2,5-Di-tert-butylhydroquinone Property

Melting point:

216-218 °C(lit.)

Boiling point:

321°C

Density 

1,07 g/cm³

refractive index 

1.4576 (estimate)

Flash point:

216 °C

storage temp. 

Store below +30°C.

solubility 

almost transparency in Methanol

pka

11.89±0.23(Predicted)

form 

Crystalline Powder

color 

Light beige to pink-beige

Water Solubility 

3.8mg/L at 20℃

BRN 

2049542

Stability:

Stable. Incompatible with oxidizing agents.

LogP

274 at 30℃

CAS DataBase Reference

88-58-4(CAS DataBase Reference)

NIST Chemistry Reference

1,4-Benzenediol, 2,5-bis(1,1-dimethylethyl)-(88-58-4)

EPA Substance Registry System

1,4-Benzenediol, 2,5-bis(1,1-dimethylethyl)- (88-58-4)

Safety

Hazard Codes 

Xi,Xn

Risk Statements 

36/37/38-22

Safety Statements 

26-24/25

WGK Germany 

3

RTECS 

MX5160000

Autoignition Temperature

790 °F

Hazard Note 

Irritant

TSCA 

Yes

HS Code 

29072900

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H301Toxic if swalloed

H317May cause an allergic skin reaction

H335May cause respiratory irritation

H410Very toxic to aquatic life with long lasting effects

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P273Avoid release to the environment.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P310IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.

P302+P352IF ON SKIN: wash with plenty of soap and water.

2,5-Di-tert-butylhydroquinone Chemical Properties,Usage,Production

Description

2,5-Di-tert-butylhydroquinone, also known as 2,5-TBHQ or DTBHQ, belongs to the class of organic compounds known as phenylpropanes. These are organic compounds containing a phenylpropane moiety. It is a phenol derivative containing 2 phenol groups and 2 alkyl groups, each consisting of three methyl groups.

Chemical Properties

cream or pale brown solid

Uses

2,5-Di-tert-butylhydroquinone is the oxidation substrate used to measure the catalytic activity of the copper(II) enzyme-like catalysts.

Definition

ChEBI: A member of the class of hydroquinones that is benzene-1,4-diol substituted by tert-butyl groups at position 2 and 5.

General Description

Mobilizes Ca²⁺ specifically from the Ins(1,4,5)P₃-sensitive Ca²⁺ stores by inhibiting microsomal and sarcoplasmic reticulum Ca²⁺-ATPase activity. Does not affect mitochondrial Ca²⁺ fluxes or plasma membrane Ca²⁺/Mg²⁺ ATPase activity. Useful for the study of endomembrane Ca²⁺ stores and plasma membrane Ca²⁺ permeability pathways.

Biological Activity

A selective inhibitor of endoplasmic reticulum Ca 2+ -ATPase.

Biochem/physiol Actions

2,5-Di-tert-butylhydroquinone specifically inhibits the sarcoplasmic reticulum (SR) Ca2+ uptake in the rat ventricle.

Purification Methods

Crystallise the hydroquinone from *C6H6 or AcOH. [Beilstein 6 III 4741.]

References

[1]. hasséssian h, vaca l, kunze dl. blockade of the inward rectifier potassium current by the ca(2+)-atpase inhibitor 2',5'-di(tert-butyl)-1,4-benzohydroquinone (bhq). br j pharmacol, 1994, 112(4): 1118-1122.
[2]. fusi f, gorelli b, valoti m, et al. effects of 2,5-di-t-butyl-1,4-benzohydroquinone (bhq) on rat aorta smooth muscle. eur j pharmacol, 1998, 346(2-3): 237-243.
[3]. fusi f, saponara s, gagov h, et al. 2,5-di-t-butyl-1,4-benzohydroquinone (bhq) inhibits vascular l-type ca(2+) channel via superoxide anion generation. br j pharmacol, 2001, 133(7): 988-996.
[4]. jan cr, ho cm, wu sn, et al. mechanism of rise and decay of 2,5-di-tert-butylhydroquinone-induced ca2+ signals in madin darby canine kidney cells. eur j pharmacol, 1999, 365(1): 111-117.