1,3-Bis(tosyloxy)-2,2-dimethylpropane

Base Information

• Chemical Name: 1,3-Bis(tosyloxy)-2,2-dimethylpropane
• CAS No.: 22308-12-9
• Molecular Formula: C19H24 O6 S2
• Molecular Weight: 412.528
• Hs Code.: 2905199090
• NSC Number: 99257
• DSSTox Substance ID: DTXSID20295012
• Nikkaji Number: J2.413.162I
• Wikidata: Q82034671
• Mol file: 22308-12-9.mol

Synonyms:1,3-Bis(tosyloxy)-2,2-dimethylpropane;22308-12-9;2,2-dimethylpropane-1,3-diyl bis(4-methylbenzenesulfonate);[2,2-dimethyl-3-(4-methylphenyl)sulfonyloxypropyl] 4-methylbenzenesulfonate;Neopentyl Glycol Ditosylate;2,2-DIMETHYL-3-{[(4-METHYLPHENYL)SULFONYL]OXY}PROPYL 4-METHYLBENZENESULFONATE;NSC99257;2,2-Dimethyl-1,3-propanediol bis(4-methylphenylsulfonate);Maybridge1_000064;MixCom1_000108;SCHEMBL779594;DTXSID20295012;MFCD00110766;NSC-99257;STL089756;AKOS000519879;1,3-Bis-(tosyloxy)-2,2-dimethylpropane;2,2-Dimethyl-1,3-propanediol Ditosylate;89959-72-8;AS-63196;B1870;CS-0313639;FT-0638211;A816097;1,3-Bis(p-toluenesulfonyloxy)-2,2-dimethylpropane;toluene-4-sulfonic acid 3-toluene-4-sulfonyloxy-2,2-dimethylpropyl ester;1-({2,2-dimethyl-3-[(4-methylbenzenesulfonyl)oxy]propoxy}sulfonyl)-4-methylbenzene;2,2-Dimethyl-3-([(4-methylphenyl)sulfonyl]oxy)propyl 4-methylbenzenesulfonate #

Chemical Property of 1,3-Bis(tosyloxy)-2,2-dimethylpropane

Chemical Property:

• Vapor Pressure: 2.27E-12mmHg at 25°C
• Melting Point: 119.0 to 123.0 °C
• Boiling Point: 568.9°Cat760mmHg
• Flash Point: 297.9°C
• PSA: 103.50000
• Density: 1.254g/cm³
• LogP: 5.60200
• XLogP3: 4.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 8
• Exact Mass: 412.10143083
• Heavy Atom Count: 27
• Complexity: 598

Purity/Quality:

98%,99%, ^*data from raw suppliers

1,3-bis(Tosyloxy)-2,2-dimethylpropane ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)S(=O)(=O)OCC(C)(C)COS(=O)(=O)C2=CC=C(C=C2)C

Technology Process of 1,3-Bis(tosyloxy)-2,2-dimethylpropane

There total 4 articles about 1,3-Bis(tosyloxy)-2,2-dimethylpropane 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%

2,2-Dimethyl-1,3-propanediol (126-30-7) + p-toluenesulfonyl chloride (98-59-9) → 1,3-bis((p-toluenesulfonyl)oxy)-2,2-dimethylpropane (22308-12-9)

Guidance literature:

With pyridine; at 4 ℃;

Reference yield:

oxalyl dichloride (79-37-8) + 2,2-dimethylcyclopropane-1-carboxylic acid (75885-59-5,931-26-0) + rac-2,2-dimethylcyclopropanecarbonitrile (5722-11-2,157728-61-5) + 2,2-Dimethyl-1,3-propanediol (126-30-7) + p-toluenesulfonyl chloride (98-59-9) → bis-[4-(2',2'-dimethyl-cyclopropyl carboxy-amido phenol)]-methane + 1,3-bis((p-toluenesulfonyl)oxy)-2,2-dimethylpropane (22308-12-9)

Guidance literature:

With potassium cyanide; sodium hydroxide; In pyridine; methanol; dichloromethane; water; ethylene glycol; N,N-dimethyl-formamide;

Reference yield:

1,2-bis-tosyloxyethane (6315-52-2) + 2,2-Dimethyl-1,3-propanediol (126-30-7) → 1,3-bis((p-toluenesulfonyl)oxy)-2,2-dimethylpropane (22308-12-9)

Guidance literature:

With sodium hydride; Yield given. Multistep reaction; 1) THF, 30 min, r.t., 2) THF, 6 h, reflux;

upstream raw materials:

2,2-Dimethyl-1,3-propanediol

p-toluenesulfonyl chloride

1,2-bis-tosyloxyethane

oxalyl dichloride

Downstream raw materials:

1-iodo-2-iodomethyl-2-methylpropane

rac-2,2-dimethylcyclopropanecarbonitrile

3,3-dimethyl-1,5-benzodioxepin

1-(3,5-Bis-trifluoromethyl-phenyl)-1-(2,2-dimethyl-cyclopropyl)-ethanol

Refernces

• 1、 Rozentul, Naomi,Avrahami, Yosef,Shubely, Moran,Levy, Laura,Munder, Anna,Cohen, Guy,Cerasi, Erol,Sasson, Shlomo,Gruzman, Arie. "A Novel Phenylchromane Derivative Increases the Rate of Glucose Uptake in L6 Myotubes and Augments Insulin Secretion from Pancreatic Beta-Cells by Activating AMPK". . p. 2873 - 2890. Retrieved 2017/10/13.
• 2、 Dornan, Peter K.,Leung, Priscilla L.,Dong, Vy M.. "Synthesis of C3- and C2-symmetric tris- and bis-sulfoxide ligands by asymmetric oxidation". experimental part. p. 4378 - 4384. Retrieved 2011/08/04.