Triton X-100

Base Information

• Chemical Name: Triton X-100
• CAS No.: 2315-67-5
• Deprecated CAS: 1322-96-9
• Molecular Formula: C16H26 O2
• Molecular Weight: 250.381
• Hs Code.: 2909499000
• European Community (EC) Number: 618-344-0,618-604-3,621-345-9,686-527-2
• NSC Number: 406472,5259
• UNII: 20CAX7IO75
• DSSTox Substance ID: DTXSID1058680
• Nikkaji Number: J1.219.380G
• Wikipedia: Triton_X-100
• Wikidata: Q27253450
• NCI Thesaurus Code: C80935
• RXCUI: 1426395,1426398
• ChEMBL ID: CHEMBL39763
• Mol file: 2315-67-5.mol

Synonyms:Octoxinol;Octoxinols;Octoxynol;Octoxynol 9;Octoxynol-9;Octoxynols;Octylphenoxy Polyethoxyethanol;Octylphenoxypolyethoxyethanols;Polyethoxyethanol, Octylphenoxy;Triton X 100;Triton X 305;Triton X 45;Triton X-100;Triton X-305;Triton X-45;Triton X100;Triton X305;Triton X45

Chemical Property of Triton X-100

Chemical Property:

• Boiling Point: 351.2°Cat760mmHg
• PKA: 14.29±0.10(Predicted)
• Flash Point: 136.6°C
• PSA: 29.46000
• Density: 0.962g/cm³
• LogP: 3.77150
• Storage Temp.: ?20°C
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 4.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 6
• Exact Mass: 250.193280068
• Heavy Atom Count: 18
• Complexity: 232

Purity/Quality:

99.9% ^*data from raw suppliers

4-tert-Octylphenol monoethoxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F,Xi
• Hazard Codes: F,Xi
• Statements: 11-36-52/53-66-67
• Safety Statements: 16-26-61-9

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Polyoxyethylenes
• Canonical SMILES: CC(C)(C)CC(C)(C)C1=CC=C(C=C1)OCCO
• Uses: A common enironmental pollutant showing weak estrogenic effects. Has been shown to cause harm to the male reproductive system of vertebrates in particular among aquatic species where gonadal intersex, altered sex ratios, and reduced gonad size has been observed. OCTOXYNOL-3 is a common enironmental pollutant showing weak estrogenic effects. It has been shown to cause harm to the male reproductive system of vertebrates in particular among aquatic species where gonadal intersex , altered sex ratios, and reduced gonad size has been observed.

Technology Process of Triton X-100

There total 6 articles about Triton X-100 which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 90.0%

tert-octylphenol (140-66-9) + 2-chloro-ethanol (107-07-3) → 2-[4-(2,4,4-trimethylpentan-2-yl)phenoxy]ethanol (2315-67-5,9077-65-0)

Guidance literature:

With N-benzyl-N,N,N-triethylammonium chloride; potassium carbonate; In N,N-dimethyl-formamide; for 4 - 7h; Heating / reflux;

Reference yield: 87.2%

ethyl acetate (29375-78-8) → 2-[4-(2,4,4-trimethylpentan-2-yl)phenoxy]ethanol (2315-67-5,9077-65-0)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at 5 - 20 ℃;

DOI:10.1271/bbb.66.1792

Reference yield:

tert-octylphenol (140-66-9) → 2-[4-(2,4,4-trimethylpentan-2-yl)phenoxy]ethanol (2315-67-5,9077-65-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) NaH / 1.) THF, 2.) THF, reflux, 2 h

2: LiAlH₄ / tetrahydrofuran / 20 h / 66 °C

With lithium aluminium tetrahydride; sodium hydride; In tetrahydrofuran;

DOI:10.1246/bcsj.66.2528

upstream raw materials:

oxirane

tert-octylphenol

2-chloro-ethanol

ethyl acetate

Downstream raw materials:

3-[benzyl(dimethyl)ammonio]propyl 2-[(2,2,4,4-tetramethylpentane-2-yl)oxy]ethyl phosphate

2-[benzyl(dimethyl)ammonio]ethyl 2-[(2,2,4,4-tetramethylpentane-2-yl)oxy]ethyl phosphate

C₃₈H₆₀O₄

9-[p-(1',1',3',3'-tetramethylbutyl)phenyl]-3,6,9-trioxanonanol

Refernces

• 1、 Luká?, Milo?,Mrva, Martin,Garajová, Mária,Moj?i?ová, Gabriela,Varinská, Lenka,Moj?i?, Ján,Sabol, Marián,Kubincová, Janka,Haragová, Hana,Ondriska, Franti?ek,Devínsky, Ferdinand. "Synthesis, self-aggregation and biological properties of alkylphosphocholine and alkylphosphohomocholine derivatives of cetyltrimethylammonium bromide, cetylpyridinium bromide, benzalkonium bromide (C16) and benzethonium chloride". . p. 46 - 55. Retrieved 2013/10/01.
• 2、 Ohto, Keisuke,Inoue, Katsutoshi,Goto, Masahiro,Nakashio, Fumiyuki,Nagasaki, Takeshi,et al.. "Solvent Extraction of Trivalent Yttrium, Holmium, and Erbium by Novel Types of Acidic Organophosphonates". . p. 2528 - 2535. Retrieved 2007/10/02.