2,5-Di-tert-butylhydroquinone

2,5-Di-tert-butylhydroquinone Basic information
Product Name:2,5-Di-tert-butylhydroquinone
Synonyms:DI-TERT-BUTYL HYDROQUINONE(2,5-);DI-T-BUTYLHYDROQUINONE;2,5-Di-tert-butylquinol;Di-Tertiary Butylhydroquinone;DTBHQ (DI-TERTIARY BUTYL;4-Benzenediol,2,5-bis(1,1-dimethylethyl)-1;antagedbh;dibug
CAS:88-58-4
MF:C14H22O2
MW:222.32
EINECS:201-841-8
Product Categories:Signalling;Organic Building Blocks;Oxygen Compounds;Polyols;Anthraquinones, Hydroquinones and Quinones;Calcium signaling;Industrial/Fine Chemicals
Mol File:88-58-4.mol
2,5-Di-tert-butylhydroquinone Structure
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)
Fp 216 °C
storage temp. Store below +30°C.
solubility almost transparency in Methanol
pka11.89±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.
LogP274 at 30℃
CAS DataBase Reference88-58-4(CAS DataBase Reference)
NIST Chemistry Reference1,4-Benzenediol, 2,5-bis(1,1-dimethylethyl)-(88-58-4)
EPA Substance Registry System1,4-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 Temperature790 °F
Hazard Note Irritant
TSCA Yes
HS Code 29072900
MSDS Information
ProviderLanguage
Dibutylhydroquinone English
SigmaAldrich English
ACROS English
ALFA English
2,5-Di-tert-butylhydroquinone Usage And Synthesis
Chemical Propertiescream or pale brown solid
Uses2,5-Di-tert-butylhydroquinone is the oxidation substrate used to measure the catalytic activity of the copper(II) enzyme-like catalysts.
DefinitionChEBI: A member of the class of hydroquinones that is benzene-1,4-diol substituted by tert-butyl groups at position 2 and 5.
General DescriptionMobilizes 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 ActivityA selective inhibitor of endoplasmic reticulum Ca 2+ -ATPase.
Biochem/physiol Actions2,5-Di-tert-butylhydroquinone specifically inhibits the sarcoplasmic reticulum (SR) Ca2+ uptake in the rat ventricle.
Purification MethodsCrystallise 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-DITERTOCTYLHYDROQUINONE ALPHA-[[[2,5-BIS(1,1-DIMETHYLETHYL)-4-HYDROXYPHENOXY]CARBONYL]OXY]-2-NITRO-BENZENEACETIC ACID tert-Butylhydroquinone 2,5-BIS(1,1-DIMETHYLBUTYL)-4-METHOXYPHENOL 1,4-BIS(N-OCTYLOXY)-2,5-DI-T-PENTYLBENZENE Cyhalofop-butyl 1,4-DI-TERT-BUTYL-2,5-DIMETHOXYBENZENE 2,6-di-tert-butylhydroquinone Recombinant Human Telomerase 2,5-Di(tert-amyl)hydroquinone 2,5-DI-TERT-BUTYL-4-HYDROXYANISOLE 2,5-Bis(1,1,3,3-tetramethylbutyl)hydroquinone Buprofezin tert-Butanol Hydroquinone 1,4-Dimethoxybenzene 2,6-DIMETHYLHYDROQUINONE DI-TERT-BUTYL ETHER

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