30093-99-3

Basic information

• Product Name: 4,4-DIMETHYL-2-OXAZOLINE
• Synonyms: 4,4-Dimethyloxazoline;Oxazole, 4,5-dihydro-4,4-dimethyl-;4,5-dihydro-4,4-dimethyloxazole;4,4-Dimethyl-2-oxazoline, 98+%;4,4-Dimethyl-4,5-dihydrooxazole;4,4-DIMETHYL-2-OXAZOLINE FOR SYNTHESIS;4,4-DIMETHYL-2-OXAZOLINE;4,4-Dimethyl-4,5-dihydro-1,3-oxazole
• CAS NO: 30093-99-3
• Molecular Formula: C₅H₉NO
• Molecular Weight: 99.13
• EINECS: 250-045-7
• Mol File: 30093-99-3.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 99-100 °C
• Flash Point: 1 °C
• Appearance: Clear colorless/Liquid
• Density: 0.94
• Vapor Pressure: 48.3mmHg at 25°C
• Refractive Index: 1.419-1.424
• Storage Temp.: Flammables area
• PKA: 4.88±0.40(Predicted)
• Water Solubility: Hydrolyzes with water.
• Sensitive: Moisture Sensitive
• BRN: 1209606
• CAS DataBase Reference: 4,4-DIMETHYL-2-OXAZOLINE(CAS DataBase Reference)
• NIST Chemistry Reference: 4,4-DIMETHYL-2-OXAZOLINE(30093-99-3)
• EPA Substance Registry System: 4,4-DIMETHYL-2-OXAZOLINE(30093-99-3)

Safety Data

• Hazard Codes: F
• Statements: 11
• Safety Statements: 9-33
• RIDADR: 1993
• RTECS: RP6798385
• HazardClass: 3
• PackingGroup: II
• Hazardous Substances Data: 30093-99-3(Hazardous Substances Data)

Usage

Chemical Properties

Clear colorless liquid

Uses

4,4-Dimethyl-2-oxazoline is used in the fictionalization of a non-activated carbon-hydrogen bond.

InChI:InChI=1/C5H9NO/c1-5(2)3-7-4-6-5/h4H,3H2,1-2H3

Upstream product

• 103826-52-4 methyl (E)-5-(t-butylimino)-4,4-dimethyl-2-pentenoate 
• 6852-60-4 N-tert-butyl-2-methylpropanimine 
• 1026226-74-3 (E)-4-(4,4-Dimethyl-oxazolidin-2-yl)-4-methyl-pent-2-enoic acid methyl ester 
• 64-18-6 formic acid 
• 124-68-5 2-Amino-2-methyl-1-propanol 

Downstream Products

• 109660-13-1 4,4-dimethyl-2-(quinolin-2-yl)-4,5-dihydrooxazole 
• 51849-53-7 2-hexyl-4,4-dimethyl-2-oxazoline 
• 86065-02-3 2-<2-(methylthio)phenyl>-4,4-dimethyloxazoline 
• 60031-37-0 (4,4-dimethyl-2-oxazolin-2-yl)phenylketone 
• 344561-66-6 4'-chlorophenyl(4,4-dimethyl-2-oxazolin-2-yl)ketone 
• 1194064-63-5 2'-bromophenyl-(4,4-dimethyl-2-oxazolin-2-yl)ketone 
• 1194064-64-6 (2E)-1-(4,4-dimethyl-2-oxazolin-2-yl)-3-phenylprop-2-en-1-one 
• 1194064-65-7 3'-fluorophenyl-(4,4-dimethyl-2-oxazolin-2-yl)ketone 
• 668988-21-4 N-((1-phenoxycarbonyloxy-2-methylpropan-2-ylcarbamoyl)-1-phenylmethyl)-N-benzylbenzamide 
• 668988-24-7 N-((1-phenoxycarbonyloxy-2-methylpropan-2-ylcarbamoyl)-1-phenylmethyl)-N-phenylbenzamide 
• 668988-18-9 N-(2-methyl-1-(1-phenoxycarbonyloxy-2-methylpropan-2-ylcarbamoyl)propyl)-N-benzylbenzamide 
• 668988-23-6 N-(2-methyl-1-(1-phenoxycarbonyloxy-2-methylpropan-2-ylcarbamoyl)propyl)-N-phenylbenzamide 
• 668988-19-0 N-((1-phenoxycarbonyloxy-2-methylpropan-2-ylcarbamoyl)methyl)-N-benzylbenzamide 
• 668988-20-3 N-(1-(1-phenoxycarbonyloxy-2-methylpropan-2-ylcarbamoyl)ethyl)-N-benzylbenzamide 

Relevant articles and documents

Retro-Ene Reactions in Heterocyclic Synthesis. III. A New Route to 4,5-Dihydrooxazoles and 5,6-Dihydro-4H-1,3-oxazines

Methyl (E)-4,4-dimethyl-5-oxo-2-pentenoate (1, X = O) reacted with 1,2- or 1,3-aminoalcohols 3 to yield oxazolidines 4a-c or tetrahydro-1,3-oxazines 4d,e. The corresponding imino ester 1 (X = NBu-t) also gave 4 on reaction with 3. Compounds 4 on heating at 230° yielded 4,5-dihydrooxazoles 5a-c or 5,6-dihydro-4H-1,3-oxazines 5d,e along with methyl 4-methyl-3-pentenoale (6).

SYNTHESIS OF ISOTHIOCYANATES FROM NON-AROMATIC NITROGEN-CONTAINING HETEROCYCLES

Investigation of the reaction of thiophosgene with Δ2-oxazolines I, Δ3-thiazolines II, 4H-benzothiazines III, 2-methoxypentahydro-Δ1-azepine IV, theophylline and caffeine showed that only compounds I and IV reacted to give 2-acyloxyethyl isothiocyanates and methyl 6-isothiocyanatohexanoate.The structure of these products was corroborated by IR, 1H NMR, 13C NMR and mass spectral methods.The suitability of the above-mentioned compounds to react is discussed.