Description

3,3′-(Ethylenedioxy)dipropiononitrile (CAS No. 3386-87-6) is a high-purity organic compound with the molecular formula C₈H₁₂N₂O₂. Also known as Ethylene glycol bis(2-cyanoethyl) ether, this versatile chemical features a unique ethylene glycol bridge linking two cyanoethyl groups, making it valuable for specialized synthetic applications. Its IUPAC name is 3-[2-(2-cyanoethoxy)ethoxy]propanenitrile. This product is rigorously tested for consistency, with HPLC/GC analysis confirming ≥98% purity (typical). Offered in amber glass bottles or bulk packaging under inert gas to ensure stability. Ideal for researchers requiring precise nitrile-functionalized intermediates in polymer chemistry, cross-coupling reactions, or as a polar aprotic solvent modifier. MSDS and Certificate of Analysis available upon request.

Properties

• CAS Number: 3386-87-6
• Complexity: 164
• IUPAC Name: 3-[2-(2-cyanoethoxy)ethoxy]propanenitrile
• InChI: InChI=1S/C8H12N2O2/c9-3-1-5-11-7-8-12-6-2-4-10/h1-2,5-8H2
• InChI Key: VTHRQKSLPFJQHN-UHFFFAOYSA-N
• Exact Mass: 168.089877630
• Molecular Formula: C8H12N2O2
• Molecular Weight: 168.19
• SMILES: C(COCCOCCC#N)C#N
• Topological: 66
• Monoisotopic Mass: 168.089877630
• Synonyms: 3386-87-6, 3,3′-(Ethylenedioxy)dipropionitrile, 3,3′-(Ethylenedioxy)dipropiononitrile, Ethylene glycol bis(cyanoethyl) ether, Ethylene glycol bis(2-cyanoethyl) ether, Propanenitrile, 3,3′-[1,2-ethanediylbis(oxy)]bis-, 1,2-Bis(beta-cyanoethoxyethane), NSC 69063, Propionitrile, 3,3′-(ethylenedioxy)di-, DTXSID0044656, 1,2-Bis(beta-cyanoethyloxy)ethane, EINECS 222-208-2, NSC-69063, 233IZ4495B, Ethylene glycol di-beta-cyanoethyl ether, Propanenitrile, 3,3′-(1,2-ethanediylbis(oxy))bis-, AI3-05874, DTXCID8024656, 222-208-2, Ethylene glycol bis(propionitrile) ether, 1,2-Bis(2-cyanoethoxy)ethane, 3-[2-(2-Cyanoethoxy)ethoxy]propanenitrile, ETHYLENEGLYCOLBIS(PROPIONITRILE)ETHER, MFCD00019871, 3,3′-(ethane-1,2-diylbis(oxy))dipropanenitrile, 1,2-Bis(.beta.-cyanoethyloxy)ethane, Ethylene glycol di-.beta.-cyanoethyl ether, Ethylene glycol bis(propionitrile)ether, 3,3′-[ethane-1,2-diylbis(oxy)]dipropanenitrile, UNII-233IZ4495B, 4,7-dioxa-decanedinitrile, SCHEMBL1263638, CHEMBL3182354, DAA38687, NSC69063, 1,2-Bis(.beta.-cyanoethoxy)ethane, 1,2-Bis(.beta.-cyanoethoxyethane), Tox21_301474, Propionitrile,3′-(ethylenedioxy)di-, SBB056718, 3,3′-ethylenedioxy-bis(propionitrile), AKOS006229780, NCGC00256081-01, Ethylene glycol-bis-(2-cyanoethyl ether), LS-13449, SY041464, CAS-3386-87-6, DB-048511, CS-0158479, E0108, NS00022068, ST50546169, 3-[2-(2-Cyanoethoxy)ethoxy]propanenitrile #, D86083, EN300-6486761, Propanenitrile,3′-[1,2-ethanediylbis(oxy)]bis-, Q27253708, 3,3 inverted exclamation mark -[Ethane-1,2-diylbis(oxy)]dipropanenitrile

Application

3,3′-(Ethylenedioxy)dipropiononitrile serves as a key building block in polymer synthesis, particularly for modifying acrylate resins to enhance flexibility and adhesion properties. Its dual nitrile functionality enables use as a linker in pharmaceutical intermediates and dendrimer construction. The compound’s ethylene oxide spacer also makes it valuable for designing electrolyte additives in lithium-ion battery research. Researchers utilize it as a polar solvent component in specialty separations and catalytic systems.

Safety and Hazards

GHS Hazard Statements

• H225 (45%): Highly Flammable liquid and vapor [Danger Flammable liquids]
• H301 (55%): Toxic if swallowed [Danger Acute toxicity, oral]
• H311 (45%): Toxic in contact with skin [Danger Acute toxicity, dermal]
• H314 (45%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]
• H315 (55%): Causes skin irritation [Warning Skin corrosion/irritation]
• H317 (45%): May cause an allergic skin reaction [Warning Sensitization, Skin]
• H318 (45%): Causes serious eye damage [Danger Serious eye damage/eye irritation]
• H319 (55%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
• H331 (45%): Toxic if inhaled [Danger Acute toxicity, inhalation]
• H335 (50%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]
• H350 (45%): May cause cancer [Danger Carcinogenicity]
• H411 (45%): Toxic to aquatic life with long lasting effects [Hazardous to the aquatic environment, long-term hazard]

Precautionary Statements

• P203, P210, P233, P240, P241, P242, P243, P260, P261, P262, P264, P264+P265, P270, P271, P272, P273, P280, P301+P316, P301+P330+P331, P302+P352, P302+P361+P354, P303+P361+P353, P304+P340, P305+P351+P338, P305+P354+P338, P316, P317, P318, P319, P321, P330, P332+P317, P333+P317, P337+P317, P361+P364, P362+P364, P363, P370+P378, P391, P403+P233, P403+P235, P405, and P501

Hazard Classes and Categories

• Flam. Liq. 2 (45%)
• Acute Tox. 3 (55%)
• Acute Tox. 3 (45%)
• Skin Corr. 1C (45%)
• Skin Irrit. 2 (55%)
• Skin Sens. 1 (45%)
• Eye Dam. 1 (45%)
• Eye Irrit. 2A (55%)
• Acute Tox. 3 (45%)
• STOT SE 3 (50%)
• Carc. 1B (45%)
• Aquatic Chronic 2 (45%)

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Disclaimer: Sold exclusively for laboratory research. Prohibited for commercial use, diagnostics, or human/animal applications. Buyers assume all compliance liability.