1,1-CyclopropanediMethanol diMethanesulfonate

Base Information

• Chemical Name: 1,1-CyclopropanediMethanol diMethanesulfonate
• CAS No.: 136476-38-5
• Molecular Formula: C7H14O6S2
• Molecular Weight: 258.317
• Mol file: 136476-38-5.mol

Synonyms:cyclopropane-1,1-diylbis(methylene)dimethanesulfonate;CYCLOPROPANE-1,1-DIYLBIS(METHYLENE) DIMETHANESULFONATE;1,1-bis(mesyloxymethyl)cyclopropane;1,1-Cyclopropanedimethanol dimethanesulfonate;1,1-cyclopropane dimethanol dimethanesulfonate;1,1-bis(methanesulfonyloxymethyl)cyclopropane;methanesulfonic acid 1-methanesulfonyloxymethyl-cyclopropylmethyl ester;

Chemical Property of 1,1-CyclopropanediMethanol diMethanesulfonate

Chemical Property:

• Boiling Point: 463.0±18.0 °C(Predicted)
• PSA: 103.50000
• Density: 1.422±0.06 g/cm3(Predicted)
• LogP: 1.88060

Purity/Quality:

98%min ^*data from raw suppliers

Cyclopropane-1,1-diylbis(methylene)dimethanesulfonate 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1,1-CyclopropanediMethanol diMethanesulfonate

There total 4 articles about 1,1-CyclopropanediMethanol diMethanesulfonate 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: 86.0%

[1-(hydroxymethyl)cyclopropyl]methanol (39590-81-3) + methanesulfonyl chloride (124-63-0) → cyclopropane-1,1-diylbis(methylene) dimethanesulfonate (136476-38-5)

Guidance literature:

With triethylamine; In acetone; at 0 - 20 ℃; for 3h;

Reference yield:

dimethyl 1,1-cyclopropanedicarboxylate (6914-71-2,151444-20-1) → cyclopropane-1,1-diylbis(methylene) dimethanesulfonate (136476-38-5)

Guidance literature:

Multi-step reaction with 2 steps

1: lithium aluminium tetrahydride / diethyl ether / 1 h / 0 °C / Inert atmosphere

2: triethylamine / dichloromethane / 2.25 h / 0 - 22 °C / Inert atmosphere

With lithium aluminium tetrahydride; triethylamine; In diethyl ether; dichloromethane;

DOI:10.1021/acs.orglett.9b03887

Reference yield:

cyclopropane-1,1-dicarboxylic acid (598-10-7) → cyclopropane-1,1-diylbis(methylene) dimethanesulfonate (136476-38-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 77 percent / BH₃*THF / 15 h / Ambient temperature

2: 76 percent / pyridine / 2 h / 0 - 5 °C

With pyridine; borane-THF;

DOI:10.1021/ja00023a031

upstream raw materials:

[1-(hydroxymethyl)cyclopropyl]methanol

methanesulfonyl chloride

cyclopropane-1,1-dicarboxylic acid

dimethyl 1,1-cyclopropanedicarboxylate

Downstream raw materials:

1-<(4-methylbenzenesulfonyl)oxy>cyclobutanemethanol 4-methylbenzenesulfonate

2-methylene-1,4-butanediol dimethanesulfonate

2-methylene-1,4-butanediol bis(4-methylbenzenesulfonate)

2-methylene-1,4-butanediol, 1,4-diacetate