3,3'-Dimethylbiphenyl

Formula: C₁₄H₁₄
Molecular weight: 182.2610
IUPAC Standard InChI: InChI=1S/C14H14/c1-11-5-3-7-13(9-11)14-8-4-6-12(2)10-14/h3-10H,1-2H3
IUPAC Standard InChIKey: GVEDOIATHPCYGS-UHFFFAOYSA-N
CAS Registry Number: 612-75-9
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: 1,1'-Biphenyl, 3,3'-dimethyl-; m,m'-Bitolyl; 3,3'-Ditolyl; 3,3'-Dimethyldiphenyl; 3,3-Dimethyldiphenyl; 1-Methyl-3-(3'-methylphenyl)benzene; Biphenyl, 3,3'-dimethyl-; 3,3'-dimethyl-1,1'-biphenyl; Diphenyl, 3,3'-dimethyl
Permanent link for this species. Use this link for bookmarking this species for future reference.
Information on this page:
Other data available:
Options:
- Switch to calorie-based units

Data at NIST subscription sites:

NIST / TRC Web Thermo Tables, professional edition (thermophysical and thermochemical data)

NIST subscription sites provide data under the NIST Standard Reference Data Program, but require an annual fee to access. The purpose of the fee is to recover costs associated with the development of data collections included in such sites. Your institution may already be a subscriber. Follow the links above to find out more about the data in these sites and their terms of usage.

Condensed phase thermochemistry data

Go To: Top, Gas phase ion energetics data, References, Notes

Data compiled by: Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein

Quantity	Value	Units	Method	Reference	Comment
Δ_cH°_liquid	-7529.9 ± 7.5	kJ/mol	Ccb	Brull, 1935	Reanalyzed by Cox and Pilcher, 1970, Original value = -7527.60 kJ/mol; Corresponding Δ_fHº_liquid = 20.0 kJ/mol (simple calculation by NIST; no Washburn corrections)

Gas phase ion energetics data

Go To: Top, Condensed phase thermochemistry data, References, Notes

Data compiled as indicated in comments:
LLK - Sharon G. Lias, Rhoda D. Levin, and Sherif A. Kafafi

Ionization energy determinations

IE (eV)	Method	Reference	Comment
8.70 ± 0.05	EI	Loudon and Mazengo, 1974	LLK
7.85 ± 0.02	PE	Maier and Turner, 1972	LLK

Appearance energy determinations

Ion	AE (eV)	Other Products	Method	Reference	Comment
C₁₃H₁₁⁺	13.4 ± 0.2	CH₃	EI	Loudon and Mazengo, 1974	LLK
C₁₄H₁₃⁺	13.0 ± 0.2	H	EI	Loudon and Mazengo, 1974	LLK

References

Go To: Top, Condensed phase thermochemistry data, Gas phase ion energetics data, Notes

Brull, 1935
Brull, L., Sui calori di combustione di alcuni derivati del bifenil, Gazz. Chim. Ital., 1935, 65, 19-28. [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]

Loudon and Mazengo, 1974
Loudon, A.G.; Mazengo, R.Z., Steric strain and electron-impact. The behaviour of some n, n'-dimethyl- 1,1-binaphthyls, some n, n'-dimethylbiphenyls and model compounds, Org. Mass Spectrom., 1974, 8, 179. [all data]

Maier and Turner, 1972
Maier, J.P.; Turner, D.W., Steric inhibition of resonance studied by molecular photoelectron spectroscopy. Part I. Biphenyls, Faraday Discuss. Chem. Soc., 1972, 54, 149. [all data]

Notes

Go To: Top, Condensed phase thermochemistry data, Gas phase ion energetics data, References

Symbols used in this document:

AE Appearance energy

Δ_cH°_liquid Enthalpy of combustion of liquid at standard conditions
Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
The National Institute of Standards and Technology (NIST) uses its best efforts to deliver a high quality copy of the Database and to verify that the data contained therein have been selected on the basis of sound scientific judgment. However, NIST makes no warranties to that effect, and NIST shall not be liable for any damage that may result from errors or omissions in the Database.
Customer support for NIST Standard Reference Data products.

AE	Appearance energy
Δ_cH°_liquid	Enthalpy of combustion of liquid at standard conditions