Chemical Properties of Propanedioic acid, dimethyl ester (CAS 108-59-8)

Propanedioic acid, dimethyl ester

InChI
InChI=1S/C5H8O4/c1-8-4(6)3-5(7)9-2/h3H2,1-2H3
InChI Key
BEPAFCGSDWSTEL-UHFFFAOYSA-N
Formula
C5H8O4
SMILES
COC(=O)CC(=O)OC
Molecular Weight1
132.11
CAS
108-59-8
Other Names
  • 1,3-propanedioic acid, dimethyl ester
  • Dimethyl ester of malonic acid
  • Dimethylmalonate
  • Methyl malonate
  • dimethyl 1,3-propanedioate
  • dimethyl malonate
  • dimethyl propanedioate
  • malonic acid, dimethyl ester
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Physical Properties

Property Value Unit Source
ω 0.8289 ChemSep v8.3 pure component data Compiled value
ΔcH°liquid [-2311.20; -2311.20] kJ/mol Show Hide
ΔcH°liquid -2311.20 ± 0.63 kJ/mol NIST
ΔcH°liquid -2311.20 ± 0.63 kJ/mol NIST
ΔcH°solid -2318.00 kJ/mol NIST
μ 2.51 debye ChemSep v8.3 pure component data Compiled value
ΔfG° -580.40 kJ/mol ChemSep v8.3 pure component data Compiled value
ΔfH°gas [-737.80; -726.50] kJ/mol Show Hide
ΔfH°gas -726.50 kJ/mol ChemSep v8.3 pure component data Compiled value
ΔfH°gas -737.80 ± 1.00 kJ/mol NIST
ΔfH°gas -737.80 ± 1.00 kJ/mol NIST
ΔfH°liquid [-799.69; -799.69] kJ/mol Show Hide
ΔfH°liquid -799.69 ± 0.63 kJ/mol NIST
ΔfH°liquid -799.69 ± 0.63 kJ/mol NIST
ΔfusH° 17.44 kJ/mol Joback Calculated Property
ΔsubH° 111.70 ± 2.10 kJ/mol NIST
ΔvapH° [57.50; 61.90] kJ/mol Show Hide
ΔvapH° 57.50 ± 0.30 kJ/mol NIST
ΔvapH° 61.84 ± 0.79 kJ/mol NIST
ΔvapH° 61.84 ± 0.79 kJ/mol NIST
ΔvapH° 61.90 kJ/mol NIST
IE 10.26 eV Relay (1.0) Calculated Property
log10WS -0.51 Relay (1.0) Calculated Property
logPoct/wat -0.277 Crippen Calculated Property
McVol 96.190 ml/mol McGowan Calculated Property
Pc [3530.00; 4074.00] kPa Show Hide
Pc 3530.00 kPa Vapor Pressures, Enthalpies of Vaporization, and Critical Parameters of a Series of Linear Aliphatic Dimethyl Esters of Dicarboxylic Acids
Pc 4074.00 kPa ChemSep v8.3 pure component data Compiled value
Ptriple 2.07e-06 kPa ChemSep v8.3 pure component data Compiled value
Inp [882.00; 921.00]   Show Hide
Inp 910.00 NIST
Inp 887.00 NIST
Inp 910.00 NIST
Inp 902.00 NIST
Inp 917.00 NIST
Inp 915.00 NIST
Inp 913.00 NIST
Inp 887.00 NIST
Inp 884.00 NIST
Inp 882.00 NIST
Inp 891.00 NIST
Inp 908.00 NIST
Inp 895.00 NIST
Inp 914.00 NIST
Inp 917.00 NIST
Inp 918.00 NIST
Inp 921.00 NIST
Inp 897.00 NIST
Inp 899.00 NIST
Inp 896.00 NIST
Inp 888.00 NIST
Inp 902.00 NIST
Inp 895.00 NIST
Inp 908.00 NIST
Inp 897.00 NIST
Inp 914.00 NIST
I [1472.00; 1523.00]   Show Hide
I 1499.00 NIST
I 1482.00 NIST
I 1484.00 NIST
I 1506.00 NIST
I 1489.00 NIST
I 1499.00 NIST
I 1500.00 NIST
I 1472.00 NIST
I Outlier 1523.00 NIST
I 1489.00 NIST
I 1482.00 NIST
Tboil [452.50; 454.60] K Show Hide
Tboil 452.50 K ChemSep v8.3 pure component data Compiled value
Tboil 454.60 K NIST
Tboil 454.60 ± 0.80 K NIST
Tboil 454.60 ± 0.50 K NIST
Tc 622.40 K ChemSep v8.3 pure component data Compiled value
Tfus [211.15; 211.30] K Show Hide
Tfus 211.15 K ChemSep v8.3 pure component data Compiled value
Tfus 211.30 ± 1.00 K NIST
Ttriple 211.15 K ChemSep v8.3 pure component data Compiled value
Vc 0.325 m3/kmol ChemSep v8.3 pure component data Compiled value
Zc 0.2560000 ChemSep v8.3 pure component data Compiled value

Temperature Dependent Properties

Property Value Unit Temperature (K) Source
Cp,liquid 210.10 J/mol×K 298.15 NIST
ΔvapH [46.10; 61.80] kJ/mol [293.00; 497.00] Show Hide
ΔvapH 61.80 ± 0.80 kJ/mol 293.00 NIST
ΔvapH 53.70 kJ/mol 381.00 NIST
ΔvapH 52.90 ± 0.20 kJ/mol 405.50 NIST
ΔvapH 49.50 ± 0.20 kJ/mol 405.50 NIST
ΔvapH 46.10 ± 0.30 kJ/mol 405.50 NIST
ΔvapH 50.00 kJ/mol 497.00 NIST

Correlations

Property Value Unit Temperature (K) Source
Cp,gas [141.09; 340.16] J/mol×K [300.00; 1500.00] ChemSep v8.3 pure component data Compiled value Show Hide
EquationY = A + B·((C/T)/sinh(C/T))² + D·((E/T)/cosh(E/T))²
Y is Cp,gas in J/mol×K, T in K
Coefficient A1.05870e+02
Coefficient B3.03520e+02
Coefficient C8.13920e+02
Coefficient D-1.25710e+02
Coefficient E1.09820e+03
CommentChemSep eq 107, IdealGasHeatCapacityCp
Temperature range, min.300.00
Temperature range, max.1500.00
Cp,gas 141.09 J/mol×K 300.00 Calculated Property
Cp,gas 190.72 J/mol×K 433.33 Calculated Property
Cp,gas 227.41 J/mol×K 566.67 Calculated Property
Cp,gas 253.61 J/mol×K 700.00 Calculated Property
Cp,gas 274.34 J/mol×K 833.33 Calculated Property
Cp,gas 291.81 J/mol×K 966.67 Calculated Property
Cp,gas 306.82 J/mol×K 1100.00 Calculated Property
Cp,gas 319.72 J/mol×K 1233.33 Calculated Property
Cp,gas 330.75 J/mol×K 1366.67 Calculated Property
Cp,gas 340.16 J/mol×K 1500.00 Calculated Property
Property Value Unit Temperature (K) Source
Cp,liquid [185.80; 255.96] J/mol×K [211.15; 452.50] ChemSep v8.3 pure component data Compiled value Show Hide
EquationY = A + B·T + C·T² + D·T³ + E·T⁴
Y is Cp,liquid in J/mol×K, T in K
Coefficient A1.33040e+02
Coefficient B2.30790e-01
Coefficient C9.02660e-05
Coefficient D0.00000e+00
Coefficient E0.00000e+00
CommentChemSep eq 100, LiquidHeatCapacityCp
Temperature range, min.211.15
Temperature range, max.452.50
Cp,liquid 185.80 J/mol×K 211.15 Calculated Property
Cp,liquid 193.07 J/mol×K 237.97 Calculated Property
Cp,liquid 200.48 J/mol×K 264.78 Calculated Property
Cp,liquid 208.01 J/mol×K 291.60 Calculated Property
Cp,liquid 215.68 J/mol×K 318.42 Calculated Property
Cp,liquid 223.47 J/mol×K 345.23 Calculated Property
Cp,liquid 231.40 J/mol×K 372.05 Calculated Property
Cp,liquid 239.46 J/mol×K 398.87 Calculated Property
Cp,liquid 247.64 J/mol×K 425.68 Calculated Property
Cp,liquid 255.96 J/mol×K 452.50 Calculated Property
Property Value Unit Temperature (K) Source
η [0.0250641; 0.0002568] Pa×s [211.15; 452.50] ChemSep v8.3 pure component data Compiled value Show Hide
EquationY = exp(A + B/T + C·ln(T) + D·T^E)
Y is η in Pa×s, T in K
Coefficient A-1.22750e+01
Coefficient B1.81350e+03
Coefficient C0.00000e+00
Coefficient D0.00000e+00
Coefficient E0.00000e+00
CommentChemSep eq 101, LiquidViscosity
Temperature range, min.211.15
Temperature range, max.452.50
η 0.0250641 Pa×s 211.15 Calculated Property
η 0.0095217 Pa×s 237.97 Calculated Property
η 0.0044006 Pa×s 264.78 Calculated Property
η 0.0023441 Pa×s 291.60 Calculated Property
η 0.0013884 Pa×s 318.42 Calculated Property
η 0.0008920 Pa×s 345.23 Calculated Property
η 0.0006109 Pa×s 372.05 Calculated Property
η 0.0004402 Pa×s 398.87 Calculated Property
η 0.0003305 Pa×s 425.68 Calculated Property
η 0.0002568 Pa×s 452.50 Calculated Property
Property Value Unit Temperature (K) Source
ΔvapH [64.44; 0.00] kJ/mol [211.15; 622.40] ChemSep v8.3 pure component data Compiled value Show Hide
EquationY = A·(1 − Tr)^(B + C·Tr + D·Tr² + E·Tr³), Tr = T/Tc
Y is ΔvapH in kJ/mol, T in K
Coefficient A8.21050e+01
Coefficient B7.06420e-01
Coefficient C-3.18110e-01
Coefficient D-1.21000e-01
Coefficient E0.00000e+00
Critical temperature, Tc (K)6.22400e+02
CommentChemSep eq 106, HeatOfVaporization
Temperature range, min.211.15
Temperature range, max.622.40
ΔvapH 64.44 kJ/mol 211.15 Calculated Property
ΔvapH 61.12 kJ/mol 256.84 Calculated Property
ΔvapH 57.96 kJ/mol 302.54 Calculated Property
ΔvapH 54.92 kJ/mol 348.23 Calculated Property
ΔvapH 51.96 kJ/mol 393.93 Calculated Property
ΔvapH 48.99 kJ/mol 439.62 Calculated Property
ΔvapH 45.87 kJ/mol 485.32 Calculated Property
ΔvapH 42.20 kJ/mol 531.01 Calculated Property
ΔvapH 36.75 kJ/mol 576.71 Calculated Property
ΔvapH 0.00 kJ/mol 622.40 Calculated Property
Property Value Unit Temperature (K) Source
Pvap [1.33; 202.65] kPa [345.14; 479.68] The Yaws Handbook of Vapor Pressure Show Hide
Equationln(Y) = A + B/(T + C)
Y is Pvap in kPa, T in K
Coefficient A1.69518e+01
Coefficient B-5.19477e+03
Coefficient C-3.34050e+01
Temperature range, min.345.14
Temperature range, max.479.68
Pvap 1.33 kPa 345.14 Calculated Property
Pvap 2.86 kPa 360.09 Calculated Property
Pvap 5.73 kPa 375.04 Calculated Property
Pvap 10.84 kPa 389.99 Calculated Property
Pvap 19.49 kPa 404.94 Calculated Property
Pvap 33.46 kPa 419.88 Calculated Property
Pvap 55.20 kPa 434.83 Calculated Property
Pvap 87.85 kPa 449.78 Calculated Property
Pvap 135.37 kPa 464.73 Calculated Property
Pvap 202.65 kPa 479.68 Calculated Property
Pvap [2.07e-06; 4074.34] kPa [211.15; 622.40] ChemSep v8.3 pure component data Compiled value Show Hide
EquationY = exp(A + B/T + C·ln(T) + D·T^E)
Y is Pvap in kPa, T in K
Coefficient A7.84472e+01
Coefficient B-9.56720e+03
Coefficient C-8.63610e+00
Coefficient D1.37230e-17
Coefficient E6.00000e+00
CommentChemSep eq 101, VaporPressure
Temperature range, min.211.15
Temperature range, max.622.40
Pvap 2.07e-06 kPa 211.15 Calculated Property
Pvap 1.21e-03 kPa 256.84 Calculated Property
Pvap 0.08 kPa 302.54 Calculated Property
Pvap 1.57 kPa 348.23 Calculated Property
Pvap 13.48 kPa 393.93 Calculated Property
Pvap 68.40 kPa 439.62 Calculated Property
Pvap 244.86 kPa 485.32 Calculated Property
Pvap 698.06 kPa 531.01 Calculated Property
Pvap 1737.41 kPa 576.71 Calculated Property
Pvap 4074.34 kPa 622.40 Calculated Property
Pvap [0.13; 101.07] kPa [308.00; 453.90] NIST Show Hide
Equationln(Y) = A + B/(T + C)
Y is Pvap in kPa, T in K
Coefficient A1.66415e+01
Coefficient B-4.93597e+03
Coefficient C-4.34480e+01
ReferenceStull, 1947
CommentCoefficents calculated by NIST from author's data.
Temperature range, min.308.00
Temperature range, max.453.90
Pvap 0.13 kPa 308.00 Calculated Property
Pvap 0.39 kPa 324.21 Calculated Property
Pvap 1.02 kPa 340.42 Calculated Property
Pvap 2.41 kPa 356.63 Calculated Property
Pvap 5.24 kPa 372.84 Calculated Property
Pvap 10.59 kPa 389.06 Calculated Property
Pvap 20.07 kPa 405.27 Calculated Property
Pvap 36.03 kPa 421.48 Calculated Property
Pvap 61.64 kPa 437.69 Calculated Property
Pvap 101.07 kPa 453.90 Calculated Property
Property Value Unit Temperature (K) Source
ρl [1234.38; 406.54] kg/m3 [211.15; 622.40] ChemSep v8.3 pure component data Compiled value Show Hide
EquationY = A / B^(1 + (1 − T/C)^D)
Y is ρl in kg/m3, T in K
Coefficient A1.16450e+02
Coefficient B2.86440e-01
Coefficient C6.22400e+02
Coefficient D2.85710e-01
CommentChemSep eq 105, LiquidDensity
Temperature range, min.211.15
Temperature range, max.622.40
ρl 1234.38 kg/m3 211.15 Calculated Property
ρl 1189.84 kg/m3 256.84 Calculated Property
ρl 1142.96 kg/m3 302.54 Calculated Property
ρl 1093.17 kg/m3 348.23 Calculated Property
ρl 1039.64 kg/m3 393.93 Calculated Property
ρl 981.06 kg/m3 439.62 Calculated Property
ρl 915.18 kg/m3 485.32 Calculated Property
ρl 837.45 kg/m3 531.01 Calculated Property
ρl 735.48 kg/m3 576.71 Calculated Property
ρl 406.54 kg/m3 622.40 Calculated Property
Property Value Unit Temperature (K) Source
γ [0.05; 0.00] N/m [211.15; 622.40] ChemSep v8.3 pure component data Compiled value Show Hide
EquationY = A·(1 − Tr)^(B + C·Tr + D·Tr² + E·Tr³), Tr = T/Tc
Y is γ in N/m, T in K
Coefficient A7.16060e-02
Coefficient B1.04630e+00
Coefficient C0.00000e+00
Coefficient D0.00000e+00
Coefficient E0.00000e+00
Critical temperature, Tc (K)6.22400e+02
CommentChemSep eq 106, SurfaceTension
Temperature range, min.211.15
Temperature range, max.622.40
γ 0.05 N/m 211.15 Calculated Property
γ 0.04 N/m 256.84 Calculated Property
γ 0.04 N/m 302.54 Calculated Property
γ 0.03 N/m 348.23 Calculated Property
γ 0.03 N/m 393.93 Calculated Property
γ 0.02 N/m 439.62 Calculated Property
γ 0.01 N/m 485.32 Calculated Property
γ 0.01 N/m 531.01 Calculated Property
γ 0.00 N/m 576.71 Calculated Property
γ 0.00 N/m 622.40 Calculated Property
Property Value Unit Temperature (K) Source
λ [0.02; 0.05] W/m×K [452.50; 1000.00] ChemSep v8.3 pure component data Compiled value Show Hide
EquationY = A·T^B / (1 + C/T + D/T²)
Y is λ in W/m×K, T in K
Coefficient A-5.35060e+01
Coefficient B4.13370e-02
Coefficient C-8.66630e+05
Coefficient D-4.60730e+08
CommentChemSep eq 102, VaporThermalConductivity
Temperature range, min.452.50
Temperature range, max.1000.00
λ 0.02 W/m×K 452.50 Calculated Property
λ 0.02 W/m×K 513.33 Calculated Property
λ 0.02 W/m×K 574.17 Calculated Property
λ 0.03 W/m×K 635.00 Calculated Property
λ 0.03 W/m×K 695.83 Calculated Property
λ 0.04 W/m×K 756.67 Calculated Property
λ 0.04 W/m×K 817.50 Calculated Property
λ 0.04 W/m×K 878.33 Calculated Property
λ 0.05 W/m×K 939.17 Calculated Property
λ 0.05 W/m×K 1000.00 Calculated Property
Property Value Unit Temperature (K) Source
λ [0.16; 0.10] W/m×K [211.15; 452.50] ChemSep v8.3 pure component data Compiled value Show Hide
EquationY = A + B·T + C·T² + D·T³ + E·T⁴
Y is λ in W/m×K, T in K
Coefficient A2.16390e-01
Coefficient B-2.49270e-04
Coefficient C0.00000e+00
Coefficient D0.00000e+00
Coefficient E0.00000e+00
CommentChemSep eq 100, LiquidThermalConductivity
Temperature range, min.211.15
Temperature range, max.452.50
λ 0.16 W/m×K 211.15 Calculated Property
λ 0.16 W/m×K 237.97 Calculated Property
λ 0.15 W/m×K 264.78 Calculated Property
λ 0.14 W/m×K 291.60 Calculated Property
λ 0.14 W/m×K 318.42 Calculated Property
λ 0.13 W/m×K 345.23 Calculated Property
λ 0.12 W/m×K 372.05 Calculated Property
λ 0.12 W/m×K 398.87 Calculated Property
λ 0.11 W/m×K 425.68 Calculated Property
λ 0.10 W/m×K 452.50 Calculated Property

Similar Compounds

Diethyl malonate. Propanedioic acid, bromo-, dimethyl ester. Acetic acid, cyano-, methyl ester. Dimethyl chloromalonate. Propanoic acid, 3-methoxy-, methyl ester. Methyl propionate. Malonic acid, di(2,2-dichloroethyl) ester. Methyl acetoacetate. Dimethyl methoxymalonate. Propanedioic acid, dipropyl ester. Malonic acid, 2,2-dichloroethyl ethyl ester. Propanoic acid, 3,3,3-trichloro-, methyl ester. PROPANEDIOIC ACID, METHYL-, DIMETHYL ESTER. Diallyl malonate. PROPANEDIOIC ACID, BIS(1-METHYLETHYL) ESTER.

Find more compounds similar to Propanedioic acid, dimethyl ester.

Sources

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