2,5-Di-tert-butylhydroquinone (HCID 2374)

概要

2,5-di-tert-butylbenzene-1,4-diol is a member of the class of hydroquinones that is benzene-1,4-diol substituted by tert-butyl groups at position 2 and 5.

名称と識別子

優先名称: 2,5-Di-tert-butylhydroquinone
IUPAC: 2,5-ditert-butylbenzene-1,4-diol
現地名: 2,5-ジ-tert-ブチルヒドロキノン
英語名: 2,5-Di-tert-butylhydroquinone
分子式: C14H22O2
分子量: 222.32

名称と別名

2,5-Di-tert-butylhydroquinone88-58-42,5-Di-tert-butylbenzene-1,4-diolDTBHQDibugDi-t-butylhydroquinoneDybugSantovar O2,5-Di-tert-butylquinolNonflex AlbaNaugard 451Antage DBH

名称をさらに表示

2,5-ジ-tert-ブチルヒドロキノン2,5-ビス(1,1-ジメチルエチル)ヒドロキノン2,5-ビス(1,1-ジメチルエチル)-1,4-ベンゼンジオール2,5-ジ-tert-ブチルハイドロキノン2,5-ジtert-ブチルヒドロキノン2,5-ジ-tert-ブチル-1,4-ベンゾハイドロキノン2,5-ジ(tert-ブチル)ヒドロキノン2,5-ジ-tert-ブチル-1,4-ベンゼンジオール2,5-ジ-tert-ブチル-1,4-ベンゾヒドロキノン2,5-ビス(tert-ブチル)-1,4-ベンゼンジオール2,5-ビス(tert-ブチル)ヒドロキノン2,5-ジ-tert-ブチルベンゼン-1,4-ジオール2,5-ジ-t-ブチルハイドロキノン2，5ジtブチルヒドロキノンBHQ２，５ジｔｅｒｔブチルヒドロキノン2,5‐ジ‐TERT‐ブチルヒドロキノン2,5-ジ(TERT-ブチル)-1,4-ベンゼンジオール2,5-ジ-T-ブチルヒドロキノンBHQDBHQBlack Hole QuencherProbesANTIOXIDANT DTBHQDibutylhydroquinone2,5-ditertiary butyl hydroquinone2-carbamoyl-2-propylpentanoic acid

Nocrac NS 71,4-Benzenediol, 2,5-bis(1,1-dimethylethyl)-2,5-Di-tert-butyl-1,4-benzenediol2,5-Di-tert-butyl-1,4-hydroquinonedi-tert-butylhydroquinone1,4-Dihydroxy-2,5-di-tert-butylbenzene2,5-Di-tert-butyl-1,4-benzohydroquinoneDTXSID8041248

データベース識別子

CAS: 1322-72-1、88-58-4
PubChem CID: 2374
DTXSID: DTXSID8041248
ChEMBL: CHEMBL480626
ChEBI: CHEBI:41094
UNII: 26XK13B61B
EC Number: 201-841-8
Nikkaji: J3.545I

物性

構造計算による物性

XLogP: 4.6
極性表面積: 40.5 Å²
水素結合供与体数: 2
水素結合受容体数: 2
回転可能結合数: 2
重原子数: 16
形式電荷: 0
複雑度: 208

実験および物理化学的性質

Chemical ClassesOther Classes -> Phenols

DrugsPharmaceuticals -> Listed in ZINC15

Cosmetics · 2 件

Cosmetic ingredients (Di-t-Butylhydroquinone) -> CIR (Cosmetic Ingredient Review)

Antioxidant

Food Contact SubstancesFCS -> FDA Inventory of Food Contact Substances Listed in 21 CFR

Physical Description · 2 件

CBI

Off-white crystalline powder; [Alfa Aesar MSDS]

Collision Cross Section155.1 Å² [M]+ [CCS Type: DT; Buffer gas: N2; Ionization: APCI+; Dataset: TOXCAST; Source Identifier: DTXSID8041248]

物理化学的性質

融点: 216 · 216-218 °C(lit.)
沸点: 321 °C · 321°C
比重(密度): 1 · 1,07 g/cm3
屈折率: 1.4576 · 1.4576 (estimate)
闪点: 216 °C · 216 °C
貯蔵温度: 30 °C · Store below +30°C.
溶解性: almost transparency in Methanol
酸解離定数(Pka): 11.89 · 11.89±0.23(Predicted)
外見: 結晶性粉末
色: ライトベージュ～ピンクベージュ
水溶解度: 3.8 mg/L · 3.8mg/L at 20℃
BRN: 2049542 · 2049542
安定性: 安定。酸化剤と相容れない。
化粧品成分の機能: 抗酸化物質
InChI: 1S/C14H22O2/c1-13(2,3)9-7-12(16)10(8-11(9)15)14(4,5)6/h7-8,15-16H,1-6H3
InChIKey: JZODKRWQWUWGCD-UHFFFAOYSA-N
SMILES: CC(C)(C)c1cc(O)c(cc1O)C(C)(C)C
LogP: 274 at · 274 at 30℃
CAS データベース: 88 · 88-58-4(CAS DataBase Reference)
NISTの化学物質情報: 1 · 1,4-Benzenediol, 2,5-bis(1,1-dimethylethyl)-(88-58-4)
EPAの化学物質情報: 1 · 1,4-Benzenediol, 2,5-bis(1,1-dimethylethyl)- (88-58-4)

化学的性質

化学的特性cream or pale brown solid

安全と法規制

GHS分類

GHS Classification · 5 件

This chemical does not meet GHS hazard criteria for 0.7% (2 of 279) of reports.

Danger

H301 (46.6%): Toxic if swallowed [Danger Acute toxicity, oral]

P260, P261, P264, P264+P265, P270, P271, P272, P273, P280, P301+P316, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P333+P317, P337+P317, P362+P364, P391, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 279 reports by companies from 19 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

危険有害性情報

Regulatory Information · 4 件

Chemical: 1,4-Benzenediol, 2,5-bis(1,1-dimethylethyl)-

1,4-Benzenediol, 2,5-bis(1,1-dimethylethyl)- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 1,4-Benzenediol, 2,5-bis(1,1-dimethylethyl)- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)

Status: Active Update: 10-10-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/24124

2,5-Di-tert-butylhydroquinone: Does not have an individual approval but may be used under an appropriate group standard

Hazards Summary · 1 件

Causes lung and liver changes in 2-day intermittent oral studies of mice; Causes changes in clotting factors in 3-week constant oral studies rats; [RTECS] A skin and strong eye irritant; Harmful by ingestion; [Alfa Aesar MSDS] See t-Butylhydroquinone. See 2,5-Di-t-pentylhydroquinone.

Hazard Classes and CategoriesAcute Tox. 3 (46.6%)

安全と保護具

Protective Action Criteria (PAC) · 3 件

3.0 [mg/m3]

32 [mg/m3]

190 [mg/m3]

毒性情報

Adverse EffectsOccupational hepatotoxin - Secondary hepatotoxins: the potential for toxic effect in the occupational setting is based on cases of poisoning by human ingestion or animal experimentation.

Toxicity Summary · 2 件

The Expert Panel concludes that the available data are insufficient to support the safety of Di-t-Butylhydroquinone for use in cosmetic products.

The available data are insufficient to support safety, but the ingredient is not used

安全データ

wgk: 3
tsca: TSCA listed
rtecs: MX5160000
hs_code: 29072900
risk_code: 36/37/38-22
化審法: (3)-553
hazard_code: Xi,Xn
hazard_note: Irritant
safety_code: 26-24/25
自然発火温度: 790 °F
Hazard Classifications: Acute Tox. 3 OralAquatic Acute 1Aquatic Chronic 1Skin Sens. 1STOT SE 3
ストレージクラス: 6.1D - Non-combustible acute toxic Cat.3toxic hazardous materials or hazardous materials causing chronic effects

化学と産業

薬理情報

MeSH Pharmacological Classification · 2 件

Naturally occurring or synthetic substances that inhibit or retard oxidation reactions. They counteract the damaging effects of oxidation in animal tissues.

Compounds or agents that combine with an enzyme in such a manner as to prevent the normal substrate-enzyme combination and the catalytic reaction.

用途と製造

Uses · 2 件

CIR ingredient: Di-t-Butylhydroquinone

Ca2+-ATPase antagonist. [ChemIDplus]

U.S. Production2023: 75,000 - <500,000 lb

Consumer UsesNot Known or Reasonably Ascertainable

Industry UsesNot Known or Reasonably Ascertainable

Use ClassificationCosmetics -> Antioxidant

General Manufacturing Information · 2 件

All Other Basic Organic Chemical Manufacturing

1,4-Benzenediol, 2,5-bis(1,1-dimethylethyl)-: ACTIVE

応用分野 · 4 件

用途酸化防止剤。有機ゴム薬品(老化防止剤)。

説明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.

使用2,5-Di-tert-butylhydroquinone is the oxidation substrate used to measure the catalytic activity of the copper(II) enzyme-like catalysts.

一般的な説明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.

調製方法

純化方法Crystallise the hydroquinone from *C6H6 or AcOH. [Beilstein 6 III 4741.]

上流・下流製品情報

上流原料

イソブテンヒドロキノン 1,4-Benzenediol, 2-(1,1-dimethylethyl)-5-(2-propen-1-yl)-tert-ブタノール水素 2,5-ジ-tert-ブチル-1,4-ベンゾキノントルエンアリルトリブチルすず

下流製品

tert-ブチルヒドロキノン 6-ブロモインドール-2-カルボン酸臭化物 (6-ブロモ-1H-インドール-2-イル)メタノール 6-ブロモ-1H-インドール-2-カルブアルデヒド 6-ブロモ-1H-インドール-2-カルボン酸エチルエステル 2,6-ジtert-ブチルベンゼン-1,4-ジオール tert-ブトキシベンゼン 1,4-Di-t-butyl-2,5-bis(2-methoxyethoxy)benzene, 99+% Redox shuttle ANL-RS2

サプライヤー50 社

国药集团化学试剂有限公司86-21-63210123 · [email protected]

梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]

湖北永阔科技有限公司027-59223108 15972152991 · [email protected]

上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]

爱斯特（成都）生物制药股份有限公司+86-28-85122536 85324413 · [email protected]

補足説明

定義ChEBI: A member of the class of hydroquinones that is benzene-1,4-diol substituted by tert-butyl groups at position 2 and 5.

2,5-ジ-tert-ブチルヒドロキノン

基本情報

概要