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Allyldiglycol

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Name

Allyldiglycol

EINECS 239-131-5
CAS No. 15075-50-0 Density 0.978 g/cm3
PSA 38.69000 LogP 0.19790
Solubility N/A Melting Point N/A
Formula C7H14O3 Boiling Point 213.1 °C at 760 mmHg
Molecular Weight 146.186 Flash Point 82.7 °C
Transport Information N/A Appearance N/A
Safety 26 Risk Codes 36
Molecular Structure Molecular Structure of 15075-50-0 (Allyldiglycol) Hazard Symbols
Synonyms

Dimethyleneglycolmonoallylether;

Article Data 23

Allyldiglycol Synthetic route

1352078-72-8

Methyl (2-allyloxy-ethoxy)-acetate

15075-50-0

2-(2-allyloxyethoxy)ethanol

Conditions
ConditionsYield
With lithium aluminium tetrahydride In tetrahydrofuran at 0℃; for 1h;99%
106-95-6

allyl bromide

111-46-6

diethylene glycol

15075-50-0

2-(2-allyloxyethoxy)ethanol

Conditions
ConditionsYield
With copper In N,N-dimethyl-formamide Heating;92%
With sodium at 100℃; for 2h;84%
With sodium hydroxide In tetrahydrofuran for 12h; Heating / reflux;66%
106-95-6

allyl bromide

A

15075-50-0

2-(2-allyloxyethoxy)ethanol

B

Diethylene Glycol Monoallylether Sulfate

Conditions
ConditionsYield
In diethylene glycolA 88%
B n/a
107-05-1

3-chloroprop-1-ene

111-46-6

diethylene glycol

15075-50-0

2-(2-allyloxyethoxy)ethanol

Conditions
ConditionsYield
With sodium hydroxide In 1,4-dioxane at 50 - 55℃; for 6h; Williamson synthesis;82.5%
With sodium hydroxide In 1,4-dioxane at 50 - 55℃; for 6h;82.5%
Stage #1: diethylene glycol With sodium hydroxide In 1,4-dioxane at 55℃; for 1h;
Stage #2: 3-chloroprop-1-ene In 1,4-dioxane for 6h; Heating;
49.6%
With sodium hydroxide In 1,4-dioxane
556-56-9

allyl iodid

111-46-6

diethylene glycol

15075-50-0

2-(2-allyloxyethoxy)ethanol

Conditions
ConditionsYield
With potassium tert-butylate In tetrahydrofuran at 20℃; for 25h;70%
75-21-8

oxirane

107-18-6

allyl alcohol

15075-50-0

2-(2-allyloxyethoxy)ethanol

106-95-6

allyl bromide

sodium diethylene glycolate

sodium diethylene glycolate

15075-50-0

2-(2-allyloxyethoxy)ethanol

Conditions
ConditionsYield
With diethylene glycol
107-05-1

3-chloroprop-1-ene

sodium diethylene glycolate

sodium diethylene glycolate

15075-50-0

2-(2-allyloxyethoxy)ethanol

Conditions
ConditionsYield
With diethylene glycol
727986-30-3

2-(2-(2-(allyloxy)ethoxy)ethoxy)tetrahydro-2H-pyran

15075-50-0

2-(2-allyloxyethoxy)ethanol

Conditions
ConditionsYield
With hydrogenchloride In ethanol; water Heating;150 g
111-45-5

ethylene glycol monoallyl ether

15075-50-0

2-(2-allyloxyethoxy)ethanol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: sodium hydride / tetrahydrofuran / 1 h / 20 °C / Reflux
1.2: 0.25 h / 0 °C
2.1: lithium aluminium tetrahydride / tetrahydrofuran / 1 h / 0 °C
View Scheme

Allyldiglycol Specification

The Allyldiglycol, with the CAS registry number of 15075-50-0, is also known as Dimethyleneglycolmonoallylether. It belongs to the product category of Monomer. Its EINECS registry number is 239-131-5. This chemical's molecular formula is C7H14O3 and molecular weight is 146.18. What's more, both its systematic name and IUPAC name are the same which is called 2-(2-Prop-2-enoxyethoxy)ethanol. As a chemical, it is irritating to eyes. If contact with eyes accidently, rinse immediately with plenty of water and seek medical advice.

Physical properties about the Allyldiglycol are: (1)ACD/LogP: -0.26; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -0.26; (4)ACD/LogD (pH 7.4): -0.26; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 17.22; (8)ACD/KOC (pH 7.4): 17.22; (9)#H bond acceptors: 3; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 8; (12)Polar Surface Area: 27.69 Å2; (13)Index of Refraction: 1.438; (14)Molar Refractivity: 39.22 cm3; (15)Molar Volume: 149.4 cm3; (16)Surface Tension: 32.1 dyne/cm; (17)Density: 0.978 g/cm3; (18)Flash Point: 82.7 °C; (19)Enthalpy of Vaporization: 52.27 kJ/mol; (20)Boiling Point: 213.1 °C at 760 mmHg; (21)Vapour Pressure: 0.0372 mmHg at 25 °C.

Preparation: this chemical is prepared by reaction of 3-Bromo-propene with 2,2'-Oxy-bis-ethanol at heating. The reaction needs reagent Copper powder and solvent Dimethylformamide. The yield is about 92 %.

Uses: it is used to produce other chemicals. For example, it is used to produce Cyano-acetic acid 2-(2-allyloxy-ethoxy)-ethyl ester at heating. This reaction needs reagents TsOH and Cyanoacetic acid. Meanwhile, it needs solvent Benzene. The yield is about 65 %.
 

You can still convert the following datas into molecular structure:
(1) SMILES:O(C\C=C)CCOCCO
(2) InChI:InChI=1/C7H14O3/c1-2-4-9-6-7-10-5-3-8/h2,8H,1,3-7H2
(3) InChIKey:DIOZVWSHACHNRT-UHFFFAOYAT 

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