65-30-5

Basic information

• Product Name: NICOTINE SULFATE
• Synonyms: (-)-1-METHYL-2-[3-PYRIDYL]PYRROLIDINE HEMISULFATE SALT;1-METHYL-2-(3-PYRIDYL)PYRROLIDINE SULFATE;3-(N-METHYL-2-PYRROLIDINYL)PYRIDINE SULFATE;NICOTINE SULFATE;NICOTINE SULPHATE;(-)-NICOTINE HEMISULFATE SALT;(-)-NICOTINE HEMISULFATE 40% AQUEOUS*SOL UTION;3-[1-Methyl-2-pyrrolidyl] pyridine sulfate
• CAS NO: 65-30-5
• Molecular Formula: C20H30N4O4S
• Molecular Weight: 422.54
• EINECS: 200-606-7
• Product Categories: Alkaloids;Biochemistry;Pyridine Alkaloids
• Mol File: 65-30-5.mol
• Article Data: 0

Chemical Properties

• Boiling Point: 244.4 °C at 760 mmHg
• Flash Point: 101.7 °C
• Appearance: brown/
• Density: 1.22
• Vapor Pressure: 0.0303mmHg at 25°C
• Stability: Stable. Incompatible with strong oxidisers. Flammable.
• Merck: 6524
• CAS DataBase Reference: NICOTINE SULFATE(CAS DataBase Reference)
• NIST Chemistry Reference: NICOTINE SULFATE(65-30-5)
• EPA Substance Registry System: NICOTINE SULFATE(65-30-5)

Safety Data

• Hazard Codes: T+,N
• Statements: 24/25-26-36/37/38-63-51/53-26/27/28
• Safety Statements: 26-28-36/37/39-45-61-36/37
• RIDADR: UN 1658 6.1/PG 2
• WGK Germany: 3
• RTECS: QS9625000
• HazardClass: 6.1(a)
• PackingGroup: II
• Hazardous Substances Data: 65-30-5(Hazardous Substances Data)

Usage

Chemical Properties

Different sources of media describe the Chemical Properties of 65-30-5 differently. You can refer to the following data:
1. crystals
2. Nicotine sulfate is a white crystalline solid.

General Description

An clear colorless aqueous solution. Toxic by inhalation and may be toxic by skin absorption. Produces toxic oxides of nitrogen during combustion.

Air & Water Reactions

Soluble in water.

Reactivity Profile

NICOTINE SULFATE arises from the neutralization of nicotine with sulfuric acid. Emits very toxic fumes of carbon monoxide and oxides of nitrogen when heated to decomposition [Lewis, 3rd ed., 1993, p. 919]. May react exothermically with strong oxidizing agents and strong reducing agents.

Health Hazard

Highly toxic, may be fatal if inhaled, swallowed or absorbed through skin. Avoid any skin contact. Effects of contact or inhalation may be delayed. Fire may produce irritating, corrosive and/or toxic gases. Runoff from fire control or dilution water may be corrosive and/or toxic and cause pollution.

Fire Hazard

Non-combustible, substance itself does not burn but may decompose upon heating to produce corrosive and/or toxic fumes. Containers may explode when heated. Runoff may pollute waterways.

Agricultural Uses

Insecticide, Miticide, Veterinary medicine: Nicotine sulphate is an insecticide of plant origin and is effective against a wide variety of insect pests. It is also used in veterinary medicine as an anthelmintic and external parasiticide. It is used to kill aphids, thrips, bugs, worms, leaf-hoppers and similar sucking insects which attack and destroy fruit, vegetables, crops and even flowers. It is also effective against lice, mites, and ticks. No longer registered in the U.S. or in European countries. There are more than 20 global suppliers[97

Safety Profile

Poison by ingestion and skin contact. When heated to decomposition it emits very toxic fumes of SOx and organic fumes. See also NICOTINE and SULFATES.

Potential Exposure

Nicotine sulfate is used as an insecticide and in veterinary medicine as an anthelmintic and external parasiticide. An alkaloid produced from tobacco.

Shipping

UN1658 Nicotine sulfate solution, Hazard Class: 6.1; Labels: 6.1-Poisonous materials.

Incompatibilities

Incompatible with oxidizers (chlorates, nitrates, peroxides, permanganates, perchlorates, chlorine, bromine, fluorine, etc.); contact may cause fires or explosions. Keep away from alkaline materials, strong bases, strong acids, oxoacids, epoxides.

InChI:InChI=1/C10H14N2.H2O4S/c1-12-7-3-5-10(12)9-4-2-6-11-8-9;1-5(2,3)4/h2,4,6,8,10H,3,5,7H2,1H3;(H2,1,2,3,4)

Synthetic route

S-(-)-nicotine hemisulfate (65-30-5) → 4-(6-hydroxy-[3]pyridyl)-4-oxo-butyric acid (15873-27-5)

Conditions	Yield
With Pseudomonas sp. DSM 8653; citric acid; yeast extract In water at 30℃; for 15h;	91%

S-(-)-nicotine hemisulfate (65-30-5) → (S)-6-hydroxy-D-nicotine (10516-09-3)

Conditions	Yield
With Arthrobacter oxydans NRRL-B-3603; corn steep liquor In water at 30℃; for 38h; pH 5.5;	51%

S-(-)-nicotine hemisulfate (65-30-5) → (S)-5,6-dichloronicotine (197641-90-0)

Conditions	Yield
Multi-step reaction with 3 steps 1: 51 percent / Arthrobacter oxydans NRRL-B-3603, corn steep liquor / H2O / 38 h / 30 °C / pH 5.5 2: 91 percent / chlorine / methanol / 5 h / 19 °C 3: 70 percent / PCl5 / POCl3 / 1 h / 50 - 95 °C View Scheme

S-(-)-nicotine hemisulfate (65-30-5) → 5-chloro-6-hydroxy-(S)-nicotine

Conditions	Yield
Multi-step reaction with 2 steps 1: 51 percent / Arthrobacter oxydans NRRL-B-3603, corn steep liquor / H2O / 38 h / 30 °C / pH 5.5 2: 91 percent / chlorine / methanol / 5 h / 19 °C View Scheme

S-(-)-nicotine hemisulfate (65-30-5) → (S)-6-chloronicotine (112091-17-5)

Conditions	Yield
Multi-step reaction with 2 steps 1: 51 percent / Arthrobacter oxydans NRRL-B-3603, corn steep liquor / H2O / 38 h / 30 °C / pH 5.5 2: 88.6 percent / PCl5 / POCl3 / 1 h / 40 - 92 °C View Scheme

cadmium sulfate + S-(-)-nicotine hemisulfate (65-30-5) → nicotinium disulfatocadmate

Conditions	Yield
In ethanol; water pptn. with abs. alcohol;
In ethanol; water pptn. with abs. alcohol;

ammonium thiocyanate + nickel(II) sulphate + S-(-)-nicotine hemisulfate (65-30-5) → Ni(SCN)2 * nicotine

Conditions	Yield
In water addn. of a few drops of aq. soln. of NiSO4*6H2O and NH4SCN to aq. soln. of tech. nicotinium sulfate (40% nicotine);; pptn.;;
In water addn. of a few drops of aq. soln. of NiSO4*6H2O and NH4SCN to aq. soln. of tech. nicotinium sulfate (40% nicotine);; pptn.;;

copper(II) sulfate (7758-99-8) + S-(-)-nicotine hemisulfate (65-30-5) → Cu(2+)*2SO4(2-)*2C10H15N2(1+)*8H2O=CuSO4*2C10H14N2*H2SO4*8H2O

Conditions	Yield
With water In ethanol; water mixing of an aq. soln. of CuSO4 and a soln. of neutral nicotinium sulfate in abs. ethanol;; pptn. by further addn. of abs. ethanol; sepn. after a few hours; washing with 95% ethanol; drying on air;;	>99
With H2O In ethanol; water mixing of an aq. soln. of CuSO4 and a soln. of neutral nicotinium sulfate in abs. ethanol;; pptn. by further addn. of abs. ethanol; sepn. after a few hours; washing with 95% ethanol; drying on air;;	>99

nickel(II) sulphate + S-(-)-nicotine hemisulfate (65-30-5) → NiSO4 * 2 nicotine * H2SO4 * 9 H2O

Conditions	Yield
In ethanol; water addn. of abs. ethanol to mixt. of 0.03 mol NiSO4 in H2O and 0.04 mol neutral nicotinium sulfate in abs. ethanol, concg.;; pptn., washing with 95% ethanol and drying in air;;
In ethanol; water addn. of abs. ethanol to mixt. of 0.03 mol NiSO4 in H2O and 0.04 mol neutral nicotinium sulfate in abs. ethanol, concg.;; pptn., washing with 95% ethanol and drying in air;;

Downstream Products

• 10516-09-3 (S)-6-hydroxy-D-nicotine 
• 112091-17-5 (S)-6-chloronicotine 
• 54-11-5 nicotin