Methylamine
- Formula: CH5N
- Molecular weight: 31.0571
- IUPAC Standard InChIKey: BAVYZALUXZFZLV-UHFFFAOYSA-N
- CAS Registry Number: 74-89-5
- 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. - Isotopologues:
- Other names: Methanamine; Aminomethane; Carbinamine; Monomethylamine; CH3NH2; Mercurialin; Methylaminen; Metilamine; Metyloamina; UN 1061; MMA
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Gas phase thermochemistry data
Go To: Top, Condensed phase thermochemistry data, Phase change data, Vibrational and/or electronic energy levels, 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: Donald R. Burgess, Jr.
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔfH°gas | -23.5 | kJ/mol | N/A | Aston, Siller, et al., 1937 | Value computed using ΔfHliquid° value of -47.3±0.46 kj/mol from Aston, Siller, et al., 1937 and ΔvapH° value of 23.85 kj/mol from missing citation. |
ΔfH°gas | -12.2 | kJ/mol | N/A | Lemoult, 1907 | Value computed using ΔfHliquid° value of -36 kj/mol from Lemoult, 1907 and ΔvapH° value of 23.85 kj/mol from missing citation. |
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 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ΔfH°liquid | -47.3 ± 0.46 | kJ/mol | N/A | Cox and Pilcher, 1970 | Review; Unpublished work J. Jaffe; ALS |
ΔfH°liquid | -47.3 ± 0.46 | kJ/mol | Ccb | Aston, Siller, et al., 1937 | Unpublished work J. Jaffe; ALS |
ΔfH°liquid | -36. | kJ/mol | Ccb | Lemoult, 1907 | ALS |
Quantity | Value | Units | Method | Reference | Comment |
ΔcH°liquid | -1060.8 ± 0.4 | kJ/mol | N/A | Cox and Pilcher, 1970 | Review; Unpublished work J. Jaffe; ALS |
ΔcH°liquid | -1060.8 ± 0.4 | kJ/mol | Ccb | Aston, Siller, et al., 1937 | Unpublished work J. Jaffe; ALS |
ΔcH°liquid | -1094. | kJ/mol | Ccb | Muller, 1910 | At 288 K; ALS |
ΔcH°liquid | -1075. | kJ/mol | Ccb | Lemoult, 1907 | ALS |
Quantity | Value | Units | Method | Reference | Comment |
S°liquid | 150.2 | J/mol*K | N/A | Aston, Siller, et al., 1937, 2 | For superheated liquid, using extrapolated heat capacities.; DH |
Constant pressure heat capacity of liquid
Cp,liquid (J/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
101.80 | 259.28 | Aston, Siller, et al., 1937, 2 | T = 14 to 259 K. Value is unsmoothed experimental datum.; 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
DH - Eugene S. Domalski and Elizabeth D. Hearing
AC - William E. Acree, Jr., James S. Chickos
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
Tboil | 266.8 ± 0.3 | K | AVG | N/A | Average of 8 values; Individual data points |
Quantity | Value | Units | Method | Reference | Comment |
Tfus | 180.05 | K | N/A | Roberts, Emeleus, et al., 1939 | Uncertainty assigned by TRC = 0.4 K; TRC |
Tfus | 180.05 | K | N/A | Emeleus and Briscoe, 1937 | Uncertainty assigned by TRC = 0.3 K; TRC |
Tfus | 179.7 | K | N/A | McNeight and Smyth, 1936 | Uncertainty assigned by TRC = 0.07 K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
Ttriple | 179.7 | K | N/A | Aston, Siller, et al., 1937, 3 | Uncertainty assigned by TRC = 0.07 K; T0/K=273.16; TRC |
Quantity | Value | Units | Method | Reference | Comment |
Tc | 430.85 | K | N/A | Li and Kiran, 1988 | Uncertainty assigned by TRC = 0.5 K; TRC |
Tc | 430.7 | K | N/A | Kay and Young, 1974 | Uncertainty assigned by TRC = 0.2 K; TRC |
Tc | 430.05 | K | N/A | Berthoud, 1917 | Uncertainty assigned by TRC = 0.7 K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
Pc | 76.50 | bar | N/A | Li and Kiran, 1988 | Uncertainty assigned by TRC = 1.00 bar; TRC |
Pc | 76.14 | bar | N/A | Kay and Young, 1974 | Uncertainty assigned by TRC = 0.04 bar; TRC |
Pc | 74.5752 | bar | N/A | Berthoud, 1917 | Uncertainty assigned by TRC = 0.6079 bar; TRC |
Quantity | Value | Units | Method | Reference | Comment |
Vc | 0.1385 | l/mol | N/A | Li and Kiran, 1988 | Uncertainty assigned by TRC = 0.001 l/mol; TRC |
Quantity | Value | Units | Method | Reference | Comment |
ΔvapH° | 23.85 | kJ/mol | N/A | Majer and Svoboda, 1985 |
Enthalpy of vaporization
ΔvapH (kJ/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
25.811 | 266.84 | N/A | Aston, Siller, et al., 1937, 2 | DH |
25.6 | 266.8 | N/A | Majer and Svoboda, 1985 | |
24.8 | 334. | A | Stephenson and Malanowski, 1987 | Based on data from 319. to 381. K.; AC |
23.5 | 388. | A | Stephenson and Malanowski, 1987 | Based on data from 373. to 430. K.; AC |
26.1 | 278. | A | Stephenson and Malanowski, 1987 | Based on data from 263. to 329. K.; AC |
27.2 | 258. | A | Stephenson and Malanowski, 1987 | Based on data from 223. to 273. K. See also Dykyj, 1970.; AC |
25.81 ± 0.13 | 266.84 | V | Aston, Siller, et al., 1937 | ALS |
27.4 | 252. | N/A | Aston, Siller, et al., 1937, 2 | Based on data from 190. to 267. K. See also Boublik, Fried, et al., 1984.; AC |
Entropy of vaporization
ΔvapS (J/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
96.73 | 266.84 | Aston, Siller, et al., 1937, 2 | DH |
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 |
---|---|---|---|---|---|
190.06 to 266.92 | 4.520 | 1034.977 | -37.574 | Aston, Siller, et al., 1937, 2 | Coefficents calculated by NIST from author's data. |
Enthalpy of fusion
ΔfusH (kJ/mol) | Temperature (K) | Reference | Comment |
---|---|---|---|
6.134 | 179.70 | Aston, Siller, et al., 1937, 2 | DH |
6.13 | 179.7 | Domalski and Hearing, 1996 | AC |
Entropy of fusion
ΔfusS (J/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
34.13 | 179.70 | Aston, Siller, et al., 1937, 2 | DH |
Vibrational and/or electronic energy levels
Go To: Top, Gas phase thermochemistry data, 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 by: Takehiko Shimanouchi
Symmetry: Cs Symmetry Number σ = 1
Sym. | No | Approximate | Selected Freq. | Infrared | Raman | Comments | ||||
---|---|---|---|---|---|---|---|---|---|---|
Species | type of mode | Value | Rating | Value | Phase | Value | Phase | |||
a' | 1 | NH2 s-str | 3361 | B | 3361 W | gas | 3360 VS | gas | ||
a' | 2 | CH3 d-str | 2961 | B | 2961 VS | gas | 2960 VS | gas | ||
a' | 3 | CH3 s-str | 2820 | B | 2820 VS | gas | 2820 S | gas | ||
a' | 4 | NH2 scis | 1623 | B | 1623 S | gas | ||||
a' | 5 | CH3 d-deform | 1473 | B | 1473 S | gas | 1460 M | |||
a' | 6 | CH3 s-deform | 1430 | B | 1430 M | gas | ||||
a' | 7 | CH3 rock | 1130 | A | 1130 M | gas | ||||
a' | 8 | CN str | 1044 | A | 1044 S | gas | 1044 S | |||
a' | 9 | NH2 wag | 780 | A | 780 VS | gas | 781 W | |||
a | 10 | NH2 a-str | 3427 | C | 3427 W | gas | 3470 W | |||
a | 11 | CH3 d-str | 2985 | C | 2985 VS | gas | ||||
a | 12 | CH3 d-deform | 1485 | D | 1485 | gas | Estimated from R()Q) branch frequency | |||
a | 13 | NH2 twist | 1419 | D | CF | |||||
a | 14 | CH3 rock | 1195 | D | 1195 | gas | Estimated from R()Q) branch frequency | |||
a | 15 | Torsion | 268 | B | 268 | gas | MW: 272νA) 265νE) | |||
Source: Shimanouchi, 1972
Notes
VS | Very strong |
S | Strong |
M | Medium |
W | Weak |
CF | Calculated frequency |
MW | Torsional Frequency calculated from microwave spectroscopic data. |
A | 0~1 cm-1 uncertainty |
B | 1~3 cm-1 uncertainty |
C | 3~6 cm-1 uncertainty |
D | 6~15 cm-1 uncertainty |
References
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, 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.
Aston, Siller, et al., 1937
Aston, J.G.; Siller, C.W.; Messerly, G.H.,
Heat capacities and entropies of organic compounds. III. Methylamine from 11.5°K. to the boiling point. Heat of vaporization and vapor pressure. The entropy from molecular data,
J. Am. Chem. Soc., 1937, 59, 1743-17. [all data]
Lemoult, 1907
Lemoult, M.P.,
Recherches theoriques et experimentales sur les chaleurs de combustion et de formation des composes organiques,
Ann. Chim. Phys., 1907, 12, 395-432. [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]
Muller, 1910
Muller, J.-A.,
Sur les chaleurs de combustion et les poids specifiques des methylamines,
Ann. Chim. Phys., 1910, 20, 116-130. [all data]
Aston, Siller, et al., 1937, 2
Aston, J.G.; Siller, C.W.; Messerly, G.H.,
Heat capacities and entropies of organic compounds. III. Methylamine from 12K to the boiling point. Heat of vaporization and vapor pressure. The entropy from molecular data,
J. Am. Chem. Soc., 1937, 59, 1743-1751. [all data]
Roberts, Emeleus, et al., 1939
Roberts, E.R.; Emeleus, H.J.; Briscoe, H.V.A.,
Preparation and Prop. of Ethyldideuteramine and Dimethyldeuteramine,
J. Chem. Soc., 1939, 1939, 41. [all data]
Emeleus and Briscoe, 1937
Emeleus, H.J.; Briscoe, H.V.A.,
Preparation and Properties of Methyldideuteramine,
J. Chem. Soc., 1937, 1937, 127. [all data]
McNeight and Smyth, 1936
McNeight, S.A.; Smyth, C.P.,
Non-Rotation of Molecules in a Number of Solids,
J. Am. Chem. Soc., 1936, 58, 1718. [all data]
Aston, Siller, et al., 1937, 3
Aston, J.G.; Siller, C.W.; Messerly, G.H.,
Heat Capacities and Entropies of Organic Compounds III. Methylamine from 11.5 K to the Boiling Point. Heat of Vaporization and Vapor Pressure. The Entropy from Molecular Data,
J. Am. Chem. Soc., 1937, 59, 1743. [all data]
Li and Kiran, 1988
Li, L.; Kiran, E.,
Gas-Liquid Critical Properties of Methylamine + Nitrous Oxide and Methylamine + Ethylene Binary Mixtures,
J. Chem. Eng. Data, 1988, 33, 342. [all data]
Kay and Young, 1974
Kay, W.B.; Young, C.L.,
Int. DATA Ser., Sel. Data Mixtures, Ser. A, 1974, No. 2, 158. [all data]
Berthoud, 1917
Berthoud, A.,
Determination of Critical Temperatures and Pressures of Amines and Alkyl Chlorides,
J. Chim. Phys. Phys.-Chim. Biol., 1917, 15, 3. [all data]
Majer and Svoboda, 1985
Majer, V.; Svoboda, V.,
Enthalpies of Vaporization of Organic Compounds: A Critical Review and Data Compilation, Blackwell Scientific Publications, Oxford, 1985, 300. [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]
Dykyj, 1970
Dykyj, J.,
Petrochemica, 1970, 10, 2, 51. [all data]
Boublik, Fried, et al., 1984
Boublik, T.; Fried, V.; Hala, E.,
The Vapour Pressures of Pure Substances: Selected Values of the Temperature Dependence of the Vapour Pressures of Some Pure Substances in the Normal and Low Pressure Region, 2nd ed., Elsevier, New York, 1984, 972. [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]
Shimanouchi, 1972
Shimanouchi, T.,
Tables of Molecular Vibrational Frequencies Consolidated Volume I, National Bureau of Standards, 1972, 1-160. [all data]
Notes
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Vibrational and/or electronic energy levels, References
- Symbols used in this document:
Cp,liquid Constant pressure heat capacity of liquid Pc Critical pressure S°liquid Entropy of liquid at standard conditions Tboil Boiling point Tc Critical temperature Tfus Fusion (melting) point Ttriple Triple point temperature Vc Critical volume 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 ΔvapS Entropy of vaporization - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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