2,5-Dimethyl-4-benzoquinone (HCID 8718)

Overview

2,5-Cyclohexadiene-1,4-dione, 2,5-dimethyl- has been reported in Perithalia capillaris with data available.

Names & identifiers

Preferred name: 2,5-Dimethyl-4-benzoquinone
IUPAC: 2,5-dimethylcyclohexa-2,5-diene-1,4-dione
English name: P-XYLOQUINONE
Molecular formula: C8H8O2
Molecular weight: 136.15

Names & synonyms

137-18-82,5-Dimethyl-1,4-benzoquinonePhlorone2,5-Dimethyl-p-benzoquinone2,5-Cyclohexadiene-1,4-dione, 2,5-dimethyl-2,5-Xyloquinone2,5-Dimethylquinone3,6-Dimethyl-p-benzoquinoneFloronFloron [Czech]2,5-Dimethyl-2,5-cyclohexadiene-1,4-dione2,5-Dimethyl-4-benzoquinone

Show more names

2,5-DIMETHYLBENZOQUINONE2,5-Dimethylcyclohexa-2,5-diene-1,4-dioneXYLOQUINONEMetaphloroneP-XYLOQUINONE

2,5-Dimethyl-p-quinonep-BENZOQUINONE, 2,5-DIMETHYL-NSC 15309CCRIS 71502,5-Dimethyl-1,4-benzochinon2,5-Dimetilbenzochinone (1:4)EINECS 205-283-618D1OR9CE1

Database identifiers

CAS: 137-18-8
PubChem CID: 8718
DTXSID: DTXSID0059669
ChEMBL: CHEMBL150457
UNII: 18D1OR9CE1
EC Number: 205-283-6
Nikkaji: J10.038B

Properties

Computed structural properties

XLogP: 1.3
Topological polar surface area: 34.1 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 2
Rotatable bonds: 0
Heavy atoms: 10
Formal charge: 0
Complexity: 228

Experimental & physicochemical properties

Chemical ClassesOther Classes -> Aromatic Ketones

SpringerMaterials PropertiesBoiling point

LogP1.24

Vapor Pressure0.02 [mmHg]

Physical DescriptionYellow solid; [Acros Organics MSDS]

Physicochemical properties

Melting point: 123 · 123-125 °C
Boiling point: 69 · 69-80℃
Density: 1.115 · 1.1150 (rough estimate)
refractive index: 1.509 · 1.5090 (estimate)
storage temp.: 2 · 2-8°C
solubility: 0.5 g/10 · toluene: soluble0.5g/10 mL, clear to faintly turbid, yellow to brown
form: Crystalline Powder
color: Yellow to brown
BRN: 2041348 · 2041348
InChI: 1S/C8H8O2/c1-5-3-8(10)6(2)4-7(5)9/h3-4H,1-2H3
InChIKey: MYKLQMNSFPAPLZ-UHFFFAOYSA-N
SMILES: CC1=CC(=O)C(C)=CC1=O
CAS DataBase Reference: 137 · 137-18-8
EWG's Food Scores: 1 · 1
FDA UNII: 18 D1OR9CE1 · 18D1OR9CE1
EPA Substance Registry System: 2 · 2,5-Cyclohexadiene-1,4-dione, 2,5-dimethyl- (137-18-8)
UNSPSC Code: 12352100 · 12352100
NACRES: 22 · NA.22
Symbol(GHS): 6 · GHS06
Signal word: Danger
Hazard statements: 301 · H301-H315-H319-H335
Precautionary statements: 301 · P301+P310+P330-P302+P352-P305+P351+P338
target organs: Respiratory system
PPE: 95 · dust mask type N95 (US), Eyeshields, Faceshields, Gloves
Hazard Codes: Xn
Risk Statements: 22 · 22-36/37/38
Safety Statements: 26 · 26-37/39
RIDADR: 2811 · UN 2811 6.1/PG 3
WGK Germany: 3 · 3
RTECS: 4800000 · DK4800000
TSCA: TSCA listed
HS Code: 29146990 · 29146990
Storage Class: 6.1 C · 6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects
Hazard Classifications: 3 OralEye · Acute Tox. 3 OralEye Irrit. 2Skin Irrit. 2STOT SE 3

Safety & regulation

GHS classification

GHS Classification · 4 items

Danger

H301 (97.6%): Toxic if swallowed [Danger Acute toxicity, oral]

P261, P264, P264+P265, P270, P271, P280, P301+P316, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 41 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Hazards SummaryCauses somnolence and convulsions in oral, intraperitoneal, and subcutaneous lethal-dose studies of mice; Oral LD50 (mouse) = 290 mg/kg; [RTECS] An irritant; [Acros Organics MSDS] See Quinone.

Hazard Classes and CategoriesAcute Tox. 3 (97.6%)

Safety data

PPE: dust mask type N95 (US), Eyeshields, Faceshields, Gloves
wgk: 3
tsca: TSCA listed
rtecs: DK4800000
ridadr: UN 2811 6.1/PG 3
hs_code: 29146990
risk_code: 22-36/37/38
Signal word: Danger
Symbol(GHS): GHS06
hazard_code: Xn
safety_code: 26-37/39
Storage Class: 6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects
target organs: Respiratory system
Hazard statements: H301-H315-H319-H335
Hazard Classifications: Acute Tox. 3 OralEye Irrit. 2Skin Irrit. 2STOT SE 3
Precautionary statements: P301+P310+P330-P302+P352-P305+P351+P338

Chemistry & industry

Uses & manufacturing

General Manufacturing Information2,5-Cyclohexadiene-1,4-dione, 2,5-dimethyl-: INACTIVE

Applications · 2 items

Uses2,5-Dimethyl-1,4-benzoquinone may be used in a key step involved in the total synthesis of ()-cyathin A3.

General Description2,5-Dimethyl-1,4-benzoquinone is a quinone derivative. Its reaction with jack bean urease in phosphate buffer, pH 7.8 has been studied. It is present as one of the component of defensive secretion of opilionid Acanthopachylus aculeatus. It has been investigated as inhibitor of jack bean urease in 50mM phosphate buffer, pH 7.0.