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Name	Methyl nicotinate	EINECS	202-261-8
CAS No.	93-60-7	Density	1.137 g/cm³
PSA	39.19000	LogP	0.86820
Solubility	NEGLIGIBLE	Melting Point	42-44 °C(lit.)
Formula	C₇H₇NO₂	Boiling Point	209 °C at 760 mmHg
Molecular Weight	137.138	Flash Point	95.6 °C
Transport Information	N/A	Appearance	white to brownish crystals or crystalline powder
Safety	26-36-37/39	Risk Codes	36/37/38-36/38
Molecular Structure		Hazard Symbols	Xi
Synonyms	3-(Carbomethoxy)pyridine;m-(Methoxycarbonyl)pyridine;3-Pyridinecarboxylic acid, methyl ester;Methyl 3-pyridinecarboxylate;Methyl-nicotinate;Methylnicotinate;methyl pyridine-3-carboxylate;Nicotinic acid, methyl ester;3-Carbomethoxypyridine;Nicometh;Nicotinic acid methyl ester;Nikomet;3-(Methoxycarbonyl)pyridine;3-Picolinic Acid Methyl Ester;	Article Data	131

Methyl nicotinate Synthetic route

: 15905-18-7
1-oxy-nicotinic acid methyl ester

: 93-60-7
methyl 3-pyridinecarboxylate

Conditions

Conditions	Yield
With ammonium formate; palladium on activated charcoal In methanol for 0.0166667h; Ambient temperature;	98%
With sodium hypophosphite; palladium on activated charcoal In acetic acid at 60℃; for 1.5h;	98%
With (4,4′-di-tert-butyl-2,2′-bipyridine)bis[(2-pyridinyl)phenyl]iridium(III) hexafluorophosphate; di-tert-butyl 1,4-dihydro-2,6-dimethyl-3,5-pyridine-dicarboxylate In acetonitrile at 20℃; for 1.5h; Inert atmosphere; Irradiation; chemoselective reaction;	98%

: 1120-90-7
3-iodopyridine

: 67-56-1
methanol

: 201230-82-2
carbon monoxide

: 93-60-7
methyl 3-pyridinecarboxylate

Conditions

Conditions	Yield
With triethylamine at 100℃; for 1.5h; Inert atmosphere;	98%

: 59-67-6
nicotinic acid

: 67-56-1
methanol

: 93-60-7
methyl 3-pyridinecarboxylate

Conditions

Conditions	Yield
With phosphotungstic acid for 6h; Reflux;	96%
With sulfuric acid at 65℃; for 18h;	89%
With sulfuric acid for 14h; Heating / reflux;	88%

: 100-55-0
3-hydroxymethylpyridin

: 67-56-1
methanol

: 93-60-7
methyl 3-pyridinecarboxylate

Conditions

Conditions	Yield
With oxygen; potassium carbonate at 60℃; under 750.075 Torr; for 20h;	95%
With iodine; potassium carbonate for 24h; Heating;	82%
With dibromamine-T; potassium carbonate In acetonitrile at 20℃; for 2h;	78%

: 626-55-1
3-Bromopyridine

: 67-56-1
methanol

: 201230-82-2
carbon monoxide

: 93-60-7
methyl 3-pyridinecarboxylate

Conditions

Conditions	Yield
With C57H43IP2Pd; triethylamine at 130℃; under 3750.38 Torr; for 24h; Autoclave;	94%
With tert-Amyl alcohol; sodium hydride; cobalt(II) acetate In tetrahydrofuran at 40℃; under 760 Torr; for 61h; Irradiation;	70%
With sodium methylate; C2H5OOCCH2Co(CO)4 In diethyl ether at 25 - 35℃;	57%

: 500-22-1
3-pyridinecarboxaldehyde

: 67-56-1
methanol

: 93-60-7
methyl 3-pyridinecarboxylate

Conditions

Conditions	Yield
With 4-ethyl-1-methyl-4H-[1,2,4]-triazol-1-ium iodide; 1,8-diazabicyclo[5.4.0]undec-7-ene In tetrahydrofuran at 20℃; for 0.333333h;	93%
With potassium carbonate In water at 20℃; for 2h;	92%
With oxygen at 70℃; under 750.075 Torr; for 16h;	87%

: 67-56-1
methanol

: 98-92-0
nicotinamide

: 93-60-7
methyl 3-pyridinecarboxylate

Conditions

Conditions	Yield
With N,N-dimethyl-formamide dimethyl acetal at 25℃; for 2h;	92%
With sulfuric acid at 100℃; for 0.5h; Temperature; Sealed tube;

: 59-67-6
nicotinic acid

: 4525-33-1
dimethyl dicarbonate

: 93-60-7
methyl 3-pyridinecarboxylate

Conditions

Conditions	Yield
magnesium(II) perchlorate In nitromethane at 40℃; for 16h;	92%

: C38H48N2O8

A: 93-60-7
methyl 3-pyridinecarboxylate

B: 106-70-7
methyl hexanoate

C: C20H32O5

Conditions

Conditions	Yield
With sodium methylate In methanol at 20℃; for 8h;	A n/a B n/a C 90%

: 59-67-6
nicotinic acid

: 1445-45-0
Trimethyl orthoacetate

: 93-60-7
methyl 3-pyridinecarboxylate

Conditions

Conditions	Yield
microwave irradiation;	88%
In toluene at 110℃; for 24h;	77%

Methyl nicotinate Chemical Properties

IUPAC Name: Methyl pyridine-3-carboxylate
Canonical SMILES: COC(=O)C1=CN=CC=C1
InChI: InChI=1S/C7H7NO2/c1-10-7(9)6-3-2-4-8-5-6/h2-5H,1H3
InChIKey: YNBADRVTZLEFNH-UHFFFAOYSA-N
Molecular Weight: 137.13598 [g/mol]
Molecular Formula: C₇H₇NO₂
XLogP3: 0.8
H-Bond Donor: 0
H-Bond Acceptor: 3
solubility: H₂O: 0.1 g/mL, clear
Water Solubility: NEGLIGIBLE
Appearance: white to brownish crystals or crystalline powder
Melting Point: 42-44 °C(lit.)
EINECS: 202-261-8
Index of Refraction: 1.511
Molar Refractivity: 36.11 cm³
Molar Volume: 120.5 cm³
Surface Tension: 41.6 dyne/cm
Density: 1.137 g/cm³
Flash Point: 95.6 °C
Enthalpy of Vaporization: 44.53 kJ/mol
Boiling Point: 209 °C at 760 mmHg
Vapour Pressure: 0.208 mmHg at 25 °C
Product Categories of Methyl nicotinate (CAS NO.93-60-7): Heterocyclic Compounds; Pharmaceutical Intermediates

Methyl nicotinate Uses

Methyl nicotinate (CAS NO.93-60-7) is used in the preparation of rubefacient. Nicotinic acid methyl ester(93-60-7) is available for biochemical study.

Methyl nicotinate Toxicity Data With Reference

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
mouse	LD	subcutaneous	> 1gm/kg (1000mg/kg)		"Structure et Activite Pharmacodyanmique des Medicaments du Systeme Nerveux Vegetatif," Bovet, D., and F. Bovet-Nitti, New York, S. Karger, 1948Vol. -, Pg. 428, 1948.
mouse	LDLo	parenteral	2gm/kg (2000mg/kg)		"Summary Tables of Biological Tests," National Research Council Chemical-Biological Coordination Center. Vol. 7, Pg. 691, 1955.

Methyl nicotinate Consensus Reports

Reported in EPA TSCA Inventory.

Methyl nicotinate Safety Profile

Moderately toxic by parenteral route. When heated to decomposition it emits toxic fumes of NO_x.
Hazard Codes: Irritant Xi
Risk Statements: 36/37/38-36/38
36/37/38: Irritating to eyes, respiratory system and skin
36/38: Irritating to eyes and skin
Safety Statements: 26-36-37/39
26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
36: Wear suitable protective clothing
37/39: Wear suitable gloves and eye/face protection
WGK Germany: 3
RTECS: QT1925000

Methyl nicotinate Specification

Methyl nicotinate (CAS NO.93-60-7), its Synonyms are 3-(Carbomethoxy)pyridine ; 3-(Methoxycarbonyl)pyridine ; 3-Pyridinecarboxylic acid, methyl ester ; Methyl 3-pyridinecarboxylate ; Methyl-nicotinate ; Nicometh ; Nicotinic acid, methyl ester ; Nikomet ; m-(Methoxycarbonyl)pyridine .

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