2,5-Di-tert-butylhydroquinone Chemical Properties

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 Information

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

MSDS

• Language:English Provider:Dibutylhydroquinone
• Language:English Provider:ACROS
• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

2,5-Di-tert-butylhydroquinone Usage And Synthesis

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.

2,5-Di-tert-butylhydroquinone(88-58-4)Related Product Information

• Diethylene glycol monobutyl ether
• Butyl acrylate
• 2,6-DIMETHYLHYDROQUINONE
• 2-Methylhydroquinone
• Hydroquinone
• Buprofezin
• tert-Butylhydroquinone
• 1,4-Dimethoxybenzene
• tert-Butanol
• 2-Butoxyethanol
• Cyhalofop-butyl
• Butyl acetate
• DI-TERT-BUTYL ETHER
• 2,5-Bis(1,1,3,3-tetramethylbutyl)hydroquinone
• 2,5-Di(tert-amyl)hydroquinone
• 2,6-di-tert-butylhydroquinone
• ALPHA-[[[2,5-BIS(1,1-DIMETHYLETHYL)-4-HYDROXYPHENOXY]CARBONYL]OXY]-2-NITRO-BENZENEACETIC ACID
• 2,5-DI-TERT-BUTYL-4-HYDROXYANISOLE