2-tert-Butyl-1,4-benzoquinone

Names

[ Name ]:
2-tert-Butyl-1,4-benzoquinone

[Synonym ]:
EINECS 222-757-8
2-tert-butylcyclohexa-2,5-diene-1,4-dione
MFCD00666928

Biological Activity

[Description]:

2-tert-Butyl-1,4-benzoquinone is an electrophilic metabolite of butylated hydroxyanisole and an oxidation product of 2-tert-butylhydroquinone[1].

[Related Catalog]:

Signaling Pathways >> Apoptosis >> Apoptosis

Research Areas >> Cancer

Chemical & Physical Properties

[ Density]:
1.092 g/cm3

[ Boiling Point ]:
227.8ºC at 760 mmHg

[ Melting Point ]:
54-58 °C(lit.)

[ Molecular Formula ]:
C₁₀H₁₂O₂

[ Molecular Weight ]:
164.20100

[ Flash Point ]:
82.6ºC

[ Exact Mass ]:
164.08400

[ PSA ]:
34.14000

[ LogP ]:
1.66690

[ Index of Refraction ]:
1.515

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: DK3790000

CHEMICAL NAME :: p-Benzoquinone, 2-tert-butyl-

CAS REGISTRY NUMBER :: 3602-55-9

BEILSTEIN REFERENCE NO. :: 1860944

LAST UPDATED :: 199612

DATA ITEMS CITED :: 6

MOLECULAR FORMULA :: C10-H12-O2

MOLECULAR WEIGHT :: 164.22

WISWESSER LINE NOTATION :: L6V DVJ BX1&1&1

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

MUTATION DATA

TYPE OF TEST :: Cytogenetic analysis

TEST SYSTEM :: Rodent - hamster Lung

DOSE/DURATION :: 1500 ug/L

REFERENCE :: MUREAV Mutation Research. (Elsevier Science Pub. B.V., POB 211, 1000 AE Amsterdam, Netherlands) V.1- 1964- Volume(issue)/page/year: 241,125,1990

Safety Information

[ Symbol ]:

GHS07

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H315-H319-H335

[ Precautionary Statements ]:
P261-P305 + P351 + P338

[ Personal Protective Equipment ]:
dust mask type N95 (US);Eyeshields;Gloves

[ Hazard Codes ]:
Xi: Irritant;

[ Risk Phrases ]:
R36/37/38

[ Safety Phrases ]:
S26-S36

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

[ RTECS ]:
DK3790000

[ HS Code ]:
2914690090

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2914690090

[ Summary ]:
2914690090 other quinones。Supervision conditions:None。VAT:17.0%。Tax rebate rate:9.0%。MFN tariff:5.5%。General tariff:30.0%

Articles

Reduction of cytotoxic p-quinone metabolites of tert-butylhydroquinone by human aldo-keto reductase (AKR) 1B10.

Drug Metab. Pharmacokinet. 27(5) , 553-8, (2012)

2-tert-Butylhydroquinone (BHQ), an antioxidant used as a food additive, exhibits an anticancer effect, whereas it is carcinogenic in rodents at high doses. BHQ is metabolized into cytotoxic tert-butyl...

Paradoxical cytotoxicity of tert-butylhydroquinone in vitro: What kills the untreated cells?

Arch. Toxicol. 86(9) , 1481-7, (2012)

At high concentrations, tert-butylhydroquinone (tBHQ), a phenolic antioxidant frequently used as a food preservative, exerts cytotoxic effects, which are closely linked to its ability to form reactive...

Irreversible inhibition of rat hepatic glutathione S-transferase isoenzymes by a series of structurally related quinones.

Chem. Biol. Interact. 71(4) , 381-92, (1989)

The effect of several structurally related 1,4-benzoquinones (BQ) and 1,4-naphthoquinones (NQ) on the activity of rat hepatic glutathione S-transferases (GST) was studied. For the 1,4-benzoquinones, t...