2,5-Di-tert-butylhydroquinone

Names

[ CAS No. ]:
88-58-4

[ Name ]:
2,5-Di-tert-butylhydroquinone

[Synonym ]:
2,5-Bis(2-methyl-2-propanyl)-1,4-benzenediol
MFCD00008825
2,5-TBHQ
EINECS 201-841-8
1,4-Benzenediol, 2,5-bis(1,1-dimethylethyl)-
2,5-Di-tert-Butyl-1,4-hydroquinone (DBHQ)
2,5-di-tert-butylhydroquinone
2,5-Di-tert-butylbenzene-1,4-diol
2,5-DITERT-BUTYLBENZENE-1,4-DIOL
2,5-Di-tert-butyl-1,4-hydroquinone

Biological Activity

[Description]:

2,5-Di-tert-butylhydroquinone (DTBHQ), the indirect food additive, regulates the activity of 5-lipoxygenase as well as the activity of COX-2 (IC50=1.8 and 14.1 μM for 5-LO and COX-2, respectively) [1].

[Related Catalog]:

Research Areas >> Inflammation/Immunology

Signaling Pathways >> Metabolic Enzyme/Protease >> 5-Lipoxygenase

Signaling Pathways >> Immunology/Inflammation >> COX

[Target]

5-LO:1.8 μM (IC50)

COX-2:14.1 μM (IC50)

[In Vitro]

DTBHQ influences arachidonic acid (AA) metabolism in biologically relevant concentrations in vitro[1].

[References]

[1]. Zsofia Kutil, et al. The influence of the quinone antioxidants tert-butylhydroquinone and 2,5-di-tert-butylhydroquinone on the arachidonic acid metabolism in vitro. Food and Agricultural Immunology. Volume 26, 2015-Issue 4.

Chemical & Physical Properties

[ Density]:
1.0±0.1 g/cm3

[ Boiling Point ]:
334.4±37.0 °C at 760 mmHg

[ Melting Point ]:
216-218 °C(lit.)

[ Molecular Formula ]:
C₁₄H₂₂O₂

[ Molecular Weight ]:
222.323

[ Flash Point ]:
151.5±21.1 °C

[ Exact Mass ]:
222.161987

[ PSA ]:
40.46000

[ LogP ]:
4.02

[ Vapour Pressure ]:
0.0±0.8 mmHg at 25°C

[ Index of Refraction ]:
1.520

[ Storage condition ]:
Store at RT

[ Stability ]:
Stable. Incompatible with oxidizing agents.

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: MX5160000

CHEMICAL NAME :: Hydroquinone, 2,5-di-tert-butyl-

CAS REGISTRY NUMBER :: 88-58-4

BEILSTEIN REFERENCE NO. :: 2049542

LAST UPDATED :: 199707

DATA ITEMS CITED :: 6

MOLECULAR FORMULA :: C14-H22-O2

MOLECULAR WEIGHT :: 222.36

WISWESSER LINE NOTATION :: L6V DVJ BX1&1&1 EX1&1&1

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LDLo - Lowest published lethal dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 800 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: KODAK* Kodak Company Reports. (343 State St., Rochester, NY 14650) Volume(issue)/page/year: 21MAY1971

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: >1800 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: KODAK* Kodak Company Reports. (343 State St., Rochester, NY 14650) Volume(issue)/page/year: 21MAY1971 ** OTHER MULTIPLE DOSE TOXICITY DATA **

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 6426 mg/kg/3W-C

TOXIC EFFECTS :: Blood - change in clotting factors Related to Chronic Data - death

REFERENCE :: JONUAI Journal of Nutrition. (Subscription Dept., 9650 Rockville Pike, Bethesda, MD 20014) V.1- 1928- Volume(issue)/page/year: 109,453,1979 ** TUMORIGENIC DATA **

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - hamster

DOSE/DURATION :: 134 gm/kg/24W-C

TOXIC EFFECTS :: Tumorigenic - neoplastic by RTECS criteria Gastrointestinal - tumors

REFERENCE :: CRNGDP Carcinogenesis (London). (Oxford Univ. Press, Pinkhill House, Southfield Road, Eynsham, Oxford OX8 1JJ, UK) V.1- 1980- Volume(issue)/page/year: 12,1341,1991 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOES - National Occupational Exposure Survey (1983) NOES Hazard Code - X7949 No. of Facilities: 155 (estimated) No. of Industries: 8 No. of Occupations: 14 No. of Employees: 14136 (estimated) No. of Female Employees: 6832 (estimated)

Safety Information

[ Symbol ]:

GHS07

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H302-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-S24/25

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

[ RTECS ]:
MX5160000

[ HS Code ]:
29072900

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2907299090

[ Summary ]:
2907299090 polyphenols; phenol-alcohols。supervision conditions:AB(certificate of inspection for goods inward,certificate of inspection for goods outward)。VAT:17.0%。tax rebate rate:9.0%。MFN tariff:5.5%。general tariff:30.0%

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