1120-64-5

Basic information

• Product Name: 2-METHYL-2-OXAZOLINE
• Synonyms: 2-Methyl-4,5-dihydro-1,3-oxazole;2-Methyloxazoline;2-Oxazoline, 2-methyl-;2-METHYL-2-OXAZOLINE;2-METHYL-4,5-DIHYDRO-OXAZOLE;2-Methyl-2-oxazoline,99%;2-Methyl-2-oxazoline, 99% 100GR;4,5-Dihydro-2-methyl-1,3-oxazole
• CAS NO: 1120-64-5
• Molecular Formula: C₄H₇NO
• Molecular Weight: 85.1
• EINECS: 214-316-3
• Product Categories: Building Blocks;Heterocyclic Building Blocks;Oxazolines/Oxazolidines
• Mol File: 1120-64-5.mol
• Article Data: 14

Chemical Properties

• Boiling Point: 109.5-110.5 °C(lit.)
• Flash Point: 68 °F
• Appearance: Clear colorless to very faint yellow/Liquid
• Density: 1.005 g/mL at 25 °C(lit.)
• Vapor Pressure: 28.4mmHg at 25°C
• Refractive Index: n20/D 1.434(lit.)
• Storage Temp.: Flammables area
• PKA: 5.77±0.50(Predicted)
• Water Solubility: Soluble in water (7051 mg/L at 25°C).
• BRN: 104227
• CAS DataBase Reference: 2-METHYL-2-OXAZOLINE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-METHYL-2-OXAZOLINE(1120-64-5)
• EPA Substance Registry System: 2-METHYL-2-OXAZOLINE(1120-64-5)

Safety Data

• Hazard Codes: F
• Statements: 11
• Safety Statements: 23-24/25
• RIDADR: UN 1993 3/PG 2
• WGK Germany: 3
• HazardClass: 3
• PackingGroup: II
• Hazardous Substances Data: 1120-64-5(Hazardous Substances Data)

Usage

Description

2-Methyl-2-oxazoline, a 5-membered heterocyclic compound, is characterized by the presence of a methyl group in the 2-position. It is a clear colorless to very faint yellow liquid and is commonly utilized as a monomer in polymerization reactions.

Uses

Used in Polymer Industry:
2-Methyl-2-oxazoline is used as a monomer for cationic polymerization, which is essential in the synthesis of various polymers with specific properties. It undergoes polymerization with 2-butyl-2-oxazoline to form poly(2-oxazoline) block copolymers, which are valuable for their unique characteristics and potential applications in different fields.
Additionally, 2-Methyl-2-oxazoline undergoes cationic ring-opening polymerization with 2-(dec-9-enyl)-2-oxazoline to yield copoly(2-oxazoline)s. These copolymers exhibit tailored properties that can be beneficial in various applications, such as in the development of new materials with specific mechanical, thermal, or chemical properties.
Used in Chemical Synthesis:
2-Methyl-2-oxazoline is also used as a reactant in the synthesis of various chemical compounds. For instance, it reacts with N'-phenyl-benzohydrazonoyl chloride to produce 4-(2-hydroxyethyl)-5-methyl-1,3-diphenyl-1,2,4-triazol-4-ium chloride, a compound that may have potential applications in different areas of chemistry and materials science.

InChI:InChI=1/C4H7NO/c1-4-5-2-3-6-4/h2-3H2,1H3

Upstream product

• 142-26-7 2-acetylaminoethanol 
• 2576-47-8 2-bromoethylamine hydrobromide 
• 108-24-7 acetic anhydride 
• 141-43-5 ethanolamine 
• 927-80-0 1-ethoxyacetylene 
• 7355-58-0 N-(2-chloro-ethyl)-acetamide 
• 64-19-7 acetic acid 
• 1432-43-5 3-acetyl-1,3-oxazolidin-2-one 
• 60-35-5 acetamide 
• 64648-13-1 S-ethenyl-S-(4-methylphenyl)-N-tosylsulfilimine 
• 2208-07-3 ethyl acetimidate hydrochloride 
• 126-33-0 sulfolane 
• 141-78-6 ethyl acetate 
• 85112-98-7 C₄H₉NOS 

Downstream Products

• 28833-81-0 2-(2,5-dioxopyrrolidin-1-yl)ethyl acetate 
• 5466-90-0 2-(1,3(2H)-dioxo-1H-isoindol-2-yl)ethyl acetate 
• 157893-29-3 7a-methyl-2-phenyl-tetrahydro-oxazolo[2,3-b]oxazole 
• 13670-39-8 1-(4,5-dihydrooxazol-2-yl)propan-2-one 
• 49854-65-1 6'-(4-chloro-phenyl)-8'a-methyl-5'-oxo-hexahydro-spiro[oxazolidine-2,7'-oxazolo[3,2-c]pyrimidine]-3-carboxylic acid 4-chloro-anilide 
• 13670-35-4 2-styryl-4,5-dihydro-oxazole 
• 71901-57-0 5,7-dioxo-6-phenyl-2,3,6,7-tetrahydro-5H-oxazolo[3,2-c]pyrimidine-8-carboxylic acid anilide 
• 49854-64-0 8'a-methyl-5'-oxo-6'-phenyl-hexahydro-spiro[oxazolidine-2,7'-oxazolo[3,2-c]pyrimidine]-3-carboxylic acid anilide 
• 14037-24-2 3-Phenylcarbamoyl-oxazolidinylen-(2)-essigsaeureanilid 
• 31230-75-8 2-(4,5-dihydro-oxazol-2-yl)-N,N'-diphenyl-malonamide 
• 31230-78-1 2-(4,5-dihydro-oxazol-2-yl)-N,N'-di-p-tolyl-malonamide 
• 31230-77-0 2-(p-tolylcarbamoyl-methylene)-oxazolidine-3-carboxylic acid 4-methyl-anilide 
• 71886-04-9 5,7-dioxo-6-p-tolyl-2,3,6,7-tetrahydro-5H-oxazolo[3,2-c]pyrimidine-8-carboxylic acid 4-methyl-anilide 
• 49854-66-2 8'a-methyl-5'-oxo-6'-p-tolyl-hexahydro-spiro[oxazolidine-2,7'-oxazolo[3,2-c]pyrimidine]-3-carboxylic acid 4-methyl-anilide 

Relevant articles and documents

Synthesis of Δ2-1,3-oxazolines and Δ2-1,3-oxazines using potassium fluoride on alumina

Potassium fluoride (40%) on alumina was used as a basic reagent for the ring closure of N-(β- or γ-haloalkyl)amides to give Δ2-1,3-oxazolines and Δ2-1,3-oxazines, respectively. Various 2-alkyl and 2-aryl derivatives were synthesized in moderate to high yield under relatively mild conditions (KF/Al2O3, solvent, room temperature). The procedure also facilitated simple workup and purification of the products. New compounds synthesized by this method are: 5-bromomethyl-2-phenyl-Δ2-1,3-oxazoline, 4,4-dimethyl-2-vinyl-Δ2-1,3-oxazoline, and 5-methylene-2-phenyl-Δ2-1,3-oxazine. The last compound represents the first authentic example of a 5-functionally substituted oxazine without substitution in the 4- or the 6-position.

A mild and efficient synthesis of 2-oxazolines via transamidation- cyclodehydrosulfurisation of thioamides with 2-aminoethanol

Transamidation of thioamides with 2-aminoethanol, followed by cyclodehydrosulfurisation of the resultant N-(β-hydroxyethyl)thioamides, has been utilised for the mild and efficient synthesis of 2-oxazolines. The developed protocol was found to be of general applicability. Georg Thieme Verlag KG Stuttgart · New York.

Generation of cyclic ketene-N,X-acetals (X = O, S) from 2-alkyl-1,3-oxazolines and 2-alkyl-1,3-thiazolines. Reactions with acid chlorides, 1,3-diacid chlorides and N-(chlorocarbonyl) isocyanate

2-Alkyl-1,3-oxazolines, 2-alkyl-1,3-thiazolines, and the corresponding cyclic ketene-N,X-acetals (X = O, S) derived from them were reacted with monoacid chlorides, diacid chlorides, triacid chlorides. A series of these carbon-carbon bond-forming reactions and cyclizations to both substituted 2,3-dihydrooxazolo[3,2-a]pyridine-5,7-diones and 2,3-dihydrothiazolo[3,2-a] pyridine-5,7-diones proceeded under mild reaction conditions. Cyclic ketene-N,X-acetal intermediates play important roles in all these reactions. Related cyclizations with N-(chlorocarbonyl) isocyanate formed substituted 2,3-dihydrooxazolo[3,2-c]pyrimidine-5,7-diones and 2,3-dihydrothiazolo[3,2-c] pyrimidine-5,7-diones. Georg Thieme Verlag Stuttgart.