2-Methylthiophene
(Synonyms: 2-甲基噻吩) 目录号 : GC61426
3-Methylthiophene可作为合成芳香硫类化合物的中间体(intermediate)。
Cas No.:554-14-3
Sample solution is provided at 25 µL, 10mM.
;)
,-1-7$$$37316672.jpg');)
;)
;)
$$$36806353.jpg');)
;33(7)%EF%BC%9A546-561$$$37156877.jpg');)
;)
;)
;)
%201124-1138.$$$35908550.jpg');)
%20766-780.$$$37100057.jpg');)
%20418-432.$$$36893736.jpg');)
%EF%BC%9A-240-255.$$$35108512.jpg');)
533-545$$$36543525.jpg');)
%201-13.$$$36600053.jpg');)
;)
Quality Control & SDS
- View current batch:
- Purity: >99.50%
- COA (Certificate Of Analysis)
- SDS (Safety Data Sheet)
- Datasheet
4-Methylthiophene is an intermediate used in the synthesis of the aromatic sulfur compounds[1].
[1]. Marta KrÓlikowska, et al. Effect of Cation Structure in Quinolinium-Based Ionic Liquids on the Solubility in Aromatic Sulfur Compounds or Heptane: Thermodynamic Study on Phase Diagrams. Molecules
| Cas No. | 554-14-3 | SDF | |
| 别名 | 2-甲基噻吩 | ||
| Canonical SMILES | CC1=CC=CS1 | ||
| 分子式 | C5H6S | 分子量 | 98.16 |
| 溶解度 | 储存条件 | Store at -20°C | |
| General tips | 请根据产品在不同溶剂中的溶解度选择合适的溶剂配制储备液；一旦配成溶液，请分装保存，避免反复冻融造成的产品失效。 储备液的保存方式和期限：-80°C 储存时，请在 6 个月内使用，-20°C 储存时，请在 1 个月内使用。 为了提高溶解度，请将管子加热至37℃，然后在超声波浴中震荡一段时间。 |
||
| Shipping Condition | 评估样品解决方案：配备蓝冰进行发货。所有其他可用尺寸：配备RT，或根据请求配备蓝冰。 | ||
| 制备储备液 | |||
 |
1 mg | 5 mg | 10 mg |
| 1 mM | 10.1874 mL | 50.9372 mL | 101.8745 mL |
| 5 mM | 2.0375 mL | 10.1874 mL | 20.3749 mL |
| 10 mM | 1.0187 mL | 5.0937 mL | 10.1874 mL |
| 第一步：请输入基本实验信息（考虑到实验过程中的损耗，建议多配一只动物的药量） | ||||||||||
| 给药剂量 | mg/kg |  |
动物平均体重 | g | |
每只动物给药体积 | ul | |
动物数量 | 只 |
| 第二步：请输入动物体内配方组成（配方适用于不溶于水的药物；不同批次药物配方比例不同，请联系GLPBIO为您提供正确的澄清溶液配方） | ||||||||||
| % DMSO % % Tween 80 % saline | ||||||||||
| 计算重置 | ||||||||||
计算结果:
工作液浓度： mg/ml；
DMSO母液配制方法： mg 药物溶于 μL DMSO溶液（母液浓度 mg/mL，
体内配方配制方法：取 μL DMSO母液，加入 μL PEG300，混匀澄清后加入μL Tween 80，混匀澄清后加入 μL saline，混匀澄清。
1. 首先保证母液是澄清的；
2.
一定要按照顺序依次将溶剂加入，进行下一步操作之前必须保证上一步操作得到的是澄清的溶液，可采用涡旋、超声或水浴加热等物理方法助溶。
3. 以上所有助溶剂都可在 GlpBio 网站选购。
Practical preparation of ethyl 2-methylthiophene-3-carboxylate
Chem Pharm Bull (Tokyo) 2011;59(6):797-8.PMID:21628923DOI:10.1248/cpb.59.797.
A safe and efficient process for the preparation of ethyl 2-methylthiophene-3-carboxylate (5) was devised. This process provides several advantages over the precedents, involving operational simplicity, avoidance of the use of strong bases such as n-butyllithium and application of noncryogenic conditions, and enabled to prepare 5 in 52% overall yield from commercially available 2-Methylthiophene on a multikilogram scale.
Pyrolysis mechanisms of thiophene and methylthiophene in asphaltenes
J Phys Chem A 2011 Apr 7;115(13):2882-91.PMID:21410188DOI:10.1021/jp1118458.
The pyrolysis mechanisms of thiophene in asphaltenes have been investigated theoretically using density functional and ab initio quantum chemical techniques. All of the possible reaction pathways were explored using B3LYP, MP2, and CBS-QB3 models. A comparison of the calculated heats of reaction with the available experimental values indicates that the CBS-QB3 level of theory is quantitatively reliable for calculating the energetic reaction paths of the title reactions. The pyrolysis process is initiated via four different types of hydrogen migrations. According to the reaction barrier heights, the dominant 1,2-H shift mechanism involves two competitive product channels, namely, C(2)H(2) + CH(2)CS and CS + CH(3)CCH. The minor channels include the formation of CS + CH(2)CCH(2), H(2)S + C(4)H(2), HCS + CH(2)CCH, CS + CH(2)CHCH, H + C(4)H(3)S, and HS + C(4)H(3). The methyl substitution effect was investigated with the pyrolysis of 2-Methylthiophene and 3-methylthiophene. The energetics of such systems were very similar to that for unsubstituted thiophene, suggesting that thiophene alkylation may not play a significant role in the pyrolysis of asphaltene compounds.
Mechanisms for the reaction of thiophene and methylthiophene with singlet and triplet molecular oxygen
J Phys Chem A 2012 May 24;116(20):4934-46.PMID:22515263DOI:10.1021/jp301919g.
Mechanisms for the reaction of thiophene and 2-Methylthiophene with molecular oxygen on both the triplet and singlet potential energy surfaces (PESs) have been investigated using ab initio methods. Geometries of various stationary points involved in the complex reaction routes are optimized at the MP2/6-311++G(d, p) level. The barriers and energies of reaction for all product channels were refined using single-point calculations at the G4MP2 level of theory. For thiophene, CCSD(T) single point energies were also determined for comparison with the G4MP2 energies. Thiophene and 2-Methylthiophene were shown to react with O(2) via two types of mechanisms, namely, direct hydrogen abstraction and addition/elimination. The barriers for reaction with triplet oxygen are all significantly large (i.e., >30 kcal mol(-1)), indicating that the direct oxidation of thiophene by ground state oxygen might be important only in high temperature processes. Reaction of thiophene with singlet oxygen via a 2 + 4 cycloaddition leading to endoperoxides is the most favorable channel. Moreover, it was found that alkylation of the thiophene ring (i.e., methyl-substituted thiophene) is capable of lowering the barrier height for the addition pathway. The implication of the current theoretical results may shed new light on the initiation mechanisms for combustion of asphaltenes.
Diastereoselective domino reactions of chiral 2-substituted 1-(2',2',3',3'-tetramethylcyclopropyl)-alkan-1-ols under Friedel-Crafts conditions
J Org Chem 2009 Jul 3;74(13):4747-52.PMID:19480445DOI:10.1021/jo900445c.
The 2-substituted 1-(2',2',3',3'-tetramethylcyclopropyl)-alkan-1-ols 3-7 were prepared by carbonyl addition of tetramethylcyclopropyl lithium to the respective aldehydes or by addition of the respective substituted carbanions to tetramethylcyclopropyl carbaldehyde 16. Under Brønsted acidic conditions (HBF(4).OEt(2)), the alcohols served as substrates in Friedel-Crafts alkylation reactions with 2-Methylthiophene (8) and N-tosylpyrrole (9). The alkanols 3-6 carrying the groups (t)Bu, Ph, CN, PO(OEt)(2) in 2-position delivered the rearranged substitution products 17-20 in very good chemical yields (9 examples, 81-97%). The products were formed presumably via ring-opening of the tetramethylcyclopropyl-substituted cation, which rearrange by a Wagner-Meerwein shift to allylic cations I. The latter cations are eventually attacked by the arene nucleophile. The diastereoselectivity of this process is good (anti-preference for Ph, CN, PO(OEt)(2)) to excellent (syn-preference for (t)Bu). The esters 7, carrying a methoxycarbonyl group in 2-position, yielded under the same reaction conditions products 25 and 26, which are formed by an intermolecular Friedel-Crafts reaction followed by a subsequent intramolecular Friedel-Crafts alkylation (3 examples, 80-93%).
Effect of naphtha diluent on greenhouse gases and reduced sulfur compounds emissions from oil sands tailings
Sci Total Environ 2017 Nov 15;598:916-924.PMID:28458209DOI:10.1016/j.scitotenv.2017.04.107.
The long-term storage of oil sands tailings has resulted in the evolution of greenhouse gases (CH4 and CO2) as a result of residual organics biodegradation. Recent studies have identified black, sulfidic zones below the tailings-water interface, which may be producing toxic sulfur-containing gases. An anaerobic mesocosm study was conducted over an 11-week period to characterize the evolution of CH4, CO2 and reduced sulfur compounds (RSCs) (including H2S) in tailings as it relates to naphtha-containing diluent concentrations (0.2, 0.8, and 1.5% w/v) and microbial activity. Our results showed that RSCs were produced first at 0.12μmol°RSCs/mL MFT (1.5% w/v diluent treatment). RSCs contribution (from highest to lowest) was H2S and 2-Methylthiophene>2.5-dimethylthiophene>3-methylthiophene>thiofuran>butyl mercaptan>carbonyl sulfide, where H2S and 2-Methylthiophene contributed 81% of the gas produced. CH4 and CO2 production occurred after week 5 at 40.7μmolCH4/mL MFT and 5.9μmolCO2/mL MFT (1.5% w/v diluent treatment). The amount of H2S and CH4 generated is correlated to the amount of diluent present and to microbial activity as shown by corresponding increases in sulfate-reducers' Dissimilatory sulfite reductase (DsrAB) gene and methanogens' methyl-coenzyme M reductase (MCR) gene.