ChemicalBook > CAS DataBase List > PENTA(ETHYLENE GLYCOL) DI-P-TOLUENESULFONATE

PENTA(ETHYLENE GLYCOL) DI-P-TOLUENESULFONATE

Product Name
PENTA(ETHYLENE GLYCOL) DI-P-TOLUENESULFONATE
CAS No.
41024-91-3
Chemical Name
PENTA(ETHYLENE GLYCOL) DI-P-TOLUENESULFONATE
Synonyms
NSC625453;Tos-PEG6-Tos;Bis-Tos-PEG5;TSO-PEG5-OTS;Pentaethylene glycol di(p<;PENTAETHYLENE GLYCOL DITOSYLATE;METHYL 3-(BENZYLTHIO)ISOPROPIONATE;PENTA(ETHYLENE GLYCOL)DI-P-TOSYLATE;PENTAETHYLENE GLYCOL DI-P-TOLUENESULPHONATE;PENTA(ETHYLENE GLYCOL) DI-P-TOLUENESULFONATE
CBNumber
CB3189173
Molecular Formula
C24H34O10S2
Formula Weight
546.65
MOL File
41024-91-3.mol
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PENTA(ETHYLENE GLYCOL) DI-P-TOLUENESULFONATE Property

Boiling point:
661.4±55.0 °C(Predicted)
Density 
1.26 g/mL at 25 °C (lit.)
refractive index 
n20/D 1.524(lit.)
Flash point:
>230 °F
storage temp. 
Storage temp. 2-8°C
form 
Solid-Liquid Mixture
color 
Off-white to light brown
Water Solubility 
Not miscible or difficult to mix in water.
Sensitive 
Hygroscopic
BRN 
3599245
InChI
InChI=1S/C24H34O10S2/c1-21-3-7-23(8-4-21)35(25,26)33-19-17-31-15-13-29-11-12-30-14-16-32-18-20-34-36(27,28)24-9-5-22(2)6-10-24/h3-10H,11-20H2,1-2H3
InChIKey
BUHGDYPBQWWWQS-UHFFFAOYSA-N
SMILES
C(OS(C1=CC=C(C)C=C1)(=O)=O)COCCOCCOCCOCCOS(C1=CC=C(C)C=C1)(=O)=O
EPA Substance Registry System
3,6,9,12-Tetraoxatetradecane-1,14-diol, bis(4-methylbenzenesulfonate) (41024-91-3)
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Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36
WGK Germany 
3
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
309583
Product name
Pentaethylene glycol di(p-toluenesulfonate)
Purity
95%
Packaging
5g
Price
$62.3
Updated
2025/07/31
Sigma-Aldrich
Product number
309583
Product name
Pentaethylene glycol di(p-toluenesulfonate)
Purity
95%
Packaging
25g
Price
$394
Updated
2023/06/20
TRC
Product number
T306263
Product name
3,6,9,12-Tetraoxatetradecane-1,14-diylbis(4-Methylbenzenesulfonate)
Packaging
50mg
Price
$45
Updated
2021/12/16
TRC
Product number
T306263
Product name
3,6,9,12-Tetraoxatetradecane-1,14-diylbis(4-Methylbenzenesulfonate)
Packaging
100mg
Price
$60
Updated
2021/12/16
AK Scientific
Product number
Y4944
Product name
Pentaethylene glycol di(p-toluenesulfonate)
Packaging
1g
Price
$77
Updated
2021/12/16
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PENTA(ETHYLENE GLYCOL) DI-P-TOLUENESULFONATE Chemical Properties,Usage,Production

Description

Tos-PEG6-Tos is a PEG linker containing two tosyl groups. The hydrophilic PEG spacer increases solubility in aqueous media. The tosyl group is a very good leaving group for nucleophilic substitution reactions.

Uses

Pentaethylene glycol di-p-toluenesulfonate is used in the preparation of calix[4]arenes, calix[5]arenes, and crown ethers. It is also used in the preparation of 3?-formylbenzo-18-crown-6 by undergoing coupling reaction with 2,3-dihydroxybenzaldehyde.

Uses

PENTA(ETHYLENE GLYCOL) DI-P-TOLUENESULFONATE is used to prepare calix[4]arenes,1 calix[5]arenes,2 and crown ethers.3

Synthesis

4792-15-8

98-59-9

41024-91-3

Pentaethylene glycol (10.8 g, 57.8 mmol) was slowly added to a stirred mixture of potassium hydroxide (7.8 g, 139.3 mmol) and ethylene glycol (60 mL) under nitrogen protection and the reaction was carried out at room temperature. Subsequently, the reaction mixture was heated to reflux temperature and stirred continuously for 36 hours. Upon completion of the reaction, it was cooled to room temperature, the reaction mixture was filtered and concentrated by depressurization to obtain a viscous oily substance. This viscous oily substance was dissolved with sodium hydroxide (4.8 g, 120 mmol) in a solution of tetrahydrofuran/water (v/v = 1/1, 40 mL) and cooled under nitrogen protection to 0°C. At this temperature, p-toluenesulfonyl chloride (22 g, 115 mmol) was slowly added. After addition, stirring was continued for 3 hours. At the end of the reaction, water (100 mL) was added to dilute the reaction mixture and the product was extracted with dichloromethane (20 mL × 3). The organic phase was washed with brine (20 mL × 3), and the combined organic layers were dried with anhydrous magnesium sulfate, followed by evaporation to remove the dichloromethane. The crude product was purified by column chromatography (petroleum ether:ethyl acetate = 3:1) to give a yellow oily pure product (8.1 g) in 27.5% yield. The product was characterized by 1H NMR (CDCl3, 500 MHz) with chemical shifts of δ 2.44 (3H, s), 3.57 (4H, s), 3.59 (2H, s), 3.67 (2H, t, J = 4.8 Hz), 4.14 (2H, t, J = 4.8 Hz), 7.33 (2H, d, J = 8.1 Hz), 7.78 (2H, d , J = 8.2 Hz).

References

[1] Bioorganic and Medicinal Chemistry, 2007, vol. 15, # 14, p. 4841 - 4856
[2] Journal of Organic Chemistry, 1999, vol. 64, # 18, p. 6870 - 6873
[3] Canadian Journal of Chemistry, 2006, vol. 84, # 10, p. 1273 - 1279
[4] Collection of Czechoslovak Chemical Communications, 1987, vol. 52, # 8, p. 2057 - 2060
[5] Russian Journal of Organic Chemistry, 2012, vol. 48, # 10, p. 1345 - 1352

PENTA(ETHYLENE GLYCOL) DI-P-TOLUENESULFONATE Preparation Products And Raw materials

Raw materials

Preparation Products

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PENTA(ETHYLENE GLYCOL) DI-P-TOLUENESULFONATE Suppliers

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View Lastest Price from PENTA(ETHYLENE GLYCOL) DI-P-TOLUENESULFONATE manufacturers

Xian confluore Biological Technology Co., Ltd.
Product
Tos-PEG6-Tos 41024-91-3
Price
US $0.00/g
Min. Order
100g
Purity
>98.00%
Supply Ability
100g
Release date
2024-03-27

41024-91-3, PENTA(ETHYLENE GLYCOL) DI-P-TOLUENESULFONATERelated Search:

Lapatinib ditosylate monohydrate Sodium p-toluenesulfonate Triethylene glycol PENTAETHYLENE GLYCOL TRIETHYLENE GLYCOL MONOMETHYL ETHER TETRAETHYLENEGLYCOL MONOMETHYL ETHER Bis[2-(2-hydroxyethoxy)ethyl] ether Ethyl p-toluenesulfonate 2-METHOXYMETHYL METHANSULFONATE Triethylene glycol monoethyl ether PENTA(ETHYLENE GLYCOL) DI-P-TOLUENESULFONATE 2-METHOXYETHYL P-TOLUENESULFONATE Methyl toluenesulfonate 2-ETHOXYETHYL BENZENESULFONATE 2-ETHOXYETHYL P-TOLUENESULFONATE 2-METHOXYETHYL BENZENESULFONATE METHYL P-TOLUENESULFINATE

  • PENTA(ETHYLENE GLYCOL) DI-P-TOLUENESULFONATE
  • PENTAETHYLENE GLYCOL DI-P-TOLUENESULPHONATE
  • PENTA(ETHYLENE GLYCOL)DI-P-TOSYLATE
  • PENTAETHYLENE GLYCOL DITOSYLATE
  • 3,6,9,12-TETRAOXATETRADECANE-1,14-DIYL DITOSYLATE
  • Pentaethylene glycol di-p-tosylate~3,6,9,12-Tetraoxatetradecane-1,14-diyl di-p-toluenesulphonate
  • NSC625453
  • 3,6,9,12-TETRAOXATETRADECANE-1,14-DIOL,BIS(4-METHYLBENZENESULPHONATE)
  • METHYL 3-(BENZYLTHIO)ISOPROPIONATE
  • 3,6,9,12-Tetraoxatetradecane-1,14-diyl ditosylate, Pentaethylene glycol ditosylate
  • 3,6,9,12-tetraoxatetradecane-1,14-diyl di-p-toluenesulfonate
  • 1,14-Bis(tosyloxy)-3,6,9,12-tetraoxatetradecane
  • 2,2'-[Ethylenebis(oxyethyleneoxy)]bis(ethanol tosylate)
  • 2,2'-[Ethylenebis(oxyethyleneoxy)]diethanol bis(p-toluenesulfonate)
  • 3,6,9,12-Tetraoxatetradecane-1,14-diol bistosylate
  • Bis(4-methylbenzenesulfonic acid)3,6,9,12-tetraoxa-1,14-tetradecanediyl ester
  • Tos-PEG6-Tos
  • 3,6,9,12-Tetraoxatetradecane-1,14-diyl bis(4-methylbenzenesulfonate)
  • Bis-Tos-PEG5
  • Penta(ethylene glycol) bis(p-toluenesulfonate)
  • 3,6,9,12-Tetraoxatetradecane-1,14-diol, 1,14-bis(4-methylbenzenesulfonate)
  • 2-[2-[2-[2-[2-(4-methylphenyl)sulfonyloxyethoxy]ethoxy]ethoxy]ethoxy]ethyl 4-methylbenzenesulfonate
  • Pentaethylene glycol di(p-toluenesulfonate),Pentaethylene glycol di(ptoluenesulfonate),Pentaethylene glycol di(p toluenesulfonate),Inhibitor,PROTAC Linkers,inhibit
  • Tos-PEG5-Tos/3,6,9,12-Tetraoxatetradecane-1,14-diol, 1,14-bis(4-methylbenzenesulfonate)
  • Pentaethyleneglycoldi-p-toluenesulfonate,98%
  • 2-[2-[2-[2-[2-(p-tolylsulfonyloxy)ethoxy]ethoxy]ethoxy]ethoxy]ethyl 4-methylbenzenesulfonate
  • 14-[(4-methylbenzenesulfonyl)oxy]-3,6,9,12-tetraoxatetradecan-1-yl 4-methylbenzenesulfonate
  • Pentaethylene glycol di(<I>p<
  • Pentaethylene glycol di-p-toluenesulfonate , Pentaethylene glycol di(p-toluenesulfonate)
  • 14-[(4-methylbenzenesulfonyl)oxy]-3,6,9,12-tetraoxatetradecan-1-yl 4-methylbenzene-1-sulfonate
  • Pentaethylene glycol di(<i>p</i>-toluenesulfonate)
  • 2-[2-[2-[2-[2-(p-tolylsulfonyloxy)ethoxy]ethoxy]ethoxy]ethoxy]ethyl 4-methylbenzenesulfonate - [T86715]
  • TSO-PEG5-OTS
  • 41024-91-3
  • 41024-92-3
  • C24H34O10S2
  • CH3C6H4SO3CH2CH2O5SO2C6H4CH3
  • Building Blocks
  • Organic Building Blocks
  • Sulfur Compounds
  • Tosylates
  • Building Blocks
  • Chemical Synthesis
  • Organic Building Blocks
  • Sulfur Compounds
  • Tosylates