DIETHYLENE GLYCOL BIS(P-TOLUENESULFONATE)

Product Name: DIETHYLENE GLYCOL BIS(P-TOLUENESULFONATE)
CAS No.: 7460-82-4
Chemical Name: DIETHYLENE GLYCOL BIS(P-TOLUENESULFONATE)
Synonyms: Bis-Tos-PEG2;TSO-PEG2-OTS;DEGditosylate;TosO-(CH2CH2O)2-Tos;LABOTEST-BB LTBB005438;Doxofylline Impurity 17;Doxofylline Impurity 24;BIS(2-TOSYLOXYETHYL) ETHER;2,2'-OXYDIETHYL DITOSYLATE;DIETHYLENE GLYCOL DITOSYLATE
CBNumber: CB2460912
Molecular Formula: C18H22O7S2
Formula Weight: 414.49
MOL File: 7460-82-4.mol

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DIETHYLENE GLYCOL BIS(P-TOLUENESULFONATE) Property

Melting point:: 87-89 °C (lit.)
Boiling point:: 581.2±45.0 °C(Predicted)
Density: 1.301±0.06 g/cm3(Predicted)
storage temp.: Sealed in dry,Room Temperature
solubility: Chloroform (Slightly), Ethyl Acetate (Slightly)
form: Solid
color: Off-White
BRN: 583800
InChI: InChI=1S/C18H22O7S2/c1-15-3-7-17(8-4-15)26(19,20)24-13-11-23-12-14-25-27(21,22)18-9-5-16(2)6-10-18/h3-10H,11-14H2,1-2H3
InChIKey: VYVPNTJBGPQTFA-UHFFFAOYSA-N
SMILES: O(CCOS(C1=CC=C(C)C=C1)(=O)=O)CCOS(C1=CC=C(C)C=C1)(=O)=O
CAS DataBase Reference: 7460-82-4(CAS DataBase Reference)
EPA Substance Registry System: Ethanol, 2,2'-oxybis-, bis(4-methylbenzenesulfonate) (7460-82-4)

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Safety

Hazard Codes: Xi
Risk Statements: 36/37/38
Safety Statements: 26-36
WGK Germany: 3
HS Code: 2909.30.6000

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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: 339024
Product name: Diethylene glycol di(p-toluenesulfonate)
Purity: 98%
Packaging: 10g
Price: $129
Updated: 2025/07/31

TCI Chemical

Product number: D2457
Product name: Diethylene Glycol Bis(p-toluenesulfonate)
Purity: >96.0%(HPLC)(T)
Packaging: 5g
Price: $42
Updated: 2025/07/31

TCI Chemical

Product number: D2457
Product name: Diethylene Glycol Bis(p-toluenesulfonate)
Purity: >96.0%(HPLC)(T)
Packaging: 25g
Price: $136
Updated: 2025/07/31

TRC

Product number: D444245
Product name: Diethylene glycol di(p-toluenesulfonate)
Packaging: 1g
Price: $65
Updated: 2021/12/16

Biosynth Carbosynth

Product number: FD39464
Product name: Diethylene glycol di(p-toluenesulfonate)
Packaging: 50g
Price: $90
Updated: 2021/12/16

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DIETHYLENE GLYCOL BIS(P-TOLUENESULFONATE) Chemical Properties,Usage,Production

Description

Tos-PEG3-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.

Chemical Properties

White to off-white powder

Uses

Diethylene glycol di(p-toluenesulfonate) was used in the synthesis of bis(dibenzosulfoxo)-27,30,35,38-tetramethyl-24-crown-6, bis(dibenzosulfoxo)-21,24,29,32-tetramethyl-18-crown-4, dibenzosulfoxo-15,18-dimethyl-12-crown-3 and dibenzosulfoxo-12,15-dimethyl-9-crown-2 macrocycles.

Synthesis

98-59-9

111-46-6

118591-58-5

7460-82-4

The general procedure for the synthesis of 2-(2-hydroxyethoxy)ethyl 4-methylbenzenesulfonate and diethylene glycol bis(p-toluenesulfonate) from p-toluenesulfonyl chloride and diethylene glycol was as follows: diethylene glycol (1.25 g, 11.8 mmol) was dissolved in water (3.5 mL), followed by addition of sodium hydroxide (0.768 g, 19.2 mmol). The mixture was stirred at room temperature until a clarified solution was formed. The mixture was cooled to 0 °C and a solution of tetrahydrofuran (30 mL) with 4-toluenesulfonyl chloride (2.27 g, 11.9 mmol) was added slowly and dropwise over 20 minutes. After the dropwise addition was completed, the reaction mixture was continued to be stirred at 0 °C for 1 hour. After completion of the reaction, the reaction mixture was diluted with ethyl acetate (150 mL) and water (40 mL). The organic phase was separated, dried over anhydrous sodium sulfate, filtered and the solvent evaporated under reduced pressure. The residue was purified by a dichloromethane/methanol gradient (100/0 → 100/0) using a Biotage Isolera One purification system on an HP-Sil SNAP column to afford the more polar diethylene glycol bis(p-toluenesulfonate) as a colorless oil (1.47 g, 47% yield). The less polar bis-toluenesulfonyl derivative was discarded.1H-NMR (400 MHz, CDCl3) δ= 7.80 (d, 2H), 7.35 (d, 2H), 4.22-4.18 (m, 2H), 3.72-3.66 (m, 4H), 3.55-3.51 (m, 2H), 2.45 (s, 3H).

IC 50

PEGs

Purification Methods

Purify the ester by recrystallisation from Me2CO and dry it in a vacuum. [Beilstein 11 III 225.]

References

[1] Organic Letters, 2002, vol. 4, # 14, p. 2329 - 2332
[2] Molecules, 2011, vol. 16, # 6, p. 4748 - 4763
[3] Organic Letters, 2002, vol. 4, # 14, p. 2329 - 2332
[4] Drug Design, Development and Therapy, 2018, vol. 12, p. 987 - 995
[5] Patent: WO2015/110263, 2015, A1. Location in patent: Page/Page column 239; 240

DIETHYLENE GLYCOL BIS(P-TOLUENESULFONATE) Preparation Products And Raw materials

Raw materials

Preparation Products

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DIETHYLENE GLYCOL BIS(P-TOLUENESULFONATE) Suppliers

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View Lastest Price from DIETHYLENE GLYCOL BIS(P-TOLUENESULFONATE) manufacturers

XIAMEN SINOPEG BIOTECH CO., LTD.

Product: oxybis(ethane-2,1-diyl) bis(4-methylbenzenesulfonate) 7460-82-4
Price: US $0.00-0.00/g
Min. Order: 1g
Purity: 98%
Supply Ability: 1g/bottle, 10g/bottle, 100g/bottle
Release date: 2025-09-24

Hebei Chuanghai Biotechnology Co., Ltd

Product: DIETHYLENE GLYCOL BIS(P-TOLUENESULFONATE) 7460-82-4
Price: US $0.00-0.00/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: 20 mt
Release date: 2024-11-25

Henan Aochuang Chemical Co.,Ltd.

Product: DIETHYLENE GLYCOL BIS(P-TOLUENESULFONATE) 7460-82-4
Price: US $0.00-0.00/KG
Min. Order: 1KG
Purity: 98%
Supply Ability: 1ton
Release date: 2022-09-23

7460-82-4, DIETHYLENE GLYCOL BIS(P-TOLUENESULFONATE)Related Search:

Sodium dodecylbenzenesulphonate XYLENE CYANOL FF Diethylene glycol p-Toluenesulfonic acid METHYL-2,3,5-TRI-O-(4-TOLYLSULPHONYL)-BETA-D-RIBOFURANOSIDE 1-O-ACETYL-5-O-BENZOYL-2,3-DI-O-TOLUOLSULFONYL-D-RIBOFURANOSE AURORA KA-659 1,6-ANHYDRO-2,4-DI-O-P-TOLUENESULFONYL-BETA-D-GLUCOPYRANOSE METHYL-5-O-ACETYL-2,3-DI-O-TOLUOLSULFONYL-BETA-D-RIBOFURANOSIDE DIETHYLENE GLYCOL BIS(P-TOLUENESULFONATE) 2,3-O-Isopropylidene-1,6-ditosyl-L-sorbose 2,3-O-ISOPROPYLIDENE-1,6-DITOSYL-L-SORBOSE

PEG2-Tos 2,2'-oxybis-,1,1'-bis(4-methylbenzenesulfonate)

4-methylbenzenesulfonic acid 2-[2-(4-methylphenyl)sulfonyloxyethoxy]ethyl ester

Doxofylline Impurity 17

2-[2-(p-tolylsulfonyloxy)ethoxy]ethyl 4-methylbenzenesulfonate

Diethylene glycol bis(p-toluenesulfonate)≥ 99%(HPLC)

BIS(2-TOSYLOXYETHYL) ETHER

BIS[2-(P-TOLUENESULFONYLOXY)ETHYL] ETHER

DI(ETHYLENE GLYCOL) DI-P-TOSYLATE

DIETHYLENE GLYCOL DITOSYLATE

DIETHYLENE GLYCOL BIS(P-TOLUENESULFONATE)

LABOTEST-BB LTBB005438

2,2'-OXYDIETHYL DITOSYLATE

Diethylene glycol di(p-toluenesulfonate)

DEGditosylate

2,2-OXYBISETHANEBIS(4-METHYLBENZENESULFONATE)

2,2''-OXYDIETHYL BIS-(4-TOLUENESULFONATE)

2,2μ-Oxydiethyl ditosylate, Bis(2-tosyloxyethyl)ether, Diethylene glycol ditosylate

1,5-Bis(tosyloxy)-3-oxapentane

1,7-Ditosyl-1,4,7-trioxaheptane

Bis(4-methylbenzenesulfonic acid)3-oxa-1,5-pentanediyl

Bis(4-methylbenzenesulfonic acid)oxybisethylene ester

Bis(p-toluenesulfonic acid)(oxybisethylene) ester

Bis[2-(p-toluenesulfonyloxy)ethyl] Ether Bis(2-tosyloxyethyl) Ether Diethylene Glycol Ditosylate

2,2'-oxybis-,1,1'-bis(4-methylbenzenesulfonate)

Oxybis(ethane-2,1-diyl) bis(4-methylbenzenesulfonate)

DiethyleneGlycolBis(p-toluenesulfonate)&gt

Bis-Tos-PEG2

Ethanol, 2,2'-oxybis-, 1,1'-bis(4-methylbenzenesulfonate)

DIETHYLENE GLYCOL BIS(P-TOLUENESULFONATE) ISO 9001：2015 REACH

DiethyleOxybis(ethane-2,1-diyl) bis(4-methylbenzenesulfonate)ne glycol bis(p-toluenesulfonate)

Doxofylline Impurity 24

2-[2-(4-methylphenyl)sulfonyloxyethoxy]ethyl 4-methylbenzenesulfonate

DIETHYLENE GLYCOL BIS(P-TOLUENESULFONATE)ne

TosO-(CH2CH2O)2-Tos

Tos-PEG2-Tos/Ethanol, 2,2'-oxybis-, 1,1'-bis(4-methylbenzenesulfonate)

PEG2-Tos2,2'-oxybis-,1,1'-bis(4-methylbenzenesulfonate)

Oxybis(ethane-2,1-diyl) bis(4-methylbenzenesulfonate) , Diethylene glycol bis(p-toluenesulfonate)

2-{2-[(4-methylbenzenesulfonyl)oxy]ethoxy}ethyl 4-methylbenzene-1-sulfonate

Diethylene glycol di(<i>p</i>-toluenesulfonate)

Oxybis(ethane-2,1-diyl) bis(4-methylbenzenesulfote)

TSO-PEG2-OTS

7460-82-4

CH3C6H4SO3CH2CH22O

Building Blocks

Organic Building Blocks

Sulfur Compounds

Tosylates

CMLLYL