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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
Molecular Weight:
360.4
MDL Number:
MFCD00005098
MOL File:
14187-32-7.mol
MSDS File:
SDS
Last updated:2024-11-01 18:09:03

Dibenzo-18-crown-6 Properties

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)
FDA UNII 0A7W45JCS9
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)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H319-H315-H335
Precautionary statements  P261-P280a-P304+P340-P305+P351+P338-P405-P501a-P264-P280-P305+P351+P338+P337+P313
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
NFPA 704
1
2 0

Dibenzo-18-crown-6 price More Price(41)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 8.11731 Crown ether/Dibenzo-18-crown-6 for synthesis 14187-32-7 5G $36.8 2024-03-01 Buy
Sigma-Aldrich 158399 Dibenzo-18-crown-6 98% 14187-32-7 2.5g $18.78 2024-03-01 Buy
Sigma-Aldrich 8.11731 Crown ether/Dibenzo-18-crown-6 for synthesis 14187-32-7 50g $245 2024-03-01 Buy
Sigma-Aldrich 158399 Dibenzo-18-crown-6 98% 14187-32-7 10g $65.8 2024-03-01 Buy
TCI Chemical D1533 Dibenzo-18-crown 6-Ether >99.0%(GC) 14187-32-7 5g $16 2024-03-01 Buy
Product number Packaging Price Buy
8.11731 5G $36.8 Buy
158399 2.5g $18.78 Buy
8.11731 50g $245 Buy
158399 10g $65.8 Buy
D1533 5g $16 Buy

Dibenzo-18-crown-6 Chemical Properties,Uses,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

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

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.

120-80-9
111-44-4
14187-32-7
Synthesis of Dibenzo-18-crown-6 from Catechol and 2,2'-Dichlorodiethyl ether
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View Lastest Price from Dibenzo-18-crown-6 manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Dibenzo-18-crown-6 pictures 2024-11-22 Dibenzo-18-crown-6
14187-32-7
US $0.00-0.00 / kg 1kg 99%min 500kg WUHAN FORTUNA CHEMICAL CO., LTD
Dibenzo-18-crown-6 pictures 2024-11-22 Dibenzo-18-crown-6
14187-32-7
US $30.00 / kg 1kg 99% 2000kg hebei hongtan Biotechnology Co., Ltd
Dibenzo-18-crown-6 pictures 2024-11-01 Dibenzo-18-crown-6
14187-32-7
US $10.00 / KG 1KG 99% 10 mt Hebei Weibang Biotechnology Co., Ltd
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 Dibenzocrown Diphenyl-18-crown-6-polyether 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 dibenzo[a,j]-1,4,7,10,13,16-hexaoxacyclooctadeca-2,11-diene 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 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 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
DIBENZO-18-CROWN-6
Diphenyl and - 18 - crown ether - 6 Dibenzo-18-crown-6 98% dibenzanthrance-18-crown-6 6,7,9,10,12,13,15,16-Octahydrodibenzo[b,e][1,4,7,10,13,16]hexaoxacyclooctadecine Dibenzo-18-crown6-Ether> Dibenzo-18-crown-6, 98%, reagent grade Dibenzo[a,j]-1,4,7,10,13,16-hexaoxacyclooctadeca-2,11-dien 6,7,9,10,17,18,20,21-Octahydrodibenzo[b,k][1,4,7,10,13,16]hexaoxacyclooctadecine DB18C6 ibenzo-18-crown-6 Dibenzo-18-crown-8 Dibenzo-18-crown-ether-6 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