5-叔丁基-2-甲基苯硫酚 | 7340-90-1

• 物质功能分类: 化学试剂 - 有机试剂 - 芳香醇
• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 5-叔丁基-2-甲基苯硫酚
• 中文别名: 2-甲基-5-叔丁基噻吩；5-叔丁基-2-甲基硫代苯酚；5-叔丁基邻硫代甲酚；4-叔丁基-2-巯基甲苯
• 英文名称: 2-methyl-5-tert-butylthiophenol
• 英文别名: 5-tert-butyl-2-methylbenzenethiol；5-tert-butyl-2-methylthiophenol；2-methyl-5-tert-butylphenylthiol
• CAS: 7340-90-1
• 化学式: C₁₁H₁₆S
• mdl: MFCD00142942
• 分子量: 180.314
• InChiKey: ZSBNXOIAJFVXMP-UHFFFAOYSA-N

物化性质

• 熔点：
  -10 °C
• 沸点：
  260 °C
• 密度：
  0.98
• 闪点：
  116°C
• 稳定性/保质期：
  如果按照规格使用和储存，则不会分解。

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.454
• 拓扑面积：
  1
• 氢给体数：
  1
• 氢受体数：
  1

安全信息

• 危险等级：
  9
• 安全说明：
  S26,S37/39,S61
• 危险类别码：
  R51/53,R36/38
• 海关编码：
  2930909090
• 包装等级：
  III
• 危险品运输编号：
  UN 3082
• 储存条件：
  密封保存在阴凉干燥处。

SDS

Name:	2-Methyl-5-tert-butylthiophenol 93% remainder isomer Material Safety Data Sheet
Synonym:	5-(1,1-Dimethylethyl)-2-methylthiophenol; 2-Methyl-5-(1,1-dimethylethyl)thiopheno
CAS:	7340-90-1

Section 1 - Chemical Product MSDS Name:2-Methyl-5-tert-butylthiophenol 93% remainder isomer Material Safety Data Sheet
Synonym:5-(1,1-Dimethylethyl)-2-methylthiophenol; 2-Methyl-5-(1,1-dimethylethyl)thiopheno

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
7340-90-1	2-Methyl-5-tert-butylthiophenol	93	unlisted

Hazard Symbols: XI
Risk Phrases: 36/38 51 53

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Irritating to eyes and skin. Toxic to aquatic organisms. May cause long-term adverse effects in the aquatic environment.
Potential Health Effects
Eye:
Causes eye irritation. May cause chemical conjunctivitis.
Skin:
Causes skin irritation.
Ingestion:
May cause gastrointestinal irritation with nausea, vomiting and diarrhea.
Inhalation:
Causes respiratory tract irritation. Can produce delayed pulmonary edema.
Chronic:
Effects may be delayed.

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Section 4 - FIRST AID MEASURES
Eyes: Immediately flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids. Get medical aid.
Skin:
Get medical aid. Flush skin with plenty of water for at least 15 minutes while removing contaminated clothing and shoes. Wash clothing before reuse.
Ingestion:
Never give anything by mouth to an unconscious person. Get medical aid. Do NOT induce vomiting. If conscious and alert, rinse mouth and drink 2-4 cupfuls of milk or water.
Inhalation:
Remove from exposure and move to fresh air immediately. If not breathing, give artificial respiration. If breathing is difficult, give oxygen. Get medical aid. Do NOT use mouth-to-mouth resuscitation.
Notes to Physician:
Treat symptomatically and supportively.

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Section 5 - FIRE FIGHTING MEASURES
General Information:
As in any fire, wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear. During a fire, irritating and highly toxic gases may be generated by thermal decomposition or combustion. Vapors may be heavier than air. They can spread along the ground and collect in low or confined areas. Runoff from fire control or dilution water may cause pollution.
Extinguishing Media:
Water may be ineffective. Use water spray, dry chemical, carbon dioxide, or appropriate foam.

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Section 6 - ACCIDENTAL RELEASE MEASURES
General Information: Use proper personal protective equipment as indicated in Section 8.
Spills/Leaks:
Absorb spill with inert material (e.g. vermiculite, sand or earth), then place in suitable container. Avoid runoff into storm sewers and ditches which lead to waterways. Provide ventilation.

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Section 7 - HANDLING and STORAGE
Handling:
Wash thoroughly after handling. Remove contaminated clothing and wash before reuse. Avoid contact with eyes, skin, and clothing. Avoid ingestion and inhalation. Use with adequate ventilation.
Storage:
Store in a tightly closed container. Store in a cool, dry, well-ventilated area away from incompatible substances.

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Section 8 - EXPOSURE CONTROLS, PERSONAL PROTECTION
Engineering Controls:
Facilities storing or utilizing this material should be equipped with an eyewash facility and a safety shower. Use adequate ventilation to keep airborne concentrations low.
Exposure Limits CAS# 7340-90-1: Personal Protective Equipment Eyes: Wear appropriate protective eyeglasses or chemical safety goggles as described by OSHA's eye and face protection regulations in 29 CFR 1910.133 or European Standard EN166.
Skin:
Wear appropriate protective gloves to prevent skin exposure.
Clothing:
Wear appropriate protective clothing to prevent skin exposure.
Respirators:
A respiratory protection program that meets OSHA's 29 CFR 1910.134 and ANSI Z88.2 requirements or European Standard EN 149 must be followed whenever workplace conditions warrant respirator use.

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Section 9 - PHYSICAL AND CHEMICAL PROPERTIES

Physical State: Liquid
Color: clear, colorless
Odor: None reported.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: 260 deg C @ 760.00mm Hg
Freezing/Melting Point: -10 deg C
Autoignition Temperature: Not applicable.
Flash Point: 123 deg C ( 253.40 deg F)
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature: Not available.
Solubility in water: Not available.
Specific Gravity/Density: .9800g/cm3
Molecular Formula: C11H16S
Molecular Weight: 180.31

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Stable at room temperature in closed containers under normal storage and handling conditions.
Conditions to Avoid:
Incompatible materials, excess heat, strong oxidants.
Incompatibilities with Other Materials:
No information found..
Hazardous Decomposition Products:
Carbon monoxide, oxides of sulfur, irritating and toxic fumes and gases, carbon dioxide.
Hazardous Polymerization: Has not been reported.

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 7340-90-1 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
2-Methyl-5-tert-butylthiophenol - Not listed by ACGIH, IARC, or NTP.

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Section 12 - ECOLOGICAL INFORMATION

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Section 13 - DISPOSAL CONSIDERATIONS
Dispose of in a manner consistent with federal, state, and local regulations.

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Section 14 - TRANSPORT INFORMATION

IATA
Not regulated as a hazardous material.
IMO
Not regulated as a hazardous material.
RID/ADR
Not regulated as a hazardous material.

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Section 15 - REGULATORY INFORMATION

European/International Regulations
European Labeling in Accordance with EC Directives
Hazard Symbols: XI
Risk Phrases:
R 36/38 Irritating to eyes and skin.
R 51 Toxic to aquatic organisms.
R 53 May cause long-term adverse effects in the
aquatic environment.
Safety Phrases:
S 26 In case of contact with eyes, rinse immediately
with plenty of water and seek medical advice.
S 28A After contact with skin, wash immediately with
plenty of water.
S 37/39 Wear suitable gloves and eye/face
protection.
S 56 Do not discharge into drains or the
environment, dispose to an authorised waste collection
point.
WGK (Water Danger/Protection)
CAS# 7340-90-1: 2
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 7340-90-1 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 7340-90-1 is not listed on the TSCA inventory.
It is for research and development use only.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  5-叔丁基-2-甲基苯硫酚 在 正丁基锂 、 草酰氯 、 三氟化硼乙醚 、 sodium methylate 、 sodium hydride 、 二异丁基氢化铝 、 二正丁基氧化锡 、 对甲苯磺酸 、 二甲基亚砜 作用下， 以 四氢呋喃 、 甲醇 、 正己烷 、 二氯甲烷 、 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 28.67h， 生成 (2-methyl-5-tert-butylphenyl) 2-O-benzyl-4-O-(p-methoxybenzyl)-3-O-(2-naphthalenyl-methyl)-7-S-tris(thiophenol)-l-glycero-1-thia-α-D-thiomannoheptopyranoside
  参考文献：
  名称：

  Improved methods for the stereoselective synthesis of mannoheptosyl donors and their glycosides: toward the synthesis of the trisaccharide repeating unit of the Campylobacter jejuni RM1221 capsular polysaccharide

  摘要：

  In view of the importance of 6-deoxymannoheptosides as structural units in the Campylobacter jejuni RM1221 capsular polysaccharide, the development of effective synthetic protocols for 4-O-6-S-alpha-cyanobenzylidene thio-o-mannoheptapyranoside donors carrying either 3-O-naphthylmethyl or 3-O-acetyl groups is described starting from D-mannose. In particular, tris(phenylthio)methyllithium is found to undergo highly stereoselective addition to a mannose-6-aldehyde in sharp contrast to the vinyl Grignard reagent whose reactions were essentially devoid of selectivity. A brief survey of coupling reactions with the two donors indicted the 3-O-acetyl system to be highly alpha-selective whereas the 3-O-naphthylmethyl congener was highly beta-selective indicating that the presence of the seventh carbon atom in these donors is not detrimental to coupling selectivity in either instance. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2013.04.094
• 作为产物：
  描述：

  bis(5-(tert-butyl)-2-methylphenyl)disulfide 在 sodium tetrahydroborate 作用下， 生成 5-叔丁基-2-甲基苯硫酚
  参考文献：
  名称：

  硫基自由基促进的分子氧意外地催化了C = C键的裂解。

  摘要：

  在过渡金属催化剂和苯硫酚的促进下，分子氧对烯烃的氧化作用涉及将C = C键裂解为相应的羰基衍生物。在室温下，在过量的硫酚和催化剂（例如MnL（2）3a或VClL（2）3c）的存在下，该新反应在一种氧气气氛下于室温进行。它可用于芳族和脂族烯烃，以及官能化或非官能化的无环化合物，以高达98％的收率提供相应的酮和醛。通过一步制备芳香族（-）-4-乙酰基-1-甲基环己烯7e的一步制备方法可以说明这种催化氧化的合成兴趣，分离出的收率为73％。C ＝ C键的断裂可能是由于β-氢过氧硫化物中间体12的催化分解而造成的，该中间体是通过在氧气存在下将硫酚自由基加成至烯烃而形成的。尽管使用了过量的硫酚，但仍将其转化为二硫化物，然后无需纯化即可将其还原，总收率为83％，从而可以回收利用。另外，通过二硫化物的光解产生的催化量的噻吩基可以促进在氧下的C = C键裂解。因此，在0.1当量的双（4-氯苯基）二硫化物4b

  DOI：

  10.1021/jo0013148
• 作为试剂：
  描述：

  盐酸文拉法辛 在 potassium carbonate 、 5-叔丁基-2-甲基苯硫酚 作用下， 以 polyethyleneglycol monomethylether 为溶剂， 反应 0.5h， 以98%的产率得到O-去甲文拉法辛
  参考文献：
  名称：

  [EN] METHOD OF PRODUCING 4-(2-(SUBSTITUTED)-1-(1-HYDROXYCYCLOHEXYL)ETHYL)PHENOLS BY O- DEMETHYLATION OF THEIR METHYLETHERS BY MEANS OF INODOROUS AROMATIC THIOLS
  [FR] PROCÉDÉ DE PRÉPARATION DE PHÉNOLS-4-(1-(1-HYDROXYCYCLOHEXYL)-2-(SUBSTITUÉ)ÉTHYL) PAR O-DÉMÉTHYLATION DE LEURS ÉTHERS MÉTHYLIQUES AU MOYEN DE THIOLS AROMATIQUES INODORES

  摘要：

  公开号：

  WO2011124190A3

文献信息

• An Organodiselenide with Dual Mimic Function of Sulfhydryl Oxidases and Glutathione Peroxidases: Aerial Oxidation of Organothiols to Organodisulfides
  作者：Vandana Rathore、Aditya Upadhyay、Sangit Kumar

  DOI：10.1021/acs.orglett.8b02756

  日期：2018.10.5

  peroxidase (GPx) enzymes for oxidation of thiols by oxygen and hydrogen peroxide, respectively, into disulfides has been presented. The developed catalyst oxidizes an array of organothiols into respective disulfides in practical yields by using aerial O2 to avoid any reagents/additives, base, and light source. The synthesized diselenide also catalyzes the reduction of hydrogen peroxide into water by following

  提出了一种新型的有机二硒化物，其模拟巯基氧化酶和谷胱甘肽过氧化物酶（GPx）酶，分别通过氧和过氧化氢将硫醇氧化成二硫化物。所开发的催化剂通过使用空中O 2避免任何试剂/添加剂，碱和光源，以实际收率将一系列有机硫醇氧化为相应的二硫化物。合成的二硒化物还通过遵循GPx酶催化循环，以49.65±3.7μM·min –1的还原率，催化过氧化氢还原为水。
• Concise synthesis of a new triterpenoid saponin from the roots of Gypsophila oldhamiana and its derivatives as α-glucosidase inhibitors
  作者：Qingchao Liu、Tiantian Guo、Fahui Li、Dong Li

  DOI：10.1039/c6nj01602b

  日期：——

  The first synthesis of the triterpenoid saponin 1 and its derivatives 2–3 was efficiently achieved in an efficient and practical strategy with an odourless 2-methyl-5-tert-butylphenyl (Mbp) thioglycoside and a N-phenyltrifluoroacetimidate donor as a key step, and their inhibitory activities against α-glucosidase and α-amylase were evaluated in vitro. The preliminary structure–activity relationship

  以无味的2-甲基-5-叔丁基苯基（Mbp）硫代糖苷和N-苯基三氟乙酰亚氨酸酯供体为关键步骤，有效而有效地实现了三萜皂苷1及其衍生物2-3的首次合成，和它们对α葡糖苷酶和α淀粉酶抑制活性进行评价体外。初步的结构-活性关系研究表明，C4-CHO和C4-CH 2 OH对α-葡萄糖苷酶抑制活性不是必需的。在这三种化合物中，化合物3表现出对α-葡萄糖苷酶的显着抑制活性，IC 50为值为9.17μM。根据Dixon图上的截距确定为9.35μM的K i，抗α-葡萄糖苷酶的更强皂苷3可能是非竞争性抑制模式。同时，计算化合物1-3的亲脂性，作为药理效力的预测。根据预测的log  P值，亲脂性可能与评估的生物学潜能相关。
• Rapid and efficient conversion of sialyl thioglycosides to sialyl esters via NIS/BF 3 OEt 2 -promoted glycosylation
  作者：Jiazhe Wang、Rongkun Liu、You Yang

  DOI：10.1016/j.tetlet.2017.05.011

  日期：2017.6

  A rapid and efficient one-step conversion of sialyl thioglycosides to sialyl esters was disclosed. Under the promotion of NIS and BF3OEt2, the glycosylation of per-acetylated sialyl thioglycoside with a set of carboxylic acids provided β-sialyl esters as the major products in good to excellent yields within 5 min. Compared with the long-chain alkyl-, aryl- and α,β-unsaturated acids, complete β-selectivities

  公开了唾液酸硫代糖苷向唾液酸酯的快速且有效的一步转化。在NIS和BF 3 OEt 2的促进下，过乙酰化的唾液酸硫代糖苷与一组羧酸的糖基化反应在5分钟内以β-唾液酸酯为主要产物，收率良好。与长链烷基，芳基和α，β -不饱和酸，当短链烷基的酸被选择作为偶联伴侣观察完整β-选择性进行比较。当将5- N，4- O-恶唑烷酮保护的唾液酸硫代糖苷用作偶联配偶体时，过乙酰化的唾液酸硫代糖苷与乙酸的糖基化所产生的β-选择性受到损害。
• Concise synthesis of two natural steroidal glycosides isolated from Allium schoenoprasum
  作者：Qingchao Liu、Tiantian Guo、Dong Li、Wenhong Li

  DOI：10.1007/s11164-015-2106-2

  日期：2016.3

  Two natural steroidal glycosides, diosgenin 3-O-α-l-rhamnopyranosyl-(1→2)-[β-d-glucopyranosyl-(1→4)]-β-d-glucopyranoside (1) and laxogenin 3-O-α-l-rhamnopyranosyl-(1→2)-[β-d-glucopyranosyl-(1→4)]-β-d-glucopyranoside (2) with important cytotoxic activity against the HCT 116 and HT-29 human colon cancer cell lines have been efficiently synthesized via straightforward sequential glycosylation reaction with the combined use of N-phenyltrifluoroacetimidates and trichloroacetimidates donors at room temperature. All structures of the synthesized new compounds were identified by 1H NMR, 13C NMR and HRMS spectra.

  两种天然甾体糖苷，薯蓣皂苷元 3-O-α-L-鼠李吡喃糖基-(1→2)-[β-D-葡萄吡喃糖基-(1→4)]-β-D-葡萄吡喃糖苷（1）和拉可皂苷元 3-O-α-L-鼠李吡喃糖基-(1→2)-[β-D-葡萄吡喃糖基-(1→4)]-β-D-葡萄吡喃糖苷（2），它们对抗人结肠癌HCT 116和HT-29细胞系具有重要的细胞毒活性，已通过室温下使用N-苯基三氟乙酰亚胺盐和三氯乙酰亚胺盐供体的直接顺序糖基化反应高效合成。所有合成的新化合物结构均通过1H NMR、13C NMR和HRMS光谱鉴定。
• Pseudoenantiomeric glycoclusters: synthesis and testing of heterobivalency in carbohydrate–protein interactions
  作者：Jasna Brekalo、Guillaume Despras、Thisbe K. Lindhorst

  DOI：10.1039/c9ob00124g

  日期：——

  ligands to obtain a library of pseudoenantiomeric glycoclusters. They all have an α-d-mannosyl residue in common as a specific ligand for lectins FimH and ConA, while they differ in the second carbohydrate portion, consisting of a β-d-glucosyl, a β-d-galactosyl or a β-d-glucosaminyl residue as unspecific ligands. The synthesised heteroclusters were tested in standard binding-inhibition assays investigating

  多价碳水化合物与蛋白质的相互作用是细胞识别过程中的关键事件，并且已经通过合成糖模拟物进行了广泛研究。迄今为止，在多价结构的设计中经常考虑化合价，即与多价支架连接的配体的多重性，但是这些研究并未在分子水平上导致对聚糖识别的结论性理解。在这项工作中，我们通过设计第一个杂二价非对映异构糖簇为碳水化合物-凝集素识别研究增加了一个新的方面，以便研究杂多价和相对配体取向的影响。将分别衍生自d-丝氨酸和l-丝氨酸的两个对映体支架用两个不同的碳水化合物配体糖基化以获得假对映体糖簇库。它们都具有作为凝集素FimH和ConA特异性配体的α-d-甘露糖基残基，而它们在第二个碳水化合物部分（由β-d-葡萄糖基，β-d-半乳糖基或β- d-氨基葡萄糖残基为非特异性配体。在研究FimH介导的细菌粘附和ConA与甘露糖基化表面结合的标准结合抑制试验中测试了合成的异源团簇。观察到两种含假对映异构体葡萄糖的糖簇作为FimH

表征谱图