ChemicalBook > CAS DataBase List > 2,5-Di-tert-butylhydroquinone

2,5-Di-tert-butylhydroquinone

Product Name
2,5-Di-tert-butylhydroquinone
CAS No.
88-58-4
Chemical Name
2,5-Di-tert-butylhydroquinone
Synonyms
BHQ;dtbhq;DBHQ;Probes;ANTIOXIDANT DTBHQ;Dibutylhydroquinone;Black Hole Quencher;2,5-ditertiary butyl hydroquinone;2-carbamoyl-2-propylpentanoic acid;2,5-DI-TERT-BUTYL-1,4-HYDROQUINONE
CBNumber
CB8258782
Molecular Formula
C14H22O2
Formula Weight
222.32
MOL File
88-58-4.mol
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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)
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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
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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.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
8.21762
Product name
2,5-Di-tert-butylhydroquinone
Purity
for synthesis
Packaging
250g
Price
$49.3
Updated
2025/07/31
Sigma-Aldrich
Product number
8.21762
Product name
2,5-Di-tert-butylhydroquinone
Purity
for synthesis
Packaging
1kg
Price
$178
Updated
2025/07/31
Sigma-Aldrich
Product number
8.21762
Product name
2,5-Di-tert-butylhydroquinone
Purity
for synthesis
Packaging
25kg
Price
$1560
Updated
2025/07/31
Sigma-Aldrich
Product number
112976
Product name
2,5-Di-tert-butylhydroquinone
Purity
99%
Packaging
25g
Price
$34.7
Updated
2025/07/31
Sigma-Aldrich
Product number
112976
Product name
2,5-Di-tert-butylhydroquinone
Purity
99%
Packaging
1kg
Price
$178
Updated
2025/07/31
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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.

Synthesis

2460-77-7

88-58-4

General procedure for the synthesis of 2,5-di-tert-butylhydroquinone from 2,5-di-tert-butyl-1,4-benzoquinone: To a Teflon tubular glass ampoule with stopper was added about 4.8 mL volume of 0.166 mmol 2,5-di-tert-butyl-1,4-benzoquinone, a stirring bar, and 0.25 mL of a toluene solution containing 0.5 mg iPrPCPIrH4. Subsequently, the solution was subjected to two freeze-pump-thaw degassing cycles and sealed under a 1 atm hydrogen atmosphere. The sealed vessel was placed in an aluminum heating block, heated at the indicated temperature and stirred for the specified time. Upon completion of the reaction, volatiles were removed by depressurization until only a few μL of toluene remained, and the ampoule was quickly sealed. Finally, 0.5 mL of THF-d8 was added and the solution was transferred to an NMR tube for NMR analysis.

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 Preparation Products And Raw materials

Raw materials

Isobutylene Hydroquinone

Preparation Products

tert-Butylhydroquinone 6-Bromoindole-2-carboxylic acid (6-BROMO-1H-INDOL-2-YL)METHANOL 6-BROMO-1H-INDOLE-2-CARBALDEHYDE Ethyl 6-bromoindole-2-carboxylate
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View Lastest Price from 2,5-Di-tert-butylhydroquinone manufacturers

ZHENGZHOU JIUYI TIME NEW MATERIALS CO,.LTD
Product
2,5-Di-tert-butylhydroquinone 88-58-4
Price
US $2.20-8.80/kg
Min. Order
1kg
Purity
99%min
Supply Ability
100kg
Release date
2025-08-28
Hebei Chuanghai Biotechnology Co., Ltd
Product
2,5-Di-tert-butylhydroquinone 88-58-4
Price
US $10.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
100 mt
Release date
2025-03-13
Hebei Zhuanglai Chemical Trading Co.,Ltd
Product
2 5-di-tert-butylhydroquinone 88-58-4
Price
US $70.00/kg
Min. Order
1kg
Purity
99
Supply Ability
5000
Release date
2024-05-07

88-58-4, 2,5-Di-tert-butylhydroquinoneRelated Search:

2-Butoxyethanol Diethylene glycol monobutyl ether 2,6-DIMETHYLHYDROQUINONE 2-Methylhydroquinone Hydroquinone Buprofezin tert-Butylhydroquinone 1,4-Dimethoxybenzene tert-Butanol Cyhalofop-butyl Butyl acetate Butyl acrylate 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

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  • Di-Tertiary Butylhydroquinone
  • 2,5-DI-TERT-BUTYL-1,4-HYDROQUINONE (DBHQ)
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  • 2,5-Bis(1,1-dimethylethyl)hydroquinone
  • DI-TERT-BUTYLHYDROQUINONE
  • 2,5-DI-TERT-BUTYL-HYDROQUINOL
  • 2,5-DI(TERT-BUTYL)-1,4-BENZOHYDROQUINONE
  • ANTIOXIDANT DTBHQ
  • 2,5-Di-tert-butylhydroquinone, 98+%
  • 2,5-Di-tert-butylhydroquinone,99%
  • BHQ / DBHQ
  • 2,5-DI-TERT-BUTYL HY
  • 2,5-Bis(tert-butyl)benzene-1,4-diol
  • 2,5-Bis(tert-butyl)hydroquinone
  • 2,5-Di-tert-butylhydroquinone (DBHQ)
  • 2,5-Di-tert-butylhydroquinone, 99% 1KG
  • 4-benzohydroquinone
  • 5-di-t-butyl-1
  • 2-carbamoyl-2-propylpentanoic acid
  • BUTYLHYDROQUINONE-TERT
  • 1,4-DIHYDROXY-2,5-DI-TERT-BUTYLBENZENE
  • T-BUTYLATED HYDROQUINONE
  • TBUBHQ
  • 2,5-BIS(2-METHYL-2-PROPYL)-1,4-BENZENEDIOL
  • 2,5-DI-TERT-BUTYL-1,4-HYDROQUINONE
  • 2,5-DI(TERT-BUTYL)-1,4-BENZENEDIOL
  • 2,5-ditertiary butyl hydroquinone
  • 2,5-DI-TERT-BUTYLHYDROQUINONE
  • 2,5-DI-TERT-BUTYL HYDROXYQUINONE
  • 2,5-DI-(T-BUTYL)-1,4-BENZOHYDROQUINONE
  • 2,5-DI-(T-BUTYL)-1,4-HYDROQUINONE
  • 2,5-DI-T-BUTYLHYDROQUINONE
  • 2.5-Di-tert-bu
  • BHQ Probes
  • Black Hole Quencher
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