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123-75-1 molecular structure
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pyrrolidine

ChemBase ID: 74386
Molecular Formular: C4H9N
Molecular Mass: 71.12096
Monoisotopic Mass: 71.07349929
SMILES and InChIs

SMILES:
N1CCCC1
Canonical SMILES:
C1CCCN1
InChI:
InChI=1S/C4H9N/c1-2-4-5-3-1/h5H,1-4H2
InChIKey:
RWRDLPDLKQPQOW-UHFFFAOYSA-N

Cite this record

CBID:74386 http://www.chembase.cn/molecule-74386.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
pyrrolidine
IUPAC Traditional name
pyrrolidine
Synonyms
Butylenimine
NSC 62781
Perhydropyrrole
Prolamine
Tetramethylenimine
azolidine
azacyclopentane
PYRROLIDINE
Tetramethyleneimine
Pyrrolidine
Tetrahydropyrrole
1-Azacyclopentane
Pyrrolidine 99%
吡咯烷
甲氢氮杂茂
四氢吡咯
吡咯烷
CAS Number
123-75-1
EC Number
204-648-7
MDL Number
MFCD00005249
Beilstein Number
102395
Merck Index
148015
PubChem SID
24898844
24888102
162039305
24901760
24864581
PubChem CID
31268
CHEBI ID
33135
CHEMBL
22830
Chemspider ID
29008
FEMA ID
3523
Unique Ingredient Identifier
LJU5627FYV
Wikipedia Title
Pyrrolidine
Council of Europe Number
10491
Flavis Number
14.064

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
H Acceptors H Donor
LogD (pH = 5.5) -3.028154  LogD (pH = 7.4) -2.9595618 
Log P 0.212919  Molar Refractivity 22.2344 cm3
Polarizability 8.905697 Å3 Polar Surface Area 12.03 Å2
Rotatable Bonds Lipinski's Rule of Five true 

PROPERTIES

PROPERTIES

Physical Property Safety Information Pharmacology Properties Product Information Bioassay(PubChem)
Solubility
Miscible in water expand Show data source
Soluble in alcohol, ether, chloroform. Miscible with water expand Show data source
Apperance
Clear liquid expand Show data source
Melting Point
-60°C expand Show data source
-63°C expand Show data source
-63°C expand Show data source
Boiling Point
86-88°C expand Show data source
86-88°C expand Show data source
87°C expand Show data source
87-88 °C/760 mmHg(lit.) expand Show data source
Flash Point
2°C(35°F) expand Show data source
3 °C expand Show data source
3°C expand Show data source
37.4 °F expand Show data source
Auto Ignition Point
345 °C expand Show data source
653 °F expand Show data source
Density
0.852 g/mL at 25 °C(lit.) expand Show data source
0.856 expand Show data source
0.86 g/ml expand Show data source
0.866 expand Show data source
0.866 g/cm3 expand Show data source
Refractive Index
1.4431 expand Show data source
n20/D 1.443 expand Show data source
n20/D 1.443(lit.) expand Show data source
n20/D 1.444 expand Show data source
Vapor Pressure
128 mmHg ( 39 °C) expand Show data source
49 mmHg ( 20 °C) expand Show data source
Vapor Density
2.45 (vs air) expand Show data source
pKa
11.27 (pKa of conjugate acid in water),
19.56 (pKa of conjugate acid in acetonitrile)
expand Show data source
Organoleptic
animal expand Show data source
Storage Warning
Air Sensitive expand Show data source
Highly Flammable/Corrosive/Harmful/Lachrymatory/Air Sensitive/Store under Argon expand Show data source
RTECS
UX9650000 expand Show data source
European Hazard Symbols
Corrosive Corrosive (C) expand Show data source
Flammable Flammable (F) expand Show data source
X expand Show data source
UN Number
1922 expand Show data source
UN1922 expand Show data source
MSDS Link
Download expand Show data source
Download expand Show data source
Download expand Show data source
Download expand Show data source
Download expand Show data source
Download expand Show data source
Download expand Show data source
Download expand Show data source
Download expand Show data source
Download expand Show data source
German water hazard class
2 expand Show data source
Hazard Class
3 expand Show data source
Packing Group
2 expand Show data source
II expand Show data source
Risk Statements
11-20/22-34 expand Show data source
11-20/22-35 expand Show data source
R:11-22-34 expand Show data source
R11 R20/21/22 R35 expand Show data source
Safety Statements
16-26-36/37/39-45 expand Show data source
S:16-27/28-36/37/39-46-64 expand Show data source
S16 S26 S28 S36/37 S45 expand Show data source
TSCA Listed
expand Show data source
GHS Pictograms
GHS02 expand Show data source
GHS05 expand Show data source
GHS07 expand Show data source
GHS Signal Word
Danger expand Show data source
Main Hazard
highly flammable, harmful, corrosive, mutagen expand Show data source
NFPA704
NFPA 704 diagram
3
3
1
expand Show data source
Explode Limits
10.6 % expand Show data source
GHS Hazard statements
H225-H302 + H332-H314 expand Show data source
H225-H314-H318-H302-H332 expand Show data source
GHS Precautionary statements
P210-P280-P305 + P351 + P338-P310 expand Show data source
P210-P280-P305+P351+P338-P308+P313 expand Show data source
Personal Protective Equipment
Faceshields, full-face respirator (US), Gloves, Goggles, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter expand Show data source
RID/ADR
UN 1922 3/PG 2 expand Show data source
Allergens
no known allergens, no known allergens expand Show data source
Purity
≥98.0% (GC) expand Show data source
≥99% expand Show data source
≥99.0% expand Show data source
≥99.0% (GC) expand Show data source
≥99.5% expand Show data source
≥99.5% (GC) expand Show data source
99% expand Show data source
Grade
Kosher expand Show data source
NI expand Show data source
puriss. p.a. expand Show data source
puriss. plus expand Show data source
purum expand Show data source
Certificate of Analysis
Download expand Show data source
Download expand Show data source
Download expand Show data source
Impurities
≤0.5% water expand Show data source
≤1% water expand Show data source
Cation Traces
Al: ≤0.5 mg/kg expand Show data source
Ba: ≤0.1 mg/kg expand Show data source
Bi: ≤0.1 mg/kg expand Show data source
Ca: ≤0.5 mg/kg expand Show data source
Cd: ≤0.05 mg/kg expand Show data source
Co: ≤0.02 mg/kg expand Show data source
Cr: ≤0.02 mg/kg expand Show data source
Cu: ≤0.02 mg/kg expand Show data source
Fe: ≤0.1 mg/kg expand Show data source
K: ≤0.5 mg/kg expand Show data source
Li: ≤0.1 mg/kg expand Show data source
Mg: ≤0.1 mg/kg expand Show data source
Mn: ≤0.02 mg/kg expand Show data source
Mo: ≤0.1 mg/kg expand Show data source
Na: ≤0.5 mg/kg expand Show data source
Ni: ≤0.02 mg/kg expand Show data source
Pb: ≤0.1 mg/kg expand Show data source
Sr: ≤0.1 mg/kg expand Show data source
Zn: ≤0.1 mg/kg expand Show data source
Purified By
redistillation expand Show data source
Empirical Formula (Hill Notation)
C4H9N expand Show data source

DETAILS

DETAILS

MP Biomedicals MP Biomedicals Wikipedia Wikipedia Sigma Aldrich Sigma Aldrich TRC TRC
MP Biomedicals - 02156469 external link
(Tetrahydropyrrole)
1 ml = approx. 0.86 g
Sigma Aldrich - W352306 external link
Packaging
1 kg in glass bottle
Sigma Aldrich - W352316 external link
Packaging
1 kg in glass bottle
1 sample in glass bottle
8 kg in steel drum
Sigma Aldrich - 394238 external link
Packaging
1 L in Sure/Seal™
100 mL in Sure/Seal™
Sigma Aldrich - P73803 external link
Packaging
5, 100, 500 mL in glass bottle
Toronto Research Chemicals - P997950 external link
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).

REFERENCES

REFERENCES

From Suppliers Google Scholar IconGoogle Scholar PubMed iconPubMed Google Books IconGoogle Books
  • • Li, X. et al.: Mini-Rev. Med. Chem., 10, 794 (2010)
  • • Gragutan, I. et al.: Beil. J. Org. Chem., 7, 699 (2010)
  • • A convenient procedure for the conversion of carbonyl compounds to their pyrrolidine enamines involves reaction with pyrrolidine, either neat or in ethereal solution, in the presence of magnesium sulfate: Org. Prep. Proced. Int., 8, 211 (1976).
  • • Has been widely used in the Leimgruber-Batcho indole synthesis by the reductive cyclization of pyrrolidine ortho-nitro enamines; see N,N-Dimethylformamide dimethyl acetal, A15350.
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PATENTS

PATENTS

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INTERNET

INTERNET

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