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106-51-4 molecular structure
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cyclohexa-2,5-diene-1,4-dione

ChemBase ID: 103047
Molecular Formular: C6H4O2
Molecular Mass: 108.09476
Monoisotopic Mass: 108.02112937
SMILES and InChIs

SMILES:
O=C1C=CC(=O)C=C1
Canonical SMILES:
O=C1C=CC(=O)C=C1
InChI:
InChI=1S/C6H4O2/c7-5-1-2-6(8)4-3-5/h1-4H
InChIKey:
AZQWKYJCGOJGHM-UHFFFAOYSA-N

Cite this record

CBID:103047 http://www.chembase.cn/molecule-103047.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
cyclohexa-2,5-diene-1,4-dione
IUPAC Traditional name
quinone
Synonyms
p-benzoquinone
p-quinone
1,4-Benzoquinone
benzoquinone
Quinone
p-BENZOQUINONE
p-Benzoquinone
1,4-Benzoquinone
p-Benzoquinone
苯醌
对苯醌
CAS Number
106-51-4
EC Number
203-405-2
MDL Number
MFCD00001591
Beilstein Number
773967
Merck Index
148074
PubChem SID
24847521
24891552
162090615
PubChem CID
4650
CHEBI ID
16509
CHEMBL
8320
Chemspider ID
4489
KEGG ID
C00472
Unique Ingredient Identifier
3T006GV98U
Wikipedia Title
1,4-Benzoquinone

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
H Acceptors H Donor
LogD (pH = 5.5) 1.0241138  LogD (pH = 7.4) 1.0241138 
Log P 1.0241138  Molar Refractivity 31.0288 cm3
Polarizability 10.729253 Å3 Polar Surface Area 34.14 Å2
Rotatable Bonds Lipinski's Rule of Five true 

PROPERTIES

PROPERTIES

Physical Property Safety Information Pharmacology Properties Product Information Bioassay(PubChem)
Solubility
Slightly soluble in petroleum ether; soluble in acetone; very soluble in ethanol, benzene, diethyl ether expand Show data source
Slightly soluble in water expand Show data source
Apperance
Yellow solid expand Show data source
Melting Point
111-114 °C expand Show data source
112-114 °C expand Show data source
112-115°C expand Show data source
113-115 °C(lit.) expand Show data source
115°C expand Show data source
116 °C expand Show data source
Boiling Point
ca 180°C subl. expand Show data source
Sublimes expand Show data source
Flash Point
170.6 °F expand Show data source
77 °C expand Show data source
77°C(171°F) expand Show data source
Auto Ignition Point
560 °C (1040 °F) expand Show data source
815 °F expand Show data source
Density
1.3 (water = 1) expand Show data source
1.318 expand Show data source
1.318 g/cm3 at 20 °C expand Show data source
Vapor Pressure
0.09 mm Hg at 20 °C expand Show data source
0.1 mmHg ( 25 °C) expand Show data source
Vapor Density
3.7 (air = 1) expand Show data source
3.73 (vs air) expand Show data source
Storage Condition
Room Temperature (15-30°C) expand Show data source
RTECS
DK2625000 expand Show data source
European Hazard Symbols
Nature polluting Nature polluting (N) expand Show data source
Toxic Toxic (T) expand Show data source
UN Number
2587 expand Show data source
UN2587 expand Show data source
MSDS Link
Download expand Show data source
Download expand Show data source
Download expand Show data source
Download expand Show data source
Download expand Show data source
Download expand Show data source
German water hazard class
3 expand Show data source
Hazard Class
6.1 expand Show data source
Packing Group
2 expand Show data source
II expand Show data source
Australian Hazchem
2Z expand Show data source
Risk Statements
23/25-36/37/38-50 expand Show data source
R:23/25-36/37/38-50 expand Show data source
R23/25 R36/37/38 R50 expand Show data source
Safety Statements
26-28-45-61 expand Show data source
S:26-28-45-61 expand Show data source
S26 S28 S45 S61 expand Show data source
EU Classification
T2 expand Show data source
EU Hazard Identification Number
6.1B expand Show data source
Emergency Response Guidebook(ERG) Number
153 expand Show data source
TSCA Listed
expand Show data source
GHS Pictograms
GHS06 expand Show data source
GHS09 expand Show data source
GHS Signal Word
Danger expand Show data source
Main Hazard
Toxic expand Show data source
GHS Hazard statements
H301 + H331-H315-H319-H335-H400 expand Show data source
H301-H315-H319-H331-H335-H400 expand Show data source
H301-H331-H315-H319-H335-H400 expand Show data source
GHS Precautionary statements
P261-P273-P301 + P310-P305 + P351 + P338-P311 expand Show data source
P280H-P273-P305+P351+P338-P302+P352-P309-P310 expand Show data source
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges expand Show data source
Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges expand Show data source
RID/ADR
UN 2587 6.1/PG 2 expand Show data source
Storage Temperature
2-8°C expand Show data source
Gene Information
human ... ACHE(43), BCHE(590), CES1(1066) expand Show data source
Purity
≥98% expand Show data source
≥98.0% (HPLC) expand Show data source
≥99% (GC) expand Show data source
≥99.5% (HPLC) expand Show data source
95+% expand Show data source
97% expand Show data source
98% expand Show data source
98+% expand Show data source
Grade
purum expand Show data source
reagent grade expand Show data source
Certificate of Analysis
Download expand Show data source
Ignition Residue
≤0.3% (as SO4) expand Show data source
Quality
for spectrophotometric det. of amines expand Show data source
Sublimation Residue
≤0.1% expand Show data source
≤1% expand Show data source
Pharmacopeia Traceability
traceable to USP 1056504 expand Show data source
Linear Formula
C6H4(=O)2 expand Show data source
Classification
Genuine Natural Compounds expand Show data source

DETAILS

DETAILS

MP Biomedicals MP Biomedicals Wikipedia Wikipedia Sigma Aldrich Sigma Aldrich
Sigma Aldrich - 12309 external link
Other Notes
Reagent for the spectrophotometric microdetermination of amines1
Sigma Aldrich - B10358 external link
General description
Free radical inhibitor
Packaging
1 kg in glass bottle
5, 100, 500 g in glass bottle
Application
Dienophile employed in Diels-Alder cycloadditions to form naphthoquinones,1 and 1,4-phenanthrenediones.2

REFERENCES

REFERENCES

From Suppliers Google Scholar IconGoogle Scholar PubMed iconPubMed Google Books IconGoogle Books
  • • Mild reoxidant in palladium-catalyzed reactions, to convert Pd(0) back to Pd(II); see e.g.: Org. Synth. Coll., 8, 137 (1993). For use in the Pd-catalyzed oxidative addition of amines to electron-deficient alkenes, to give enamines, see Palladium(II) chloride, 11034. For the cis-1,4-stereo- and regioselective chloroacetoxylation of 1,3-dienes by Pd(OAc)2 and LiCl, in the presence of benzoquinone, see Palladium(II) acetate, 10516.
  • • Reacts with allyl or isoprenyl tin derivatives in the presence of BF3 etherate to give ortho allyl-substituted quinones: Org. Synth. Coll., 9, 741 (1998). For a reaction scheme, see 2,3-Dimethoxy-5-methyl-1,4-benzoquinone, B24777.
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PATENTS

PATENTS

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INTERNET

INTERNET

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