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3,3'-[Oxybis(2,1-ethanediyloxy)]bispropanenitrile, commonly known as Bis(2-cyanoethyl) ether or Di(2-cyanoethyl) ether, is a colorless liquid chemical compound with the molecular formula C10H14N2O4. It possesses a faint odor and is recognized for its role as a crosslinking agent in the production of polymers. Additionally, it serves as a solvent and intermediate in the synthesis of pharmaceuticals, dyes, and rubber chemicals. Due to its potential irritant properties to the skin, eyes, and respiratory system, it is crucial to handle this chemical with care and adhere to safety protocols for storage and disposal to mitigate any adverse effects on human health and the environment.

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  • 22397-31-5 Structure
  • Basic information

    1. Product Name: 3,3'-[Oxybis(2,1-ethanediyloxy)]bispropanenitrile
    2. Synonyms: 3,3'-[Oxybis(2,1-ethanediyloxy)]bispropanenitrile;3,3'-((Oxybis(ethane-2,1-diyl))bis(oxy))dipropanenitrile
    3. CAS NO:22397-31-5
    4. Molecular Formula: C10H16N2O3
    5. Molecular Weight: 212.24564
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 22397-31-5.mol
  • Chemical Properties

    1. Melting Point: N/A
    2. Boiling Point: 392.4°Cat760mmHg
    3. Flash Point: 161.8°C
    4. Appearance: /
    5. Density: 1.064g/cm3
    6. Refractive Index: N/A
    7. Storage Temp.: 2-8°C
    8. Solubility: N/A
    9. CAS DataBase Reference: 3,3'-[Oxybis(2,1-ethanediyloxy)]bispropanenitrile(CAS DataBase Reference)
    10. NIST Chemistry Reference: 3,3'-[Oxybis(2,1-ethanediyloxy)]bispropanenitrile(22397-31-5)
    11. EPA Substance Registry System: 3,3'-[Oxybis(2,1-ethanediyloxy)]bispropanenitrile(22397-31-5)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 22397-31-5(Hazardous Substances Data)

22397-31-5 Usage

Uses

Used in Polymer Production:
3,3'-[Oxybis(2,1-ethanediyloxy)]bispropanenitrile is used as a crosslinking agent in the polymer industry to enhance the strength and stability of polymers. Its ability to form covalent bonds between polymer chains contributes to the improved mechanical properties and durability of the final product.
Used in Pharmaceutical Manufacturing:
In the pharmaceutical industry, 3,3'-[Oxybis(2,1-ethanediyloxy)]bispropanenitrile is utilized as a solvent and intermediate in the synthesis of various drugs. Its solubility properties and reactivity make it a valuable component in the development of new pharmaceutical compounds.
Used in Dye Production:
3,3'-[Oxybis(2,1-ethanediyloxy)]bispropanenitrile is employed as a solvent and intermediate in the dye industry, where it aids in the synthesis of various dyes. Its ability to dissolve and react with other chemical components is essential for creating a wide range of dyes with different properties and applications.
Used in Rubber Chemicals Production:
In the rubber industry, 3,3'-[Oxybis(2,1-ethanediyloxy)]bispropanenitrile is used as a solvent and intermediate in the production of rubber chemicals. Its role in the synthesis of additives and other compounds contributes to the performance and quality of rubber products.

Check Digit Verification of cas no

The CAS Registry Mumber 22397-31-5 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 2,2,3,9 and 7 respectively; the second part has 2 digits, 3 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 22397-31:
(7*2)+(6*2)+(5*3)+(4*9)+(3*7)+(2*3)+(1*1)=105
105 % 10 = 5
So 22397-31-5 is a valid CAS Registry Number.

22397-31-5Relevant articles and documents

BIFUNCTIONAL COMPOUNDS FOR DEGRADING BTK VIA UBIQUITIN PROTEOSOME PATHWAY

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Paragraph 0623-0624, (2021/05/15)

The present invention relates to compounds of formula (I) useful for degrading BTK via a ubiquitin proteolytic pathway. The invention also provides pharmaceutically acceptable compositions comprising said compounds and methods of using the compositions in the treatment of various disease, conditions, or disorders.

BIFUNCTIONAL COMPOUNDS FOR DEGRADING BTK VIA UBIQUITIN PROTEOSOME PATHWAY

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Paragraph 0920; 0921; 0922, (2020/05/21)

The present invention relates to compounds useful for degrading BTK via a ubiquitin proteolytic pathway. The invention also provides pharmaceutically acceptable compositions comprising said compounds and methods of using the compositions in the treatment of various disease, conditions, or disorders.

Synthesis and intrinsic blue fluorescence study of hyperbranched poly(ester-amide-ether)

Zhang, Yong,Fu, Qi,Shi, Wenfang

experimental part, p. 2452 - 2460 (2011/10/02)

A series of hyperbranched poly(ester-amide-ether)s (H-PEAEs) were synthesized via the A2+CB3 approach by the self-transesterification of ethyl ester-amide-ethers end-capped with three hydroxyl groups and ethyl ester group at two terminals. The molecular structures were characterized with 1H NMR and FT-IR spectroscopy. The number average molecular weights were estimated by GPC analysis to possess bimodal wide distribution from 1.57 to 2.09. The strong inherent blue fluorescence was observed at 330 nm for excitation and 390 nm for emission. Moreover, the emission intensity and fluorescence quantum yield increased along with the incorporated ether chain length, as well as almost linearly with the H-PEAE concentration in an aqueous solution. For comparing the fluorescence performance, the linear poly(ester-amide-ether) (L-PEAE) and hyperbranched poly(ester-amide) (H-PEA) were synthesized. The results showed that the coexistence of ether bond and carboxyl group in the molecular chain was essential for generating the strong fluorescence. However, the compact backbone of H-PEAE would be propitious to the enhancement of fluorescence properties.

Aminopropylation of alcohols in the presence of amide or ether solvents

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Page/Page column 3; 4, (2008/06/13)

This invention relates to an improved hydrogenation process for the preparation of etheramines. In the process, cyanoethylated alcohols, i.e., the reaction product of an alcohol with (meth)acrylonitrile, are contacted with hydrogen in the presence of a sponge cobalt catalyst. The improvement in the process resides in effecting the hydrogenation process utilizing a cyanoethylated alcohol feedstock contaminated with byproduct acrylonitrile and utilizing a solvent that solubilizes byproduct (meth)acrylonitrile present in the feedstock. Specific classes of solvents employed are ethers and amides.

Intramolecular End-to-End Reactions of Photoactive Terminal Groups Linked by Poly(oxyethylene) Chains

Ashikaga, Kazuo,Ito, Shinzaburo,Yamamoto, Masahide,Nishijima, Yasunori

, p. 2443 - 2450 (2007/10/02)

The triplet-sensitized photochemical reaction using a series of poly(oxyethylene) chains with a pair of photoactive terminal groups, dibenzazepine (DBA) chromophores (DBA-COCH2CH2(OCH2CH2)nOCH2CH2CO-DBA, n=0-10) was examined.The photoirradiation of bichromophoric compounds caused either intra- or intermolecular reactions.These reactions were kinetically analyzed by two different methods: the measurement of deactivation processes of the reaction intermediates (excited triplet state of DBA) by nanosecond laser photolysis and the quantitative analysis of the reaction products by GPC.The intramolecular deactivation rate constant, kintra, showed a remarkable chain-length dependence; the maximum kintra value appeared at n=5 and it was found to be 5.9X104 s-1.On the other hand, the intramolecular cyclization rate also depends on the chain length; the maximum quantum yield, φintrad, was given at n=7 (φintrad=0.51).The chain length for the maximum cyclization yield shifted slightly to the longer region than that for the maximum kintra value due to the restriction of the terminal structure (anti-configuration).The results obtained for this reaction system are compared with those obtained for the previously reported polymethylene system and the effect of chain flexibility on the intramolecular ring-closure reaction is discussed.

SYNTHESIS AND TRANSFORMATION OF OXYGEN-CONTAINING MONO- AND DINITRILES. I. REACTION OF β-CHLOROPROPIONITRILES WITH DIOLS

Movsumzade, E. M.,Rasulbekova, T. I.,Kulieva, D. A.,Aliev, G. R.,Movsumzade, S. M.

, p. 2132 - 2135 (2007/10/02)

In the reaction of β-chloropropionitrile with diols 7-11-membered oxygen-containing mono- and dinitriles were synthesized in ratios of 3:2 respectively, irrespective of the ratio of the initial components.Alkaline hydrolysis of oxygen-containing mononitriles with a weak solution of hydrogen peroxide leads to the formation of the corresponding amides, while alkaline hydrolysis of the oxygen-containing dinitriles leads to two products (amidonitriles and diamides).

Process for the reduction of dicyanoglycols

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, (2008/06/13)

A method for preparing a diaminoalkoxy compound of the formula: STR1 wherein m and n are both numbers from 0 to about 25 and m+n equals at least 1, R1 is selected from H and a lower alkyl group having from 1 to about 4 carbon atoms; and R2 is selected from H and an alkyl group containing from 1 to about 10 carbon atoms; which comprises incrementally introducing a dicyanoglycol compound of the formula: STR2 wherein m, n, R1 and R2 have the values indicated above into a reaction medium at a rate sufficient to minimize cleavage reactions, at a temperature of from about 90° C. to about 160° C. in the presence of hydrogen at a pressure of from about 800 psi to about 2200 psi; ammonia in an amount of from about 10 to about 40 weight percent based on the weight of dicyanoglycol compound; and a nickel catalyst in an amount sufficient to catalyze said reaction, whereby said dicyanoglycol compound is reduced to said diaminoalkoxy compound.

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