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ChemicalBook--->CAS DataBase List--->14187-32-7

14187-32-7

14187-32-7 Structure

14187-32-7 Structure
IdentificationMore
[Name]

Dibenzo-18-crown-6
[CAS]

14187-32-7
[Synonyms]

1,4,7,14,17,20-HEXAOXA-[7.7]ORTHOCYCLOPHANE
2,3,11,12-DIBENZO-1,4,7,10,13,16-HEXAOXACYCLOOCTADECA-2,11-DIENE
6,7,9,10,17,18,20,21-OCTAHYDRODIBENZO
6,7,9,10,17,18,20,21-OCTAHYDRODIBENZO[B,K][1,4,7,10,13,16]HEXAOXACY-CLOOCTADECENE
CROWN ETHER/DIBENZO-18-CROWN-6
DIBENZO-18-CROWN-6
DIBENZO-18-CROWN 6-ETHER
2,3,11,12-dibenzo-1,4,7,10,13,16-hexaoxacyclooctadeca-2,11-diene,dibenzo-18-crown-6
6,7,9,10,17,18,20,21-octahydrodibenzo(b,k)(1,4,7,10,13,16)hexaoxacyclooctade
6,7,9,10,17,18,20,21-OCTAHYDRODIBENZO(b,k)(1,4,7,10,13,16)HEXAOXACYCLOOCTADECIN
6,7,9,10,17,18,20,21-Octahydrodibenzo[b,k][1,4,7,10,13,16]hexaoxacyclooctadecine
Crown 18
crown18
crown-18
Dibenzo[b,k][1,4,7,10,13,16]hexaoxacyclooctadecane
Dibenzo[b,k][1,4,7,10,13,16]hexaoxacyclooctadecin, 6,7,9,10,17,18,20,21-octahydro-
dibenzo[b,k][1,4,7,10,13,16]hexaoxacyclooctadecin,6,7,9,10,17,18,20,21-octahyd
dibenzo[bk][1,4,7,10,13,16]hexaoxacyclooctadecane
Dibenzocrown
Diphenyl-18-crown-6-polyether
[EINECS(EC#)]

238-041-3
[Molecular Formula]

C20H24O6
[MDL Number]

MFCD00005098
[Molecular Weight]

360.4
[MOL File]

14187-32-7.mol
Chemical PropertiesBack Directory
[Appearance]

white to slightly beige fluffy powder
[Melting point ]

162-164 °C (lit.)
[Boiling point ]

380-384 °C (679 mmHg)
[density ]

1.1801 (rough estimate)
[refractive index ]

1.5200 (estimate)
[Fp ]

380-384°C/679mm
[storage temp. ]

Store below +30°C.
[solubility ]

0.007g/l
[form ]

Fluffy Powder
[color ]

White to slightly beige
[Water Solubility ]

sparingly soluble
[Sensitive ]

air sensitive
[λmax]

277nm(CH2Cl2)(lit.)
[Merck ]

14,2602
[BRN ]

1162153
[InChIKey]

YSSSPARMOAYJTE-UHFFFAOYSA-N
[CAS DataBase Reference]

14187-32-7(CAS DataBase Reference)
[NIST Chemistry Reference]

Dibenzo-18-crown-6(14187-32-7)
[EPA Substance Registry System]

14187-32-7(EPA Substance)
Safety DataBack Directory
[Hazard Codes ]

Xi,Xn
[Risk Statements ]

R36:Irritating to the eyes.
R36/37/38:Irritating to eyes, respiratory system and skin .
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed .
[Safety Statements ]

S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S37/39:Wear suitable gloves and eye/face protection .
S36:Wear suitable protective clothing .
[WGK Germany ]

2
[RTECS ]

HP5386000
[Hazard Note ]

Irritant
[TSCA ]

Yes
[HS Code ]

29329995
[Toxicity]

LD50 orally in Rabbit: 2600 mg/kg
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

2,3,11,12-Dibenzo-1,4,7,10,13,16-hexaoxacyclooctadeca-2,11-diene(14187-32-7).msds
Hazard InformationBack Directory
[Description]

Dibenzo-18-crown-6 (DB18C6) is the first crown ether synthesized by Pedersen in 1967 and has the strongest binding affinity to a potassium cation (K+) among alkali metal cations. With the similarity of the sizes between K+ and the cavity of crown ether, it had long been believed that the binding selectivity comes from the size relationship between the metal cation and the cavity. However, it was reported that under identical experimental conditions, K+ bound strongly to all crown ethers (12-crown-4 to 24-crown-8) irrespective of the ring size among other cations such as Na+, Ca2+, and NH4+. Moreover, in the gas phase, 18-crown-6 (18C6) and dibenzo18-crown-6 (DB18C6) form preferential complexation in the order Li+ > Na+ > K+ > Rb+ > Cs+, while in the aqueous solution both of them show highest complexion capacity for K+ rather than Li+[1-2].
[Chemical Properties]

white to slightly beige fluffy powder
[Uses]

Dibenzo-18-crown-6, is used as an important raw material and intermediate used in organic Synthesis, pharmaceuticals, agrochemicals and dyestuff. It is an important organic intermediate.
[Definition]

ChEBI:Dibenzo-18-crown-6 is a crown ether that is 18-crown-6 ortho-fused to two benzene rings at positions 8-9 and 17-18. It has a role as a phase-transfer catalyst. It is a member of benzenes and a crown ether.
[Purification Methods]

Crystallise it from *benzene, n-heptane or toluene and dry it under vacuum at room temperature for several days. [Szezygiel J Phys Chem 91 1252 1987, V.gtle ed. Top Corr Chem (Host Guest Complex Chemistry) 98 1981.]
[References]

[1] Pooja Sahu, Jayant K. Singh, Sk. M. Ali. “Structural and dynamical properties of Li+-dibenzo-18-crown-6(DB18C6) complex in pure solvents and at the aqueous-organic interface.” Journal of Molecular Modeling 20 9 (2014).
[2] Chang Min Choi, Nam Joon Kim, Jiyoung Heo. “Binding selectivity of dibenzo-18-crown-6 for alkali metal cations in aqueous solution: A density functional theory study using a continuum solvation model.” Chemistry Central Journal 6 1 (2012): 84.
Spectrum DetailBack Directory
[Spectrum Detail]

Dibenzo-18-crown-6(14187-32-7)MS
Dibenzo-18-crown-6(14187-32-7)1HNMR
Dibenzo-18-crown-6(14187-32-7)13CNMR
Dibenzo-18-crown-6(14187-32-7)IR1
Dibenzo-18-crown-6(14187-32-7)IR2
Dibenzo-18-crown-6(14187-32-7)Raman
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

Dibenzo-18-crown-6, 98%(14187-32-7)
[Alfa Aesar]

Dibenzo-18-crown-6, 98+%(14187-32-7)
[Sigma Aldrich]

14187-32-7(sigmaaldrich)
[TCI AMERICA]

Dibenzo-18-crown 6-Ether,>99.0%(GC)(14187-32-7)
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