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33100-27-5 molecular structure
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1,4,7,10,13-pentaoxacyclopentadecane

ChemBase ID: 75097
Molecular Formular: C10H20O5
Molecular Mass: 220.2628
Monoisotopic Mass: 220.13107374
SMILES and InChIs

SMILES:
O1CCOCCOCCOCCOCC1
Canonical SMILES:
O1CCOCCOCCOCCOCC1
InChI:
InChI=1S/C10H20O5/c1-2-12-5-6-14-9-10-15-8-7-13-4-3-11-1/h1-10H2
InChIKey:
VFTFKUDGYRBSAL-UHFFFAOYSA-N

Cite this record

CBID:75097 http://www.chembase.cn/molecule-75097.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
1,4,7,10,13-pentaoxacyclopentadecane
IUPAC Systematic name
1,4,7,10,13-Pentaoxacyclopentadecane
IUPAC Traditional name
15-crown-5 ether
Synonyms
15-Crown-5
Lead ionophore V
15-Crown-5
1,4,7,10,13-Pentaoxacyclopentadecane
1,4,7,10,13-Pentaoxacyclopentadecane
15-CROWN-5
1,4,7,10,13-五氧环十五烷
15-冠醚-5
15-冠-5
铅离子载体 V
15-冠-5醚
CAS Number
33100-27-5
EC Number
251-379-6
MDL Number
MFCD00005110
Beilstein Number
1618144
PubChem SID
24849297
24851323
24856851
162040015
PubChem CID
36336
CHEBI ID
32401
CHEMBL
156289
Chemspider ID
33416
Gmelin ID
3897
MeSH Name
15-Crown-5
Wikipedia Title
15-Crown-5

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
H Acceptors H Donor
LogD (pH = 5.5) -0.23487754  LogD (pH = 7.4) -0.23487754 
Log P -0.23487754  Molar Refractivity 55.2175 cm3
Polarizability 21.964964 Å3 Polar Surface Area 46.15 Å2
Rotatable Bonds Lipinski's Rule of Five true 

PROPERTIES

PROPERTIES

Physical Property Safety Information Product Information Bioassay(PubChem)
Apperance
Transparent liquid expand Show data source
Boiling Point
116°C (at 240 Pa) expand Show data source
150-155°C expand Show data source
150-155°C/0.5mm expand Show data source
93-96 °C/0.05 mmHg(lit.) expand Show data source
Flash Point
>110°C expand Show data source
>110°C(230°F) expand Show data source
113 °C expand Show data source
235.4 °F expand Show data source
Density
1.109 expand Show data source
1.11 g/ml expand Show data source
1.110 expand Show data source
1.113 g cm-3 (at 20 °C) expand Show data source
1.113 g/mL at 20 °C(lit.) expand Show data source
Refractive Index
1.4615 expand Show data source
1.465 expand Show data source
1.4650 expand Show data source
n20/D 1.465 expand Show data source
n20/D 1.465(lit.) expand Show data source
Partition Coefficient
-0.639 expand Show data source
Std enthalpy of combustion
-5.9157--5.9129 MJ mol-1 expand Show data source
Std enthalpy of formation
-881.1--877.1 kJ mol-1 expand Show data source
Storage Condition
Room Temperature (15-30°C), Desiccate expand Show data source
Storage Warning
Harmful/Irritant/Moisture Sensitive/Hygroscopic/Store under Argon expand Show data source
Hygroscopic expand Show data source
RTECS
SB0200000 expand Show data source
European Hazard Symbols
X expand Show data source
Harmful Harmful (Xn) 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
German water hazard class
3 expand Show data source
Risk Statements
22-36/37/38 expand Show data source
22-36/38 expand Show data source
R:22-36 expand Show data source
R22, R36/38 expand Show data source
Safety Statements
23-26-36/37 expand Show data source
26 expand Show data source
S:26-36/37/39 expand Show data source
S26 expand Show data source
TSCA Listed
expand Show data source
GHS Pictograms
GHS exclamation mark expand Show data source
GHS06 expand Show data source
GHS07 expand Show data source
GHS Signal Word
WARNING expand Show data source
Warning expand Show data source
NFPA704
NFPA 704 diagram
1
2
0
expand Show data source
GHS Hazard statements
302, 315, 319 expand Show data source
H301-H315-H319-H335 expand Show data source
H302-H315-H319 expand Show data source
GHS Precautionary statements
305+351+338 expand Show data source
P261-P301+P310-P305+P351+P338-P302+P352-P405-P501A expand Show data source
P305 + P351 + P338 expand Show data source
Personal Protective Equipment
Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter expand Show data source
Purity
≥98.0% (GC) expand Show data source
95+% expand Show data source
98% expand Show data source
Grade
purum expand Show data source
Selectophore™ expand Show data source
Certificate of Analysis
Download expand Show data source
Empirical Formula (Hill Notation)
C10H20O5 expand Show data source

DETAILS

DETAILS

MP Biomedicals MP Biomedicals Wikipedia Wikipedia Sigma Aldrich Sigma Aldrich
MP Biomedicals - 02150730 external link
1 ml = approx. 1.11 g
Solubilizes metal ions in non-polar solvents.
Useful phase transfer catalyst and complexing-agent.
Sigma Aldrich - 188832 external link
Packaging
1, 5, 25 g in glass bottle
Sigma Aldrich - 28123 external link
Other Notes
Phase transfer catalyst, complexing-agent1,2
Sigma Aldrich - 15328 external link
Other Notes
Ionophore with good selectivity and stability for lead1
Legal Information
Selectophore is a trademark of Sigma-Aldrich GmbH

REFERENCES

REFERENCES

From Suppliers Google Scholar IconGoogle Scholar PubMed iconPubMed Google Books IconGoogle Books
  • • Crown ether (see Appendix 2) especially suited to complexing sodium ions. Thus, catalyzes the O-alkylation of the Na salts of carboxylic acids in the penicillin and cephalosporin series, providing a method for esterification without exposure to acid: Synthesis, 52, (1986).
  • • Greatly facilitates the Williamson synthesis of ethers with hindered alcohols and NaH: Tetrahedron Lett., 38, 4679 (1997). Promotes the cleavage of unsymmetrical ethers by Sodium iodide, A15480, in the opposite sense to BBr3, i.e. by nucleophilic displacement from the less substituted carbon atom: Tetrahedron Lett., 22, 4239 (1981).
  • • Greatly increases the reactivity of phosphonate anions generated by reaction with NaH in the Horner-Wadsworth-Emmons reaction. Thus, has been used in a high-yield synthesis of stilbenes from aldehydes and Diethyl benzylphosphonate, A10645: Synthesis, 117 (1981).
  • • Use in combination with Lithium aluminum hydride, A18116, enables reductions to be carried out in hydrocarbon solvents: J. Chem. Soc., Chem. Commun., 1234 (1985).
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PATENTS

PATENTS

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INTERNET

INTERNET

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