Showing Compound Diphenyl ether (FDB012853)

Record Information

Version

1.0

Creation date

2010-04-08 22:10:24 UTC

Update date

2019-11-26 03:07:44 UTC

Primary ID

FDB012853

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

Diphenyl ether

Description

Present in muscat grapes, green tea, vanilla, lemon balm, buckwheat, potato chips and grilled beef. Flavouring ingredient Diphenyl ether is a starting material in the production of phenoxathiin via the Ferrario reaction. Phenoxathiin is used in polyamide and polyimide production.; Involving similar reactions, diphenyl ether is a significant side product in the high-pressure hydrolysis of chlorobenzene in the production of phenol.; Several polybrominated diphenyl ethers (PBDEs) are useful flame retardants. Of penta-, octa-, and decaBDE, the three most common PBDEs, only decaBDE is still in widespread use since its ban in the European Union in 2003. DecaBDE, also known as decabromodiphenyl oxide, is a high-volume industrial chemical with over 450,000 kilograms produced annually in the United States. Decabromodiphenyl oxide is sold under the trade name Saytex 102 as a flame retardant in the manufacture of paints and reinforced plastics. Diphenyl ether is found in many foods, some of which are tea, alcoholic beverages, cereals and cereal products, and fruits.

CAS Number

101-84-8

Structure

MOL SDF PDB SMILES InChI

Synonyms

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Synonym	Source
1,1'-Oxybis(benzene)	ChEBI
1,1'-oxybis(benzene)	biospider
1,1'-Oxybis-benzene	HMDB
1,1'-Oxybisbenzene	ChEBI
1,1'-Oxybisbenzene, 9ci	HMDB
1,1'-Oxybisbenzene, 9CI	db_source
1,1'-Oxydibenzene	HMDB
1,1'-oxydibenzene	biospider
1,1-Oxybisbenzene	HMDB
2,2',3-Trihydroxydiphenylether	HMDB

Showing 1 to 10 of 34 entries

Predicted Properties

Property	Value	Source
Water Solubility	0.044 g/L	ALOGPS
logP	3.68	ALOGPS
logP	3.47	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Basic)	-8.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	0	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	9.23 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	52.3 m³·mol⁻¹	ChemAxon
Polarizability	18.36 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Chemical Formula

C12H10O

IUPAC name

phenoxybenzene

InChI Identifier

InChI=1S/C12H10O/c1-3-7-11(8-4-1)13-12-9-5-2-6-10-12/h1-10H

InChI Key

USIUVYZYUHIAEV-UHFFFAOYSA-N

Isomeric SMILES

O(C1=CC=CC=C1)C1=CC=CC=C1

Average Molecular Weight

170.2072

Monoisotopic Molecular Weight

170.073164942

Classification

Description

Belongs to the class of organic compounds known as diphenylethers. These are aromatic compounds containing two benzene rings linked to each other through an ether group.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Diphenylethers

Direct Parent

Diphenylethers

Alternative Parents

Substituents

Diphenylether
Polyphenyl ether
Diaryl ether
Phenoxy compound
Phenol ether
Ether
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

aromatic ether (CHEBI:39258 )

Ontology

Disposition

Route of exposure:

Enteral:

Ingestion

Source:

Food

Biological:

Plant:

Poaceae

Biological location:

Subcellular:

Biofluid and excreta:

Saliva

Role

Industrial application:

Food and nutrition:

Flavoring agent

Biological role:

Nutrient

Physico-Chemical Properties

Physico-Chemical Properties - Experimental

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Property	Value	Reference
Boiling Point	Bp 259°	DFC
Charge	Not Available
Density	Not Available
Experimental logP	4.21	HANSCH,C ET AL. (1995)
Experimental pKa	Not Available
Experimental Water Solubility	0.018 mg/mL at 25 oC	BANERJEE,S et al. (1980)
Isoelectric point	Not Available
Mass Composition	C 84.68%; H 5.92%; O 9.40%	DFC
Melting Point	Mp 37-39° (28°)	DFC
Optical Rotation	Not Available

Showing 1 to 10 of 14 entries

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
GC-MS	Diphenyl ether, non-derivatized, GC-MS Spectrum	splash10-0fkc-6900000000-b128f1e4f832b1e51dc2	Spectrum
GC-MS	Diphenyl ether, non-derivatized, GC-MS Spectrum	splash10-00dl-6900000000-41476843423d742c9ffc	Spectrum
GC-MS	Diphenyl ether, non-derivatized, GC-MS Spectrum	splash10-00di-5900000000-fa40da8e096ee71b2081	Spectrum
GC-MS	Diphenyl ether, non-derivatized, GC-MS Spectrum	splash10-00di-4900000000-5a461502693f815d0a1c	Spectrum
GC-MS	Diphenyl ether, non-derivatized, GC-MS Spectrum	splash10-00dl-2900000000-20b598592da4acb1c557	Spectrum
GC-MS	Diphenyl ether, non-derivatized, GC-MS Spectrum	splash10-0fkc-6900000000-b128f1e4f832b1e51dc2	Spectrum
GC-MS	Diphenyl ether, non-derivatized, GC-MS Spectrum	splash10-00dl-6900000000-41476843423d742c9ffc	Spectrum
GC-MS	Diphenyl ether, non-derivatized, GC-MS Spectrum	splash10-00di-5900000000-fa40da8e096ee71b2081	Spectrum
GC-MS	Diphenyl ether, non-derivatized, GC-MS Spectrum	splash10-00di-4900000000-5a461502693f815d0a1c	Spectrum
GC-MS	Diphenyl ether, non-derivatized, GC-MS Spectrum	splash10-00dl-2900000000-20b598592da4acb1c557	Spectrum
Predicted GC-MS	Diphenyl ether, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-00di-4900000000-e71d061a5ced2da31ce1	Spectrum
Predicted GC-MS	Diphenyl ether, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-00di-0900000000-14fb226263bdd8719e59	2016-06-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-00di-0900000000-23a4f61e636889eeaeac	2016-06-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0ufr-9100000000-84b08ef4e174c2dd6b47	2016-06-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-014i-0900000000-65d68558a187295d75e2	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-014i-0900000000-1a35816a5560f2ec182b	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-002f-9200000000-f2092ce2f908db19b181	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-014i-0900000000-5f405abe20ed15fb1ad3	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-014i-0900000000-5f405abe20ed15fb1ad3	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0006-9100000000-7d5473aa6f8406a77405	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-00di-0900000000-13ac4e364e8d0c6b9e7c	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-00di-0900000000-13ac4e364e8d0c6b9e7c	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-00os-9400000000-ef8200ab1e8cfb60bb16	2021-09-22	View Spectrum

NMR

Not Available

External Links

ChemSpider ID

ChEMBL ID

KEGG Compound ID

Pubchem Compound ID

Pubchem Substance ID

Not Available

ChEBI ID

39258

Phenol-Explorer ID

Not Available

DrugBank ID

Not Available

HMDB ID

HMDB34446

CRC / DFC (Dictionary of Food Compounds) ID

HMM53-C:HMM53-C

EAFUS ID

1046

Dr. Duke ID

Not Available

BIGG ID

Not Available

KNApSAcK ID

Not Available

HET ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

Flavornet ID

Not Available

GoodScent ID

rw1004531

SuperScent ID

7583

Wikipedia ID

Diphenyl_ether

Phenol-Explorer Metabolite ID

Not Available

Duplicate IDS

Not Available

Old DFC IDS

Not Available

Associated Foods

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Food	Content Range	Average	Reference

Black tea	Expected but not quantified	Not Available	DFC CODES
Breakfast cereal	Expected but not quantified	Not Available	DFC CODES
Green tea	Expected but not quantified	Not Available	DFC CODES
Herbal tea	Expected but not quantified	Not Available	DFC CODES
Red tea	Expected but not quantified	Not Available	DFC CODES

Showing 1 to 5 of 5 entries

Biological Effects and Interactions

Health Effects / Bioactivities

Not Available

Enzymes

Not Available

Pathways

Not Available

Metabolism

Not Available

Biosynthesis

Not Available

Organoleptic Properties

Flavours

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Flavor	Citations
geranium	Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695 The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
green	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
leaf	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
phenolic	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.