Propanenitrile, 3,3'-thiobis-
- Formula: C6H8N2S
- Molecular weight: 140.206
- IUPAC Standard InChI: InChI=1S/C6H8N2S/c7-3-1-5-9-6-2-4-8/h1-2,5-6H2
- IUPAC Standard InChIKey: NDVLTZFQVDXFAN-UHFFFAOYSA-N
- CAS Registry Number: 111-97-7
- Chemical structure:
This structure is also available as a 2d Mol file or as a computed 3d SD file
The 3d structure may be viewed using Java or Javascript. - Other names: Propionitrile, 3,3'-thiodi-; β,β'-Dicyanodiethyl sulfide; β,β'-Thiodipropionitrile; Bis(2-cyanoethyl) sulfide; Di(2-cyanoethyl) sulfide; Dicyanoethyl sulfide; Sulfide, bis(2-cyanoethyl); Thiodipropionitrile; 2-Cyanoethyl sulfide; 3,3'-Thiodipropionitrile; Thiobis(2-cyanoethane); 2-Cyanoethyl thioether; Nitril kyseliny β,β'-thiodipropionove; USAF HA-5; 2,2'-Thiodiethylkyanid; Bis-(2-cyanoethyl) sulphide; beta,beta'-Thiodipropionitrile; NSC 2040; 3,3'-thiodipropiononitrile
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Condensed phase thermochemistry data
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Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Data compiled by: Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔfH°liquid | 23.0 ± 1.2 | kcal/mol | Cm | Gladstone and Chang, 1966 | Heat of formation derived by Cox and Pilcher, 1970 |
Phase change data
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Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Data compiled by: Thermodynamics Research Center, NIST Boulder Laboratories, Chris Muzny director
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| Tfus | 301.75 | K | N/A | Gladstone and Chang, 1966, 2 | Uncertainty assigned by TRC = 0.3 K |
| Tfus | 301.7 | K | N/A | Witschonke, 1954 | Uncertainty assigned by TRC = 0.2 K |
| Tfus | 301.8 | K | N/A | Witschonke, 1954 | Uncertainty assigned by TRC = 0.15 K |
| Tfus | 295.25 | K | N/A | Witschonke, 1954 | Metastable crystal phase; Uncertainty assigned by TRC = 0.3 K |
Reaction thermochemistry data
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Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Data compiled by: Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
Note: Please consider using the reaction search for this species. This page allows searching of all reactions involving this species. A general reaction search form is also available. Future versions of this site may rely on reaction search pages in place of the enumerated reaction displays seen below.
Individual Reactions
+ 2
= 2
+ ammonium sulphide
By formula: C6H8N2S + 2H3N = 2C3H3N + ammonium sulphide
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | 30.20 ± 0.60 | kcal/mol | Cm | Gladstone and Chang, 1966 | liquid phase; Heat of formation derived by Cox and Pilcher, 1970 |
2 + ammonium sulphide =
+ 2
By formula: 2C3H3N + ammonium sulphide = C6H8N2S + 2H3N
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | -30.20 ± 0.60 | kcal/mol | Cm | Gladstone and Chang, 1966 | liquid phase |
IR Spectrum
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Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Data compiled by: Coblentz Society, Inc.
Condensed Phase Spectrum
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Notice: Except where noted, spectra from this collection were measured on dispersive instruments, often in carefully selected solvents, and hence may differ in detail from measurements on FTIR instruments or in other chemical environments. More information on the manner in which spectra in this collection were collected can be found here.
Notice: Concentration information is not available for this spectrum and, therefore, molar absorptivity values cannot be derived.
Additional Data
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| Owner | COBLENTZ SOCIETY Collection (C) 2018 copyright by the U.S. Secretary of Commerce on behalf of the United States of America. All rights reserved. |
|---|---|
| Origin | STANDARD OIL OF OHIO |
| Source reference | COBLENTZ NO. 3572 |
| Date | Not specified, most likely prior to 1970 |
| Name(s) | PROPANENITRILE, 3,3'-THIOBIS- |
| State | LIQUID (NEAT) |
| Instrument | PERKIN-ELMER 521 (GRATING) |
| Path length | 0.0024 CM |
| Resolution | 4 |
| Sampling procedure | TRANSMISSION |
| Data processing | DIGITIZED BY NIST FROM HARD COPY (FROM TWO SEGMENTS) |
Mass spectrum (electron ionization)
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Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Data compiled by: NIST Mass Spectrometry Data Center, William E. Wallace, director
Spectrum
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Additional Data
View image of digitized spectrum (can be printed in landscape orientation).
Due to licensing restrictions, this spectrum cannot be downloaded.
| Owner | NIST Mass Spectrometry Data Center Collection (C) 2014 copyright by the U.S. Secretary of Commerce on behalf of the United States of America. All rights reserved. |
|---|---|
| Origin | Japan AIST/NIMC Database- Spectrum MS-NW-1454 |
| NIST MS number | 229706 |
References
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Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Gladstone and Chang, 1966
Gladstone, S.; Chang, H.Y.,
Determination of the standard heat of formation of 3,3'-thiodipropionitrile,
J. Chem. Eng. Data, 1966, 11, 238-239. [all data]
Cox and Pilcher, 1970
Cox, J.D.; Pilcher, G.,
Thermochemistry of Organic and Organometallic Compounds, Academic Press, New York, 1970, 1-636. [all data]
Gladstone and Chang, 1966, 2
Gladstone, S.; Chang, H.-Y.,
Det. of the Standard Heat of Formation of 3,3'-Thiodipropionitrile,
J. Chem. Eng. Data, 1966, 11, 238. [all data]
Witschonke, 1954
Witschonke, C.R.,
Freezing point and purity data for some organic compounds,
Anal. Chem., 1954, 26, 562-4. [all data]
Notes
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- Symbols used in this document:
Tfus Fusion (melting) point ΔfH°liquid Enthalpy of formation of liquid at standard conditions ΔrH° Enthalpy of reaction at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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