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Dibenzo-18-crown-6

Product Name
Dibenzo-18-crown-6
CAS No.
14187-32-7
Chemical Name
Dibenzo-18-crown-6
Synonyms
DB18C6;ibenzo-18-crown-6;6,7,9,10,17,18,20,21-Octahydrodibenzo[b,k][1,4,7,10,13,16]hexaoxacyclooctadecine;crown18;Crown 18;crown-18;Dibenzocrown;DIBENZO-18-CROWN-6;Dibenzo-18-crown-8;Tin(II) Ionophore I
CBNumber
CB0436113
Molecular Formula
C20H24O6
Formula Weight
360.4
MOL File
14187-32-7.mol
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Dibenzo-18-crown-6 Property

Melting point:
162-164 °C (lit.)
Boiling point:
380-384 °C (679 mmHg)
Density 
1.1801 (rough estimate)
refractive index 
1.5200 (estimate)
Flash point:
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
Dibenzo[b,k][1,4,7,10,13,16]hexaoxacyclooctadecin, 6,7,9,10,17,18,20,21-octahydro- (14187-32-7)
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Safety

Hazard Codes 
Xi,Xn
Risk Statements 
36-36/37/38-20/21/22
Safety Statements 
26-37/39-36
WGK Germany 
2
RTECS 
HP5386000
Hazard Note 
Irritant
TSCA 
Yes
HS Code 
29329995
Toxicity
LD50 orally in Rabbit: 2600 mg/kg
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P405Store locked up.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
8.11731
Product name
Crown ether/Dibenzo-18-crown-6
Purity
for synthesis
Packaging
5G
Price
$37.8
Updated
2025/07/31
Sigma-Aldrich
Product number
158399
Product name
Dibenzo-18-crown-6
Purity
98%
Packaging
2.5g
Price
$30.68
Updated
2025/07/31
Sigma-Aldrich
Product number
8.11731
Product name
Crown ether/Dibenzo-18-crown-6
Purity
for synthesis
Packaging
50g
Price
$252
Updated
2025/07/31
Sigma-Aldrich
Product number
158399
Product name
Dibenzo-18-crown-6
Purity
98%
Packaging
10g
Price
$67.8
Updated
2025/07/31
TCI Chemical
Product number
D1533
Product name
Dibenzo-18-crown 6-Ether
Purity
>99.0%(GC)
Packaging
5g
Price
$16
Updated
2025/07/31
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Dibenzo-18-crown-6 Chemical Properties,Usage,Production

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.

Uses

Crown ether/Dibenzo-18-crown-6 for synthesis. CAS 14187-32-7, molar mass 360.41 g/mol.

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.

Synthesis

23116-94-1

111-44-4

14187-32-7

General procedure: The synthesis was carried out using the general procedure 2 and the product was purified by recrystallization in methanol. Yield analysis showed that the yield was 35% in open vessel in standard temperature control mode and 13% in power/time mode and 54% in closed vessel in standard temperature control mode and 60% in power/time mode. The product obtained was white crystal with a melting point of 148-150°C (literature value [2]: 150-152°C). Infrared spectra (KBr pressed sheet, cm^-1) showed characteristic absorption peaks located at 1040-1120 (-C-O-). NMR hydrogen spectrum (400MHz, CDCl3, ppm): 2.26 (quadruple peak, 4H, J=5.6Hz, -CH2-), 4.24 (triple peak, 8H, J=5.6Hz, -CH2-), 6.89-6.91 (multiple peaks, 8H, aromatic hydrogen). NMR carbon spectra (100 MHz, CDCl3, ppm): 29.28, 67.32, 115.58, 121.72, 149.44. Calculated values for elemental analysis (C18H20O4): C, 71.98; H, 6.71; O, 21.31; measured values: C, 72.39; H, 6.25; O, 21.36. Similarly, the can be synthesized by a two-step microwave-assisted synthesis, but requires the use of a diphenol intermediate instead of catechol as a precursor. Depending on the alkyl dihalides used in the ring-closing reaction, the method allows the preparation of symmetrical or asymmetrical dibenzocrown ethers (2-6).

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.

Dibenzo-18-crown-6 Preparation Products And Raw materials

Raw materials

Preparation Products

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Dibenzo-18-crown-6 Suppliers

Americas 1 Belgium 1 Canada 1 China 388 Europe 5 France 1 Germany 7 India 55 Ireland 1 Japan 4 Russia 1 Slovakia 1 South Korea 1 Switzerland 2 The Netherlands 1 United Kingdom 19 United States 43 Global 532
Chongqing Xingcan Pharmaceutical Technology Co., Ltd.
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INTATRADE GmbH
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View Lastest Price from Dibenzo-18-crown-6 manufacturers

Dideu Industries Group Limited
Product
Dibenzo-18-crown-6 14187-32-7
Price
US $1.10/g
Min. Order
1g
Purity
99.0% Min
Supply Ability
100 Tons Min
Release date
2025-09-19
Hebei Chuanghai Biotechnology Co., Ltd
Product
Dibenzo-18-crown-6 14187-32-7
Price
US $10.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
10 mt
Release date
2024-11-01
Henan Aochuang Chemical Co.,Ltd.
Product
Dibenzo-18-crown-6 14187-32-7
Price
US $0.00-0.00/KG
Min. Order
1KG
Purity
98%
Supply Ability
1ton
Release date
2022-09-28

14187-32-7, Dibenzo-18-crown-6Related Search:

Benzophenone Bis(2-ethylhexyl) phthalate Diphenyl ether 12-Crown-4 p-Phenylenediamine Isophthalic acid Phthalic acid Potassium hydrogen phthalate DIBENZO-30-CROWN-10 4',4''(5'')-DI-TERT-BUTYLDIBENZO-18-CROWN-6 4',4''(5'')-DIACETYLDIBENZO-18-CROWN-6 PERHYDRO-DIBENZO-18-CROWN-6 2,4a-DIBENZO-18-CROWN-6, 99+%,[2,4!-DIBENZO-18-CROWN-6, 99+% 18-Crown-6 Diethyl ether 4',4''(5'')-DIVALERYLDIBENZO-18-CROWN-6 4,4'(5')-DIBROMODIBENZO-18-CROWN-6 4'-AMINODIBENZO-18-CROWN-6

  • CROWN ETHER/DIBENZO-18-CROWN-6
  • DIBENZO-18-CROWN-6
  • 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
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  • k](1,4,7,10,13,16)hexaoxacyclooctadecin,6,7,9,10,17,18,20,21-octahydro-Dibenzo[b
  • 6,7,9,10,12,13,20,21-Octahydrodibenzo[b,k][1,4,7,10,13,16]hexaoxacyclo-octadecin
  • Dibenzocrownminwhitepowder
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  • 2,3,11,12-Dibenzo-1,4,7,10,13,16-Hexaoxacyclooctad
  • Tin(II) Ionophore I
  • DIBENZO-18-CROWN-6(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]
  • hexaoxacyclooctadecene
  • Crown ether/Dibenzo-18-crown-6 for synthesis
  • 6,7,9,10,12,13,15,16-Octahydrodibenzo[b,e][1,4,7,10,13,16]hexaoxacyclooctadecine
  • DIBENZO-18-CROWN 6-ETHER
  • 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 FOR SYNTH
  • Dibenzo-18-crown-6 Dibenzo-18-crown-6 ,98%
  • Dibenzo-18-crown-6, 98% 10GR
  • Dibenzo-18-crown-6, 98% 50GR
  • Dibenzo-18-crown-6, 6,7,9,10,17,18,20,21-Octahydrodibenzo[b,k][1,4,7,10,13,16]hexaoxacyclooctadecene, 2,3,11,12-Dibenzo-1,4,7,10,13,16-hexaoxacyclooctadeca-2,11-diene
  • 6,7,9,10,17,18,20,21-Octahydrodibenzo[b,k][1,4,7,10,13,16]hexaoxacyclooctadecene, 2,3,11,12-Dibenzo-1,4,7,10,13,16-hexaoxacyclooctadeca-2,11-diene
  • Dibenzo-18-crown-6, min. 98%
  • 2,2'-[Oxybis(ethyleneoxy)]-[1,1'-[oxybis(ethyleneoxy)]bisbenzene]
  • 2,2'-[Oxybis(ethyleneoxy)][1,1'-[oxybis(ethyleneoxy)]bisbenzene]
  • Diabenzo-18-crown-6
  • Dibenzo-18-crown-6 ,97%
  • Dibenzo-18-crown-6,2,3,11,12-Dibenzo-1,4,7,10,13,16-hexaoxacyclooctadeca-2,11-diene, 6,7,9,10,17,18,20,21-Octahydrodibenzo[b,k][1,4,7,10,13,16]hexaoxacyclooctadecene
  • 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-
  • 1,4,7,14,17,20-HEXAOXA-[7.7]ORTHOCYCLOPHANE
  • Dibenzo-18-crown-6, 98+%
  • Dibenzo-18-crown-6,min.98%
  • 1,4,7,14,17,20-HEXAOXA[7.7]ORTHOCYCLOPHANE<BR> DIBENZO-18-CROWN-6
  • Diphenyl and - 18 - crown ether - 6
  • Dibenzo-18-crown-6 98%
  • DB18C6
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  • Dibenzo-18-crown-6, 98%, reagent grade
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  • 2,5,8,15,18,21-hexaoxatricyclo[20.4.0.0?,1?]hexacosa-1(26),9,11,13,22,24-hexaene
  • Dibenzanthracene-18-Crown-6