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Basic Information
CAS No.: 65-30-5
Name: NICOTINE SULFATE
Molecular Structure:
Molecular Structure of 65-30-5 (NICOTINE SULFATE)
Formula: C20H26N4•O4S
Molecular Weight: 418.56
Synonyms: (s)-3-(1-methyl-2-pyrrolidinyl)pyridinesulfate(2:1);1-methyl-2-(3-pyridyl)-pyrrolidinsulfate;3-(1-methyl-2-pyrrolidinyl)-pyridin(s)-pyridinsulfate(2:1);ai3-02435;caswellno.597a;ent2,435;epapesticidechemicalcode056703;l-1-methyl-2-(3-pyridyl)-pyrrolidinesulfate
EINECS: 200-606-7
Density: 1.22
Boiling Point: 244.4 °C at 760 mmHg
Flash Point: 101.7 °C
Solubility: Soluble in water
Appearance: brown Viscous liquid
Hazard Symbols: VeryT+
Risk Codes: 24/25-26-36/37/38-63
Safety: 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.
Transport Information: UN 1658 6
PSA: 115.24000
LogP: 4.00040
Related products
Synthetic route
65-30-5

S-(-)-nicotine hemisulfate

15873-27-5

4-(6-hydroxy-[3]pyridyl)-4-oxo-butyric acid

Conditions
ConditionsYield
With Pseudomonas sp. DSM 8653; citric acid; yeast extract In water at 30℃; for 15h;91%
65-30-5

S-(-)-nicotine hemisulfate

10516-09-3

(S)-6-hydroxy-D-nicotine

Conditions
ConditionsYield
With Arthrobacter oxydans NRRL-B-3603; corn steep liquor In water at 30℃; for 38h; pH 5.5;51%
65-30-5

S-(-)-nicotine hemisulfate

197641-90-0

(S)-5,6-dichloronicotine

Conditions
ConditionsYield
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
65-30-5

S-(-)-nicotine hemisulfate

5-chloro-6-hydroxy-(S)-nicotine

Conditions
ConditionsYield
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
65-30-5

S-(-)-nicotine hemisulfate

112091-17-5

(S)-6-chloronicotine

Conditions
ConditionsYield
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

65-30-5

S-(-)-nicotine hemisulfate

nicotinium disulfatocadmate

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

ammonium thiocyanate

nickel(II) sulphate

65-30-5

S-(-)-nicotine hemisulfate

Ni(SCN)2 * nicotine

Conditions
ConditionsYield
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.;;
...Expand
7758-99-8

copper(II) sulfate

65-30-5

S-(-)-nicotine hemisulfate

Cu(2+)*2SO4(2-)*2C10H15N2(1+)*8H2O=CuSO4*2C10H14N2*H2SO4*8H2O

Conditions
ConditionsYield
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

65-30-5

S-(-)-nicotine hemisulfate

NiSO4 * 2 nicotine * H2SO4 * 9 H2O

Conditions
ConditionsYield
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;;
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Chemistry

Chemistry informtion about Nicotine Sulfate (CAS NO.65-30-5) is:
IUPAC Name: 3-(1-Methylpyrrolidin-2-Yl)Pyridine ; Sulfuric Acid
Synonyms: (S)-3-(1-Methyl-2-Pyrrolidinyl)Pyridinesulfate(2:1) ; 1-Methyl-2-(3-Pyridyl)-Pyrrolidinsulfate ; 3-(1-Methyl-2-Pyrrolidinyl)-Pyridin(S)-Pyridinsulfate(2:1) ; Ai3-02435 ; Caswellno.597a ; Ent2,435 ; Epapesticidechemicalcode056703 ; L-1-Methyl-2-(3-Pyridyl)-Pyrrolidinesulfate
Product Categories: Alkaloids ; Biochemistry ; Pyridine Alkaloids 
MF: C20H30N4O4S
MW: 422.54
EINECS: 200-606-7 
Density:  1.22g/cm3
Flash Point: 101.7 °C
Boiling Point: 244.4 °C at 760 mmHg
Vapour Pressure: 0.0303 mmHg at 25°C 
Enthalpy of Vaporization: 48.15 kJ/mol
Merck: 6524
Stability: Stable. Incompatible with strong oxidisers. Flammable.
Following is the molecular structure:

Uses

 Nicotine Sulfate (CAS NO.65-30-5) has been used since the turn of the century and is the most hazardous botanical insecticide available to home gardeners. The insecticide is extracted from tobacco by steam distillation or solvent extraction.

Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
bird - wild LD50 oral 32mg/kg (32mg/kg)   Toxicology and Applied Pharmacology. Vol. 21, Pg. 315, 1972.
cat LD50 intraperitoneal 20mg/kg (20mg/kg)   "Toxicometric Parameters of Industrial Toxic Chemicals Under Single Exposure," Izmerov, N.F., et al., Moscow, Centre of International Projects, GKNT, 1982Vol. -, Pg. 86, 1982.
duck LD50 oral 75mg/kg (75mg/kg)   Toxicology and Applied Pharmacology. Vol. 21, Pg. 315, 1972.
mouse LD50 intraperitoneal 10200ug/kg (10.2mg/kg)   Journal of Pharmacy and Pharmacology. Vol. 38, Pg. 54, 1986.
mouse LD50 oral 8550ug/kg (8.55mg/kg) Behavioral: tremor behavioral: muscle contraction or spasticity) lungs, thorax, or respiration: dyspnea Hygiene and Sanitation Vol. 34(4-6), Pg. 187, 1969.
pigeon LD50 oral 75mg/kg (75mg/kg)   Toxicology and Applied Pharmacology. Vol. 21, Pg. 315, 1972.
quail LD50 oral 316mg/kg (316mg/kg)   Archives of Environmental Contamination and Toxicology. Vol. 12, Pg. 355, 1983.
rabbit LD50 skin 50mg/kg (50mg/kg)   "Pflanzenschutz-und Schaedlingsbekaempfungsmittel: Abriss einer Toxikologie und Therapie von Vergiftungen," 2nd ed., Klimmer, O.R., Hattingen, Fed. Rep. Ger., Hundt-Verlag, 1971Vol. -, Pg. 141, 1971.
rat LC50 inhalation 22mg/m3 (22mg/m3)   "Toxicometric Parameters of Industrial Toxic Chemicals Under Single Exposure," Izmerov, N.F., et al., Moscow, Centre of International Projects, GKNT, 1982Vol. -, Pg. 86, 1982.
rat LD50 oral 50mg/kg (50mg/kg)   Agricultural Research Service, USDA Information Memorandum. Vol. 20, Pg. 16, 1966.
rat LD50 skin 285mg/kg (285mg/kg) Behavioral: tremor behavioral: convulsions or effect on seizure threshold behavioral: excitement
 		 Toxicology and Applied Pharmacology. Vol. 2, Pg. 88, 1960.
 
rat LD90 intraperitoneal 29mg/kg (29mg/kg)

Behavioral: altered sleep time (including change in righting reflex) behavioral: tremor behavioral: convulsions or effect on seizure threshold

 Nutrition Reports International. Vol. 23, Pg. 43, 1981.

Consensus Reports

EPA Extremely Hazardous Substances List. Reported in EPA TSCA Inventory.

Safety Profile

S49:Keep only in the original container. 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.
Hazard Codes:
VeryT+
Risk Statements:
R24/25:Toxic in contact with skin and if swallowed. 
R26:Very toxic by inhalation. 
R36/37/38:Irritating to eyes, respiratory system and skin. 
R63:Possible risk of harm to the unborn child.
Safety Statements:
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S28:After contact with skin, wash immediately with plenty of soap-suds. 
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection. 
S45:In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
RIDADR: UN 1658 6.1/PG 2
RTECS: QS9625000
HazardClass: 6.1(a)
PackingGroup: II

Standards and Recommendations

DOT Classification:  6.1; Label: Poison

Specification

Nicotine Sulfate (CAS NO.65-30-5) is an clear colorless aqueous solution. It is toxic by inhalation and may be toxic by skin absorption.And it can produces toxic oxides of nitrogen during combustion. It is soluble in water.It 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].It May react exothermically with strong oxidizing agents and strong reducing agents.You need to 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.Also, it is 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.