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[ CAS No. 4130-42-1 ] {[proInfo.proName]}

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Chemical Structure| 4130-42-1
Chemical Structure| 4130-42-1
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Quality Control of [ 4130-42-1 ]

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Product Citations

Product Citations

Nadira De Abrew, K. ; Natoli, Ted ; Lester, Cathy C. , et al. DOI: PubMed ID:

Abstract: Butylated hydroxytoluene (BHT) is a synthetic antioxidant widely used in many industrial sectors. BHT is a well-studied compound for which there are many favorable regulatory decisions. However, a recent opinion by the French Agency for Food, Environmental and Occupational Health and Safety (ANSES) hypothesizes a role for BHT in endocrine disruption ANSES (2021). This opinion is based on observations in mostly rat studies where changes to thyroid physiol. are observed Enzymic induction of Cytochrome P 450-mediated thyroid hormone catabolism has been proposed as a mechanism for these observations, however, a causal relationship has not been proven. Other evidence proposed in the document includes a read across argument to butylated hydroxyanisole (BHA), another Community Rolling Action Plan (CoRAP)-listed substance with endocrine disruption concerns. We tested the hypothesis that BHT is an endocrine disruptor by using a Next Generation Risk Assessment (NGRA) method. Four different cell lines: A549, HCC1428, HepG2, and MCF7 were treated with BHT and a series of BHT analogs at 5 different concentrations, RNA was isolated from cell extracts and run on the L1000 gene array platform. A toxicogenomics-based assessment was performed by comparing BHT′s unique genomic signature to a large external database containing signatures of other compounds (including many known endocrine disruptors) to identify if any endocrine disruption-related modes of action (MoAs) are prevalent among BHT and other compounds with similar genomic signatures. In addition, we performed a toxicogenomics-based structure activity relationship (SAR) assessment of BHT and a series of structurally similar analogs to understand if endocrine disruption is a relevant MoA for chems. that are considered suitable analogs to BHT using the P&G read across framework (Wu et al., 2010). Neither BHT nor any of its analogs connected to compounds that had endocrine activity for estrogens, androgens, thyroid, or steroidogenesis.

Keywords: estrogen, androgen, or thyroid hormone receptors, or proteins integral to steroidogenesis (EATS) ; connectivity mapping ; toxicogenomics ; read across ; New Approach Methodologies (NAM) ; Next Generation Risk Assessment (NGRA)

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Product Details of [ 4130-42-1 ]

CAS No. :4130-42-1 MDL No. :MFCD00017366
Formula : C16H26O Boiling Point : -
Linear Structure Formula :C6H2OH(C(CH3)3)2C2H5 InChI Key :BVUXDWXKPROUDO-UHFFFAOYSA-N
M.W : 234.38 Pubchem ID :20087
Synonyms :

Safety of [ 4130-42-1 ]

Signal Word:Danger Class:9
Precautionary Statements:P501-P273-P260-P270-P264-P280-P391-P314-P337+P313-P305+P351+P338-P301+P312+P330 UN#:3077
Hazard Statements:H302-H319-H372-H410 Packing Group:Ⅲ
GHS Pictogram:

Application In Synthesis of [ 4130-42-1 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 4130-42-1 ]

[ 4130-42-1 ] Synthesis Path-Downstream   1~9

  • 1
  • [ 150-76-5 ]
  • ethylphenol [ No CAS ]
  • propylphenol [ No CAS ]
  • butylphenol [ No CAS ]
  • pentylphenol [ No CAS ]
  • [ 123-07-9 ]
  • [ 128-39-2 ]
  • [ 620-17-7 ]
  • [ 2934-05-6 ]
  • [ 2078-54-8 ]
  • [ 26886-05-5 ]
  • [ 2934-07-8 ]
  • [ 4130-42-1 ]
  • [ 96-76-4 ]
  • [ 1197-34-8 ]
  • [ 936-89-0 ]
  • [ 120-95-6 ]
  • [ 876-20-0 ]
  • [ 54932-77-3 ]
YieldReaction ConditionsOperation in experiment
With molybdenum(VI) oxide; In ethanol; at 280℃; for 4h;Inert atmosphere; General procedure: 2.0 g of guaiac acid (purchased in Tianjin Guangfu Technology Co., Ltd.), 0.5 g of MOS catalyst and 100 ml of ethanol were placed in a 300 ml reaction vessel, and the air in the reaction vessel was replaced with nitrogen. The temperature was raised to 280 C, and the reaction was stirred for 4 h. After the reaction was completed, the mixture was filtered under suction and rotary evaporated. The liquid product was subjected to qualitative analysis on a gas chromatography-mass spectrometer (GC6890-MS5973, Agilent), and the internal standard was added. Quantitative analysis by gas chromatography. The chromatogram was performed on an HP-5ms, 30m X 0.25mm X 0.25mum capillary column. The conversion of the raw guaiacol is calculated by (initial guaiacol moles - residual guaiacol moles) / (initial guaiacol moles) X100%, and the selectivity of the product hydrocarbyl phenol is (hydrocarbyl phenol) The number of moles / (molar guaiacol moles) X 100 % was calculated. Among the guaiacol conversion products, ethyl phenols include o-ethyl phenol, 2,5-diethyl phenol, 3,5-diethyl phenol, and propyl phenols include 2,6-diisopropyl phenol. , 2,4-diisopropylphenol, 2,4,6-triisopropylphenol, butyl phenols including 2,5-di-sec-butylphenol, 2,6-di-tert-butylphenol, 2, 4-di-tert-butylphenol, 2,6-di-tert-butyl-p-ethylphenol, pentanols include 2,4-di-tert-amylphenol, others include o-ethoxyphenol, o-ethoxybenzene Methyl ether, p-ethyl guaiacol, 2,6-diisopropylanisole).
  • 2
  • [ 94-71-3 ]
  • ethylphenol [ No CAS ]
  • propylphenol [ No CAS ]
  • butylphenol [ No CAS ]
  • pentylphenol [ No CAS ]
  • methylphenol [ No CAS ]
  • mono-tert-butyl-m-cresol [ No CAS ]
  • [ 123-07-9 ]
  • [ 128-39-2 ]
  • [ 620-17-7 ]
  • [ 2934-05-6 ]
  • [ 527-18-4 ]
  • [ 2078-54-8 ]
  • [ 4130-42-1 ]
  • [ 1138-52-9 ]
  • [ 1197-34-8 ]
  • [ 5875-45-6 ]
  • [ 35946-91-9 ]
  • [ 876-20-0 ]
YieldReaction ConditionsOperation in experiment
With molybdenum(VI) oxide; In ethanol; at 280℃; for 4h;Inert atmosphere; General procedure: 2.0 g of guaiac acid (purchased in Tianjin Guangfu Technology Co., Ltd.), 0.5 g of MOS catalyst and 100 ml of ethanol were placed in a 300 ml reaction vessel, and the air in the reaction vessel was replaced with nitrogen. The temperature was raised to 280 C, and the reaction was stirred for 4 h. After the reaction was completed, the mixture was filtered under suction and rotary evaporated. The liquid product was subjected to qualitative analysis on a gas chromatography-mass spectrometer (GC6890-MS5973, Agilent), and the internal standard was added. Quantitative analysis by gas chromatography. The chromatogram was performed on an HP-5ms, 30m X 0.25mm X 0.25mum capillary column. The conversion of the raw guaiacol is calculated by (initial guaiacol moles - residual guaiacol moles) / (initial guaiacol moles) X100%, and the selectivity of the product hydrocarbyl phenol is (hydrocarbyl phenol) The number of moles / (molar guaiacol moles) X 100 % was calculated. Among the guaiacol conversion products, ethyl phenols include o-ethyl phenol, 2,5-diethyl phenol, 3,5-diethyl phenol, and propyl phenols include 2,6-diisopropyl phenol. , 2,4-diisopropylphenol, 2,4,6-triisopropylphenol, butyl phenols including 2,5-di-sec-butylphenol, 2,6-di-tert-butylphenol, 2, 4-di-tert-butylphenol, 2,6-di-tert-butyl-p-ethylphenol, pentanols include 2,4-di-tert-amylphenol, others include o-ethoxyphenol, o-ethoxybenzene Methyl ether, p-ethyl guaiacol, 2,6-diisopropylanisole).
  • 3
  • [ 120-80-9 ]
  • ethylphenol [ No CAS ]
  • propylphenol [ No CAS ]
  • butylphenol [ No CAS ]
  • [ 128-39-2 ]
  • [ 2934-05-6 ]
  • [ 2078-54-8 ]
  • [ 2934-07-8 ]
  • [ 4130-42-1 ]
  • [ 1197-34-8 ]
  • [ 5875-45-6 ]
  • [ 876-20-0 ]
  • [ 54932-77-3 ]
YieldReaction ConditionsOperation in experiment
With molybdenum(VI) oxide; In ethanol; at 280℃; for 4h;Inert atmosphere; General procedure: 2.0 g of guaiac acid (purchased in Tianjin Guangfu Technology Co., Ltd.), 0.5 g of MOS catalyst and 100 ml of ethanol were placed in a 300 ml reaction vessel, and the air in the reaction vessel was replaced with nitrogen. The temperature was raised to 280 C, and the reaction was stirred for 4 h. After the reaction was completed, the mixture was filtered under suction and rotary evaporated. The liquid product was subjected to qualitative analysis on a gas chromatography-mass spectrometer (GC6890-MS5973, Agilent), and the internal standard was added. Quantitative analysis by gas chromatography. The chromatogram was performed on an HP-5ms, 30m X 0.25mm X 0.25mum capillary column. The conversion of the raw guaiacol is calculated by (initial guaiacol moles - residual guaiacol moles) / (initial guaiacol moles) X100%, and the selectivity of the product hydrocarbyl phenol is (hydrocarbyl phenol) The number of moles / (molar guaiacol moles) X 100 % was calculated. Among the guaiacol conversion products, ethyl phenols include o-ethyl phenol, 2,5-diethyl phenol, 3,5-diethyl phenol, and propyl phenols include 2,6-diisopropyl phenol. , 2,4-diisopropylphenol, 2,4,6-triisopropylphenol, butyl phenols including 2,5-di-sec-butylphenol, 2,6-di-tert-butylphenol, 2, 4-di-tert-butylphenol, 2,6-di-tert-butyl-p-ethylphenol, pentanols include 2,4-di-tert-amylphenol, others include o-ethoxyphenol, o-ethoxybenzene Methyl ether, p-ethyl guaiacol, 2,6-diisopropylanisole).
  • 4
  • [ 90-05-1 ]
  • ethylphenol [ No CAS ]
  • propylphenol [ No CAS ]
  • butylphenol [ No CAS ]
  • pentylphenol [ No CAS ]
  • [ 90-00-6 ]
  • [ 128-39-2 ]
  • [ 2934-05-6 ]
  • [ 2078-54-8 ]
  • [ 2934-07-8 ]
  • [ 4130-42-1 ]
  • [ 96-76-4 ]
  • [ 1197-34-8 ]
  • [ 120-95-6 ]
  • [ 876-20-0 ]
  • [ 54932-77-3 ]
YieldReaction ConditionsOperation in experiment
With molybdenum(VI) oxide; In ethanol; at 280℃; for 4h;Inert atmosphere;Catalytic behavior; General procedure: 2.0 g of guaiac acid (purchased in Tianjin Guangfu Technology Co., Ltd.), 0.5 g of MOS catalyst and 100 ml of ethanol were placed in a 300 ml reaction vessel, and the air in the reaction vessel was replaced with nitrogen. The temperature was raised to 280 C, and the reaction was stirred for 4 h. After the reaction was completed, the mixture was filtered under suction and rotary evaporated. The liquid product was subjected to qualitative analysis on a gas chromatography-mass spectrometer (GC6890-MS5973, Agilent), and the internal standard was added. Quantitative analysis by gas chromatography. The chromatogram was performed on an HP-5ms, 30m X 0.25mm X 0.25mum capillary column. The conversion of the raw guaiacol is calculated by (initial guaiacol moles - residual guaiacol moles) / (initial guaiacol moles) X100%, and the selectivity of the product hydrocarbyl phenol is (hydrocarbyl phenol) The number of moles / (molar guaiacol moles) X 100 % was calculated. Among the guaiacol conversion products, ethyl phenols include o-ethyl phenol, 2,5-diethyl phenol, 3,5-diethyl phenol, and propyl phenols include 2,6-diisopropyl phenol. , 2,4-diisopropylphenol, 2,4,6-triisopropylphenol, butyl phenols including 2,5-di-sec-butylphenol, 2,6-di-tert-butylphenol, 2, 4-di-tert-butylphenol, 2,6-di-tert-butyl-p-ethylphenol, pentanols include 2,4-di-tert-amylphenol, others include o-ethoxyphenol, o-ethoxybenzene Methyl ether, p-ethyl guaiacol, 2,6-diisopropylanisole).
  • 5
  • [ 64-17-5 ]
  • [ 90-05-1 ]
  • [ 1020-31-1 ]
  • [ 128-39-2 ]
  • [ 2934-05-6 ]
  • [ 2078-54-8 ]
  • [ 2934-07-8 ]
  • [ 4130-42-1 ]
  • [ 2444-28-2 ]
  • [ 87-97-8 ]
  • [ 1138-52-9 ]
  • [ 1879-09-0 ]
  • [ 52417-48-8 ]
  • [ 17540-75-9 ]
  • [ 2050-46-6 ]
  • [ 21112-37-8 ]
  • [ 5076-72-2 ]
  • [ 79-74-3 ]
  • [ 120-95-6 ]
  • [ 876-20-0 ]
  • [ 33963-27-8 ]
  • [ 59056-76-7 ]
  • [ 131358-04-8 ]
  • [ 1620-98-0 ]
  • 6
  • [ 64-17-5 ]
  • [ 90-05-1 ]
  • [ 94-71-3 ]
  • [ 1020-31-1 ]
  • [ 2934-05-6 ]
  • [ 2078-54-8 ]
  • [ 2934-07-8 ]
  • [ 4130-42-1 ]
  • [ 2444-28-2 ]
  • [ 87-97-8 ]
  • [ 1138-52-9 ]
  • [ 1879-09-0 ]
  • [ 52417-48-8 ]
  • [ 17540-75-9 ]
  • [ 2050-46-6 ]
  • [ 21112-37-8 ]
  • [ 5076-72-2 ]
  • [ 79-74-3 ]
  • [ 120-95-6 ]
  • [ 876-20-0 ]
  • [ 33963-27-8 ]
  • [ 59056-76-7 ]
  • [ 131358-04-8 ]
  • [ 1620-98-0 ]
  • 7
  • [ 64-17-5 ]
  • [ 120-80-9 ]
  • [ 1020-31-1 ]
  • [ 128-39-2 ]
  • [ 2934-05-6 ]
  • [ 2078-54-8 ]
  • [ 2934-07-8 ]
  • [ 4130-42-1 ]
  • [ 2444-28-2 ]
  • [ 87-97-8 ]
  • [ 1138-52-9 ]
  • [ 1879-09-0 ]
  • [ 52417-48-8 ]
  • [ 17540-75-9 ]
  • [ 2050-46-6 ]
  • [ 21112-37-8 ]
  • [ 5076-72-2 ]
  • [ 79-74-3 ]
  • [ 120-95-6 ]
  • [ 876-20-0 ]
  • [ 33963-27-8 ]
  • [ 59056-76-7 ]
  • [ 131358-04-8 ]
  • [ 1620-98-0 ]
  • 8
  • [ 94-71-3 ]
  • [ 64-17-5 ]
  • [ 1020-31-1 ]
  • [ 128-39-2 ]
  • [ 2934-05-6 ]
  • [ 2078-54-8 ]
  • [ 2934-07-8 ]
  • [ 4130-42-1 ]
  • [ 2444-28-2 ]
  • [ 87-97-8 ]
  • [ 1138-52-9 ]
  • [ 1879-09-0 ]
  • [ 52417-48-8 ]
  • [ 17540-75-9 ]
  • [ 2050-46-6 ]
  • [ 21112-37-8 ]
  • [ 5076-72-2 ]
  • [ 79-74-3 ]
  • [ 120-95-6 ]
  • [ 876-20-0 ]
  • [ 33963-27-8 ]
  • [ 59056-76-7 ]
  • [ 131358-04-8 ]
  • [ 1620-98-0 ]
  • 9
  • [ 64-17-5 ]
  • [ 90-05-1 ]
  • [ 90-00-6 ]
  • [ 128-39-2 ]
  • [ 620-17-7 ]
  • [ 2934-05-6 ]
  • [ 2078-54-8 ]
  • [ 4130-42-1 ]
  • [ 105-05-5 ]
  • [ 1197-34-8 ]
  • [ 5875-45-6 ]
  • [ 102-25-0 ]
  • [ 2785-89-9 ]
  • [ 876-20-0 ]
  • [ 40625-96-5 ]
  • [ 2715-54-0 ]
  • [ 6630-01-9 ]
  • [ 100-66-3 ]
  • [ 108-95-2 ]
YieldReaction ConditionsOperation in experiment
With perrhenic acid anhydride; at 320℃; for 6h;Inert atmosphere; Sealed tube; General procedure: The catalytic reactions were carried out in a batch reactor (ParrInstruments, 300 mL). In a typical model compound conversion experiment,the reactor was loaded with 0.1 g catalyst, 1 g substrate,60 mL solvent, sealed and purged with N2 five times. The reactor wasthen heated to the desired reaction temperature within 1.5 h and kept atthis temperature for the desired reaction time with stirring at 550 rpm.The reaction time was denoted as 0 h when the prescribed reactiontemperature was reached. After the reaction, the reactor was firstlycooled in air by removing the heating jacket. On reaching below 150 C,the reactor was further cooled by immersing it into cold-water. Thepost-reaction solution and the spent catalyst were separated by filtration.The solution mixture was analyzed with an Agilent Technologies6890 N gas chromatograph (GC) equipped with a HP-5 MS capillarycolumn (Agilent, 30m ×0.25mm ×0.25 mum) and a FID detector withanisole as the internal standard. However, when the substrate was anisole,tridecane was chosen as the internal standard. The GC parameterswere: inlet temperature 280 C, detector temperature 300 C, split ratio1:50. The oven temperature ramped from 45 C to 105 C at 15 Cmin-1, and then ramped to 280 C at 6 C min-1. Products wereidentified with a gas chromatograph-mass spectroscopy (GC-MS,Agilent Technologies, model 5973). The mass spectrum acquired withthe GC-MS was retrieved in the NIST Mass Spectral Library to identifythe structure of each product.
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