Tert-butyl propargyl ether

Base Information

• Chemical Name: Tert-butyl propargyl ether
• CAS No.: 16314-18-4
• Molecular Formula: C7H12 O
• Molecular Weight: 112.172
• Hs Code.: 29091990
• European Community (EC) Number: 689-910-2
• DSSTox Substance ID: DTXSID90428294
• Nikkaji Number: J976.624C
• Wikidata: Q82241112
• ChEMBL ID: CHEMBL161547
• Mol file: 16314-18-4.mol

Synonyms:16314-18-4;TERT-BUTYL PROPARGYL ETHER;1-Propyne, 3-(1,1-dimethylethoxy)-;2-methyl-2-prop-2-ynoxypropane;3-(tert-butoxy)prop-1-yne;3-tert-Butoxyprop-1-yne;TERT-BUTYLPROPARGYLETHER;3-tert-Butyloxy-1-propyne;CHEMBL161547;SCHEMBL5320376;DTXSID90428294;MFCD07368651;AKOS005068246;AT23365;AS-62023

Chemical Property of Tert-butyl propargyl ether

Chemical Property:

• Vapor Pressure: 13.8mmHg at 25°C
• Refractive Index: 1.417-1.419
• Boiling Point: 127°Cat760mmHg
• Flash Point: 20.3°C
• PSA: 9.23000
• Density: 0.835g/cm³
• LogP: 1.43470
• Storage Temp.: Flammables area
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 112.088815002
• Heavy Atom Count: 8
• Complexity: 99.3

Purity/Quality:

98% ^*data from raw suppliers

tert-Butyl propargyl ether ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi-F
• Statements: 36/37/38-11
• Safety Statements: 37/39-26-16

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OCC#C
• Uses: tert-Butyl Propargyl Ether is a versatile reactant with terminal alkyne group which was used in the preparation of ether and amine-functionalized internal vinylboronates by copper-NHC-catalyzed hydroboration of alkyne, propargyl alcohols and amines. tert-Butyl Propargyl Ether was also used in chemoselective and stereoselective preperation of vicinal diboronates via one-pot copper-catalyzed sequential hydroboration of alkyne in the presence of a chiral N-heterocyclic carbene ligand.

Technology Process of Tert-butyl propargyl ether

There total 6 articles about Tert-butyl propargyl ether 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: 92.0%

isobutene (115-11-7,15220-85-6) + hydroxy acetylene (32038-79-2) → tert-butyl propargyl ether (16314-18-4)

Guidance literature:

With sulfuric acid; for 15h; Ambient temperature;

DOI:10.1016/S0040-4020(01)91537-6

Reference yield: 86.0%

t-butyl bromide (507-19-7) + propargyl alcohol (107-19-7) → tert-butyl propargyl ether (16314-18-4)

Guidance literature:

With 2PbCO₃Pb(OH)2; at 35 ℃; for 1.25h;

DOI:10.1080/00397910701470578

Reference yield: 72.0%

propargyl alcohol (107-19-7) + isobutene (115-11-7,15220-85-6) → tert-butyl propargyl ether (16314-18-4)

Guidance literature:

With Amberlyst-15; In hexane; at 20 ℃; for 4h;

DOI:10.1002/ejoc.201402577

upstream raw materials:

2-bromo-3-tert-butoxy-propene

propargyl alcohol

isobutene

tert-butyl alcohol

Downstream raw materials:

(4-tert-Butoxy-1-ethoxy-but-2-ynyl)-benzene

1-(3-t-Butoxy-1-propinyl)cyclohexanol

3-tert-Butoxy-2-methoxy-thiophene

3-tert-Butoxy-2-tert-butyl-thiophene

Refernces

• 1、 Huang, Kuan-Hsun,Isobe, Minoru. "Highly regioselective hydrosilylation of unsymmetric alkynes using a phenylthio directing group". supporting information. p. 4733 - 4740. Retrieved 2014/08/05.
• 2、 Rai, Neithnadka Premsai,Arunachalam, Pirama Nayagam. "Efficient synthesis of tert-butyl ethers under solvent-free conditions". . p. 2891 - 2896. Retrieved 2008/02/13.