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Pyrrolidine

CAS No.
123-75-1
Chemical Name:
Pyrrolidine
Synonyms
Pyrrolidin;TETRAHYDROPYRROLE;PRD;Azolidine;Prolamine;FEMA 2523;FEMA 3523;AZACYCLOPENTANE;Tetrahydropyrrol;TETRAMETHYLENEIMINE
CBNumber:
CB9852978
Molecular Formula:
C4H9N
Molecular Weight:
71.12
MDL Number:
MFCD00005249
MOL File:
123-75-1.mol
MSDS File:
SDS
Last updated:2026-01-13 11:26:59
Product description Number Pack Size Price
Pyrrolidine FG W352316 1 unit $53.48
Pyrrolidine FG W352316 1 unit $53.48
ANTI-PRL antibody produced in mouse clone 1A8, purified immunoglobulin, buffered aqueous solution SAB1412061 100μg $541
Pyrrolidine for synthesis 8.07494 5ml $32.8
Pyrrolidine for synthesis 8.07494 1L $264
More product size

Pyrrolidine Properties

Melting point -63 °C
Boiling point 87-88 °C/760 mmHg (lit.)
Density 0.852 g/mL at 25 °C (lit.)
vapor density 2.45 (vs air)
vapor pressure 128 mm Hg ( 39 °C)
refractive index n20/D 1.443(lit.)
FEMA 3523 | PYRROLIDINE
Flash point 37 °F
storage temp. Store below +30°C.
solubility water: miscible
pka 11.27(at 25℃)
form Liquid
color Colorless to Almost colorless
PH 12.9 (100g/l, H2O, 20℃)
Odor at 0.10 % in propylene glycol. ammoniacal animal egg amine
Odor Type ammoniacal
biological source synthetic
explosive limit 1.6-10.6%(V)
Water Solubility Miscible with alcohol, ether, chloroform and water.
Sensitive Air Sensitive
Merck 14,8015
JECFA Number 1609
BRN 102395
Dielectric constant 8.3000000000000007
Stability Stable; flammable. Incompatible with strong acids, strong oxidizing agents.
InChI 1S/C4H9N/c1-2-4-5-3-1/h5H,1-4H2
InChIKey RWRDLPDLKQPQOW-UHFFFAOYSA-N
SMILES C1CCNC1
LogP 0.22 at 25℃
Surface tension 30.11mN/m at 293.15K
Substances Added to Food (formerly EAFUS) PYRROLIDINE
CAS DataBase Reference 123-75-1(CAS DataBase Reference)
EWG's Food Scores 1
FDA UNII LJU5627FYV
NIST Chemistry Reference Pyrrolidine(123-75-1)
EPA Substance Registry System Pyrrolidine (123-75-1)
UNSPSC Code 85151701
NACRES NA.41

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictogramsGHS hazard pictogramsGHS hazard pictograms
GHS02,GHS05,GHS07
Signal word  Danger
Hazard statements  H225-H302+H332-H314
Precautionary statements  P210-P280-P301+P312-P303+P361+P353-P304+P340+P310-P305+P351+P338
PPE Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter
Hazard Codes  F,T,C
Risk Statements  11-22-23-34-35-20/21/22-20/22-R35-R20/21/22-R11
Safety Statements  16-26-36/37/39-45-33-S45-S36/37/39-S26-S16
RIDADR  UN 1922 3/PG 2
WGK Germany  2
RTECS  UX9650000
34
Autoignition Temperature 653 °F
TSCA  TSCA listed
HS Code  2933 99 80
HazardClass  3
PackingGroup  II
Storage Class 3 - Flammable liquids
Hazard Classifications Acute Tox. 4 Inhalation
Acute Tox. 4 Oral
Eye Dam. 1
Flam. Liq. 2
Skin Corr. 1A
Hazardous Substances Data 123-75-1(Hazardous Substances Data)
Toxicity LD50 orally in Rabbit: 433 mg/kg
Limited Quantities 1.0 L (0.3 gallon) (liquid)
Excepted Quantities Max Inner Pack (30g or 30ml) and Max Outer Pack (500g or 500ml)
NFPA 704
3
2 1

Pyrrolidine price More Price(40)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich W352316 Pyrrolidine FG 123-75-1 1 unit $53.48 2025-07-31 Buy
Sigma-Aldrich W352316 Pyrrolidine FG 123-75-1 1 unit $53.48 2025-07-31 Buy
Sigma-Aldrich SAB1412061 ANTI-PRL antibody produced in mouse clone 1A8, purified immunoglobulin, buffered aqueous solution 123-75-1 100μg $541 2025-07-31 Buy
Sigma-Aldrich 8.07494 Pyrrolidine for synthesis 123-75-1 5ml $32.8 2025-07-31 Buy
Sigma-Aldrich 8.07494 Pyrrolidine for synthesis 123-75-1 1L $264 2025-07-31 Buy
Product number Packaging Price Buy
W352316 1 unit $53.48 Buy
W352316 1 unit $53.48 Buy
SAB1412061 100μg $541 Buy
8.07494 5ml $32.8 Buy
8.07494 1L $264 Buy

Pyrrolidine Chemical Properties,Uses,Production

Chemical Properties

Pyrrolidine appears as a colorless to pale yellow liquid with an ammonia-like odor. It is infinitely miscible with water and conventional organic solvents such as methanol, acetone, ether, and chloroform. It acts as a lachrymator.
Chemically, pyrrolidine behaves like a secondary amine in every respect. For example, it undergoes Leuckart –Wallach and Mannich reactions and is readily converted into an enamine. In the presence of a catalyst, such as platinum at 360°C or rhodium at 650°C, pyrrole is formed. In the presence of a copper catalyst, N-methylpyrrolidone is converted into N-methylpyrrolidine.

Physical properties

Pyrrolidine has a penetrating amine-type odor, reminiscent of ammonia and piperidine. It is easy to turn yellow when exposed to light or humid air, easily soluble in water and ethanol. It is nauseating and diffusive.

Occurrence

Reported found in beer, bread, wheat bread, salmon caviar, fish, milk, leaves and stalks of celery, Camembert cheese, Limburger cheese, Russian cheeses, tilsit cheese, other cheeses, caviar, raw fatty fish, beer, Finnish whiskey, white wine, red wine, coffee, radish, malt, roasted peanut, sweet corn and roasted barley.

Uses

Pyrrolidine is a flammable alkaline liquid that undergoes reactions typical of secondary amines. It is used to prepare pesticides and rubber accelerators and as a chemical intermediate (usually the hydrochloride form) in the pharmaceutical industry. There is relatively limited industrial exposure to this material.

Application

Pyrrolidine is a heterocyclic compound used as a building block in the synthesis of wide range of pharmaceutical compounds, namely matrix metalloprotein inhibitors (MMPIs) and aminopeptidase N inhibitors (APNIs). It has been used for the synthesis of N-benzoyl pyrrolidine from benzaldehyde via oxidative amination. It may be used as a catalyst for the synthesis of N-sulfinyl aldimines from carbonyl compounds and sulfonamides.
Pyrrolidine can also be used to synthesize:
Taddol-pyrrolidine phosphoramidite, a ligand for rhodium-catalyzed [2+2+2] cycloaddition of pentenyl isocyanate and 4- ethynylanisole.
H,4 PyrrolidineQuin-BAM (′PBAM′), a selective catalyst for the aza-Henry addition of nitroalkanes to aryl aldimines.
1,2,3,3a,4,9-Hexahydropyrrolo[2,1-b]quinazoline by reacting with o-aminobenzaldehyde.

Preparation

Pyrrolidine is formed by reduction of pyrrole. Via overall 5-endo-trig cyclizations of homoallylic tosylamides. Pyrrolidine can be produced from butanediol and ammonia, e.g., over an aluminum thorium oxide catalyst at 300°C or over a nickel catalyst at 200°C and 20 MPa under hydrogenation conditions. It can also be produced from THF and ammonia over aluminum oxide at 275-375°C.

Definition

ChEBI: Pyrrolidine is a cyclic amine whose five-membered ring contains four carbon atoms and one nitrogen atom; the parent compound of the pyrrolidine family. It is a saturated organic heteromonocyclic parent, a member of pyrrolidines and an azacycloalkane. It is a conjugate base of a pyrrolidinium ion.

Aroma threshold values

Detection: 20.2 ppm

Taste threshold values

Taste characteristics at 50 ppm: ammonia and fishy, amine-like with seaweed and shellfish nuances.

General Description

Pyrrolidine is a saturated heterocycliccompound having one nitrogenatom in a five-membered ring. It is a colorless to pale yellow liquid with an ammonia-like odor. It is found in certain plants andthe ring structure is present in manyalkaloids. Flash point 37°F. Density 0.85 g / cm3. Vapors heavier than air. Produces toxic oxides of nitrogen during combustion.

Air & Water Reactions

Highly flammable. Very soluble in water.

Reactivity Profile

Tetrahydro pyrrole neutralizes acids in exothermic reactions to form salts plus water. May be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. May generate hydrogen, a flammable gas, in combination with strong reducing agents such as hydrides. An explosion occurred when a mixture of Tetrahydro pyrrole, benzaldehyde, and propionic acid was heated in an attempt to form porphyrins.

Hazard

Flammable, dangerous fire risk. Toxic by ingestion and inhalation.

Health Hazard

The acute toxicity of pyrrolidine is moderateon test animals. It is somewhat less toxicthan pyrrole. The vapors are an irritant tothe eyes and respiratory tract. The liquid iscorrosive to the skin. Contact with the eyescan cause damage. The oral LD50 value inrats is 300 mg/kg, while the inhalation LC50value in mice is 1300 mg/m3/2 h (NIOSH1986).

Fire Hazard

Flammable/combustible material. May be ignited by heat, sparks or flames. Vapors may form explosive mixtures with air. Vapors may travel to source of ignition and flash back. Most vapors are heavier than air. They will spread along ground and collect in low or confined areas (sewers, basements, tanks). Vapor explosion hazard indoors, outdoors or in sewers. Runoff to sewer may create fire or explosion hazard. Containers may explode when heated. Many liquids are lighter than water.

Flammability and Explosibility

Highly flammable

Safety Profile

Poison by ingestion and intravenous routes. Moderately toxic by inhalation. Dangerous fire hazard when exposed to heat or flame; can react vigorously with oxidizing materials. To fight fire, use alcohol foam, CO2, dry chemical. When heated to decomposition it emits hghly toxic fumes of NOx.

Purification Methods

Dry pyrrolidine with BaO or sodium, then fractionally distil it, under N2, through a Todd column (p 11) packed with glass helices. [Beilstein 20 H 159, 20 I 36, 20 II 79, 20 III/IV 2072, 20/1 V 162.]

29897-82-3
123-75-1
Synthesis of Pyrrolidine from N-BENZYLPYRROLIDINE
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View Lastest Price from Pyrrolidine manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Tetrahydro pyrrole pictures 2026-01-29 Tetrahydro pyrrole
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US $5.00 / kg 1kg ≥99% 100mt/year Jinan Finer Chemical Co., Ltd
Pyrrolidine pictures 2026-01-29 Pyrrolidine
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US $100.00 / Kg/Drum 1Kg/Drum 99%min 200TON Hebei Chuanghai Biotechnology Co., Ltd
Pyrrolidine pictures 2025-09-26 Pyrrolidine
123-75-1
US $13.00-1.00 / g 10g 99% 20tons Hebei Dangtong Import and export Co LTD
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  • US $100.00 / Kg/Drum
  • 99%min
  • Hebei Chuanghai Biotechnology Co., Ltd
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  • Pyrrolidine
    123-75-1
  • US $13.00-1.00 / g
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