N-Nitrosopyrrolidine supplier

Name
N-NITROSOPYRROLIDINE
EINECS 213-218-8
CAS No. 930-55-2
Article Data50
CAS DataBase
Density 1.24g/cm³
Solubility
Melting Point
Formula C4H8 N2 O
Boiling Point 214°Cat760mmHg
Molecular Weight 100.12
Flash Point 83.3°C
Transport Information
Appearance Light-Yellow Oil
Safety Confirmed carcinogen with experimental carcinogenic, neoplastigenic, and tumorigenic data. Poison by ingestion and subcutaneous routes. Human mutation data reported. When heated to decomposition it emits toxic fumes of NO_x. See also N-NITROSO COMPOUNDS.
Analytical Methods:

For occupational chemical analysis use OSHA: #27 or NIOSH: Nitrosamines 2522.
Risk Codes 40
Molecular Structure
Hazard Symbols
Synonyms 1-Nitrosopyrrolidine;N-Nitrosopyrrolidine;NPYR;NSC 18797;
PSA 32.67000
LogP 0.70150

Synthetic route

: 123-75-1
pyrrolidine

: 930-55-2
N-nitrosopyrrolidine

Conditions

Conditions	Yield
With sulfuric acid; silica gel; sodium nitrite In dichloromethane at 20℃; for 0.166667h;	98%
With cross-linked polyvinylpyrrolidone*N2O4; dinitrogen tetraoxide In dichloromethane at 20℃;	98%
With toluene-4-sulfonic acid; sodium nitrite In dichloromethane at 20℃; for 0.0833333h; chemoselective reaction;	97%

: 73722-93-7
C6H12NO(1+)*CH3O4S(1-)

A: 123-75-1
pyrrolidine

B: 3760-54-1
1-pyrrolidinecarboxaldehyde

C: 930-55-2
N-nitrosopyrrolidine

Conditions

Conditions	Yield
With sodium nitrite In water	A n/a B 70% C n/a

...Expand

: 123-75-1
pyrrolidine

: 563-70-2
bromonitromethane

A: 930-55-2
N-nitrosopyrrolidine

B: 50-00-0
formaldehyd

Conditions

Conditions	Yield
In acetonitrile at 70℃; for 168h;	A 62% B n/a

...Expand

: 110-60-1
1,4-diaminobutane

A: 123-75-1
pyrrolidine

B: 930-55-2
N-nitrosopyrrolidine

Conditions

Conditions	Yield
With sodium nitroprusside at 20℃; Cyclization;	A 50% B n/a

: 123-75-1
pyrrolidine

A: 930-55-2
N-nitrosopyrrolidine

B: 125227-85-2
fluoro-pyrrolidine

Conditions

Conditions	Yield
With trifluoroamine oxide at -15℃; for 1.5h;	A 20% B 30%

: 120-94-5
1-Methylpyrrolidine

: 930-55-2
N-nitrosopyrrolidine

Conditions

Conditions	Yield
With dinitrogen tetraoxide In tetrachloromethane 40 - 50 deg C, 20 deg C, 15 min;	30%
With nitric acid; acetic anhydride 1.) 50 deg C, 30 min, 2.) room temp., 16 h;	13%

: 340728-86-1, 960231-74-7
O2-chloromethyl 1-(pyrrolidin-1-yl)diazen-1-ium-1,2-diolate

: 742081-66-9
1-hydroxy-[3-(2-hydroxyethyl)-3-methyl]-1-triazene 2-oxide sodium salt

A: 930-55-2
N-nitrosopyrrolidine

B: 26921-68-6
N-(2-hydroxyethyl)-N-methyl-N-nitrosamine

Conditions

Conditions	Yield
With sodium carbonate In acetonitrile at 0 - 20℃; for 7h;	A 30% B 20%

...Expand

: 62453-13-8
Benzyl-[1-pyrrolidin-1-yl-meth-(E)-ylidene]-amine

: 64-19-7
acetic acid

A: 3760-54-1
1-pyrrolidinecarboxaldehyde

B: 930-55-2
N-nitrosopyrrolidine

C: 140-11-4
Benzyl acetate

D: 104-57-4
benzyl formate

E: 935-05-7
benzyl nitrite

F: 100-51-6
benzyl alcohol

Conditions

Conditions	Yield
With cis-nitrous acid at 37℃; Product distribution; further products; time course;	A 1.4% B 23% C 13% D 6.5% E 4% F 6%
With cis-nitrous acid at 37℃; Product distribution; Mechanism; further products; time course;	A 1.4% B 23% C 13% D 6.5% E 4% F 6%

...Expand

: 25924-78-1
piperylin

: 930-55-2
N-nitrosopyrrolidine

Conditions

Conditions	Yield
With perchloric acid; sodium nitrite In water at 100℃; for 2h; Product distribution; other reaction conditions;	2.2%
With perchloric acid; sodium nitrite In water at 100℃; for 2h;	2.2%

: 123-75-1
pyrrolidine

: 543-67-9
n-propyl nitrite

: 930-55-2
N-nitrosopyrrolidine

Conditions

Conditions	Yield
With sodium perchlorate at 25℃; Rate constant;

: 123-75-1
pyrrolidine

: 543-67-9
n-propyl nitrite

A: 930-55-2
N-nitrosopyrrolidine

B: 71-23-8
propan-1-ol

Conditions

Conditions	Yield
With sodium hydroxide In water at 25℃; Rate constant; Thermodynamic data; ΔH(excit.) and ΔS(excit.); var. solvent system and temp.;

...Expand

: 123-75-1
pyrrolidine

: 544-16-1
n-Butyl nitrite

A: 930-55-2
N-nitrosopyrrolidine

B: 71-36-3
butan-1-ol

Conditions

Conditions	Yield
With sodium hydroxide In water at 25℃; Rate constant;

...Expand

: 123-75-1
pyrrolidine

: 80-11-5
N-methyl-N-nitrosotoluene-p-sulfonamide

A: 930-55-2
N-nitrosopyrrolidine

B: 640-61-9
N-methyl-p-toluenesulfonylamide

Conditions

Conditions	Yield
With sodium bis(2-ethylhexyl)-sulfosuccinate In 2,2,4-trimethylpentane at 25℃; Rate constant; also in water;
In 1,4-dioxane; water at 25℃; Rate constant;

...Expand

: 123-75-1
pyrrolidine

: 70434-12-7
2-hydroxyethyl nitrite

: 930-55-2
N-nitrosopyrrolidine

Conditions

Conditions	Yield
With sodium perchlorate at 25℃; Rate constant;

: 7549-99-7
1-[N-(4-chloro-phenyl)-formimidoyl]-pyrrolidine

A: 3760-54-1
1-pyrrolidinecarboxaldehyde

B: 930-55-2
N-nitrosopyrrolidine

C: 2617-79-0
N-(4-chlorophenyl)formamide

D: 106-47-8
4-chloro-aniline

E: 108-90-7
chlorobenzene

Conditions

Conditions	Yield
With cis-nitrous acid In acetic acid at 37℃; Product distribution; Mechanism;

...Expand

: 123-75-1
pyrrolidine

: 67809-83-0
S-nitroso-N-acetylpenicillamine

A: 930-55-2
N-nitrosopyrrolidine

B: 1060936-14-2
1-Amino-1-carboxy-2-methyl-propane-2-thiol anion

Conditions

Conditions	Yield
With sodium hydroxide; ethylenediaminetetraacetic acid In water at 25℃; pH=11.57; Kinetics; Further Variations:; Reagents; Nitrosation;

...Expand

: 3760-55-2
1-nitropyrrolidine

A: 930-55-2
N-nitrosopyrrolidine

B N2, N2O, CO2, CO: N2, N2O, CO2, CO

Conditions

Conditions	Yield
In acetone at 240℃; Rate constant; Thermodynamic data; decomposition in sealed tube;

: 123-75-1
pyrrolidine

A: 930-55-2
N-nitrosopyrrolidine

B: 3760-55-2
1-nitropyrrolidine

Conditions

Conditions	Yield
With diethylenetriaminopentaacetic acid; peroxynitrite In phosphate buffer at 37℃; for 0.25h; pH=7.4; Product distribution; Further Variations:; pH-values;

: 694-00-8
pyrrolidine-1-d1

: 930-55-2
N-nitrosopyrrolidine

Conditions

Conditions	Yield
With 4-nitro-benzenesulfonic acid-(methyl-nitroso-amide) In cyclohexane at 25℃; Kinetics;

: 64-19-7
acetic acid

: 1-[1-(phenylimino)ethyl]pyrrolidine

A: 930-55-2
N-nitrosopyrrolidine

B: 4030-18-6
N-(acetyl)pyrrolidine

C: 122-79-2
Phenyl acetate

D: 108-95-2
phenol

Conditions

Conditions	Yield
With sodium hydroxide; sodium nitrite In water at 25℃; pH=3.7; Kinetics;

...Expand

: 930-55-2
N-nitrosopyrrolidine

: 585573-79-1
10-(bromomethyl)-2,3,6-trimethoxyphenanthrene

: 1150647-87-2
1-nitroso-2-[(2,3,6-trimethoxy-10-phenanthryl)methyl]pyrrolidine

Conditions

Conditions	Yield
Stage #1: N-nitrosopyrrolidine With lithium diisopropyl amide In tetrahydrofuran at -78℃; for 1h; Inert atmosphere; Stage #2: 10-(bromomethyl)-2,3,6-trimethoxyphenanthrene In tetrahydrofuran at -78 - 20℃; Inert atmosphere;	93%

: 930-55-2
N-nitrosopyrrolidine

: 16596-41-1
N-aminopyrrolidine

Conditions

Conditions	Yield
With carbon dioxide; water; ammonium chloride; zinc at 35℃; under 1500.15 Torr; for 1.5h; Autoclave; Green chemistry;	92%
With titanium(III) chloride In water for 1h; Ambient temperature;	56%
With lithium aluminium tetrahydride In diethyl ether Reduction; Heating;

: 930-55-2
N-nitrosopyrrolidine

: 1150647-85-0
10-(bromomethyl)-2,3,5,6-tetramethoxyphenanthrene

: 1150647-88-3
1-nitroso-2-[(2,3,5,6-tetramethoxy-10-phenanthryl)methy]pyrrolidine

Conditions

Conditions	Yield
Stage #1: N-nitrosopyrrolidine With lithium diisopropyl amide In tetrahydrofuran at -78℃; for 1h; Inert atmosphere; Stage #2: 10-(bromomethyl)-2,3,5,6-tetramethoxyphenanthrene In tetrahydrofuran at -78 - 20℃; Inert atmosphere;	90%

: 930-55-2
N-nitrosopyrrolidine

: 3760-55-2
1-nitropyrrolidine

Conditions

Conditions	Yield
With potassium sulfate; potassium hydrogensulfate; potassium peroxomonosulfate; acetone In phosphate buffer pH=7 - 8.5;	88%
With dihydrogen peroxide; trifluoroacetic anhydride In dichloromethane; water at 0℃; Product distribution / selectivity; Reflux;	80%
With dihydrogen peroxide	65%

: 930-55-2
N-nitrosopyrrolidine

: 1150647-83-8
9-(bromomethyl)-2,3,6,7-tetramethoxyphenanthrene

: 1150647-86-1
1-nitroso-2-[(2,3,6,7-tetramethoxy-9-phenanthryl)methyl]pyrrolidine

Conditions

Conditions	Yield
Stage #1: N-nitrosopyrrolidine With lithium diisopropyl amide In tetrahydrofuran at -78℃; for 1h; Inert atmosphere; Stage #2: 9-(bromomethyl)-2,3,6,7-tetramethoxyphenanthrene In tetrahydrofuran at -78 - 20℃; Inert atmosphere;	81%

: 930-55-2
N-nitrosopyrrolidine

: 123-75-1
pyrrolidine

Conditions

Conditions	Yield
With isocyanate de chlorosulfonyle In diethyl ether for 10h; Ambient temperature;	78%

: 930-55-2
N-nitrosopyrrolidine

: 165605-12-9
[(5,10,15,20-tetraphenylporphyrinato)Fe(THF)2]ClO4

: 1226896-74-7
[(5,10,15,20-tetraphenylporphyrinato)Fe(N-nitrosopyrrolidine)2]ClO4

Conditions

Conditions	Yield
In toluene byproducts: C4H8O; (N2, Schlenk) to a toluene-soln. of complex was added nitrosoamine-compound, the mixt. was stirred for 45 min; the solvent was reduced in vol., hexane was added, -22°C overnight, crystals were filtered, washed with hexane, dried in vac.;	72%

: 930-55-2
N-nitrosopyrrolidine

: 95-13-6
1-indene

A: (Z)-2-(pyrrolidin-1-yl)-2,3-dihydro-1H-inden-1-one oxime

B: (E)-2-(pyrrolidin-1-yl)-2,3-dihydro-1H-inden-1-one oxime

Conditions

Conditions	Yield
With toluene-4-sulfonic acid at 23℃; for 48h; Irradiation; Inert atmosphere; Sealed tube; Overall yield = 72 percent; regioselective reaction;	A 30% B 42%

...Expand

: 930-55-2
N-nitrosopyrrolidine

A: 1134-70-9
1-benzamidopyrrolidine

B: 5455-25-4
N-pyrrolidino-dibenzamide

Conditions

Conditions	Yield
With acetic acid; zinc Behandeln des Reaktionsprodukts mit Benzoylchlorid und wss. Natronlauge.;

: 930-55-2
N-nitrosopyrrolidine

: 628-17-1
amyl iodide

: 74856-38-5
2-Pentyl-N-nitrosopyrrolidin

Conditions

Conditions	Yield
With lithium diisopropyl amide 1.) 45 min, -78 deg C, THF, HMPT, 2.) -78 degC, 4 h; Yield given. Multistep reaction;

: 930-55-2
N-nitrosopyrrolidine

A: 123-75-1
pyrrolidine

B: 16596-41-1
N-aminopyrrolidine

Conditions

Conditions	Yield
With titanium(III) chloride; ammonium acetate In water for 1h; Product distribution; Ambient temperature; variation of reaction conditions ( pH<1, pH=9.4 );	A 0.1 % Chromat. B 98 % Chromat.
With hydrogenchloride; zinc In water for 24h; Product distribution; Ambient temperature;	A 3 % Chromat. B 98 % Chromat.
With potassium hydroxide; aluminium In water for 24h; Product distribution; Ambient temperature;	A 15 % Chromat. B 87 % Chromat.

: 930-55-2
N-nitrosopyrrolidine

: 114552-67-9
C4H9N2O(1+)*C4H8N2O*F6P(1-)

Conditions

Conditions	Yield
With hexafluorophosphoric acid In diethyl ether

: 930-55-2
N-nitrosopyrrolidine

: C-nitrosopyrrolidine

Conditions

Conditions	Yield
at -253.2℃; Irradiation;

: 930-55-2
N-nitrosopyrrolidine

: N-nitroso-1-phosphonooxypyrrolidine

Conditions

Conditions	Yield
In phosphate buffer at 20 - 25℃; pH=7.4; phosphorylation; UV-irradiation;

N-Nitrosopyrrolidine Chemical Properties

Empirical Formula: C₄H₈N₂O
Molecular Weight: 100.1191 g/mol
Index of Refraction: 1.564
Density: 1.24 g/cm³
Flash Point: 83.3 °C
Enthalpy of Vaporization: 43.2 kJ/mol
Boiling Point: 214 °C at 760 mmHg
Vapour Pressure: 0.233 mmHg at 25 °C
Solubility: Soluble in water
Appearance: Yellow liquid found in certain food
Structure of N-Nitrosopyrrolidine (CAS NO.930-55-2):

IUPAC Name of N-Nitrosopyrrolidine (CAS NO.930-55-2): 1-Nitrosopyrrolidine
Canonical SMILES: C1CCN(C1)N=O
InChI: InChI=1S/C4H8N2O/c7-5-6-3-1-2-4-6/h1-4H2
InChIKey: WNYADZVDBIBLJJ-UHFFFAOYSA-N

N-Nitrosopyrrolidine Toxicity Data With Reference

1.	mma-esc 7500 µmol/L	IAPUDO IARC Publications. 41 (1982),543.
2.	dnd-hmn:lng 100 µmol/plate	JNCIAM Journal of the National Cancer Institute. 59 (1977),1401.
3.	orl-rat LD50:900 mg/kg	ZEKBAI Zeitschrift fuer Krebsforschung. 69 (1967),103.
4.	orl-mus LD50:125 mg/kg	85DUA4 Chemical Tumour Problems Nakahara, W., ed.,Tokyo, Japan.: Japanese Society for the Promotion of Science,1970,129.
5.	scu-mus LD50:125 mg/kg	85DUA4 Chemical Tumour Problems Nakahara, W., ed.,Tokyo, Japan.: Japanese Society for the Promotion of Science,1970,129.
6.	orl-ham LD50:1023 mg/kg	JCROD7 Journal of Cancer Research and Clinical Oncology. 104 (1982),75.

N-Nitrosopyrrolidine Consensus Reports

NTP 10th Report on Carcinogens. IARC Cancer Review: Group 2B IMEMDT IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 7 ,1987,p. 56.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) ; Animal Sufficient Evidence IMEMDT IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 17 ,1978,p. 313.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) ; Human Limited Evidence IMEMDT IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 17 ,1978,p. 313.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) . EPA Genetic Toxicology Program. Reported in EPA TSCA Inventory.

N-Nitrosopyrrolidine Safety Profile

Hazard Codes of N-Nitrosopyrrolidine (CAS NO.930-55-2): Harmful Xn
Risk Statements: 40
R40:Limited evidence of a carcinogenic effect.
Confirmed carcinogen with experimental carcinogenic, neoplastigenic, and tumorigenic data. Poison by ingestion and subcutaneous routes. Human mutation data reported. When heated to decomposition it emits toxic fumes of NO_x. See also N-NITROSO COMPOUNDS.

N-Nitrosopyrrolidine Standards and Recommendations

DFG MAK: Animal Carcinogen, Suspected Human Carcinogen

N-Nitrosopyrrolidine Analytical Methods

For occupational chemical analysis use OSHA: #27 or NIOSH: Nitrosamines 2522.

N-Nitrosopyrrolidine Specification

N-Nitrosopyrrolidine ,its cas register number is 930-55-2. It also can be called Pyrrolidine, 1-nitroso- ; Pyrrolidine, nitroso- ;and 1-Nitrosopyrrolidine .

Product Name

N-NITROSOPYRROLIDINE

Synthetic route

N-Nitrosopyrrolidine Chemical Properties

N-Nitrosopyrrolidine Toxicity Data With Reference

N-Nitrosopyrrolidine Consensus Reports

N-Nitrosopyrrolidine Safety Profile

N-Nitrosopyrrolidine Standards and Recommendations

N-Nitrosopyrrolidine Analytical Methods

N-Nitrosopyrrolidine Specification

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