Cyclohexane (data page)

This page provides supplementary chemical data on cyclohexane.

== Material Safety Data Sheet ==

The handling of this chemical may incur notable safety precautions. It is highly recommend that you seek the Material Safety Datasheet (MSDS) for this chemical from a reliable source and follow its directions.

[http://www.sigmaaldrich.com/MSDS/MSDS/DisplayMSDSPage.do?country=US&language=en&productNumber=320633&brand=ALDRICH&PageToGoToURL=http%3A%2F%2Fwww.sigmaaldrich.com%2Fcatalog%2Fproduct%2Faldrich%2F320633%3Flang%3Den Sigma Aldrich]
[https://web.archive.org/web/20070630043133/http://siri.org/msds/index.php SIRI]
[https://web.archive.org/web/20091023064532/http://www.sciencestuff.com/msds/C1658.html Science Stuff]
[https://fscimage.fishersci.com/msds/05870.htm Fisher Scientific]

== Structure and properties ==

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! {{chembox header}} | Structure and properties

Index of refraction, n_D

| 1.4262 at 20 °C

Abbe number

Dielectric constant, ε_r

| 2.023 ε₀ at 20 °C

Bond strength

| ?

Bond lengthMorrison, Robert Thornton; Boyd, Robert Neilson: Organic Chemistry 2nd ed. p. 288

| 230 pm H–C

Bond angle

| 109.5° H–C–H
109.5 °C–C–C
109.5° H–C–C

Magnetic susceptibility

| ?

Surface tension

| 27 dyn/cm at 10 °C
25.3 dyn/cm at 20 °C
15.7 dyn/cm at 80 °C

ViscosityLange's Handbook of Chemistry, 10th ed. pp. 1669–1674

| 1.03 mPa·s at 17 °C
0.93 mPa·s at 22 °C
0.86 mPa·s at 27 °C
0.75 mPa·s at 35 °C

== Thermodynamic properties ==

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Triple point \| 279.48 K (6.33 °C), 5.388 kPaFink H.L.: The Heat Capacity and Entropy. Heats of Transition, Fusion and Vaporization and the Vapor Pressures of Cyclohexane. The Vibrational Frequencies of Alicyclic Ring Systems. J.Am.Chem.Soc. 65 (1943) 1135-1139
Critical point \| 554 K (281 °C), 4070 kPa
Std enthalpy change of fusion, Δ_fusH^o \| 2.68 kJ/mol crystal I → liquid
Std entropy change of fusion, Δ_fusS^o \| 9.57 J/(mol·K) crystal I → liquid
Std enthalpy change of vaporization, Δ_vapH^o \| 32 kJ/mol
Std entropy change of vaporization, Δ_vapS^o \| 111.80 J/(mol·K)
{{chembox header}} \| Solid properties
Std enthalpy change of formation, Δ_fH^o_solid \| ? kJ/mol
Standard molar entropy, S^o_solid \| ? J/(mol K)
Heat capacity, c_p \| ? J/(mol K)
Enthalpy of transition, Δ_trsH^o \| 6.7 kJ/mol at –87.0 °C crystal II → crystal I
Entropy of transition, Δ_trsS^o \| 36 J/(mol·K) at –87.0 °C crystal II → crystal I
{{chembox header}} \| Liquid properties
Std enthalpy change of formation, Δ_fH^o_liquid \| –156.4 kJ/mol
Standard molar entropy, S^o_liquid \| 204 J/(mol K)
Enthalpy of combustion, Δ_cH^o \| –3919.6 kJ/mol
Heat capacity, c_p \| 156 J/(mol K) or 1.85 J/(g K)
{{chembox header}} \| Gas properties
Std enthalpy change of formation, Δ_fH^o_gas \| –123.1 kJ/mol
Standard molar entropy, S^o_gas \| 298.19 J/(mol K)
Heat capacity, c_p \| 105.3 J/(mol K)
van der Waals' constantsLange's Handbook of Chemistry 10th ed, pp. 1522–1524 \| a = 2311 L² kPa/mol² b = 0.1424 liter per mole

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! {{chembox header}} | Phase behavior

Triple point

| 279.48 K (6.33 °C), 5.388 kPaFink H.L.: The Heat Capacity and Entropy. Heats of Transition, Fusion and Vaporization and the Vapor Pressures of Cyclohexane. The Vibrational Frequencies of Alicyclic Ring Systems. J.Am.Chem.Soc. 65 (1943) 1135-1139

Critical point

| 554 K (281 °C), 4070 kPa

Std enthalpy change
of fusion, Δ_fusH^o

| 2.68 kJ/mol
crystal I → liquid

Std entropy change
of fusion, Δ_fusS^o

| 9.57 J/(mol·K)
crystal I → liquid

Std enthalpy change
of vaporization, Δ_vapH^o

| 32 kJ/mol

Std entropy change
of vaporization, Δ_vapS^o

| 111.80 J/(mol·K)

{{chembox header}} | Solid properties

Std enthalpy change
of formation, Δ_fH^o_solid

| ? kJ/mol

Standard molar entropy,
S^o_solid

| ? J/(mol K)

Heat capacity, c_p

| ? J/(mol K)

Enthalpy of transition, Δ_trsH^o

| 6.7 kJ/mol at –87.0 °C
crystal II → crystal I

Entropy of transition, Δ_trsS^o

| 36 J/(mol·K) at –87.0 °C
crystal II → crystal I

{{chembox header}} | Liquid properties

Std enthalpy change
of formation, Δ_fH^o_liquid

| –156.4 kJ/mol

Standard molar entropy,
S^o_liquid

| 204 J/(mol K)

Enthalpy of combustion, Δ_cH^o

| –3919.6 kJ/mol

Heat capacity, c_p

| 156 J/(mol K) or 1.85 J/(g K)

{{chembox header}} | Gas properties

Std enthalpy change
of formation, Δ_fH^o_gas

| –123.1 kJ/mol

Standard molar entropy,
S^o_gas

| 298.19 J/(mol K)

Heat capacity, c_p

| 105.3 J/(mol K)

van der Waals' constantsLange's Handbook of Chemistry 10th ed, pp. 1522–1524

| a = 2311 L² kPa/mol²
b = 0.1424 liter per mole

Vapor pressure of liquid

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{{chembox header}} \| P in mm Hg	1	10	40	100	400	760	1520	3800	7600	15200	30400	45600
{{chembox header}} \| T in °C	–45.3_(s)	–15.9_(s)	6.7	25.5	60.8	80.7	106.0	146.4	184.0	228.4	—	—

Table data obtained from CRC Handbook of Chemistry and Physics 44th ed. The "(s)" annotation indicates equilibrium temperature of vapor over solid. Otherwise value is equilibrium temperature of vapor over liquid.

Image:LogCyclohexaneVaporPressure.png{{Clear}}

Distillation data

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bgcolor="#D0D0D0" align="center" colspan="3"\| Vapor-liquid Equilibrium for Cyclohexane/Benzene P = 760 mm Hg
{{chembox header}} ! rowspan="2" \| BP Temp. °C ! colspan="2" \| % by mole benzene
{{chembox header}} ! liquid !! vapor
79.5	10.1	13.1
78.9	17.1	21.1
78.4	25.6	29.3
77.8	34.3	37.6
77.5	42.8	44.5
77.4	52.5	52.9
77.4	57.1	56.4
77.6	66.5	64.5
77.9	75.9	72.8
78.2	81.0	77.7
78.6	86.3	83.4
79.3	94.5	92.6

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bgcolor="#D0D0D0" align="center" colspan="3"\| Vapor-liquid Equilibrium for Cyclohexane/n-Hexane P = 101.0 kPa
{{chembox header}} ! rowspan="2" \| BP Temp. °C ! colspan="2" \| % by mole n-hexane
{{chembox header}} ! liquid !! vapor
80.60	0.00	0.00
78.87	7.9	12.12
78.15	12.50	18.30
77.36	18.06	25.19
76.85	21.65	29.30
76.29	25.92	34.13
75.85	29.39	37.92
75.29	33.52	42.38
75.29	37.86	46.93
74.23	41.63	50.71
73.58	46.72	55.63
73.11	50.66	59.21
72.26	59.26	67.28
71.11	69.43	76.07
70.45	76.18	81.40
69.05	90.70	93.13
68.64	100.00	100.00

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bgcolor="#D0D0D0" align="center" colspan="3"\| Vapor-liquid Equilibrium for Cyclohexane/Acetic acid P = 101.325 kPa
{{chembox header}} ! rowspan="2" \| BP Temp. °C ! colspan="2" \| % by mole acetic acid
{{chembox header}} ! liquid !! vapor
79.60	2.75	6.31
79.32	5.20	9.85
78.84	101.2	15.01
78.53	14.06	18.04
78.50	21.39	21.98
78.81	35.30	26.20
79.13	49.30	29.00
79.33	56.10	30.00
81.44	74.60	33.50
81.66	75.80	34.20
85.18	86.70	40.00
90.52	92.50	49.20
91.90	93.20	51.70
95.52	94.57	57.82
98.94	95.96	63.33
105.75	97.84	75.69
113.16	99.33	90.67

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bgcolor="#D0D0D0" align="center" colspan="3"\| Vapor-liquid Equilibrium for Cyclohexane/Ethanol{{Cite web\|url=http://www.cheric.org/research/kdb/hcvle/hcvle.php\|title=Binary Vapor-Liquid Equilibrium Data\|publisher=Chemical Engineering Research Information Center\|format=Queriable database\|accessdate=19 May 2007}} P = 760 mm Hg
{{chembox header}} ! rowspan="2" \| BP Temp. °C ! colspan="2" \| % by mole ethanol
{{chembox header}} ! liquid !! vapor
73.99	2.0	17.5
69.08	3.0	30.2
66.94	6.5	35.8
66.08	8.1	36.3
66.37	8.6	36.5
65.59	12.5	38.8
65.23	15.1	39.6
65.12	20.6	40.8
64.93	25.8	41.5
64.87	28.3	41.8
64.84	31.5	42.6
64.78	36.6	43.0
64.77	40.3	43.1
64.77	43.1	43.1
64.78	44.4	43.8
64.81	50.0	44.3
64.88	55.7	45.5
65.01	61.3	46.0
64.99	62.1	45.8
65.25	67.8	47.5
65.56	73.8	50.5
66.03	76.3	49.6
65.93	77.6	51.5
66.40	78.1	49.8
66.90	80.9	54.5
67.26	83.3	57.8
67.98	85.3	59.5
68.86	88.1	62.3
69.44	89.8	65.3
70.11	90.9	67.8
71.42	92.9	72.5
72.48	95.1	77.8

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bgcolor="#D0D0D0" align="center" colspan="3"\| Vapor-liquid Equilibrium for Cyclohexane/Isopropanol P = 760 mm Hg
{{chembox header}} ! rowspan="2" \| BP Temp. °C ! colspan="2" \| % by mole cyclohexane
{{chembox header}} ! liquid !! vapor
78.71	2.7	11.2
76.91	7.0	21.8
74.96	11.6	28.3
74.80	12.0	27.6
72.28	19.1	37.1
70.19	30.6	48.9
69.35	47.3	55.5
69.20	51.6	57.0
69.14	51.6	57.2
69.11	51.8	56.8
68.80	52.8	58.3
69.01	53.8	58.2
69.08	57.1	58.2
69.10	70.8	62.7
69.42	74.2	64.9
69.45	78.4	66.0
69.66	80.7	67.3
70.11	86.2	69.7
70.31	87.3	70.9
71.50	92.1	77.3
74.74	97.8	85.0
76.73	99.5	89.3

== Spectral data ==

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λ_max \| ? nm
Extinction coefficient, ε \| ?
{{chembox header}} \| IR
Major absorption bands \| 1055–1000 cm⁻¹
{{chembox header}} \| NMR
Proton NMR \|
Carbon-13 NMR \|
Other NMR data \|
{{chembox header}} \| MS
Masses of main fragments \|

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! {{chembox header}} | UV-Vis

λ_max

| ? nm

Extinction coefficient, ε

| ?

{{chembox header}} | IR

Major absorption bands

| 1055–1000 cm⁻¹

{{chembox header}} | NMR

Proton NMR

Carbon-13 NMR

Other NMR data

{{chembox header}} | MS

Masses of
main fragments

References

{{Cite journal|url=http://webbook.nist.gov/chemistry/|title=NIST Standard Reference Database|year=1997 |doi=10.18434/T4D303 |last1=Linstrom |first1=Peter |publisher=National Institute of Standards and Technology }}

Category:Chemical data pages

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