Propargyl p-toluenesulfonate

Base Information

• Chemical Name: Propargyl p-toluenesulfonate
• CAS No.: 6165-76-0
• Molecular Formula: C10H10O3S
• Molecular Weight: 210.254
• Hs Code.: 29041000
• European Community (EC) Number: 629-278-7
• UNII: XBC3GGJ44A
• DSSTox Substance ID: DTXSID80210665
• Nikkaji Number: J32.721B
• Wikidata: Q72502308
• Mol file: 6165-76-0.mol

Synonyms:Propargyl p-toluenesulfonate;6165-76-0;Prop-2-yn-1-yl 4-methylbenzenesulfonate;prop-2-ynyl 4-methylbenzenesulfonate;Propargyl Tosylate;p-TOLUENESULFONIC ACID, 2-PROPYNYL ESTER;2-Propyn-1-ol, 4-methylbenzenesulfonate;Propargyl p-toluene sulfonate;BRN 1912957;CCRIS 9146;XBC3GGJ44A;p-Toluenesulfonic Acid Propargyl Ester;4-11-00-00263 (Beilstein Handbook Reference);Propargylp-toluenesulfonate;UNII-XBC3GGJ44A;Propargyl p-toluenesulphonate;2-propynyl p-toluenesulfonate;SCHEMBL1117279;DTXSID80210665;MFCD01462194;2-Propynyl 4-methylbenzenesulfonate #;AKOS015840418;AB10387;AC-7059;CS-W015112;AS-19271;LS-154179;prop-2-yn-1-yl 4-methylbenzene-1-sulfonate;T1455;1-((P-TOLUENESULFONYL)OXY)-2-PROPYNE;Propargyl p-toluenesulfonate, >=97.0% (GC);EN300-5034481;A852321

Chemical Property of Propargyl p-toluenesulfonate

Chemical Property:

• Appearance/Colour: clear colorless to brown liquid
• Vapor Pressure: 0.000135mmHg at 25°C
• Refractive Index: n20/D 1.530
• Boiling Point: 345.8 °C at 760 mmHg
• Flash Point: 163 °C
• PSA: 51.75000
• Density: 1.232 g/cm³
• LogP: 2.41430
• Storage Temp.: 2-8°C
• Water Solubility.: Soluble in Chloroform, Dichloromethane, DMSO, Ethyl Acetate. Not miscible in water.
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 210.03506535
• Heavy Atom Count: 14
• Complexity: 309

Purity/Quality:

99.9% ^*data from raw suppliers

Propargyl p-Toluenesulfonate >96.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi,Xn
• Hazard Codes: Xi,Xn
• Statements: 36/37/38-22
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)S(=O)(=O)OCC#C
• Uses: Propargyl p-toluenesulfonate is an important raw material and intermediate used in organic synthesis, pharmaceuticals, agrochemicals and dyestuff. Propargyl p-toluenesulfonate can be used as an initiator in the synthesis of linear and cyclic poly(2-isopropyl-2-oxazoline)s by cationic ring-opening polymerization of 2-isopropyl-2-oxazoline. It can also be used as a reagent to synthesize: 2-hydroxy-4-pentynoic acid by an alkylation reaction with diethyl 2-acetamidomalonate followed by subsequent hydrolysis, decarboxylation, diazotization, and hydroxylation reactions.Furan derivatives by Pd-catalyzed reaction with acylchromates.

Technology Process of Propargyl p-toluenesulfonate

There total 3 articles about Propargyl p-toluenesulfonate 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: 100.0%

propargyl alcohol (107-19-7) + p-toluenesulfonyl chloride (98-59-9) → propargyl p-toluenesulfonate (6165-76-0)

Guidance literature:

With sodium hydroxide; In diethyl ether; water; at 0 - 20 ℃; for 17h;

DOI:10.1002/aoc.4799

Reference yield: 81.0%

propargyl alcohol (107-19-7) + sodium 4-methylbenzenesulfinate (824-79-3) → propargyl p-toluenesulfonate (6165-76-0)

Guidance literature:

With [bis(acetoxy)iodo]benzene; at 20 ℃; for 0.25h;

DOI:10.3762/bjoc.14.101

Reference yield:

→ propargyl p-toluenesulfonate (6165-76-0)

Guidance literature:

upstream raw materials:

propargyl alcohol

p-toluenesulfonyl chloride

sodium 4-methylbenzenesulfinate

Downstream raw materials:

3-isocyanatoprop-1-yne

propargyl bromide

Propargylamine

1,2-bis(prop-2-ynyloxy)benzene

Refernces

• 1、 Cheng, Liang,Lin, Cui-Lian,Liu, Li,Xie, Li-jun. "A chemical labeling of N6-formyl adenosine (f6A) RNA". supporting information. . Retrieved 2021/10/06.
• 2、 Behrouz, Somayeh,Mohammad-Javadi, Mehdi,Soltani Rad, Mohammad Navid,Zarenezhad, Elham. "Synthesis of fish scale derived hydroxyapatite silica propyl bis aminoethoxy ethane cuprous complex (HASPBAEECC) as a novel hybrid nano-catalyst for highly efficient synthesis of new benzimidazole-1,2,3-triazole hybrid analogues as antifungal agents". . . Retrieved 2021/12/09.