Welcome to LookChem.com Sign In|Join Free
  • or
Home > Products >  > 

Dibenzo-18-crown-6

Related Products

Hot Products

Name

Dibenzo-18-crown-6

EINECS 238-041-3
CAS No. 14187-32-7 Density 1.108 g/cm3
PSA 55.38000 LogP 2.94880
Solubility sparingly soluble in water Melting Point 162-164 °C(lit.)
Formula C20H24O6 Boiling Point 503.1 °C at 760 mmHg
Molecular Weight 360.407 Flash Point 206 °C
Transport Information N/A Appearance white to slightly beige fluffy powder
Safety 26-36/37/39 Risk Codes 36/37/38-20/21/22
Molecular Structure Molecular Structure of 14187-32-7 (Dibenzo-18-crown-6) Hazard Symbols IrritantXi,HarmfulXn
Synonyms

Dibenzo[b,k][1,4,7,10,13,16]hexaoxacyclooctadecane;NSC 147771;Dibenzo[b,k][1,4,7,10,13,16]hexaoxacyclooctadecin,6,7,9,10,17,18,20,21-octahydro-;Dibenzo-18-crown-6(6,7,9,10,17,18,20,21-Octahydrodibenzo);

Article Data 19

Dibenzo-18-crown-6 Synthetic route

120-80-9

benzene-1,2-diol

111-44-4

3-oxa-1,5-dichloropentane

14187-32-7

dibenzo-18-crown-6

Conditions
ConditionsYield
With potassium hydroxide In dimethyl sulfoxide for 0.0833333h; Microwave irradiation;79%
With potassium carbonate In N,N-dimethyl-formamide for 24h; Reflux;21%
Stage #1: benzene-1,2-diol; 3-oxa-1,5-dichloropentane With sodium hydroxide In butan-1-ol at 90℃; for 2h; Heating;
Stage #2: With sodium hydroxide for 16h; Reflux; Inert atmosphere;
3.47%
With potassium carbonate In butan-1-ol at 115℃;
With sodium hydroxide In dimethyl sulfoxide
23116-94-1

bis(2-hydroxyphenoxyethyl)ether

111-44-4

3-oxa-1,5-dichloropentane

14187-32-7

dibenzo-18-crown-6

Conditions
ConditionsYield
With potassium hydroxide In dimethyl sulfoxide for 0.0833333h; Microwave irradiation;73%
With potassium carbonate In acetonitrile at 85℃; for 36h;69%
With sodium hydroxide 1.) n-BuOH, MeOH, 2.) n-BuOH, reflux, 17 h; Yield given. Multistep reaction;
120-80-9

benzene-1,2-diol

111-44-4

3-oxa-1,5-dichloropentane

A

14187-32-7

dibenzo-18-crown-6

B

41758-00-3

1,2-bis[2'-(2''-chloroethoxy)ethoxy]benzene

C

111875-63-9

2-(5-chloro-3-oxa-1-pentyloxy)phenol

Conditions
ConditionsYield
With potassium hydroxide In dimethyl sulfoxide at 90℃; for 2.5h; Yields of byproduct given;A 55%
B n/a
C n/a

6,7,9,10,17,18,20,21-Octahydro-5,8,11,16,19,22-hexaoxa-dibenzo[a,j]cyclooctadecene; compound with GENERIC INORGANIC NEUTRAL COMPONENT

14187-32-7

dibenzo-18-crown-6

Conditions
ConditionsYield
With Iodine monochloride In benzene at 24.9℃; Equilibrium constant;

C20H24O6*C4H10N2*2ClH

A

14187-32-7

dibenzo-18-crown-6

B

142-64-3

piperazine dihydrochloride

Conditions
ConditionsYield
In water at 25℃; Equilibrium constant;

C20H24O6*C6H12N2*2ClH

A

14187-32-7

dibenzo-18-crown-6

B

49563-87-3

1,4-diaza-bicyclo[2.2.2]octane dihydrochloride

Conditions
ConditionsYield
In water at 25℃; Equilibrium constant;
14187-32-7

dibenzo-18-crown-6

40100-11-6

4,4',5,5'-tetrabromodibenzo-18-crown-6 ether

Conditions
ConditionsYield
With bromine; acetic acid In water Reflux;100%
With bromine; acetic acid for 5h; Heating;90%
With bromine; acetic acid at 95℃; for 12h; Bromination;80%
14187-32-7

dibenzo-18-crown-6

32082-46-5

20,25-dinitro-2,3,11,12-dibenzo-1,4,7,10,13,16-hexaoxacyclooctadeca-2,11-diene

Conditions
ConditionsYield
With nitric acid; lanthanum(III) nitrate In acetonitrile at 80℃; for 0.5h; nitrates of oth. metals;100%
With nitric acid; acetic anhydride In chloroform; acetic acid at 50℃; for 5h; Reagent/catalyst; Temperature;
14187-32-7

dibenzo-18-crown-6

61853-51-8

2,3,12,13-tetranitro-6,7,9,10,17,18,20,21-octahydro-5,8,11,16,19,22-hexaoxadibenzo[b,k]cyclooctadecene

Conditions
ConditionsYield
With sulfuric acid; nitric acid In dichloromethane at 20℃; for 12h;100%
With nitric acid96%
With sulfuric acid; nitric acid In dichloromethane at 20℃; for 48h;96%
109-99-9

tetrahydrofuran

14187-32-7

dibenzo-18-crown-6

(borohydrido)(dibenzo-18-crown-6)(tetrahydrofuran)potassium

Conditions
ConditionsYield
With potassium borohydride for 528h; Heating;100%

Dibenzo-18-crown-6 Specification

The Dibenzo-18-crown-6, with the CAS registry number 14187-32-7, is also known as Dibenzo(b,k)(1,4,7,10,13,16)hexaoxacyclooctadecane. It belongs to the product categories of API intermediates; Crown Ethers; Functional Materials; Macrocycles for Host-Guest Chemistry. Its EINECS number is 238-041-3. This chemical's molecular formula is C20H24O6 and molecular weight is 360.40. What's more, its systematic name is 6,7,9,10,17,18,20,21-octahydrodibenzo[b,k][1,4,7,10,13,16]hexaoxacyclooctadecine. Its classification codes are: (1)Drug / Therapeutic Agent; (2)Skin / Eye Irritant. It is stable at common pressure and temperature, and it should be sealed and stored in a cool, ventilated and dry place. Moreover, it should be protected from oxides and light. This chemical is a benzannulated crown ether. It is related to the non-benzannulated 18-crown-6. It is used as phase transfer catalyst and coordination reagent.

Physical properties of Dibenzo-18-crown-6 are: (1)ACD/LogP: 1.84; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.84; (4)ACD/LogD (pH 7.4): 1.84; (5)ACD/BCF (pH 5.5): 14.63; (6)ACD/BCF (pH 7.4): 14.63; (7)ACD/KOC (pH 5.5): 237.5; (8)ACD/KOC (pH 7.4): 237.5; (9)#H bond acceptors: 6; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 0; (12)Polar Surface Area: 55.38 Å2; (13)Index of Refraction: 1.5; (14)Molar Refractivity: 95.7 cm3; (15)Molar Volume: 325.1 cm3; (16)Polarizability: 37.94×10-24cm3; (17)Surface Tension: 39.3 dyne/cm; (18)Density: 1.108 g/cm3; (19)Flash Point: 206 °C; (20)Enthalpy of Vaporization: 74.31 kJ/mol; (21)Boiling Point: 503.1 °C at 760 mmHg; (22)Vapour Pressure: 9.33E-10 mmHg at 25°C.

Preparation: this chemical can be synthesized from catechol and bis(chloroethyl)ether.

Dibenzo-18-crown-6 can be synthesized from catechol and bis(chloroethyl)ether

Uses of Dibenzo-18-crown-6: it can be used to produce cis-4,4'-Dinitrodibenzo-18-krone-6 at the temperature of 80 °C. It will need reagents 63% aq. HNO3, La(NO3)3·6H2O and solvent acetonitrile with the reaction time of 30 min. The yield is about 100%.

Dibenzo-18-crown-6 can be used to produce cis-4,4'-Dinitrodibenzo-18-krone-6 at the temperature of 80 °C

When you are using this chemical, please be cautious about it as the following:
This chemical is harmful by inhalation, in contact with skin and if swallowed. It is irritating to eyes, respiratory system and skin. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. When using it, you need wear suitable protective clothing, gloves and eye/face protection.

You can still convert the following datas into molecular structure:
(1)SMILES: O1c3c(OCCOCCOc2ccccc2OCCOCC1)cccc3
(2)Std. InChI: InChI=1S/C20H24O6/c1-2-6-18-17(5-1)23-13-9-21-11-15-25-19-7-3-4-8-20(19)26-16-12-22-10-14-24-18/h1-8H,9-16H2
(3)Std. InChIKey: YSSSPARMOAYJTE-UHFFFAOYSA-N

The toxicity data is as follows:  

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 430mg/kg (430mg/kg)   Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 31(2), Pg. 48, 1987.
mouse LD50 oral 4500mg/kg (4500mg/kg) BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY) Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 52(11), Pg. 72, 1987.
rabbit LD50 intraperitoneal 430mg/kg (430mg/kg)   Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 31(2), Pg. 48, 1987.
rat LD50 intraperitoneal 560mg/kg (560mg/kg)   Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 31(2), Pg. 48, 1987.
rat LD50 oral 2600mg/kg (2600mg/kg) BEHAVIORAL: TREMOR

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Drug and Chemical Toxicology. Vol. 8, Pg. 451, 1985.

Post a RFQ

Enter 15 to 2000 letters.Word count: 0 letters

Attach files(File Format: Jpeg, Jpg, Gif, Png, PDF, PPT, Zip, Rar,Word or Excel Maximum File Size: 3MB)

1

What can I do for you?
Get Best Price

Get Best Price for 14187-32-7