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Tetraethyleneglycol monododecyl ether

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Name

Tetraethyleneglycol monododecyl ether

EINECS 226-097-1
CAS No. 5274-68-0 Density 0.95 g/cm3
PSA 57.15000 LogP 3.96600
Solubility N/A Melting Point 14°C
Formula C20H42O5 Boiling Point 450.3 °C at 760 mmHg
Molecular Weight 362.55 Flash Point 226.1 °C
Transport Information UN 3082 9/PG 3 Appearance white solid or colourless liquid
Safety 26-36 Risk Codes 36/37/38
Molecular Structure Molecular Structure of 5274-68-0 (Tetraethyleneglycol monododecyl ether) Hazard Symbols IrritantXi
Synonyms

Dodecyl tetraethylene glycolether;Ethanol, 2-[2-[2-[2-(dodecyloxy)ethoxy]ethoxy]ethoxy]-;Tetraethylene glycol dodecyl ether;Tetraoxyethylene glycol dodecyl ether;n-Dodecyl tetraethylene glycolether;

Article Data 17

Tetraethyleneglycol monododecyl ether Synthetic route

112-53-8

1-dodecyl alcohol

1,3,6,9,12-pentaoxa-2-thiacyclotetradecane 2,2-dioxide

5274-68-0

tetraethylene glycol monododecyl ether

Conditions
ConditionsYield
Stage #1: 1-dodecyl alcohol With sodium hydride In tetrahydrofuran; mineral oil for 0.5h; Inert atmosphere;
Stage #2: 1,3,6,9,12-pentaoxa-2-thiacyclotetradecane 2,2-dioxide In tetrahydrofuran; water; mineral oil pH=2; Inert atmosphere;
Stage #3: With sulfuric acid In tetrahydrofuran; water; mineral oil at 80℃; for 2h; Inert atmosphere;
86%
112-60-7

Tetraethylene glycol

143-15-7

1-dodecylbromide

5274-68-0

tetraethylene glycol monododecyl ether

Conditions
ConditionsYield
With sodium hydride In dimethyl sulfoxide at 90℃; Substitution;57%
With sodium hydride In dimethyl sulfoxide at 90℃; Dehydrobromination; overnight; under nitrogen;57%
With sodium
With sodium hydroxide In water
With sodium hydroxide at 90 - 100℃; for 24h; Temperature; Inert atmosphere;
75-21-8

oxirane

3055-94-5

2-[2-(2-Dodecyloxy-ethoxy)-ethoxy]-ethanol

5274-68-0

tetraethylene glycol monododecyl ether

Conditions
ConditionsYield
With borontrifluoride acetic acid
112-53-8

1-dodecyl alcohol

5274-68-0

tetraethylene glycol monododecyl ether

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: boron fluorid-acetic acid adduct
2: boron fluorid-acetic acid adduct
3: boron fluorid-acetic acid adduct
4: boron fluorid-acetic acid adduct
View Scheme
4536-30-5

ethylene glycol mono-n-dodecyl ether

5274-68-0

tetraethylene glycol monododecyl ether

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: boron fluorid-acetic acid adduct
2: boron fluorid-acetic acid adduct
3: boron fluorid-acetic acid adduct
View Scheme
3055-93-4

diethylene glycol monododecyl ether

5274-68-0

tetraethylene glycol monododecyl ether

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: boron fluorid-acetic acid adduct
2: boron fluorid-acetic acid adduct
View Scheme
112-60-7

Tetraethylene glycol

5274-68-0

tetraethylene glycol monododecyl ether

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: triethylamine; dmap; thionyl chloride / dichloromethane / 0 - 25 °C
2.1: sodium hydride / mineral oil; tetrahydrofuran / 0.5 h / Inert atmosphere
2.2: pH 2 / Inert atmosphere
2.3: 2 h / 80 °C / Inert atmosphere
View Scheme
108-30-5

succinic acid anhydride

5274-68-0

tetraethylene glycol monododecyl ether

1421487-17-3

C24H46O8

Conditions
ConditionsYield
In neat (no solvent) at 130℃; for 3h;100%
With pyridine In dichloromethane at 20℃; for 18h;95%
With pyridine at 20℃; for 18h;95%
5274-68-0

tetraethylene glycol monododecyl ether

92600-11-8

1-Chloro-2-Methylpropyl Chloroformate

Conditions
ConditionsYield
With pyridine In dichloromethane at 20℃; for 18h; Inert atmosphere;96%
With pyridine In dichloromethane at 20℃; for 18h; Inert atmosphere;2.58 g
5274-68-0

tetraethylene glycol monododecyl ether

22128-62-7

carbonochloridic acid, chloromethyl ester

Conditions
ConditionsYield
With pyridine In dichloromethane at 20℃; for 18h; Inert atmosphere;92%
With pyridine In dichloromethane at 20℃; for 18h; Inert atmosphere;2.26 g

Tetraethyleneglycol monododecyl ether Specification

The IUPAC name of 3,6,9,12-Tetraoxatetracosan-1-ol is 2-[2-[2-(2-dodecoxyethoxy)ethoxy]ethoxy]ethanol. With the CAS registry number 5274-68-0, it is also named as Dodecyltetraethylene glycol monoether. The product's categories are Ether Type (Surfactants); Ethylene Glycols & Monofunctional Ethylene Glycols; Functional Materials; Monofunctional Ethylene Glycols; Nonionic Surfactants; Surfactants. Besides, it is white solid or colourless liquid, which should be sealed in dark, cool and dry place at 2-8 °C. It is used as an emulsifier. In addition, its molecular formula is C20H42O5 and molecular weight is 362.54.

The other characteristics of 3,6,9,12-Tetraoxatetracosan-1-ol can be summarized as: (1)EINECS: 226-097-1; (2)ACD/LogP: 3.97; (3)# of Rule of 5 Violations: 0; (4)ACD/LogD (pH 5.5): 3.97; (5)ACD/LogD (pH 7.4): 3.97; (6)ACD/BCF (pH 5.5): 615.87; (7)ACD/BCF (pH 7.4): 615.87; (8)ACD/KOC (pH 5.5): 3453.96; (9)ACD/KOC (pH 7.4): 3453.96; (10)#H bond acceptors: 5; (11)#H bond donors: 1; (12)#Freely Rotating Bonds: 23; (13)Polar Surface Area: 46.15 Å2; (14)Index of Refraction: 1.453; (15)Molar Refractivity: 103.22 cm3; (16)Molar Volume: 381.6 cm3; (17)Polarizability: 40.92×10-24cm3; (18)Surface Tension: 34.2 dyne/cm; (19)Density: 0.949 g/cm3; (20)Flash Point: 226.1 °C; (21)Enthalpy of Vaporization: 81.82 kJ/mol; (22)Boiling Point: 450.3 °C at 760 mmHg; (23)Vapour Pressure: 5.31E-10 mmHg at 25 °C.

When you are using this chemical, please be cautious about it as the following: it is irritating to eyes, respiratory system and skin. In case of contact with eyes, please rinse immediately with plenty of water and seek medical advice. And you should wear suitable protective clothing.

People can use the following data to convert to the molecule structure.
(1)Canonical SMILES: CCCCCCCCCCCCOCCOCCOCCOCCO
(2)InChI: InChI=1S/C20H42O5/c1-2-3-4-5-6-7-8-9-10-11-13-22-15-17-24-19-20-25-18-16-23-14-12-21/h21H,2-20H2,1H3
(3)InChIKey: WPMWEFXCIYCJSA-UHFFFAOYSA-N 

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