Neopentyl glycol
- Formula: C5H12O2
- Molecular weight: 104.1476
- IUPAC Standard InChIKey: SLCVBVWXLSEKPL-UHFFFAOYSA-N
- CAS Registry Number: 126-30-7
- 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: 1,3-Propanediol, 2,2-dimethyl-; Dimethylolpropane; Neopentanediol; Neopentylene glycol; 2,2-Dimethyl-1,3-propanediol; Dimethyltrimethylene glycol; Hydroxypivalyl alcohol; NPG; Neol; 1,3-Dihydroxy-2,2-dimethylpropane; 2,2-Dimethyl-1,3-dihydroxypropane; 2,2-Dimethylpropane-1,3-diol; NPG Glycol; 2,2-Dimethyltrimethylene glycol; NSC 55836
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Phase change data
Go To: Top, Reaction thermochemistry data, Mass spectrum (electron ionization), Gas Chromatography, 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:
TRC - Thermodynamics Research Center, NIST Boulder Laboratories, Chris Muzny director
AC - William E. Acree, Jr., James S. Chickos
CAL - James S. Chickos, William E. Acree, Jr., Joel F. Liebman, Students of Chem 202 (Introduction to the Literature of Chemistry), University of Missouri -- St. Louis
DH - Eugene S. Domalski and Elizabeth D. Hearing
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
Tboil | 475.65 | K | N/A | Slobodin, Grigor'eva, et al., 1953 | Uncertainty assigned by TRC = 4. K; TRC |
Tboil | 473. | K | N/A | Shortridge, Craig, et al., 1948 | Uncertainty assigned by TRC = 2. K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
Tfus | 400.5 | K | N/A | Gardner and Hussain, 1972 | Uncertainty assigned by TRC = 1.5 K; TRC |
Tfus | 398.7 | K | N/A | Murrill and Breed, 1970 | Crystal phase 1 phase; Uncertainty assigned by TRC = 2. K; TRC |
Tfus | 400. | K | N/A | Joshi and Bhide, 1960 | Uncertainty assigned by TRC = 3. K; TRC |
Tfus | 403. | K | N/A | Anonymous, 1957 | Uncertainty assigned by TRC = 1.5 K; TRC |
Tfus | 403. | K | N/A | Shortridge, Craig, et al., 1948 | Uncertainty assigned by TRC = 3. K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
Ttriple | 403.3 | K | N/A | Zhang, Zou, et al., 1988 | Crystal phase 1 phase; Uncertainty assigned by TRC = 0.1 K; TRC |
Enthalpy of vaporization
ΔvapH (kcal/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
19.0 | 415. | A | Stephenson and Malanowski, 1987 | Based on data from 400. to 480. K.; AC |
Enthalpy of fusion
ΔfusH (kcal/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
1.09 | 401.2 | DSC | Singh and Murthy, 2009 | AC |
1.80 | 402.4 | AC | Tong, Tan, et al., 2007 | Based on data from 78. to 410. K.; AC |
1.01 | 401.6 | DSC | Divi, Chellappa, et al., 2006 | AC |
1.04 | 402.8 | DSC | Salud, López, et al., 1999 | AC |
1.0 | 402.5 | DSC | Granzow, 1996 | AC |
1.1 | 403.2 | N/A | Frank, Krzemicki, et al., 1973 | See also López, Van Braak, et al., 1994.; AC |
Entropy of fusion
ΔfusS (cal/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
10.46 | 315.2 | Frank, Krzemicki, et al., 1973 | CAL |
2.727 | 403.2 |
Enthalpy of phase transition
ΔHtrs (kcal/mol) | Temperature (K) | Initial Phase | Final Phase | Reference | Comment |
---|---|---|---|---|---|
3.2598 | 314. | crystaline, II | crystaline, I | Murrill and Breed, 1970, 2 | DH |
1.125 | 398. | crystaline, I | liquid | Murrill and Breed, 1970, 2 | DH |
2.9661 | 314.8 | crystaline, II | crystaline, I | Zhang, Zou, et al., 1988, 2 | DH |
1.061 | 403.3 | crystaline, I | liquid | Zhang, Zou, et al., 1988, 2 | DH |
2.9661 | 314.8 | crystaline, II | crystaline, I | Zhang, Zou, et al., 1988, 2 | DH |
1.061 | 403.3 | crystaline, I | liquid | Zhang, Zou, et al., 1988, 2 | DH |
Entropy of phase transition
ΔStrs (cal/mol*K) | Temperature (K) | Initial Phase | Final Phase | Reference | Comment |
---|---|---|---|---|---|
10.3 | 314. | crystaline, II | crystaline, I | Murrill and Breed, 1970, 2 | DH |
2.80 | 398. | crystaline, I | liquid | Murrill and Breed, 1970, 2 | DH |
9.42 | 314.8 | crystaline, II | crystaline, I | Zhang, Zou, et al., 1988, 2 | DH |
2.51 | 403.3 | crystaline, I | liquid | Zhang, Zou, et al., 1988, 2 | DH |
9.42 | 314.8 | crystaline, II | crystaline, I | Zhang, Zou, et al., 1988, 2 | DH |
2.51 | 403.3 | crystaline, I | liquid | Zhang, Zou, et al., 1988, 2 | DH |
Reaction thermochemistry data
Go To: Top, Phase change data, Mass spectrum (electron ionization), Gas Chromatography, References, Notes
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
By formula: C5H12O2 + C3H6O = C8H16O2 + H2O
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | -2.7 | kcal/mol | Eqk | Anteunis and Rommelaere, 1970 | liquid phase |
Mass spectrum (electron ionization)
Go To: Top, Phase change data, Reaction thermochemistry data, Gas Chromatography, References, Notes
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-1684 |
NIST MS number | 229084 |
Gas Chromatography
Go To: Top, Phase change data, Reaction thermochemistry data, Mass spectrum (electron ionization), References, Notes
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
Kovats' RI, non-polar column, isothermal
Column type | Active phase | Temperature (C) | I | Reference | Comment |
---|---|---|---|---|---|
Packed | Apiezon L | 160. | 895. | Bogoslovsky, Anvaer, et al., 1978 | Celite 545 |
References
Go To: Top, Phase change data, Reaction thermochemistry data, Mass spectrum (electron ionization), Gas Chromatography, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Slobodin, Grigor'eva, et al., 1953
Slobodin, Ya.M.; Grigor'eva, V.I.; Shmulyakovskii, Ya.E.,
!,1-Dimethylcyclopropane,
Zh. Obshch, Khim., 1953, 23, 1480-5. [all data]
Shortridge, Craig, et al., 1948
Shortridge, R.W.; Craig, R.A.; Greenlee, K.W.; Derfer, J.M.; Boord, C.E.,
The Synthesis of Some Cyclopropane and Spirane Hydrocarbons,
J. Am. Chem. Soc., 1948, 70, 946. [all data]
Gardner and Hussain, 1972
Gardner, P.J.; Hussain, K.S.,
The Standard Enthalpies of Formation of Some Aliphatic Diols,
J. Chem. Thermodyn., 1972, 4, 819. [all data]
Murrill and Breed, 1970
Murrill, E.; Breed, L.W.,
Solid-solid phase transitions determined by differential scanning calorime- try. Part I. Tetrahedral Substances.,
Thermochim. Acta, 1970, 1, 239. [all data]
Joshi and Bhide, 1960
Joshi, V.S.; Bhide, B.V.,
1,3-Propanediols and Their Derivatives,
J. Indian Chem. Soc., 1960, 37, 461-4. [all data]
Anonymous, 1957
Anonymous, R.,
, Am. Pet. Inst. Res. Proj. 6, Carnegie-Mellon Univ., 1957. [all data]
Zhang, Zou, et al., 1988
Zhang, Z.-Y.; Zou, H.; Yang, M.-L.,
Heat capacity and phase transitions of 2,2-dimethyl-1,3-propanediol between 270 and 440 K,
Gaodeng Xuexiao Huaxue Xuebao, 1988, 9, 1085. [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]
Singh and Murthy, 2009
Singh, Lokendra P.; Murthy, S.S.N.,
Dielectric and calorimetric investigation of an unusual two-component plastic crystal: cyclohexanol-neopentylglycol,
Phys. Chem. Chem. Phys., 2009, 11, 25, 5110, https://doi.org/10.1039/b817964f
. [all data]
Tong, Tan, et al., 2007
Tong, B.; Tan, Z.-C.; Lv, X.C.; Sun, L.X.; Xu, F.; Shi, Q.; Li, Y.S.,
Low-temperature heat capacities and thermodynamic properties of 2,2-dimethyl-1,3-propanediol,
J Therm Anal Calorim, 2007, 90, 1, 217-221, https://doi.org/10.1007/s10973-006-7672-5
. [all data]
Divi, Chellappa, et al., 2006
Divi, Suresh; Chellappa, Raja; Chandra, Dhanesh,
Heat capacity measurement of organic thermal energy storage materials,
The Journal of Chemical Thermodynamics, 2006, 38, 11, 1312-1326, https://doi.org/10.1016/j.jct.2006.02.005
. [all data]
Salud, López, et al., 1999
Salud, Josep; López, David O.; Barrio, Maria; Tamarit, Josep Ll.,
Two-component systems of isomorphous orientationally disordered crystals. Part 1 Packing of the mixed crystals,
J. Mater. Chem., 1999, 9, 4, 909-916, https://doi.org/10.1039/a808258h
. [all data]
Granzow, 1996
Granzow, Bettina,
Hydrogen bonding and phase transitions of a group of alcohols derived from 2,2-dimethylpropane,
Journal of Molecular Structure, 1996, 381, 1-3, 127-131, https://doi.org/10.1016/0022-2860(96)09232-0
. [all data]
Frank, Krzemicki, et al., 1973
Frank, H.P.; Krzemicki, K.; Voellenkle, H.,
Phase transition in neopentyl glycol,
Chem. Ztg., 1973, 97, 4, 206. [all data]
López, Van Braak, et al., 1994
López, D.O.; Van Braak, J.; Tamarit, J.L.L.; Oonk, H.A.J.,
Thermodynamic phase diagram analysis of three binary systems shared by five neopentane derivatives,
Calphad, 1994, 18, 4, 387-396, https://doi.org/10.1016/0364-5916(94)90016-7
. [all data]
Murrill and Breed, 1970, 2
Murrill, E.; Breed, L.,
Solid-solid phase transitions determined by differential scanning calorimetry,
Thermochim. Acta, 1970, 1, 239-246. [all data]
Zhang, Zou, et al., 1988, 2
Zhang, A.; Zou, H.; Yang, M.,
Heat capacity and phase transitions of 2,2-dimethyl-1,3-propanediol between 270 and 440 K,
Gaodeng Xuexiao Huaxue Suebao, 1988, 9(10), 1085-1087. [all data]
Anteunis and Rommelaere, 1970
Anteunis, M.; Rommelaere, Y.,
NMR experiments on acetals. XXIX. The ease of acetonide formation of some glycols,
Bull. Soc. Chim. Belg., 1970, 79, 523-530. [all data]
Bogoslovsky, Anvaer, et al., 1978
Bogoslovsky, Yu.N.; Anvaer, B.I.; Vigdergauz, M.S.,
Chromatographic constants in gas chromatography (in Russian), Standards Publ. House, Moscow, 1978, 192. [all data]
Notes
Go To: Top, Phase change data, Reaction thermochemistry data, Mass spectrum (electron ionization), Gas Chromatography, References
- Symbols used in this document:
Tboil Boiling point Tfus Fusion (melting) point Ttriple Triple point temperature ΔHtrs Enthalpy of phase transition ΔStrs Entropy of phase transition ΔfusH Enthalpy of fusion ΔfusS Entropy of fusion ΔrH° Enthalpy of reaction at standard conditions ΔvapH Enthalpy of vaporization - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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