2-Methyl-3-buten-1-ol p-toluenesulfonate

Base Information

• Chemical Name: 2-Methyl-3-buten-1-ol p-toluenesulfonate
• CAS No.: 71394-00-8
• Deprecated CAS: 58977-11-0
• Molecular Formula: C12H16O3S
• Molecular Weight: 240.3186
• DSSTox Substance ID: DTXSID10276193,DTXSID60887894
• Nikkaji Number: J446.800G
• Mol file: 71394-00-8.mol

Synonyms:2-Methyl-3-buten-1-ol p-toluenesulfonate;71394-00-8;3-Buten-1-ol, 2-methyl-, 4-methylbenzenesulfonate;3-Buten-1-ol, 2-methyl-, 1-(4-methylbenzenesulfonate);SCHEMBL15291920;DTXSID10276193;DTXSID60887894;4-Methylbenzenesulfonic acid 2-methyl-3-butenyl ester;58977-11-0

Chemical Property of 2-Methyl-3-buten-1-ol p-toluenesulfonate

Chemical Property:

• Vapor Pressure: 0.000131mmHg at 25°C
• Boiling Point: 344.4°Cat760mmHg
• Flash Point: 162.1°C
• PSA: 51.75000
• Density: 1.115g/cm³
• LogP: 3.60320
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 240.08201554
• Heavy Atom Count: 16
• Complexity: 308

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 2-Methyl-3-buten-1-ol p-toluenesulfonate

There total 2 articles about 2-Methyl-3-buten-1-ol 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: 94.0%

2-methyl-3-buten-1-ol (4516-90-9) + p-toluenesulfonyl chloride (98-59-9) → (±)-2-methylbut-3-en-1-yl 4-methylbenzenesulfonate (71394-00-8)

Guidance literature:

With dmap; triethylamine; In dichloromethane; at 20 ℃; for 3h; Inert atmosphere;

DOI:10.1021/jacs.6b04614

Reference yield:

2-methylbut-3-enoic acid (53774-20-2) → (±)-2-methylbut-3-en-1-yl 4-methylbenzenesulfonate (71394-00-8)

Guidance literature:

Multi-step reaction with 2 steps

1: LiAlH₄

2: Py

With pyridine; lithium aluminium tetrahydride;

DOI:10.1021/jo00879a003

Reference yield:

(±)-2-methylbut-3-en-1-yl 4-methylbenzenesulfonate (71394-00-8) → benzyl cyclopropyl(2-methylbut-3-en-1-yl)carbamate

Guidance literature:

Multi-step reaction with 2 steps

1.1: acetonitrile / 90 °C / Inert atmosphere; Sealed tube

1.2: 0.17 h / 20 °C / Inert atmosphere; Sealed tube

2.1: triethylamine / 0 - 20 °C / Inert atmosphere

With triethylamine; In acetonitrile;

DOI:10.1021/ja511335v

upstream raw materials:

2-methyl-3-buten-1-ol

p-toluenesulfonyl chloride

2-methylbut-3-enoic acid

Downstream raw materials:

4,6-dimethyl-oct-7-en-3-one