2-tert-Butyl-1,4-benzoquinone - ≥98.0%(GC), high purity , CAS No.3602-55-9

  • ≥98%(GC)
Item Number
I133400
Grouped product items
SKUSizeAvailabilityPrice Qty
I133400-1g
1g
Available within 8-12 weeks(?)
Production requires sourcing of materials. We appreciate your patience and understanding.
$9.90
I133400-5g
5g
Available within 1-2 weeks(?)
Item is derived from our semi-finished stock and is processed in 1-2 weeks.
$19.90
I133400-25g
25g
Available within 1-2 weeks(?)
Item is derived from our semi-finished stock and is processed in 1-2 weeks.
$76.90
I133400-100g
100g
7
$273.90
I133400-500g
500g
Available within 4-8 weeks(?)
Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience!
$1,231.90

Basic Description

Synonyms2,5-Cyclohexadiene-1,4-dione, 2-(1,1-dimethylethyl)- | 2-tert-Butyl-1,4-benzoquinone, 98% | 2-tert-Butyl-p-benzoquinone | t-butylbenzoquinone | 2,5-Cyclohexadien-1,4-dione, 2-(1,1-dimethylethyl)- | 2-tert-Butyl-[1,4]benzoquinone | 2-tert-Butylbenzo-1,4-qu
Specifications & Purity≥98%(GC)
Shipped InNormal

AI Insight

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Names and Identifiers

Pubchem Sid488182533
Pubchem Sid Urlhttps://pubchem.ncbi.nlm.nih.gov/substance/488182533
IUPAC Name 2-tert-butylcyclohexa-2,5-diene-1,4-dione
INCHI InChI=1S/C10H12O2/c1-10(2,3)8-6-7(11)4-5-9(8)12/h4-6H,1-3H3
InChi Key NCCTVAJNFXYWTM-UHFFFAOYSA-N
Canonical SMILES CC(C)(C)C1=CC(=O)C=CC1=O
Isomeric SMILES CC(C)(C)C1=CC(=O)C=CC1=O
WGK Germany 3
RTECS DK3790000
PubChem CID 19211
Molecular Weight 164.2
Beilstein 7(4)2100
Reaxy-Rn 1860944

Certificates(CoA,COO,BSE/TSE and Analysis Chart)

C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:

Find and download the COA for your product by matching the lot number on the packaging.

9 results found

Lot NumberCertificate TypeDateItem
J1527018Certificate of AnalysisMay 11, 2023 I133400
L2219060Certificate of AnalysisJan 06, 2023 I133400
C1506049Certificate of AnalysisOct 14, 2022 I133400
I2206712Certificate of AnalysisJul 23, 2022 I133400
I2206713Certificate of AnalysisJul 23, 2022 I133400
I2206717Certificate of AnalysisJul 23, 2022 I133400
I2206888Certificate of AnalysisJul 23, 2022 I133400
G2014094Certificate of AnalysisMay 10, 2022 I133400
G2014093Certificate of AnalysisMay 10, 2022 I133400

Safety and Hazards(GHS)

Pictogram(s) GHS06,   GHS09,   GHS07
Signal Danger
Hazard Statements

H315:Causes skin irritation

H319:Causes serious eye irritation

H335:May cause respiratory irritation

H301:Toxic if swallowed

H331:Toxic if inhaled

H400:Very toxic to aquatic life

H410:Very toxic to aquatic life with long lasting effects

Precautionary Statements

P261:Avoid breathing dust/fume/gas/mist/vapors/spray.

P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses if present and easy to do - continue rinsing.

P273:Avoid release to the environment.

P280:Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352:IF ON SKIN: wash with plenty of water.

P321:Specific treatment (see ... on this label).

P405:Store locked up.

P501:Dispose of contents/container to ...

P264:Wash hands [and …] thoroughly after handling.

P271:Use only outdoors or in a well-ventilated area.

P270:Do not eat, drink or smoke when using this product.

P304+P340:IF INHALED: Remove person to fresh air and keep comfortable for breathing.

P403+P233:Store in a well-ventilated place. Keep container tightly closed.

P362+P364:Take off contaminated clothing and wash it before reuse.

P391:Collect spillage.

P330:Rinse mouth.

P264+P265:Wash hands [and …] thoroughly after handling. Do not touch eyes.

P301+P316:IF SWALLOWED: Get emergency medical help immediately.

P337+P317:If eye irritation persists: Get medical help.

P332+P317:If skin irritation occurs: Get medical help.

P316:Get emergency medical help immediately.

P319:Get medical help if you feel unwell.

WGK Germany 3
RTECS DK3790000
Reaxy-Rn 1860944

Related Documents

Reviews

Customer Reviews

Citations of This Product

1. Xianghe Meng,Chaosheng Xia,Qin Ye,Xiaohua Nie.  (2020-05-01)  tert-Butyl-p-benzoquinone induces autophagy by inhibiting the Akt/mTOR signaling pathway in RAW 264.7 cells..  Food & function,  11  ((5)): (4193-4201).  [PMID:32352125]
2. Yu Miao,Yanling Wu,Yingjin Jin,Mengze Lei,Jixing Nan,Xue Wu.  (2020-01-15)  Benzoquinone derivatives with antioxidant activity inhibit activated hepatic stellate cells and attenuate liver fibrosis in TAA-induced mice..  Chemico-biological interactions,  317  (108945-108945).  [PMID:31935363]
3. Ningxiang Yu, Zeyi Wu, Yijue Wang, Abel Wend-Soo Zongo, Xiaohua Nie, Yuanchao Lu, Qin Ye, Xianghe Meng.  (2024)  Formation of adducts during digestion triggered dietary protein for alleviating cytotoxicity of 2-tert-butyl-1,4-benzoquinone.  FOOD AND CHEMICAL TOXICOLOGY,  183  (25): (114200).  [PMID:38029872] [10.1016/j.fct.2023.114200]

References

1. S W Cummings,B B Curtis,J A Peterson,R A Prough.  (1990-09-01)  The effect of the tert-butylquinone metabolite of butylated hydroxyanisole on cytochrome P-450 monooxygenase activity..  Xenobiotica; the fate of foreign compounds in biological systems,  20  ((9)): (915-924).  [PMID:2122606]
2. K Morimoto,K Tsuji,T Iio,N Miyata,A Uchida,R Osawa,H Kitsutaka,A Takahashi.  (1991-04-01)  DNA damage in forestomach epithelium from male F344 rats following oral administration of tert-butylquinone, one of the forestomach metabolites of 3-BHA..  Carcinogenesis,  12  ((4)): (703-708).  [PMID:2013134]
3. R M Vos,B Van Ommen,M S Hoekstein,J H De Goede,P J Van Bladeren.  (1989-01-01)  Irreversible inhibition of rat hepatic glutathione S-transferase isoenzymes by a series of structurally related quinones..  Chemico-biological interactions,  71  ((4)): (381-392).  [PMID:2582541]
4. W H Kalus,R Münzner,W G Filby.  (1994-01-01)  The reaction of butylated hydroxyanisole and its metabolites with some arylamines: investigations of product mutagenicity..  Environmental health perspectives,  102  ((1)): (96-99).  [PMID:9719675]
5. T Okubo,Y Yokoyama,K Kano,I Kano.  (2003-03-28)  Cell death induced by the phenolic antioxidant tert-butylhydroquinone and its metabolite tert-butylquinone in human monocytic leukemia U937 cells..  Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association,  41  ((5)): (679-688).  [PMID:12659721]
6. Fa Zhang,Alan Chang,Ken Karaisz,Rong Feng,Jane Cai.  (2004-03-17)  Structural identification of extractables from rubber closures used for pre-filled semisolid drug applicator by chromatography, mass spectrometry, and organic synthesis..  Journal of pharmaceutical and biomedical analysis,  34  ((5)): (841-849).  [PMID:15019018]
7. Malte Rolff,Julia Schottenheim,Gerhard Peters,Felix Tuczek.  (2010-07-24)  The first catalytic tyrosinase model system based on a mononuclear copper(I) complex: kinetics and mechanism..  Angewandte Chemie (International ed. in English),  49  ((36)): (6438-6442).  [PMID:20652917]
8. Albert Braeuning,Silvia Vetter,Silvia Orsetti,Michael Schwarz.  (2012-04-03)  Paradoxical cytotoxicity of tert-butylhydroquinone in vitro: What kills the untreated cells?.  Archives of toxicology,  86  ((9)): (1481-1487).  [PMID:22466069]
9. Toshiyuki Matsunaga,Satoshi Endo,Mayuko Takemura,Midori Soda,Keiko Yamamura,Kazuo Tajima,Takeshi Miura,Tomoyuki Terada,Ossama El-Kabbani,Akira Hara.  (2012-04-14)  Reduction of cytotoxic p-quinone metabolites of tert-butylhydroquinone by human aldo-keto reductase (AKR) 1B10..  Drug metabolism and pharmacokinetics,  27  ((5)): (553-558).  [PMID:22498646]
10. Svetlana N Samovich, Anastasia A Sladkova, Roman L Sverdlov, Irina P Edimecheva, Oleg I Shadyro,.  (2019-04-22)  Effects of quinones and nitroazoles on free-radical fragmentation of glycerol-1-phosphate and 1,2-dimyristoyl-glycero-3-phosphatidyl-glycerol..  Chemistry and physics of lipids,    ( 8-14 ).  [PMID:31005671]
11. Nan Shu,Lasse G Lorentzen,Michael J Davies.  (2019-04-27)  Reaction of quinones with proteins: Kinetics of adduct formation, effects on enzymatic activity and protein structure, and potential reversibility of modifications..  Free radical biology & medicine,  137  (169-180).  [PMID:31026584]
12. Xianghe Meng,Chaosheng Xia,Qin Ye,Xiaohua Nie.  (2020-05-01)  tert-Butyl-p-benzoquinone induces autophagy by inhibiting the Akt/mTOR signaling pathway in RAW 264.7 cells..  Food & function,  11  ((5)): (4193-4201).  [PMID:32352125]
13. B Bergmann,J K Dohrmann,R Kahl.  (1992-09-01)  Formation of the semiquinone anion radical from tert-butylquinone and from tert-butylhydroquinone in rat liver microsomes..  Toxicology,  74  ((2-3)): (127-133).  [PMID:1325685]
14. A Sakai,N Miyata,A Takahashi.  (1990-11-01)  Initiating activity of 3-tert-butyl-4-hydroxyanisole (3-BHA) and its metabolites in two-stage transformation of BALB/3T3 cells..  Carcinogenesis,  11  ((11)): (1985-1988).  [PMID:2225330]
15. W H Kalus,R Münzner,W G Filby.  (1990-03-01)  Isolation and characterization of some products of the BHA-nitrite reaction: examination of their mutagenicity..  Food additives and contaminants,  ((2)): (223-233).  [PMID:2354741]
16. R Kahl,S Weinke,H Kappus.  (1989-12-01)  Production of reactive oxygen species due to metabolic activation of butylated hydroxyanisole..  Toxicology,  59  ((2)): (179-194).  [PMID:2555935]
17. M Mizuno,A Ohara,G Danno,K Kanazawa,M Natake.  (1987-02-01)  Mutagens formed from butylated hydroxyanisole treated with nitrite under acidic conditions..  Mutation research,  176  ((2)): (179-184).  [PMID:3100946]
18. C G Rogers,B G Boyes,T I Matula,G Neville,R Stapley.  (1993-03-01)  Cytotoxic and genotoxic properties of tert.-butyl-p-quinone (TBQ) in an in vitro assay system with Chinese hamster V79 cells and in strain D7 of Saccharomyces cerevisiae..  Mutation research,  299  ((1)): (9-18).  [PMID:7679195]
19. P A Schilderman,E Rhijnsburger,I Zwingmann,J C Kleinjans.  (1995-03-01)  Induction of oxidative DNA damages and enhancement of cell proliferation in human lymphocytes in vitro by butylated hydroxyanisole..  Carcinogenesis,  16  ((3)): (507-512).  [PMID:7697806]
20. J H Chung,Y N Cha,R J Rubin.  (1994-01-01)  Role of quinone reductase in in vivo ethanol metabolism and toxicity..  Toxicology and applied pharmacology,  124  ((1)): (123-130).  [PMID:8291053]
21. Yu Miao,Yanling Wu,Yingjin Jin,Mengze Lei,Jixing Nan,Xue Wu.  (2020-01-15)  Benzoquinone derivatives with antioxidant activity inhibit activated hepatic stellate cells and attenuate liver fibrosis in TAA-induced mice..  Chemico-biological interactions,  317  (108945-108945).  [PMID:31935363]
22. Ningxiang Yu, Zeyi Wu, Yijue Wang, Abel Wend-Soo Zongo, Xiaohua Nie, Yuanchao Lu, Qin Ye, Xianghe Meng.  (2024)  Formation of adducts during digestion triggered dietary protein for alleviating cytotoxicity of 2-tert-butyl-1,4-benzoquinone.  FOOD AND CHEMICAL TOXICOLOGY,  183  (25): (114200).  [PMID:38029872] [10.1016/j.fct.2023.114200]

Solution Calculators