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TETRAETHYLENE GLYCOL DI-P-TOSYLATE, also known as Tos-PEG5-Tos, is a PEG (Polyethylene Glycol) linker containing two tosyl groups. It is characterized by its hydrophilic PEG spacer, which enhances solubility in aqueous media, and the tosyl group, which acts as an excellent leaving group for nucleophilic substitution reactions.

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  • 37860-51-8 Structure
  • Basic information

    1. Product Name: TETRAETHYLENE GLYCOL DI-P-TOSYLATE
    2. Synonyms: BIS[2-(2-TOSYLOXYETHOXY)ETHYL] ETHER;BIS[2-[2-(P-TOLUENESULFONYLOXY)ETHOXY]ETHYL] ETHER;2,2'-(Ethylenedioxy)triethyl ditosylate;TETRAETHYLENE GLYCOL BIS(P-TOLUENESULFONATE);TETRAETHYLENE GLYCOL DI-P-TOSYLATE;TETRAETHYLENE GLYCOL DITOSYLATE;Tetraethylene glycol di(p-toluenesulfonate);DRAFT CHECKER, AIRFLOW DETECTION POWDER
    3. CAS NO:37860-51-8
    4. Molecular Formula: C22H30O9S2
    5. Molecular Weight: 502.6
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 37860-51-8.mol
  • Chemical Properties

    1. Melting Point: 65-69 °C
    2. Boiling Point: 635ºC at 760 mmHg
    3. Flash Point: >230 °F
    4. Appearance: colorless to yellow/
    5. Density: 1.242 g/mL at 25 °C(lit.)
    6. Vapor Pressure: 2.45E-15mmHg at 25°C
    7. Refractive Index: n20/D 1.53(lit.)
    8. Storage Temp.: Sealed in dry,Room Temperature
    9. Solubility: N/A
    10. BRN: 1610992
    11. CAS DataBase Reference: TETRAETHYLENE GLYCOL DI-P-TOSYLATE(CAS DataBase Reference)
    12. NIST Chemistry Reference: TETRAETHYLENE GLYCOL DI-P-TOSYLATE(37860-51-8)
    13. EPA Substance Registry System: TETRAETHYLENE GLYCOL DI-P-TOSYLATE(37860-51-8)
  • Safety Data

    1. Hazard Codes: Xi
    2. Statements: 36/37/38
    3. Safety Statements: 26-36
    4. WGK Germany: 3
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 37860-51-8(Hazardous Substances Data)

37860-51-8 Usage

Uses

Used in Chemical Sensing Applications:
TETRAETHYLENE GLYCOL DI-P-TOSYLATE is used as a component in the preparation of donor-spacer-acceptor podand systems, which serve as dual channel fluorosensors for detecting Li+, Mg2+, and Ca2+ ions. The unique properties of the Tos-PEG5-Tos molecule, including its hydrophilic PEG spacer and tosyl leaving group, contribute to the effective detection and differentiation of these ions in various applications.
Used in Chemical Research and Development:
In the field of chemical research and development, TETRAETHYLENE GLYCOL DI-P-TOSYLATE is utilized for its ability to facilitate nucleophilic substitution reactions due to the presence of the tosyl group. This makes it a valuable tool in the synthesis of various chemical compounds and materials.
Used in Pharmaceutical and Biomedical Applications:
The hydrophilic nature of the PEG spacer in TETRAETHYLENE GLYCOL DI-P-TOSYLATE makes it a potential candidate for use in the development of drug delivery systems and other biomedical applications. Its solubility in aqueous media can be advantageous for the design of biocompatible materials and formulations.

Check Digit Verification of cas no

The CAS Registry Mumber 37860-51-8 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 3,7,8,6 and 0 respectively; the second part has 2 digits, 5 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 37860-51:
(7*3)+(6*7)+(5*8)+(4*6)+(3*0)+(2*5)+(1*1)=138
138 % 10 = 8
So 37860-51-8 is a valid CAS Registry Number.
InChI:InChI=1/C22H30O9S2/c1-19-3-7-21(8-4-19)32(23,24)30-17-15-28-13-11-27-12-14-29-16-18-31-33(25,26)22-9-5-20(2)6-10-22/h3-10H,11-18H2,1-2H3

37860-51-8 Well-known Company Product Price

  • Brand
  • (Code)Product description
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  • Aldrich

  • (341703)  Tetraethyleneglycoldi(p-toluenesulfonate)  97%

  • 37860-51-8

  • 341703-10G

  • 762.84CNY

  • Detail
  • Aldrich

  • (341703)  Tetraethyleneglycoldi(p-toluenesulfonate)  97%

  • 37860-51-8

  • 341703-50G

  • 2,558.79CNY

  • Detail

37860-51-8Relevant articles and documents

Dynamic host-guest interaction enables autonomous single molecule blinking and super-resolution imaging

Sasmal, Ranjan,Das Saha, Nilanjana,Schueder, Florian,Joshi, Divyesh,Sheeba, Vasu,Jungmann, Ralf,Agasti, Sarit S.

, p. 14430 - 14433 (2019)

Synthetic host-guest complexes are inherently dynamic as they employ weak and reversible noncovalent interactions for their recognition processes. We strategically exploited dynamic supramolecular recognition between fluorescently labeled guest molecules to complementary cucurbit[7]uril hosts to obtain stochastic switching between fluorescence ON- and OFF-states, enabling PAINT-based nanoscopic imaging in cells and tissues.

Synthesis of Highly Lipophilic Crown Ether Carboxylic Acids

Bartsch, Richard A.,Liu, Yung,Kang, Sang Ihn,Son, Byungki,Heo, Gwi Suk,et al.

, p. 4864 - 4869 (1983)

Synthetic routes to eight highly lipophilic crown ether carboxylic acids are described.Structural variations within this series of crown ether carboxylic acids include changes in the crown ether cavity size, the lipophilic group attachment site, and the b

Facile synthesis of a polyether-tethered dimeric berberine as a highly effective DNA-cleaving agent in the presence of Cu(ii) ion

Wang, Yong-Min,Zhou, Chun-Qiong,Chen, Jin-Xiang,Lin, Yan-Ling,Zeng, Wei,Kuang, Bi-Cheng,Fu, Wei-Long,Chen, Wen-Hua

, p. 1400 - 1404 (2013)

A polyether-tethered dimeric berberine was synthesized and found to be capable of efficiently converting pBR322 DNA into open circular and linear forms in the presence of Cu(ii) ions under physiological conditions, most probably via an oxidative mechanism

New C2-symmetric 2,2′-bipyridine crown macrocycles for enantioselective recognition of amino acid derivatives

Lee, Chi-Sing,Teng, Pang-Fei,Wong, Wing-Leung,Kwong, Hoi-Lun,Chan, Albert S. C.

, p. 7924 - 7930 (2005)

A series of new C2-symmetric 2,2′-bipyridine-contaning crown macrocycles 1-4 has been developed for enantiomeric recognition of amino acid derivatives. These new macrocycles have been showed to be strong complexing agents for primary organic ammonium salts (with K up to 4.83×10 5 M-1 and -ΔG0 up to 32.4 kJ mol -1) and also useful chromophores for UV-vis titration studies. These macrocyclic hosts exhibited enantioselective binding towards the (S)-enantiomer of phenylglycine methyl ester hydrochloride (Am1) with K(S)/K (R) up to 2.10 (ΔΔG0=-1.84 kJ mol -1) in CH2Cl2 with 0.25% CH3OH. The structure-binding relationship studies showed that the aromatic subunit and the ester group of the ammonium guests are both important for good enantioselectivity. In addition, the host-guest complexes have been studied using various NMR experiments.

Biscrown-annulated TTFAQ-dianthracene hybrid: Synthesis, structure, and metal ion sensing

Shao, Min,Dongare, Prateek,Dawe, Louise N.,Thompson, David W.,Zhao, Yuming

, p. 3050 - 3053 (2010)

A new fluorescence chemosensor (3) made up of a biscrown-annulated TTFAQ receptor and two anthracene fluorophores was designed and synthesized. Its solid-state structure was disclosed by X-ray crystallographic analysis, while fluorescence titrations indic

Protein micro- and nanopatterning using aminosilanes with protein-resistant photolabile protecting groups

Alang Ahmad, Shahrul A.,Wong, Lu Shin,Ul-Haq, Ehtsham,Hobbs, Jamie K.,Leggett, Graham J.,Micklefield, Jason

, p. 2749 - 2759 (2011)

An approach to the integration of nanolithography with synthetic chemical methodology is described, in which near-field optical techniques are used to selectively deprotect films formed by the adsorption of aminosilanes protected by modified 2-nitrophenylethoxycarbonyl (NPEOC) groups. The NPEOC groups are functionalized at the m- or p-position with either a tetraethyleneglycol or a heptaethylene glycol adduct. We describe the synthesis of these bioresistant aminosilanes and the characterization of the resulting photoreactive films. Photodeprotection by exposure to UV light (λ = 325 nm) yielded the amine with high efficiency, at a similar rate for all four adsorbates, and was complete after an exposure of 2.24 J cm-2. Following photodeprotection, derivatization by trifluoroacetic anhydride was carried out with high efficiency. Micropatterned samples, formed using a mask, were derivatized with aldehyde-functionalized polymer nanoparticles and, following derivatization with biotin, were used to form patterns of avidin-coated polymer particles. Fluorescence microscopy and atomic force microscopy data demonstrated that the intact protecting groups conferred excellent resistance to nonspecific adsorption. Nanometer-scale patterns were created using scanning near-field photolithography and were derivatized with biotin. Subsequent conjugation with avidin-functionalized polymer nanoparticles yielded clear fluorescence images that indicated dense attachment to the nanostructures and excellent protein resistance on the surrounding surface. These simple photocleavable protecting group strategies, combined with the use of near-field exposure, offer excellent prospects for the control of surface reactivity at nanometer resolution in biological systems and offer promise for integrating the top-down and bottom-up molecular fabrication paradigms.

Chiral synthesis via organoboranes. 46. An efficient preparation of chiral pyridino- and thiopheno-18-crown-6 ligands from enantiomerically pure C2-symmetric pyridine- and thiophenediols

Chen, Guang-Ming,Brown, Herbert C.,Ramachandran, P. Veeraraghavan

, p. 721 - 725 (1999)

Asymmetric reduction of 2,6-diacylpyridines with B- chlorodiisopinocampheylborane provides the corresponding C2-symmetric diols in very high de and ee. Asymmetric allylboration of 2,6- pyridinedicarboxaldehyde and 2,5-thiophenedicarboxaldehyde

Cucurbituril slippage: Cations as supramolecular lubricants

Ling, Xiaoxi,Masson, Eric

, p. 4866 - 4869 (2012)

The dethreading rate of a polyaminated axle flanked by two benzo-15-crown-5 stoppers from the cavity of Cucurbit[7]uril (CB[7]) was enhanced by up to 500 times in the presence of aqueous metallic and organic cations. Cations likely stabilize the highest energy transition state of the dethreading process by interacting with both crown ether and CB[7] units.

Enhancement of intramolecular photocycloaddition of bichromophoric compounds via inclusion in low-density polyethylene films

Tung, Chen-Ho,Yuan, Zhen-Yu,Wu, Li-Zhu,Wiess, Richard G.

, p. 5156 - 5161 (1999)

The photocycloaddition of tetra- and penta(ethylene glycol) labeled at the chain terminals with 2-naphthoyl groups (N-P(n)-N; n = 4 or 5) and tetra(ethylene glycol) terminated by 7-(4-methylcoumarinyl) groups (C-P4-C) has been investigated in h

Complexation of triptycene-derived macrotricyclic host with bisparaquat derivative and self-folding guest: A switchable process controlled by K + ions

Han, Ying,Guo, Jiabin,Cao, Jing,Chen, Chuanfeng

, p. 607 - 611 (2013)

Triptycene-derived cylindrical macrotricyclic host with two dibenzo-30-crown-10 cavities could form stable 1:1 complexes with not only polyether linked bisparaquat derivative but also a self-folding A-D-A guest in solution and/or solid state. Moreover, it

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