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Propanenitrile,3,3'-[1,2-ethanediylbis(oxy)]bis-
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Name

Propanenitrile,3,3'-[1,2-ethanediylbis(oxy)]bis-

 EINECS 222-208-2
CAS No. 3386-87-6 Density 1.05 g/cm3
PSA 66.04000 LogP 0.84696
Solubility N/A Melting Point N/A
Formula C8H12N2O2 Boiling Point 358.5 °C at 760 mmHg
Molecular Weight 168.195 Flash Point 154 °C
Transport Information UN 3276 Appearance N/A
Safety 26-36/37/39 Risk Codes 23/24/25
Molecular Structure Molecular Structure of 3386-87-6 (ETHYLENE GLYCOL BIS(PROPIONITRILE) ETHER) Hazard Symbols N/A
Synonyms

Propionitrile,3,3'-(ethylenedioxy)di- (6CI,7CI,8CI);1,2-Bis(2-cyanoethoxy)ethane;1,2-Bis(b-cyanoethoxy)ethane;3,3'-(Ethylenedioxy)dipropionitrile;3,6-Dioxa-1,8-dicyanooctane;Ethyleneglycol bis(2-cyanoethyl) ether;Ethylene glycol di-b-cyanoethyl ether;NSC 69063;

Article Data 29

Propanenitrile,3,3'-[1,2-ethanediylbis(oxy)]bis- Synthetic route

107-21-1

ethylene glycol

107-13-1

acrylonitrile

3386-87-6

1,2-bis-(2-cyanoethoxy)ethane

Conditions
ConditionsYield
With sodium hydroxide In water 1. 0 deg C, 1h 2. 24h room temperature;85%
With sodium hydroxide In water at 0 - 20℃;85.8%
N-benzyl-trimethylammonium hydroxide In methanol at 20℃; for 60h; Cooling with ice;50.9%
542-76-7

3-Chloropropionitrile

107-21-1

ethylene glycol

A

24298-26-8

3-(2-hydroxyethyloxy)propanenitrile

B

3386-87-6

1,2-bis-(2-cyanoethoxy)ethane

Conditions
ConditionsYield
With sodium hydroxide 1) benzene, 70 to 80 deg C, 4 h; 2) 3 h.; Yield given. Multistep reaction;A 54.4%
B n/a
With sodium hydroxide 1) benzene, 70 to 80 deg C, 4 h; 2) 3 h.; Yield given. Multistep reaction;A n/a
B 31.3%
124-41-4

sodium methylate

107-21-1

ethylene glycol

107-13-1

acrylonitrile

3386-87-6

1,2-bis-(2-cyanoethoxy)ethane

Conditions
ConditionsYield
at 25 - 35℃;
at 25 - 35℃;
107-21-1

ethylene glycol

107-13-1

acrylonitrile

KOH-solution

KOH-solution

3386-87-6

1,2-bis-(2-cyanoethoxy)ethane

Conditions
ConditionsYield
at 25 - 35℃;
at 25 - 35℃;
75-07-0

acetaldehyde

109-78-4

3-Hydroxypropionitrile

3386-87-6

1,2-bis-(2-cyanoethoxy)ethane

Conditions
ConditionsYield
With toluene-4-sulfonic acid In 1,4-dioxane
107-21-1

ethylene glycol

107-13-1

acrylonitrile

A

1656-48-0

2-cyanoethyl ether

B

3386-87-6

1,2-bis-(2-cyanoethoxy)ethane

Conditions
ConditionsYield
Stage #1: ethylene glycol With sodium hydroxide In water at 40℃;
Stage #2: acrylonitrile for 4h;
93930-31-5

ethylene glycol (dipropylamide) ether

3386-87-6

1,2-bis-(2-cyanoethoxy)ethane

Conditions
ConditionsYield
With thionyl chloride In 1,2-dichloro-ethane at 70 - 80℃; for 4h; Solvent; Temperature;175 g
3386-87-6

1,2-bis-(2-cyanoethoxy)ethane

1146973-35-4

3,3'-(ethane-1,2-diylbis(oxy))bis(N'-hydroxypropanimidamide)

Conditions
ConditionsYield
With NH2OH In ethanol; water100%
3386-87-6

1,2-bis-(2-cyanoethoxy)ethane

1146973-35-4

3,3'-(ethane-1,2-diylbis(oxy))bis(N'-hydroxypropanimidamide)

Conditions
ConditionsYield
With hydroxylamine In ethanol; water at 80℃; for 24h;100%
64-17-5

ethanol

3386-87-6

1,2-bis-(2-cyanoethoxy)ethane

75315-97-8

diethyl 3,3'-(ethane-1,2-diylbis(oxy))dipropanoate

Conditions
ConditionsYield
With sulfuric acid 1. 0 deg C 2. 24h reflux;84%
With sulfuric acid at 85℃; for 16h;45%
With sulfuric acid at 85℃; for 16h;45%
With sulfuric acid Behandeln des Reaktionsgemisches mit Wasser;
With sulfuric acid Reflux;

Propanenitrile,3,3'-[1,2-ethanediylbis(oxy)]bis- Specification

The CAS registry number of Propanenitrile,3,3'-[1,2-ethanediylbis(oxy)]bis- is 3386-87-6. It belongs to the product categories of Dinitriles; Dinitriles & Trinitriles. This chemical is also named as 3,3'-[Ethane-1,2-diylbis(oxy)]dipropanenitrile. Its EINECS registry number is 222-208-2. In addition, its molecular formula is C8H12N2O2 and molecular weight is 168.19. Its IUPAC name is called 3-[2-(2-cyanoethoxy)ethoxy]propanenitrile.

Physical properties about Propanenitrile,3,3'-[1,2-ethanediylbis(oxy)]bis- are: (1)ACD/LogP: -1.15; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -1.15; (4)ACD/LogD (pH 7.4): -1.15; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 5.63; (8)ACD/KOC (pH 7.4): 5.63; (9)#H bond acceptors: 4; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 7; (12)Index of Refraction: 1.442; (13)Molar Refractivity: 42.42 cm3; (14)Molar Volume: 160 cm3; (15)Surface Tension: 41.5 dyne/cm; (16)Density: 1.05 g/cm3; (17)Flash Point: 154 °C; (18)Enthalpy of Vaporization: 60.4 kJ/mol; (19)Boiling Point: 358.5 °C at 760 mmHg.

Preparation: this chemical can be prepared by ethane-1,2-diol and acrylonitrile. This reaction will need catalyst potassium hydroxide and solvent benzene. The reaction time is 1 hour at ambient temperature.

Propanenitrile,3,3'-[1,2-ethanediylbis(oxy)]bis- can be prepared by ethane-1,2-diol and acrylonitrile

Uses of Propanenitrile,3,3'-[1,2-ethanediylbis(oxy)]bis-: it can be used to produce 4,7-dioxa-decanedioic acid diethyl ester at temperature of 0 °C. It will need solvent H2SO4. This reaction will need 24 h reflux.

Propanenitrile,3,3'-[1,2-ethanediylbis(oxy)]bis- can be used to produce 4,7-dioxa-decanedioic acid diethyl ester

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

You can still convert the following datas into molecular structure:
(1)SMILES: N#CCCOCCOCCC#N
(2)InChI: InChI=1/C8H12N2O2/c9-3-1-5-11-7-8-12-6-2-4-10/h1-2,5-8H2
(3)InChIKey: VTHRQKSLPFJQHN-UHFFFAOYAZ

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