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ChemicalBook--->CAS DataBase List--->88-58-4

88-58-4

88-58-4 Structure

88-58-4 Structure
IdentificationMore
[Name]

2,5-Di-tert-butylhydroquinone
[CAS]

88-58-4
[Synonyms]

1,4-DIHYDROXY-2,5-DI-TERT-BUTYLBENZENE
2,5-BIS(2-METHYL-2-PROPYL)-1,4-BENZENEDIOL
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-BUTYL)-1,4-BENZENEDIOL
2,5-DI-TERT-BUTYL-1,4-HYDROQUINONE
2,5-DI-TERT-BUTYLHYDROQUINONE
2,5-DI-TERT-BUTYL HYDROXYQUINONE
2,5-ditertiary butyl hydroquinone
BHQ
BUTYLHYDROQUINONE-TERT
DBHQ
Dibutylhydroquinone
DI-T-BUTYLHYDROQUINONE
DI-TERT-BUTYL HYDROQUINONE(2,5-)
TBUBHQ
T-BUTYLATED HYDROQUINONE
1,4-Benzenediol,2,5-bis(1,1-dimethylethyl)-
2,5-bis(1,1-dimethylethyl)-4-benzenediol
[EINECS(EC#)]

201-841-8
[Molecular Formula]

C14H22O2
[MDL Number]

MFCD00008825
[Molecular Weight]

222.32
[MOL File]

88-58-4.mol
Chemical PropertiesBack Directory
[Appearance]

cream or pale brown solid
[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
[form ]

Crystalline Powder
[pka]

11.89±0.23(Predicted)
[color ]

Light beige to pink-beige
[Stability:]

Stable. Incompatible with oxidizing agents.
[Water Solubility ]

3.8mg/L at 20℃
[BRN ]

2049542
[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]

88-58-4(EPA Substance)
Safety DataBack Directory
[Hazard Codes ]

Xi
[Risk Statements ]

R36/37/38:Irritating to eyes, respiratory system and skin .
[Safety Statements ]

S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S24/25:Avoid contact with skin and eyes .
[WGK Germany ]

3
[RTECS ]

MX5160000
[Autoignition Temperature]

790 °F
[Hazard Note ]

Irritant
[TSCA ]

Yes
[HS Code ]

29072900
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Hydroquinone-->Isobutylene-->1,4-Benzenediol, 2-(1,1-dimethylethyl)-5-(2-propen-1-yl)--->2,5-Di-tert-butyl-1,4-benzoquinone-->Allyltributyltin
[Preparation Products]

6-BROMO-1H-INDOLE-2-CARBALDEHYDE-->(6-BROMO-1H-INDOL-2-YL)METHANOL-->6-Bromoindole-2-carboxylic acid-->Ethyl 6-bromoindole-2-carboxylate-->tert-Butylhydroquinone-->2,6-di-tert-butylhydroquinone-->Phenyl-t-butylether-->1,4-Di-t-butyl-2,5-bis(2-methoxyethoxy)benzene, 99+% Redox shuttle ANL-RS2
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

Dibutylhydroquinone(88-58-4).msds
Hazard InformationBack Directory
[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.
Spectrum DetailBack Directory
[Spectrum Detail]

2,5-Di-tert-butylhydroquinone(88-58-4)MS
2,5-Di-tert-butylhydroquinone(88-58-4)1HNMR
2,5-Di-tert-butylhydroquinone(88-58-4)13CNMR
2,5-Di-tert-butylhydroquinone(88-58-4)IR1
2,5-Di-tert-butylhydroquinone(88-58-4)Raman
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

2,5-Di-tert-butylhydroquinone, 99%(88-58-4)
[Alfa Aesar]

2,5-Di-tert-butylhydroquinone, 98+%(88-58-4)
[Sigma Aldrich]

88-58-4(sigmaaldrich)
[TCI AMERICA]

2,5-Di-tert-butylhydroquinone,>98.0%(GC)(88-58-4)
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