Product Name

  • Name

    Ammonium 1-pyrrolidinedithiocarbamate

  • EINECS 225-834-4
  • CAS No. 5108-96-3
  • Article Data3
  • CAS DataBase
  • Density 1.117 (estimate)
  • Solubility water: 50 g/L (20 °C)
  • Melting Point 150-155 °C
  • Formula C5H9NS2.NH3
  • Boiling Point 199.7 °C at 760 mmHg
  • Molecular Weight 164.296
  • Flash Point 74.6 °C
  • Transport Information
  • Appearance pale yellow crystalline solid
  • Safety 26-36-37/39
  • Risk Codes 36/37/38-22
  • Molecular Structure Molecular Structure of 5108-96-3 (Ammonium 1-pyrrolidinedithiocarbamate)
  • Hazard Symbols IrritantXi,HarmfulXn
  • Synonyms 1-Pyrrolidinecarbodithioicacid, ammonium salt (8CI,9CI);APDC;Ammonium N,N-tetramethylenedithiocarbamate;Ammonium pyrrolidine-1-dithiocarbamate;Ammonium pyrrolidine-N-dithiocarbamate;Ammonium pyrrolidinedithiocarboxylate;
  • PSA 77.37000
  • LogP 1.55870

Synthetic route

pyrrolidine
123-75-1

pyrrolidine

carbon disulfide
75-15-0

carbon disulfide

ammonium tetramethylenedithiocarbamate
5108-96-3

ammonium tetramethylenedithiocarbamate

Conditions
ConditionsYield
With ammonium hydroxide In diethyl ether for 1h;85%
With ammonium hydroxide In ethanol
With ammonia
ammonium tetramethylenedithiocarbamate
5108-96-3

ammonium tetramethylenedithiocarbamate

(benzoylaminomethyl)triethylammonium chloride
78134-74-4

(benzoylaminomethyl)triethylammonium chloride

benzamidomethyl pyrroldinedithiocarbamate

benzamidomethyl pyrroldinedithiocarbamate

Conditions
ConditionsYield
With triethylamine In water at 20℃; for 1h;95.7%
ammonium tetramethylenedithiocarbamate
5108-96-3

ammonium tetramethylenedithiocarbamate

methyl 4-(2-bromoacetyl)benzoate
56893-25-5

methyl 4-(2-bromoacetyl)benzoate

methyl 4-(2-((pyrrolidine-1-carbonothioyl)thio)acetyl)benzoate
1593781-46-4

methyl 4-(2-((pyrrolidine-1-carbonothioyl)thio)acetyl)benzoate

Conditions
ConditionsYield
In acetone at 20℃; for 8h;90.1%
In acetone at 20℃; for 8h;90.1%
In acetone at 20℃; for 1.5h;83%
potassium tetrabromoaurate(III) dihydrate

potassium tetrabromoaurate(III) dihydrate

ammonium tetramethylenedithiocarbamate
5108-96-3

ammonium tetramethylenedithiocarbamate

dibromido[N-dithiocarboxy-kS,kS’-pyrrolidine]gold(III)

dibromido[N-dithiocarboxy-kS,kS’-pyrrolidine]gold(III)

Conditions
ConditionsYield
In water at 20℃; for 0.166667h;89.6%
(1,3-diisopropylimidazolin-2-ylidene)gold(I) chloride

(1,3-diisopropylimidazolin-2-ylidene)gold(I) chloride

ammonium tetramethylenedithiocarbamate
5108-96-3

ammonium tetramethylenedithiocarbamate

[Au(N,N’-niPr2NHC)(pyrrolidinedithiocarbamate)]

[Au(N,N’-niPr2NHC)(pyrrolidinedithiocarbamate)]

Conditions
ConditionsYield
In ethanol at 24.84℃; for 6h;89%
ammonium tetramethylenedithiocarbamate
5108-96-3

ammonium tetramethylenedithiocarbamate

p-nitrobenzyl 3-<(3-mesyloxypropyl)thio>-7-oxo-4-thia-1-azabicyclo<3.2.0>hept-2-ene-2-carboxylate
77597-29-6

p-nitrobenzyl 3-<(3-mesyloxypropyl)thio>-7-oxo-4-thia-1-azabicyclo<3.2.0>hept-2-ene-2-carboxylate

p-nitrobenzyl 3-<<3-<(1-pyrrolidinylcarbothioyl)thio>propyl>thio>-7-oxo-4-thia-1-azabicyclo<3.2.0>hept-2-ene-2-carboxylate
77597-31-0

p-nitrobenzyl 3-<<3-<(1-pyrrolidinylcarbothioyl)thio>propyl>thio>-7-oxo-4-thia-1-azabicyclo<3.2.0>hept-2-ene-2-carboxylate

Conditions
ConditionsYield
In dimethyl sulfoxide for 1h; Ambient temperature;88%
[Pt(dppe)Cl2]
14647-25-7, 83095-83-4

[Pt(dppe)Cl2]

ammonium tetramethylenedithiocarbamate
5108-96-3

ammonium tetramethylenedithiocarbamate

[(dppe)Pt(κ(2)S,S-S2CNC4H8)]Cl

[(dppe)Pt(κ(2)S,S-S2CNC4H8)]Cl

Conditions
ConditionsYield
In tetrahydrofuran at 20℃; for 18h; Inert atmosphere;88%
(N,N'-diethylbenzimidazolin-2-ylidene)gold(I) chloride

(N,N'-diethylbenzimidazolin-2-ylidene)gold(I) chloride

ammonium tetramethylenedithiocarbamate
5108-96-3

ammonium tetramethylenedithiocarbamate

[Au(N,N’-niEt2benzimidazole)(pyrrolidinedithiocarbamate)]

[Au(N,N’-niEt2benzimidazole)(pyrrolidinedithiocarbamate)]

Conditions
ConditionsYield
In ethanol at 24.84℃; for 6h;88%
ammonium tetramethylenedithiocarbamate
5108-96-3

ammonium tetramethylenedithiocarbamate

C19H18ClN3O2Pt

C19H18ClN3O2Pt

C22H23N3O2PtS2

C22H23N3O2PtS2

Conditions
ConditionsYield
Stage #1: C19H18ClN3O2Pt With silver(I) hexafluorophosphate In 2-methoxy-ethanol for 5h; Darkness;
Stage #2: ammonium tetramethylenedithiocarbamate With acetonitrile for 0.5h; Further stages;		87.9%
1,10-phenanthroline-5-amine
54258-41-2

1,10-phenanthroline-5-amine

europium(III) chloride hexahydrate

europium(III) chloride hexahydrate

ammonium tetramethylenedithiocarbamate
5108-96-3

ammonium tetramethylenedithiocarbamate

C27H33EuN6S6

C27H33EuN6S6

Conditions
ConditionsYield
In methanol at 20℃; for 0.166667h;86.5%
...Expand
nickel(II) chloride hexahydrate

nickel(II) chloride hexahydrate

ammonium tetramethylenedithiocarbamate
5108-96-3

ammonium tetramethylenedithiocarbamate

bis(tetramethylenedithiocarbamato) Ni(II) complex
30117-29-4

bis(tetramethylenedithiocarbamato) Ni(II) complex

Conditions
ConditionsYield
In water at 20℃; for 1h;86%
potassium tetrachloroaurate(III) dihydrate

potassium tetrachloroaurate(III) dihydrate

ammonium tetramethylenedithiocarbamate
5108-96-3

ammonium tetramethylenedithiocarbamate

dichlorido[N-dithiocarboxy-kS,kS’-pyrrolidine]gold(III)

dichlorido[N-dithiocarboxy-kS,kS’-pyrrolidine]gold(III)

Conditions
ConditionsYield
In water at 20℃; for 0.166667h;85.3%
potassium tetrachloropalladate(II)
10025-98-6

potassium tetrachloropalladate(II)

ammonium tetramethylenedithiocarbamate
5108-96-3

ammonium tetramethylenedithiocarbamate

[Pd(κ2-pyrrolidine dithiocarbamate)2]
41060-78-0

[Pd(κ2-pyrrolidine dithiocarbamate)2]

Conditions
ConditionsYield
In water at 20℃; for 1h;83%
ammonium tetramethylenedithiocarbamate
5108-96-3

ammonium tetramethylenedithiocarbamate

2-chloro-N-(5-methyl-1,3,4-thiadiazol-2-yl)acetamide
21521-87-9

2-chloro-N-(5-methyl-1,3,4-thiadiazol-2-yl)acetamide

S-(2-acetylamino-5-methyl 1,3,4-thiadiazolyl)-N-pyrrolidino dithiocarbamate

S-(2-acetylamino-5-methyl 1,3,4-thiadiazolyl)-N-pyrrolidino dithiocarbamate

Conditions
ConditionsYield
In water; acetone for 3h; Ambient temperature;82%
cis-dichlorobis(triphenylphosphine)platinum(II)
10199-34-5, 14056-88-3, 15604-36-1

cis-dichlorobis(triphenylphosphine)platinum(II)

ammonium tetramethylenedithiocarbamate
5108-96-3

ammonium tetramethylenedithiocarbamate

(PPh3)Pt(κS,S2CNC4H8)-(κ(2)S,S-S2CNC4H8)
1449578-51-1

(PPh3)Pt(κS,S2CNC4H8)-(κ(2)S,S-S2CNC4H8)

Conditions
ConditionsYield
In tetrahydrofuran at 20℃; for 48h; Inert atmosphere;81%
cobalt(II) chloride hexahydrate

cobalt(II) chloride hexahydrate

ammonium tetramethylenedithiocarbamate
5108-96-3

ammonium tetramethylenedithiocarbamate

[Co(κ2-pyrrolidine dithiocarbamate)2]
54854-44-3

[Co(κ2-pyrrolidine dithiocarbamate)2]

Conditions
ConditionsYield
In water at 20℃; for 1h;81%
dibromobis(triphenylphosphine)nickel(II)
36673-36-6, 111408-20-9, 14126-37-5, 54053-52-0

dibromobis(triphenylphosphine)nickel(II)

ammonium tetramethylenedithiocarbamate
5108-96-3

ammonium tetramethylenedithiocarbamate

(PPh3)Ni(Br)(κ2S,S-S2CNC4H8)

(PPh3)Ni(Br)(κ2S,S-S2CNC4H8)

Conditions
ConditionsYield
for 18h; Inert atmosphere; Schlenk technique;80%
1,10-Phenanthroline
66-71-7

1,10-Phenanthroline

neodymium(III) chloride hexahydrate

neodymium(III) chloride hexahydrate

ammonium tetramethylenedithiocarbamate
5108-96-3

ammonium tetramethylenedithiocarbamate

[Nd(pyrrolidinedithiocarbamato)3(1,10-phenanthroline)]
845886-55-7

[Nd(pyrrolidinedithiocarbamato)3(1,10-phenanthroline)]

Conditions
ConditionsYield
Stage #1: neodymium(III) chloride hexahydrate; ammonium tetramethylenedithiocarbamate In methanol
Stage #2: 1,10-Phenanthroline In methanol for 1h;		78.5%
...Expand
C15H24Au2Br2N4

C15H24Au2Br2N4

ammonium tetramethylenedithiocarbamate
5108-96-3

ammonium tetramethylenedithiocarbamate

[Au2(μ2-N-nBu-NHC-CH2-NHC-N-nBu)(pyrrolidinedithiocarbamate)](Br)

[Au2(μ2-N-nBu-NHC-CH2-NHC-N-nBu)(pyrrolidinedithiocarbamate)](Br)

Conditions
ConditionsYield
In ethanol at 24.84℃; for 6h;78%
copper(II) chloride hexahydrate

copper(II) chloride hexahydrate

ammonium tetramethylenedithiocarbamate
5108-96-3

ammonium tetramethylenedithiocarbamate

[Cu(κ2-pyrrolidine dithiocarbamate)2]
23301-60-2

[Cu(κ2-pyrrolidine dithiocarbamate)2]

Conditions
ConditionsYield
In water at 20℃; for 1h;78%
potassium tetrachloroplatinate(II)
10025-99-7

potassium tetrachloroplatinate(II)

ammonium tetramethylenedithiocarbamate
5108-96-3

ammonium tetramethylenedithiocarbamate

[Pt(κ2-pyrrolidine dithiocarbamate)2]
41060-59-7

[Pt(κ2-pyrrolidine dithiocarbamate)2]

Conditions
ConditionsYield
In water at 20℃; for 1h;77%
bis(triphenylphosphine)palladium(II) chloride
15604-37-2, 13965-03-2, 28966-81-6

bis(triphenylphosphine)palladium(II) chloride

ammonium tetramethylenedithiocarbamate
5108-96-3

ammonium tetramethylenedithiocarbamate

(PPh3)Pd(Cl)(κ(2)S,S-S2CNC4H8)
1449578-49-7

(PPh3)Pd(Cl)(κ(2)S,S-S2CNC4H8)

Conditions
ConditionsYield
In tetrahydrofuran at 20℃; for 18h; Inert atmosphere;75%
(1,2-bis(diphenylphosphino)ethane)palladium(II) chloride
19978-61-1

(1,2-bis(diphenylphosphino)ethane)palladium(II) chloride

ammonium tetramethylenedithiocarbamate
5108-96-3

ammonium tetramethylenedithiocarbamate

[(dppe)Pd(κ(2)S,S-S2CNC4H8)]Cl

[(dppe)Pd(κ(2)S,S-S2CNC4H8)]Cl

Conditions
ConditionsYield
In tetrahydrofuran at 20℃; for 18h; Inert atmosphere;75%
ammonium tetramethylenedithiocarbamate
5108-96-3

ammonium tetramethylenedithiocarbamate

copper dichloride

copper dichloride

bis(pyrrolidinedithiocarbamato)Cu(II)

bis(pyrrolidinedithiocarbamato)Cu(II)

Conditions
ConditionsYield
In methanol for 0.25h;74%
sodium molybdate

sodium molybdate

ammonium tetramethylenedithiocarbamate
5108-96-3

ammonium tetramethylenedithiocarbamate

(pyrrolidyldithiocarbamato)dioxomolybdenum(VI)
21881-93-6

(pyrrolidyldithiocarbamato)dioxomolybdenum(VI)

Conditions
ConditionsYield
With hydrogenchloride In water for 2h;72%
With hydrogenchloride In water for 2h;72%
1-naphthyltellurium(IV) trichloride
36062-78-9

1-naphthyltellurium(IV) trichloride

ammonium tetramethylenedithiocarbamate
5108-96-3

ammonium tetramethylenedithiocarbamate

NaphTe(dtcpyr)
1175542-85-4

NaphTe(dtcpyr)

Conditions
ConditionsYield
In tetrahydrofuran for 0.166667h;71%
ammonium tetramethylenedithiocarbamate
5108-96-3

ammonium tetramethylenedithiocarbamate

2-chloro-N-(6,8-dibromo-2-methyl-4-oxo-quinazolin-3(4H)-yl)-acetamide
94650-28-9

2-chloro-N-(6,8-dibromo-2-methyl-4-oxo-quinazolin-3(4H)-yl)-acetamide

Pyrrolidine-1-carbodithioic acid (6,8-dibromo-2-methyl-4-oxo-4H-quinazolin-3-ylcarbamoyl)-methyl ester
100805-78-5

Pyrrolidine-1-carbodithioic acid (6,8-dibromo-2-methyl-4-oxo-4H-quinazolin-3-ylcarbamoyl)-methyl ester

Conditions
ConditionsYield
In acetone 1a) room temp., 30 min, 1b) reflux, 1.5 h;70%
D-Glucose
2280-44-6

D-Glucose

ammonium tetramethylenedithiocarbamate
5108-96-3

ammonium tetramethylenedithiocarbamate

β-D-glucopyranosyl 1-pyrrolidinecarbodithioate

β-D-glucopyranosyl 1-pyrrolidinecarbodithioate

Conditions
ConditionsYield
With 2-chloro-1,3-dimethylimidazolinium chloride; triethylamine In water; acetonitrile at -15℃; for 1h; stereoselective reaction;70%
1,10-Phenanthroline
66-71-7

1,10-Phenanthroline

europium(III) chloride hexahydrate

europium(III) chloride hexahydrate

ammonium tetramethylenedithiocarbamate
5108-96-3

ammonium tetramethylenedithiocarbamate

Eu(III)((1,10-phenanthroline)(pyrrolidinedithiocarbamate)3
866957-38-2

Eu(III)((1,10-phenanthroline)(pyrrolidinedithiocarbamate)3

Conditions
ConditionsYield
Stage #1: europium(III) chloride hexahydrate; ammonium tetramethylenedithiocarbamate In methanol
Stage #2: 1,10-Phenanthroline In methanol for 1h;		70%
...Expand
1,10-phenanthroline-5-amine
54258-41-2

1,10-phenanthroline-5-amine

lanthanum(III) trichloride hexahydrate

lanthanum(III) trichloride hexahydrate

ammonium tetramethylenedithiocarbamate
5108-96-3

ammonium tetramethylenedithiocarbamate

C27H33LaN6S6

C27H33LaN6S6

Conditions
ConditionsYield
In methanol at 20℃; for 0.166667h;70%
...Expand

Ammonium 1-pyrrolidinedithiocarbamate Chemical Properties

IUPAC Name: Azane; pyrrolidine-1-carbodithioic acid
Systematic of 1-Pyrrolidinecarbodithioicacid, ammonium salt (1:1) (CAS NO.5108-96-3): AI3-36577 ; Ammonium 1-pyrrolidinecarbodithioate ; Ammonium 1-pyrrolidinedithiocarboxylate ; Ammonium 1-pyrrolidinyldithiocarbamate ; Ammonium pyrrolidyldithiocarbamate ; Ammonium tetramethylenedithiocarbamate ; EINECS 225-834-4 ; NSC 298194 ; 1-Pyrrolidinecarbodithioic acid, ammonium salt
CAS NO: 5108-96-3
Molecular Formula of 1-Pyrrolidinecarbodithioicacid, ammonium salt (1:1) (CAS NO.5108-96-3): C5H12N2S2
Molecular Weight: 164.2922
Molecular Structure:

Melting Point: 153-155 °C 
H bond acceptors: 1 
Polar Surface Area: 60.63 Å2
Flash Point of 1-Pyrrolidinecarbodithioicacid, ammonium salt (1:1) (CAS NO.5108-96-3): 74.6 °C
Enthalpy of Vaporization: 43.59 kJ/mol
Boiling Point: 199.7 °C at 760 mmHg
Vapour Pressure: 0.337 mmHg at 25°C

Ammonium 1-pyrrolidinedithiocarbamate Safety Profile

Hazard Codes: IrritantXi,HarmfulXn
Risk Statements: 36/37/38-22 
R36/37/38: Irritating to eyes, respiratory system and skin. 
R22: Harmful if swallowed.
Safety Statements: 26-36-37/39 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S36: Wear suitable protective clothing. 
S37/39: Wear suitable gloves and eye/face protection.
WGK Germany: 3
F: 3
HS Code: 29339990

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