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Aza-15-crown-5
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Name

Aza-15-crown-5

 EINECS 266-523-3
CAS No. 66943-05-3 Density 0.968g/cm3
PSA 48.95000 LogP -0.01520
Solubility soluble in water Melting Point 35-37 °C(lit.)
Formula C10H21NO4 Boiling Point 347 °C at 760 mmHg
Molecular Weight 219.281 Flash Point 140.5 °C
Transport Information N/A Appearance light brown crystalline mass
Safety 26-36-37/39 Risk Codes 36/37/38-20/22
Molecular Structure Molecular Structure of 66943-05-3 (Aza-15-crown-5) Hazard Symbols HarmfulXn; IrritantXi
Synonyms

1-Aza-4,7,10,13-tetraoxacyclopentadecane;1-Aza-15-crown-5;13-Aza-15-crown-5;Aza-15-crown-5;Monoaza-15-crown-5;1,4,7,10-Tetraoxa-15-azacyclopentadecane;

Article Data 19

Aza-15-crown-5 Synthetic route

71089-11-7

1-benzyl-1-aza-15-crown-5

66943-05-3

1,4,7,10-tetraoxa-15-azacyclopentadecane

Conditions
ConditionsYield
With hydrogenchloride; hydrogen; palladium on activated charcoal98%
With hydrogen; palladium on activated charcoal In ethanol at 25℃; under 3102.9 Torr; for 24h;98%
With hydrogen; palladium on activated charcoal In ethanol under 5171.5 Torr; for 6h;89%
71089-10-6

13-(p-Tolylsulfonyl)-1,4,7,10-tetraoxa-13-azacyclopentadecan

66943-05-3

1,4,7,10-tetraoxa-15-azacyclopentadecane

Conditions
ConditionsYield
With lithium aluminium tetrahydride83%
With lithium aluminium tetrahydride In tetrahydrofuran Heating;
111-42-2

2,2'-iminobis[ethanol]

19249-03-7

triethylene glycol di-(p-toluenesulfonate)

66943-05-3

1,4,7,10-tetraoxa-15-azacyclopentadecane

Conditions
ConditionsYield
With sodium t-butanolate In 1,4-dioxane; tert-butyl alcohol at 40℃; for 2h;59%
With sodium t-butanolate In 1,4-dioxane at 40℃; for 1h;45%
With sodium In tert-butyl alcohol at 40℃;35%
With sodium t-butanolate In 1,4-dioxane; tert-butyl alcohol at 20 - 40℃; for 3h;25%
With sodium t-butanolate In 1,4-dioxane; tert-butyl alcohol at 40℃; for 4h;3.19 g

triethylene glycol di(toluene-p-sulphonate)

111-42-2

2,2'-iminobis[ethanol]

66943-05-3

1,4,7,10-tetraoxa-15-azacyclopentadecane

Conditions
ConditionsYield
With sodium; tert-butyl alcohol at 40℃; for 19h; Inert atmosphere; Glovebox;28%
112-26-5

1,2-bis(2-chloroethoxy)ethane

111-42-2

2,2'-iminobis[ethanol]

A

2-{2-[2-(2-Vinyloxy-ethoxy)-ethoxy]-ethylamino}-ethanol

B

66943-05-3

1,4,7,10-tetraoxa-15-azacyclopentadecane

Conditions
ConditionsYield
With sodium t-butanolate In tert-butyl alcohol at 60℃; for 38h;A n/a
B 12%
80900-29-4

1,4,7,10-Tetraoxa-13-aza-cyclopentadecane-13-carboximidic acid methyl ester

66943-05-3

1,4,7,10-tetraoxa-15-azacyclopentadecane

Conditions
ConditionsYield
With acetic acid for 24h; Heating; Yield given;
85971-96-6

3,6,12-trioxa-9-azatetradecane-1,14-diol

A

7037-28-7

2-[2-(2-morpholin-4-yl-ethoxy)-ethoxy]-ethanol

B

66943-05-3

1,4,7,10-tetraoxa-15-azacyclopentadecane

Conditions
ConditionsYield
With sodium hydroxide; p-toluenesulfonyl chloride In 1,4-dioxane at 60℃; for 5h; Yields of byproduct given;A n/a
B 50 % Spectr.
With sodium hydroxide; p-toluenesulfonyl chloride In 1,4-dioxane at 20℃; for 5h; Product distribution; variation of arenesulphonyl chloride, base and temperature;A 10 % Spectr.
B 48 % Spectr.
112-26-5

1,2-bis(2-chloroethoxy)ethane

111-42-2

2,2'-iminobis[ethanol]

66943-05-3

1,4,7,10-tetraoxa-15-azacyclopentadecane

Conditions
ConditionsYield
With sodium t-butanolate In tert-butyl alcohol at 60℃; Yield given;
85971-95-5

3,6,9-trioxa-12-azatetradecane-1,14-diol

A

85971-99-9

2-{2-[2-(2-Aziridin-1-yl-ethoxy)-ethoxy]-ethoxy}-ethanol

B

66943-05-3

1,4,7,10-tetraoxa-15-azacyclopentadecane

Conditions
ConditionsYield
With sodium hydroxide; p-toluenesulfonyl chloride In 1,4-dioxane at 60℃; for 5h; Yields of byproduct given;A n/a
B 59 % Spectr.
66750-07-0

13-(4-nitrosophenyl)-1,4,7,10-tetraoxa-13-azacyclopentadecane

66943-05-3

1,4,7,10-tetraoxa-15-azacyclopentadecane

Conditions
ConditionsYield
With hydrogen sulfite In ethanol at 60 - 70℃; for 0.333333h; Yield given;

Aza-15-crown-5 Specification

The Aza-15-crown-5, with CAS registry number 66943-05-3, belongs to the following product categories: (1)Azacrown Ethers; (2)Crown Ethers; (3)Macrocycles for Host-Guest Chemistry; (4)Functional Materials. It has the systematic name of 1,4,7,10-tetraoxa-13-azacyclopentadecane. This chemical is a kind of light brown crystalline mass. It should be stored at the temperature of 0-6°C. And the chemical formula of this chemical is C10H21NO4. What's more, its EINECS is 266-523-3.

Physical properties of Aza-15-crown-5: (1)ACD/LogP: -1.49; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -4.33; (4)ACD/LogD (pH 7.4): -2.8; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 1; (8)ACD/KOC (pH 7.4): 1; (9)#H bond acceptors: 5; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 0; (12)Polar Surface Area: 40.16 Å2; (13)Index of Refraction: 1.408; (14)Molar Refractivity: 55.88 cm3; (15)Molar Volume: 226.3 cm3; (16)Polarizability: 22.15×10-24cm3; (17)Surface Tension: 30.4 dyne/cm; (18)Density: 0.968 g/cm3; (19)Flash Point: 140.5 °C; (20)Enthalpy of Vaporization: 59.12 kJ/mol; (21)Boiling Point: 347 °C at 760 mmHg; (22)Vapour Pressure: 5.54E-05 mmHg at 25°C.

Preparation: this chemical can be prepared by 13-(toluene-4-sulfonyl)-1,4,7,10-tetraoxa-13-aza-cyclopentadecane. This reaction will need reagent LiAlH4. The yield is about 83%.

When you are using this chemical, please be cautious about it as the following:
The Aza-15-crown-5 irritates to eyes, respiratory system and skin. And it is harmful by inhalation and if swallowed. When use it, wear suitable protective clothing, gloves and eye/face protection. If contact with eyes, rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
(1)SMILES: O1CCNCCOCCOCCOCC1
(2)InChI: InChI=1/C10H21NO4/c1-3-12-5-7-14-9-10-15-8-6-13-4-2-11-1/h11H,1-10H2
(3)InChIKey: BJUOQSZSDIHZNP-UHFFFAOYAT
(4)Std. InChI: InChI=1S/C10H21NO4/c1-3-12-5-7-14-9-10-15-8-6-13-4-2-11-1/h11H,1-10H2
(5)Std. InChIKey: BJUOQSZSDIHZNP-UHFFFAOYSA-N

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