1-Propene, 2-methyl-

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Gas 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 as indicated in comments:
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
GT - Glushko Thermocenter, Russian Academy of Sciences, Moscow

Quantity Value Units Method Reference Comment
Δfgas-17.9 ± 1.1kJ/molCmProsen, Maron, et al., 1951ALS
Quantity Value Units Method Reference Comment
Δcgas-2699.5 ± 1.0kJ/molCmProsen, Maron, et al., 1951Corresponding Δfgas = -17.9 kJ/mol (simple calculation by NIST; no Washburn corrections); ALS
Δcgas-2722.kJ/molCcbGuinchant, 1918Corresponding Δfgas = 4.6 kJ/mol (simple calculation by NIST; no Washburn corrections); ALS
Quantity Value Units Method Reference Comment
gas293.59J/mol*KN/AStull D.R., 1969This value was obtained on the basis of calorimetric data [ Todd S.S., 1936]. Experimental value of S(298 K)=288.7 J/mol*K [ Todd S.S., 1936] could not be recommended because of its large uncertainty.; GT

Constant pressure heat capacity of gas

Cp,gas (J/mol*K) Temperature (K) Reference Comment
35.6850.Thermodynamics Research Center, 1997p=1 bar. Recommended values are in close agreement with other statistically calculated values [ Kilpatrick J.E., 1946] as well as with ab initio value of S(298.15 K)=293.37 J/mol*K [ East A.L.L., 1997].; GT
45.92100.
56.83150.
67.34200.
82.72273.15
88.09298.15
88.49300.
109.79400.
129.35500.
146.48600.
161.35700.
174.30800.
185.59900.
195.451000.
204.031100.
211.501200.
217.991300.
223.651400.
228.581500.
238.391750.
245.512000.
250.792250.
254.782500.
257.832750.
260.203000.

Constant pressure heat capacity of gas

Cp,gas (J/mol*K) Temperature (K) Reference Comment
75.86 ± 0.38239.15Scott R.B., 1945GT
82.89 ± 0.41272.15
91.67 ± 0.46312.15
100.25 ± 0.50353.15

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: Eugene S. Domalski and Elizabeth D. Hearing

Quantity Value Units Method Reference Comment
liquid194.J/mol*KN/ATodd and Parks, 1936Extrapolation below 90 K, 45.23 J/mol*K.

Constant pressure heat capacity of liquid

Cp,liquid (J/mol*K) Temperature (K) Reference Comment
121.3266.26Rabinovich and Lebedev, 1971T = 90 to 266 K.
121.42253.1Todd and Parks, 1936T = 93.3 to 253 K. Value is unsmoothed experimental datum.

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:
DH - Eugene S. Domalski and Elizabeth D. Hearing
BS - Robert L. Brown and Stephen E. Stein
TRC - Thermodynamics Research Center, NIST Boulder Laboratories, Chris Muzny director
AC - William E. Acree, Jr., James S. Chickos

Quantity Value Units Method Reference Comment
Tboil266.7 ± 0.7KAVGN/AAverage of 25 out of 28 values; Individual data points
Quantity Value Units Method Reference Comment
Tfus132.38KN/ARabinovich and Lebedev, 1971DH
Tfus132.45KN/AKistiakowsky, Ruhoff, et al., 1935Uncertainty assigned by TRC = 0.3 K; TRC
Tfus125.4KN/ACoffin and Maass, 1928Uncertainty assigned by TRC = 0.5 K; TRC
Quantity Value Units Method Reference Comment
Ttriple132.4KN/ATodd and Parks, 1936, 2Uncertainty assigned by TRC = 0.2 K; TRC
Quantity Value Units Method Reference Comment
Tc417.9 ± 0.1KN/ATsonopoulos and Ambrose, 1996 
Tc417.88KN/ABeattie, Ingersoll, et al., 1942Uncertainty assigned by TRC = 0.1 K; TRC
Tc420.15KN/ACoffin and Maass, 1928Uncertainty assigned by TRC = 2. K; TRC
Quantity Value Units Method Reference Comment
Pc40.00 ± 0.10barN/ATsonopoulos and Ambrose, 1996 
Pc40.0031barN/ABeattie, Ingersoll, et al., 1942Uncertainty assigned by TRC = 0.1013 bar; TRC
Quantity Value Units Method Reference Comment
Vc0.2388l/molN/ATsonopoulos and Ambrose, 1996 
Quantity Value Units Method Reference Comment
ρc4.19 ± 0.010mol/lN/ATsonopoulos and Ambrose, 1996 
ρc4.17mol/lN/ABeattie, Ingersoll, et al., 1942Uncertainty assigned by TRC = 0.05 mol/l; TRC
Quantity Value Units Method Reference Comment
Δvap20.6kJ/molN/AReid, 1972AC

Enthalpy of vaporization

ΔvapH (kJ/mol) Temperature (K) Method Reference Comment
23.1264.AStephenson and Malanowski, 1987Based on data from 212. to 279. K.; AC
22.7281.AStephenson and Malanowski, 1987Based on data from 266. to 313. K.; AC
22.2325.AStephenson and Malanowski, 1987Based on data from 310. to 376. K.; AC
22.3386.AStephenson and Malanowski, 1987Based on data from 371. to 418. K.; AC
22.2350.N/ABeattie, Ingersoll, et al., 1942, 2Based on data from 303. to 398. K.; AC
22.8258.N/ALamb and Roper, 1940Based on data from 216. to 273. K. See also Boublik, Fried, et al., 1984.; AC

Antoine Equation Parameters

log10(P) = A − (B / (T + C))
    P = vapor pressure (bar)
    T = temperature (K)

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Temperature (K) A B C Reference Comment
216.40 to 273.3.64709799.055-46.615Lamb and Roper, 1940Coefficents calculated by NIST from author's data.

Enthalpy of fusion

ΔfusH (kJ/mol) Temperature (K) Reference Comment
5.92132.4Domalski and Hearing, 1996AC
5.920132.4Todd and Parks, 1936DH

Entropy of fusion

ΔfusS (J/mol*K) Temperature (K) Reference Comment
44.71132.4Todd and Parks, 1936DH

In addition to the Thermodynamics Research Center (TRC) data available from this site, much more physical and chemical property data is available from the following TRC products:


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 as indicated in comments:
B - John E. Bartmess
M - Michael M. Meot-Ner (Mautner) and Sharon G. Lias
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
RCD - Robert C. Dunbar

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

C4H7- + Hydrogen cation = 1-Propene, 2-methyl-

By formula: C4H7- + H+ = C4H8

Quantity Value Units Method Reference Comment
Δr1644. ± 7.5kJ/molEndoWenthold, Hu, et al., 1999gas phase; B
Δr1619. ± 8.4kJ/molD-EAWenthold, Polak, et al., 1996gas phase; B
Δr1633. ± 9.6kJ/molG+TSBartmess and Burnham, 1984gas phase; B
Quantity Value Units Method Reference Comment
Δr1613. ± 7.9kJ/molH-TSWenthold, Hu, et al., 1999gas phase; B
Δr1588. ± 8.8kJ/molH-TSWenthold, Polak, et al., 1996gas phase; B
Δr1602. ± 9.2kJ/molIMREBartmess and Burnham, 1984gas phase; B

NH4+ + 1-Propene, 2-methyl- = (NH4+ • 1-Propene, 2-methyl-)

By formula: H4N+ + C4H8 = (H4N+ • C4H8)

Quantity Value Units Method Reference Comment
Δr146.kJ/molPHPMSMeot-Ner (Mautner) and Sieck, 1991gas phase; condensation; M
Δr146.kJ/molPHPMSMeot-Ner (Mautner) and Sieck, 1990gas phase; forms t-C4H9NH3+; M
Quantity Value Units Method Reference Comment
Δr155.J/mol*KPHPMSMeot-Ner (Mautner) and Sieck, 1991gas phase; condensation; M
Δr164.J/mol*KPHPMSMeot-Ner (Mautner) and Sieck, 1990gas phase; forms t-C4H9NH3+; M

Propane, 2-chloro-2-methyl- = 1-Propene, 2-methyl- + Hydrogen chloride

By formula: C4H9Cl = C4H8 + HCl

Quantity Value Units Method Reference Comment
Δr74. ± 2.kJ/molEqkHowlett, 1955gas phase; ALS
Δr74.06kJ/molEqkHowlett, 1951gas phase; Hf-gas-(390) -44.4 kcal/mol; ALS
Δr72. ± 2.kJ/molEqkKistiakowsky and Stauffer, 1937gas phase; ALS

1-Propene, 2-methyl- + Ethanol = Propane, 2-ethoxy-2-methyl-

By formula: C4H8 + C2H6O = C6H14O

Quantity Value Units Method Reference Comment
Δr-32.0kJ/molCmSola, Pericas, et al., 1995liquid phase; ALS
Δr-32.0kJ/molKinSola, Pericas, et al., 1995liquid phase; ALS
Δr-62. ± 2.kJ/molEqkIborra, Izquierdo, et al., 1989gas phase; GC; ALS

C3H9Si+ + 1-Propene, 2-methyl- = (C3H9Si+ • 1-Propene, 2-methyl-)

By formula: C3H9Si+ + C4H8 = (C3H9Si+ • C4H8)

Quantity Value Units Method Reference Comment
Δr153.kJ/molPHPMSLi and Stone, 1989gas phase; condensation; M
Quantity Value Units Method Reference Comment
Δr179.J/mol*KPHPMSLi and Stone, 1989gas phase; condensation; M

1-Propene, 2-methyl- + Hydrogen = Isobutane

By formula: C4H8 + H2 = C4H10

Quantity Value Units Method Reference Comment
Δr-117.8 ± 0.42kJ/molChydKistiakowsky, Ruhoff, et al., 1935, 2gas phase; Reanalyzed by Cox and Pilcher, 1970, Original value = -118.78 ± 0.75 kJ/mol; At 355 °K; ALS

tert-Butyl iodide = Hydrogen iodide + 1-Propene, 2-methyl-

By formula: C4H9I = HI + C4H8

Quantity Value Units Method Reference Comment
Δr-81. ± 2.kJ/molEqkBenson and Amano, 1962gas phase; ALS
Δr-80.1 ± 4.2kJ/molEqkJones and Ogg, 1937gas phase; At 408-464 K; ALS

1-Propene, 2-methyl- + Isopropyl Alcohol = Propane, 2-methyl-2-(1-methylethoxy)-

By formula: C4H8 + C3H8O = C7H16O

Quantity Value Units Method Reference Comment
Δr-22.9 ± 1.3kJ/molEqkCalderon, Tejero, et al., 1997liquid phase; ALS
Δr-21.7 ± 1.6kJ/molCmSola, Pericas, et al., 1997liquid phase; ALS

Lithium ion (1+) + 1-Propene, 2-methyl- = (Lithium ion (1+) • 1-Propene, 2-methyl-)

By formula: Li+ + C4H8 = (Li+ • C4H8)

Quantity Value Units Method Reference Comment
Δr120.kJ/molICRStaley and Beauchamp, 1975gas phase; switching reaction(Li+)H2O, from graph; Dzidic and Kebarle, 1970 extrapolated; M

1-Propene, 2-methyl- + Hydrogen chloride = Propane, 2-chloro-2-methyl-

By formula: C4H8 + HCl = C4H9Cl

Quantity Value Units Method Reference Comment
Δr-63.1 ± 1.8kJ/molCmArnett and Pienta, 1980liquid phase; solvent: Methylene chloride; Hydrochloronation; ALS

1-Propene, 2-methyl- + Water = 2-Propanol, 2-methyl-

By formula: C4H8 + H2O = C4H10O

Quantity Value Units Method Reference Comment
Δr-53.451kJ/molEqkEberz and Lucas, 1934gas phase; solvent: Aqueous; Heat of hydration; ALS

Sodium ion (1+) + 1-Propene, 2-methyl- = (Sodium ion (1+) • 1-Propene, 2-methyl-)

By formula: Na+ + C4H8 = (Na+ • C4H8)

Free energy of reaction

ΔrG° (kJ/mol) T (K) Method Reference Comment
41.8298.IMREMcMahon and Ohanessian, 2000Anchor alanine=39.89; RCD

(CAS Reg. No. 38130-30-2 • 42949672951-Propene, 2-methyl-) + 1-Propene, 2-methyl- = CAS Reg. No. 38130-30-2

By formula: (CAS Reg. No. 38130-30-2 • 4294967295C4H8) + C4H8 = CAS Reg. No. 38130-30-2

Quantity Value Units Method Reference Comment
Δr64.9 ± 8.8kJ/molN/ADePuy, Gronert, et al., 1989gas phase; B

(i-C4H9 • 42949672951-Propene, 2-methyl-) + 1-Propene, 2-methyl- = i-C4H9

By formula: (C4H9 • 4294967295C4H8) + C4H8 = C4H9

Quantity Value Units Method Reference Comment
Δr64.0 ± 8.8kJ/molN/ADePuy, Gronert, et al., 1989gas phase; B

Propane, 2-methoxy-2-methyl- = 1-Propene, 2-methyl- + Methyl Alcohol

By formula: C5H12O = C4H8 + CH4O

Quantity Value Units Method Reference Comment
Δr39.8 ± 0.4kJ/molCmArntz and Gottlieb, 1985gas phase; At 319K; ALS

Propane, 1,2-dibromo-2-methyl- = 1-Propene, 2-methyl- + Bromine

By formula: C4H8Br2 = C4H8 + Br2

Quantity Value Units Method Reference Comment
Δr139.7 ± 0.46kJ/molCmSunner and Wulff, 1974liquid phase; ALS

1-Propene, 2-methyl- + 2-Butanol = 2-(tert-butoxy)butane

By formula: C4H8 + C4H10O = C8H18O

Quantity Value Units Method Reference Comment
Δr-37.7 ± 2.4kJ/molEqkSharonov, Mishentseva, et al., 1991liquid phase; ALS

1-Propene, 2-methyl- + 1-Propanol, 2-methyl- = Propane, 1-(1,1-dimethylethoxy)-2-methyl-

By formula: C4H8 + C4H10O = C8H18O

Quantity Value Units Method Reference Comment
Δr-36.3 ± 1.8kJ/molEqkSharonov, Mishentseva, et al., 1991liquid phase; ALS

1-Propene, 2-methyl- + 1-Butanol = 1-Tert-butoxybutane

By formula: C4H8 + C4H10O = C8H18O

Quantity Value Units Method Reference Comment
Δr-34.8 ± 2.7kJ/molEqkSharonov, Mishentseva, et al., 1991liquid phase; ALS

Propane, 2-ethoxy-2-methyl- = 1-Propene, 2-methyl- + Ethanol

By formula: C6H14O = C4H8 + C2H6O

Quantity Value Units Method Reference Comment
Δr35.5 ± 1.9kJ/molEqkSharonov, Rozhnov, et al., 1995liquid phase; ALS

Propane, 2-bromo-2-methyl- = 1-Propene, 2-methyl- + Hydrogen chloride

By formula: C4H9Br = C4H8 + HCl

Quantity Value Units Method Reference Comment
Δr79. ± 4.kJ/molEqkKistiakowsky and Stauffer, 1937gas phase; ALS

Hydrogen bromide + 1-Propene, 2-methyl- = Propane, 2-bromo-2-methyl-

By formula: HBr + C4H8 = C4H9Br

Quantity Value Units Method Reference Comment
Δr-78.868kJ/molEqkHowlett, 1957gas phase; ALS

1-Propene, 2-methyl- + Methyl Alcohol = Propane, 2-methoxy-2-methyl-

By formula: C4H8 + CH4O = C5H12O

Quantity Value Units Method Reference Comment
Δr-33.8kJ/molCmSol, Perics, et al., 1994liquid phase; ALS

2-Propanol, 2-methyl- = 1-Propene, 2-methyl- + Water

By formula: C4H10O = C4H8 + H2O

Quantity Value Units Method Reference Comment
Δr52.7kJ/molEqkTaft and Riesz, 1955liquid phase; ALS

p-Cresol + 1-Propene, 2-methyl- = Phenol, 2-(1,1-dimethylethyl)-4-methyl-

By formula: C7H8O + C4H8 = C11H16O

Quantity Value Units Method Reference Comment
Δr62.7 ± 2.8kJ/molEqkVerevkin, Nesterova, et al., 1984gas phase; ALS

Phenol, p-tert-butyl- = Phenol + 1-Propene, 2-methyl-

By formula: C10H14O = C6H6O + C4H8

Quantity Value Units Method Reference Comment
Δr71.0 ± 2.1kJ/molEqkVerevkin, 1982gas phase; ALS

Henry's Law 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: Rolf Sander

Henry's Law constant (water solution)

kH(T) = H exp(d(ln(kH))/d(1/T) ((1/T) - 1/(298.15 K)))
H = Henry's law constant for solubility in water at 298.15 K (mol/(kg*bar))
d(ln(kH))/d(1/T) = Temperature dependence constant (K)

H (mol/(kg*bar)) d(ln(kH))/d(1/T) (K) Method Reference Comment
0.0048 QN/A missing citation give several references for the Henry's law constants but don't assign them to specific species.
0.0016 LN/A 
0.00573000.LN/A 
0.0047 VN/A 

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: NIST Mass Spectrometry Data Center, William E. Wallace, director

Gas Phase Spectrum

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IR spectrum
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Additional Data

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Owner NIST Standard Reference Data Program
Collection (C) 2018 copyright by the U.S. Secretary of Commerce
on behalf of the United States of America. All rights reserved.
Origin Sadtler Research Labs Under US-EPA Contract
State gas

This IR spectrum is from the NIST/EPA Gas-Phase Infrared Database .


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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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.
NIST MS number 18911

All mass spectra in this site (plus many more) are available from the NIST/EPA/NIH Mass Spectral Library. Please see the following for information about the library and its accompanying search program.


UV/Visible 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: Victor Talrose, Eugeny B. Stern, Antonina A. Goncharova, Natalia A. Messineva, Natalia V. Trusova, Margarita V. Efimkina

Spectrum

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Source Jones and Taylor, 1955
Owner INEP CP RAS, NIST OSRD
Collection (C) 2007 copyright by the U.S. Secretary of Commerce
on behalf of the United States of America. All rights reserved.
Origin INSTITUTE OF ENERGY PROBLEMS OF CHEMICAL PHYSICS, RAS
Source reference RAS UV No. 2469
Instrument Beckman DU
Melting point -140.4
Boiling point -6.9

Vibrational and/or electronic energy levels

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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: Takehiko Shimanouchi

Symmetry:   C     Symmetry Number σ = 2


 Sym.   No   Approximate   Selected Freq.  Infrared   Raman   Comments 
 Species   type of mode   Value   Rating   Value  Phase  Value  Phase

a1 1 CH2 s-str 2989  D 2991 M sln. 2989 S p liq.
a1 2 CH3 d-str 2941  C 2940.8 gas 2930 W p liq.
a1 3 CH3 s-str 2911  D 2919 W gas 2911 S p liq.
a1 4 C=C str 1661  C 1661.1 S gas 1655 S p liq.
a1 5 CH3 d-deform 1470  C 1469.6 S gas 1462 VW liq.
a1 6 CH2 scis 1416  D 1419 W sln. 1416 S p liq.
a1 7 CH3 s-deform 1366  D 1366 VW p liq.
a1 8 CH3 rock 1064  C 1063.9 S gas 1058 W p liq.
a1 9 C-C str 801  C 801 W gas 803 VS p liq.
a1 10 C=CC2 ip-deform 383  D 384 W sln. 383 W liq.
a2 11 CH3 d-str 2970  D  ia 2970 W p liq. OV17)
a2 12 CH3 d-deform 1459  D  ia 1459 VW liq.
a2 13 CH3 rock 1076  E  ia CF
a2 14 CH2 twist 981  E  ia CF
a2 15 CH3 torsion 193  E  ia CF
b1 16 CH2 a-str 3086  C 3086.0 S gas 3079 W dp liq.
b1 17 CH3 d-str 2980  C 2980.4 gas 2970 W dp liq. OV11)
b1 18 CH3 s-str 2893  C 2892.9 W gas 2892 W dp liq.
b1 19 CH3 d-deform 1458  C 1458.4 S gas
b1 20 CH3 s-deform 1381  C 1381.2 S gas 1386 W liq.
b1 21 C-C str 1282  C 1281.9 S gas 1281 W liq.
b1 22 CH3 rock 1043  E CF
b1 23 CH2 rock 974  C 973.7 W gas 972 VW liq.
b1 24 C=CC2 ip-deform 430  D 430 sh sln.
b2 25 CH3 d-str 2945  C 2944.9 S gas
b2 26 CH3 d-deform 1444  C 1443.7 S gas 1439 VW liq.
b2 27 CH3 rock 1079  C 1079.0 S gas
b2 28 CH2 wag 890  C 889.7 VS gas 883 W dp liq.
b2 29 C=CC2 op-deform 429  C 429.1 S gas 431 W dp liq.
b2 30 CH3 torsion 196  C 196 VW gas

Source: Shimanouchi, 1972

Notes

VSVery strong
SStrong
MMedium
WWeak
VWVery weak
iaInactive
shShoulder
pPolarized
dpDepolarized
CFCalculated frequency
OVOverlapped by band indicated in parentheses.
C3~6 cm-1 uncertainty
D6~15 cm-1 uncertainty
E15~30 cm-1 uncertainty

References

Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, Henry's Law data, IR Spectrum, Mass spectrum (electron ionization), UV/Visible spectrum, Vibrational and/or electronic energy levels, Notes

Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.

Prosen, Maron, et al., 1951
Prosen, E.J.; Maron, F.W.; Rossini, F.D., Heats of combustion, formation, and insomerization of ten C4 hydrocarbons, J. Res. NBS, 1951, 46, 106-112. [all data]

Guinchant, 1918
Guinchant, M.J., Etude sur la fonction acide dans les derives metheniques et methiniques, Ann. Chem., 1918, 10, 30-84. [all data]

Stull D.R., 1969
Stull D.R., Jr., The Chemical Thermodynamics of Organic Compounds. Wiley, New York, 1969. [all data]

Todd S.S., 1936
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Notes

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