4,4-Dimethyl-2-oxazoline

Base Information

• Chemical Name: 4,4-Dimethyl-2-oxazoline
• CAS No.: 30093-99-3
• Molecular Formula: C5H9 N O
• Molecular Weight: 99.1326
• Hs Code.: 29349990
• European Community (EC) Number: 250-045-7
• UNII: T6Z768E669
• DSSTox Substance ID: DTXSID60184178
• Nikkaji Number: J236.347J
• Wikidata: Q83055056
• Mol file: 30093-99-3.mol

Synonyms:4,4-dimethyloxazoline;DMOX

Chemical Property of 4,4-Dimethyl-2-oxazoline

Chemical Property:

• Vapor Pressure: 48.3mmHg at 25°C
• Refractive Index: 1.419-1.424
• Boiling Point: 99-100 °C
• PKA: 4.88±0.40(Predicted)
• Flash Point: 1 °C
• PSA: 21.59000
• Density: 0.94
• LogP: 0.25910
• Storage Temp.: Flammables area
• Sensitive.: Moisture Sensitive
• Water Solubility.: Hydrolyzes with water.
• XLogP3: 0.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 99.068413911
• Heavy Atom Count: 7
• Complexity: 96.3

Purity/Quality:

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

4,4-Dimethyl-2-oxazoline ^*data from reagent suppliers

Safty Information:

• Hazard Codes: F
• Statements: 11
• Safety Statements: 9-33

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(COC=N1)C
• Uses: 4,4-Dimethyl-2-oxazoline is used in the fictionalization of a non-activated carbon-hydrogen bond.

Technology Process of 4,4-Dimethyl-2-oxazoline

There total 5 articles about 4,4-Dimethyl-2-oxazoline 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: 80.0%

formic acid (64-18-6) + 2-Amino-2-methyl-1-propanol (124-68-5) → 4,4-dimethyl-2-oxazoline (30093-99-3)

Guidance literature:

Heating;

DOI:10.1016/S0040-4039(00)00751-6

Reference yield: 71.0%

(E)-4-(4,4-Dimethyl-oxazolidin-2-yl)-4-methyl-pent-2-enoic acid methyl ester (1026226-74-3) → 4,4-dimethyl-2-oxazoline (30093-99-3)

Guidance literature:

at 230 ℃; for 2h;

DOI:10.1002/jhet.5570340224

Reference yield:

N-tert-butyl-2-methylpropanimine (6852-60-4) → 4,4-dimethyl-2-oxazoline (30093-99-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 2.) 5percent Rh/C / 1.) THF, 80 deg C, 10 h, 2.) 200 deg C, 3.5 h

2: 81 percent / 2 h / 100 °C

3: 71 percent / 2 h / 230 °C

Rh on carbon;

DOI:10.1002/jhet.5570340224

upstream raw materials:

formic acid

2-Amino-2-methyl-1-propanol

(E)-4-(4,4-Dimethyl-oxazolidin-2-yl)-4-methyl-pent-2-enoic acid methyl ester

N-tert-butyl-2-methylpropanimine

Downstream raw materials:

3-(4,5-dihydro-4,4-dimethyl-2-oxazolyl)pyridine

4,4-dimethyl-2-(quinolin-2-yl)-4,5-dihydrooxazole

3,4,4-trimethyl-Δ²-oxazolinium iodide

4,4-dimethyl-2-(2-phenylethyl)-4,5-dihydro-1,3-oxazole

Refernces

• 1、 Singh, Kamaljit,Deb, Prasant K.. "Pictet-Spengler reaction: Is carbonyl the best choice? A highly diastereoselective alternative approach to trans-1,3-disubstituted tetrahydro-β-carbolines". . p. 4977 - 4980. Retrieved 2007/10/03.