Heneicosane, 11-decyl-
- Formula: C31H64
- Molecular weight: 436.8399
- IUPAC Standard InChI: InChI=1S/C31H64/c1-4-7-10-13-16-19-22-25-28-31(29-26-23-20-17-14-11-8-5-2)30-27-24-21-18-15-12-9-6-3/h31H,4-30H2,1-3H3
- IUPAC Standard InChIKey: BCWYKEQUGMQGAP-UHFFFAOYSA-N
- CAS Registry Number: 55320-06-4
- 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: 11-Decylheneicosane; 11-n-Decylheneicosane
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Gas phase thermochemistry data
Go To: Top, Condensed phase thermochemistry data, Phase change data, References, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Data compiled as indicated in comments:
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
DRB - Donald R. Burgess, Jr.
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔfH°gas | -700.0 ± 9.2 | kJ/mol | Ccb | Parks, West, et al., 1946 | Heat of vaporization estimated by Cox and Pilcher, 1970; ALS |
| ΔfH°gas | -711.2 | kJ/mol | N/A | Knowlton and Huffman, 1944 | Value computed using ΔfHliquid° value of -853.4±8.0 kj/mol from Knowlton and Huffman, 1944 and ΔvapH° value of 142.2 kj/mol from Parks, West, et al., 1946.; DRB |
Condensed phase thermochemistry data
Go To: Top, Gas phase thermochemistry data, Phase change data, References, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Data compiled as indicated in comments:
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
DH - Eugene S. Domalski and Elizabeth D. Hearing
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔfH°liquid | -842.2 ± 8.8 | kJ/mol | Ccb | Parks, West, et al., 1946 | Heat of vaporization estimated by Cox and Pilcher, 1970; ALS |
| ΔfH°liquid | -853.4 ± 8.0 | kJ/mol | Ccb | Knowlton and Huffman, 1944 | Reanalyzed by Cox and Pilcher, 1970, Original value = -855.2 kJ/mol; ALS |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔcH°liquid | -20503.3 ± 8.4 | kJ/mol | Ccb | Parks, West, et al., 1946 | Heat of vaporization estimated by Cox and Pilcher, 1970; Corresponding ΔfHºliquid = -842.11 kJ/mol (simple calculation by NIST; no Washburn corrections); ALS |
| ΔcH°liquid | -20492.0 ± 7.9 | kJ/mol | Ccb | Knowlton and Huffman, 1944 | Reanalyzed by Cox and Pilcher, 1970, Original value = -20490. kJ/mol; Corresponding ΔfHºliquid = -853.41 kJ/mol (simple calculation by NIST; no Washburn corrections); ALS |
| Quantity | Value | Units | Method | Reference | Comment |
| S°liquid | 1086.2 | J/mol*K | N/A | Fischl, Naylor, et al., 1945 | Penn State entropy above. From Stanford data, with extrapolation of 218.0 J/mol*K, S = 1098.3 J/mol*K.; DH |
Constant pressure heat capacity of liquid
| Cp,liquid (J/mol*K) | Temperature (K) | Reference | Comment |
|---|---|---|---|
| 949.8 | 300. | Fischl, Naylor, et al., 1945 | T = 12 to 296 K (Penn State), 80 to 297 K (Stanford); at 300 K, Cp = 949.8 J/mol*K (Penn State), 963.2 J/mol*K (Stanford).; DH |
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 as indicated in comments:
TRC - Thermodynamics Research Center, NIST Boulder Laboratories, Chris Muzny director
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
AC - William E. Acree, Jr., James S. Chickos
DH - Eugene S. Domalski and Elizabeth D. Hearing
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| Tfus | 283.2 | K | N/A | Foehr and Fenske, 1949 | Uncertainty assigned by TRC = 2. K; TRC |
| Tfus | 282.2 | K | N/A | Schiessler, 1947 | Uncertainty assigned by TRC = 1. K; TRC |
| Tfus | 281.850 | K | N/A | Parks, West, et al., 1946, 2 | Uncertainty assigned by TRC = 0.4 K; TRC |
| Tfus | 281.9 | K | N/A | Anonymous, 1944 | Uncertainty assigned by TRC = 0.5 K; TRC |
| Tfus | 282.4 | K | N/A | Naylor, 1943 | Uncertainty assigned by TRC = 1. K; TRC |
| Quantity | Value | Units | Method | Reference | Comment |
| Ttriple | 282.34 | K | N/A | Fischl, Naylor, et al., 1945, 2 | Uncertainty assigned by TRC = 0.1 K; TRC |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔvapH° | 142. ± 0.8 | kJ/mol | E | Parks, West, et al., 1946 | Heat of vaporization estimated by Cox and Pilcher, 1970; ALS |
Enthalpy of vaporization
| ΔvapH (kJ/mol) | Temperature (K) | Method | Reference | Comment |
|---|---|---|---|---|
| 110.9 | 305. | A,MG | Stephenson and Malanowski, 1987 | Based on data from 298. to 313. K. See also Schiessler and Whitmore, 1955.; AC |
Enthalpy of fusion
| ΔfusH (kJ/mol) | Temperature (K) | Reference | Comment |
|---|---|---|---|
| 71.207 | 282.34 | Fischl, Naylor, et al., 1945 | Stanford data give H = 71044 J/mol; Tm 282.2 K.; DH |
| 71.13 | 282.3 | Domalski and Hearing, 1996 | AC |
Entropy of fusion
| ΔfusS (J/mol*K) | Temperature (K) | Reference | Comment |
|---|---|---|---|
| 252.20 | 282.34 | Fischl, Naylor, et al., 1945 | Stanford; DH |
References
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Parks, West, et al., 1946
Parks, G.S.; West, T.J.; Naylor, B.F.; Fujii, P.S.; McClaine, L.A.,
Thermal data on organic compounds. XXIII. Modern combustion data for fourteen hydrocarbons and five polyhydroxy alcohols,
J. Am. Chem. Soc., 1946, 68, 2524-2527. [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]
Knowlton and Huffman, 1944
Knowlton, J.W.; Huffman, H.M.,
The heats of combustion of some substituted eicosanes, heneicosanes and docosanes,
J. Am. Chem. Soc., 1944, 66, 1492-1494. [all data]
Fischl, Naylor, et al., 1945
Fischl, F.B.; Naylor, B.G.; Ziemer, C.W.; Parks, G.S.; Aston, J.G.,
The heat capacity, heat of fusion and entropy of 11-n-decylheneicosane,
J. Am. Chem. Soc., 1945, 67, 2075-2079. [all data]
Foehr and Fenske, 1949
Foehr, E.G.; Fenske, M.R.,
Magneto-optic Rotation of Hydrocarbons,
Ind. Eng. Chem., 1949, 41, 1956. [all data]
Schiessler, 1947
Schiessler, R.W.,
, Am. Pet. Inst. Res. Proj. 42, Twelfth Meeting, 1947. [all data]
Parks, West, et al., 1946, 2
Parks, G.S.; West, T.J.; Naylor, B.F.; Fujii, P.S.; McClaine, L.A.,
Thermal Data on Organic Compounds XXIII. Modern Combustion Data for Fourteen Hydrocarbons and Five Polyhydric Alcohols,
J. Am. Chem. Soc., 1946, 68, 2524. [all data]
Anonymous, 1944
Anonymous, R.,
, Sunbury Rep., Anglo-Iranian Oil Co., March 22, 1944. [all data]
Naylor, 1943
Naylor,
, Thesis, Stanford Univ., 1943. [all data]
Fischl, Naylor, et al., 1945, 2
Fischl, F.B.; Naylor, B.F.; Ziemer, C.W.; Parks, G.S.; Aston, J.G.,
The Heat Capacity, Heat of Fusion and Entropy of 11-n-Dodecylheneicosane,
J. Am. Chem. Soc., 1945, 67, 2075. [all data]
Stephenson and Malanowski, 1987
Stephenson, Richard M.; Malanowski, Stanislaw,
Handbook of the Thermodynamics of Organic Compounds, 1987, https://doi.org/10.1007/978-94-009-3173-2
. [all data]
Schiessler and Whitmore, 1955
Schiessler, R.W.; Whitmore, F.C.,
Properties of High Molecular Weight Hydrocarbons,
Ind. Eng. Chem., 1955, 47, 8, 1660-1665, https://doi.org/10.1021/ie50548a054
. [all data]
Domalski and Hearing, 1996
Domalski, Eugene S.; Hearing, Elizabeth D.,
Heat Capacities and Entropies of Organic Compounds in the Condensed Phase. Volume III,
J. Phys. Chem. Ref. Data, 1996, 25, 1, 1, https://doi.org/10.1063/1.555985
. [all data]
Notes
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, References
- Symbols used in this document:
Cp,liquid Constant pressure heat capacity of liquid S°liquid Entropy of liquid at standard conditions Tfus Fusion (melting) point Ttriple Triple point temperature ΔcH°liquid Enthalpy of combustion of liquid at standard conditions ΔfH°gas Enthalpy of formation of gas at standard conditions ΔfH°liquid Enthalpy of formation of liquid at standard conditions ΔfusH Enthalpy of fusion ΔfusS Entropy of fusion ΔvapH Enthalpy of vaporization ΔvapH° Enthalpy of vaporization at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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