1,4-Dihydronaphthalene

1,4-Dihydronaphthalene
	Structural formula of 1,4-dihydronaphthalene
Names
	IUPAC name 1,4-Dihydronaphthalene
	Other names Δ2-Dialin;
Identifiers
CAS Number	612-17-9;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:38143;
ChemSpider	62370;
ECHA InfoCard	100.009.362
EC Number	210-297-0;
PubChem CID	69155;
UNII	C56X9SYS4F;
CompTox Dashboard (EPA)	DTXSID9060607 ;
	InChI InChI=1S/C10H10/c1-2-6-10-8-4-3-7-9(10)5-1/h1-6H,7-8H2 Key: FUPIVZHYVSCYLX-UHFFFAOYSA-N;
	SMILES C1C=CCC2=CC=CC=C21;
Properties
Chemical formula	C10H10
Molar mass	130.190 g·mol−1
Appearance	Colorless liquid (25 °C)
Density	0.9928 g/cm3 (33 °C)
Melting point	24.6 °C (76.3 °F; 297.8 K)
Boiling point	210 °C (410 °F; 483 K)
Refractive index (nD)	1.5577 (20 °C)
Hazards
	GHS labelling:
Pictograms
Signal word	Danger
Hazard statements	H225
Precautionary statements	P210, P233, P240, P241, P242, P243, P280, P303+P361+P353, P370+P378, P403+P235, P501
Related compounds
Related compounds	Naphthalene; 1,2-Dihydronaphthalene
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

1,4-Dihydronaphthalene is an aromatic hydrocarbon with the molecular formula C₁₀H₁₀. The compound is a derivative of naphthalene and differs from it by having one partially saturated ring. It can be synthesized by reduction of naphthalene with sodium in ethanol.^[4]

1,4-Dihydronaphthalene is unstable and can isomerize to 1,2-dihydronaphthalene in a solution of sodium ethoxide in ethanol:^[5]

References

^ "1,4-Dihydronaphthalene, >80.0%". TCI Chemicals. Retrieved 17 November 2022.
^ ^a ^b ^c ^d CRC Handbook of Chemistry and Physics (85th ed.). Taylor & Francis. p. 14-IA20. ISBN 978-0-8493-0485-9.
^ PubChem. "1,4-Dihydronaphthalene". pubchem.ncbi.nlm.nih.gov. Retrieved 2026-03-02.
^ US 3449453A, Leo H. Broering; George L. Seibel, "Process for hydrogenating naphthalene to 1,4-dihydronaphthalene", published 10 June 1969, assigned to National Distillers and Chemical Corporation
^ Arora, Amit (2006). Aromatic Organic Chemistry. New Delhi: Discovery Publishing House. p. 167. ISBN 81-8356-202-7.

[TCI-1] "1,4-Dihydronaphthalene, >80.0%". TCI Chemicals. Retrieved 17 November 2022.

[CRC97-2] CRC Handbook of Chemistry and Physics (85th ed.). Taylor & Francis. p. 14-IA20. ISBN 978-0-8493-0485-9.

[3] PubChem. "1,4-Dihydronaphthalene". pubchem.ncbi.nlm.nih.gov. Retrieved 2026-03-02.

[4] US 3449453A, Leo H. Broering; George L. Seibel, "Process for hydrogenating naphthalene to 1,4-dihydronaphthalene", published 10 June 1969, assigned to National Distillers and Chemical Corporation

[5] Arora, Amit (2006). Aromatic Organic Chemistry. New Delhi: Discovery Publishing House. p. 167. ISBN 81-8356-202-7.

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