pyridinemethanol |
EINECS | 202-864-6 |
| CAS No. | 100-55-0 | Density | 1.124 g/cm3 |
| PSA | 33.12000 | LogP | 0.57390 |
| Solubility | soluble in water | Melting Point |
-7.7 °C |
| Formula | C6H7NO | Boiling Point | 266 °C at 760 mmHg |
| Molecular Weight | 109.128 | Flash Point | 97.5 °C |
| Transport Information | N/A | Appearance | clear light yellow to yellow liquid |
| Safety | 26-36-24/25 | Risk Codes | 36/37/38 |
| Molecular Structure |
|
Hazard Symbols |
 Xi
|
| Synonyms |
3-(Hydroxymethyl)pyridine;3-Pyridinylmethanol;3-Pyridyl carbinal;3-Pyridylcarbinol;3-Pyridylmethanol;5-(Hydroxymethyl)pyridine;NSC 526046;Nicotinic alcohol;Nu-2121;Pyridine-3-carbinol;RO-1-5155;Roniacol;b-Picolyl alcohol;b-Pyridinecarbinol;b-Pyridylcarbinol;Nicotinyl alcohol; |
Article Data | 158 |
3-Pyridinemethanol Synthetic route
| Conditions | Yield |
|---|---|
| With LaCu0.67Si1.33; hydrogen In methanol at 120℃; under 22502.3 Torr; for 9h; Autoclave; | 99% |
| With isopropyl alcohol at 300℃; for 3h; | 98% |
| With triethylamine; isopropyl alcohol; lithium bromide at 20℃; for 48h; Meerwein-Ponndorf-Verley reaction; | 97% |
| Conditions | Yield |
|---|---|
| With [RuCl2(N-heterocyclic carbene)(bis[2-(diphenylphosphino)ethyl]amine)]; potassium tert-butylate; hydrogen In tetrahydrofuran at 50℃; under 7500.75 Torr; for 5h; Schlenk technique; Inert atmosphere; | 98% |
| With sodium tetrahydroborate; sodium methylate In methanol at 25℃; for 3h; Reagent/catalyst; Inert atmosphere; | 98% |
| With 2-(Aminomethyl)pyridine; 1,3-bis-(diphenylphosphino)propane; potassium tert-butylate; hydrogen In 2-methyltetrahydrofuran at 100℃; under 37503.8 Torr; for 16h; Reagent/catalyst; Autoclave; | 95% |
| Conditions | Yield |
|---|---|
| With sodium hydroxide In methanol; water at 240℃; for 2h; Autoclave; Inert atmosphere; | 94% |
| With acetic acid; sodium nitrite Diazotization; |
| Conditions | Yield |
|---|---|
| With C30H34Cl2N2P2Ru; potassium methanolate; hydrogen In tetrahydrofuran at 100℃; under 38002.6 - 76005.1 Torr; for 10h; Glovebox; Autoclave; | 90% |
| With lithium aluminium tetrahydride In tetrahydrofuran at 20℃; for 4h; | 87.4% |
| With C39H41FeMnN2O5P(1+)*Br(1-); hydrogen; potassium carbonate In ethanol at 90℃; under 37503.8 Torr; for 16h; | 80% |
| Conditions | Yield |
|---|---|
| With methyloxorhenium(V)(2-(mercaptomethyl)thiophenolate) triphenylphosphine; triphenylphosphine In benzene at 20℃; for 1h; | 90% |
| With 1,1,2,2-tetrabutyl-1,2-dichloro distannane In tetrahydrofuran for 1h; Heating; | 85% |
| With gallium In water for 7h; Heating; | 84% |
| Conditions | Yield |
|---|---|
| With [Zn(BH4)2(py)] In tetrahydrofuran for 0.7h; Heating; | 90% |
| Multi-step reaction with 2 steps 1: Et3N / tetrahydrofuran / 0.5 h / 0 °C 2: Tulusion A-27 exchange resin supporting borohydride anion, Ni(OAc)2 / methanol / 1 h / 10 °C View Scheme | |
| Multi-step reaction with 2 steps 1: sulfuric acid 2: aluminum (III) chloride; sodium tetrahydroborate / tetrahydrofuran; toluene / 0 - 5 °C View Scheme |
- 23100-12-1
6-chloronicotinylaldehyde
- 100-55-0
3-hydroxymethylpyridin
| Conditions | Yield |
|---|---|
| With hydrogen; sodium acetate; palladium dichloride In methanol at 35℃; under 760.051 Torr; for 2h; | 88% |
- 113118-81-3
5-bromopyridine-3-carbaldehyde
- 100-55-0
3-hydroxymethylpyridin
| Conditions | Yield |
|---|---|
| With hydrogen; sodium acetate; palladium dichloride In methanol at 35℃; under 760.051 Torr; for 2h; | 83% |
| Conditions | Yield |
|---|---|
| With TEA; magnesium bromide In dichloromethane at 20℃; for 48h; Cannizzaro reaction; | A 82% B n/a |
| With N,N,N',N'-tetramethylguanidine In water at 20℃; for 7h; Cannizzaro reaction; | A 44% B 41% |
| With barium dihydroxide; formaldehyd at 100 - 110℃; for 0.0333333h; Irradiation; | A 97 % Chromat. B 3 % Chromat. |
| With aluminum oxide; sodium hydroxide; water for 0.00416667h; Irradiation; Yield given; Yields of byproduct given; |
| Conditions | Yield |
|---|---|
| With bromine; isopentyl nitrite In dichloromethane Product distribution / selectivity; | A 81% B 11% C 3% |
| With bromine; isopentyl nitrite In tetrahydrofuran Product distribution / selectivity; | A 79% B 11% C 3% |
| With bromine; isopentyl nitrite In chloroform Product distribution / selectivity; | A 67% B 18% C 3% |
3-Pyridinemethanol Chemical Properties
Molecular Structure of Nicotinyl alcohol (CAS NO.100-55-0):
Molecular Formula: C6H7NO
Molecular Weight: 109.14 g/mol
Density: 1.131 g/cm3
Melting Point: -7.7 °C
Boiling Point: 266 °C at 760 mmHg
Flash Point: 97.5 °C
Index of Refraction: 1.551
Molar Refractivity: 30.79 cm3
Molar Volume: 96.4 cm3
Surface Tension: 48.7 dyne/cm
Enthalpy of Vaporization: 53.24 kJ/mol
Vapour Pressure: 0.00442 mmHg at 25 °C
Storage Temp.: 2-8 °C
Water Solubility: soluble
Sensitive: hygroscopic
H-Bond Donor: 1
H-Bond Acceptor: 2
Rotatable Bond Count: 1
Exact Mass: 109.052764
MonoIsotopic Mass: 109.052764
Topological Polar Surface Area: 33.1
Heavy Atom Count: 8
Canonical SMILES: C1=CC(=CN=C1)CO
InChI: InChI=1S/C6H7NO/c8-5-6-2-1-3-7-4-6/h1-4,8H,5H2
InChIKey: MVQVNTPHUGQQHK-UHFFFAOYSA-N
EINECS: 202-864-6
Product Categories: Alkohols
3-Pyridinemethanol Uses
Nicotinyl alcohol (CAS NO.100-55-0) is used as the intermediates of rodenticides in organic synthesis. It has a direct effect on peripheral vascular wall, so it can expand blood vessels and reduce the cholesterol.
3-Pyridinemethanol Toxicity Data With Reference
| 1. | ivn-mus LD50:1000 mg/kg | PHARAT Pharmazie. 11 (1956),242. |
3-Pyridinemethanol Consensus Reports
Reported in EPA TSCA Inventory.
3-Pyridinemethanol Safety Profile
Moderately toxic by intravenous route. When heated to decomposition it emits toxic vapors of NOx.
Hazard Codes: 
Xi
Risk Statements: 36/37/38
36/37/38: Irritating to eyes, respiratory system and skin
Safety Statements: 26-36-24/25
26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
36: Wear suitable protective clothing
24/25: Avoid contact with skin and eyes
WGK Germany: 3
RTECS: UT4690000
F: 3-10-23
F3: Hygroscopic
F10: Keep under argon
F23: Sensitive to air
Hazard Note: Irritant
HS Code: 29333999
3-Pyridinemethanol Specification
Nicotinyl alcohol (CAS NO.100-55-0) is also named as 3-(Hydroxymethyl)pyridine ; 3-Picolyl alcohol ; 3-Pyridinylmethanol ; 3-Pyridylcarbinol ; 3-Pyridylmethanol ; 5-21-02-00172 (Beilstein Handbook Reference) ; BRN 0107851 ; NSC 526046 ; NU-2121 ; Nicotinic alcohol ; Pyridine-3-carbinol ; Ro-1-5155 ; Roniacol ; UNII-9TF312056Y ; beta-Picolyl alcohol ; beta-Pyridinecarbinol . Nicotinyl alcohol (CAS NO.100-55-0) is clear light yellow to yellow liquid. It is easily soluble in water and ether.
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