(R)-(+)-1-(4-Methylphenyl)ethylamine CAS 4187-38-6

Introduction：Basic information about (R)-(+)-1-(4-Methylphenyl)ethylamine CAS 4187-38-6, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

(R)-(+)-1-(4-Methylphenyl)ethylamine Basic information

• Product Name: (R)-(+)-1-(4-Methylphenyl)ethylamine
• Synonyms: (R)-alpha,p-Dimethylbenzylamine;Tolylethylamine;Methyl phenyl-ethylamine;(R)-(+)-4-(1-AMINOETHYL)TOLUENE;(R)-4-METHYL-ALPHA-METHYLBENZYLAMINE;(R)-(+)-ALPHA,4-DIMETHYLBENZYLAMINE;(R)-(+)-A-(P-TOLYL)ETHYLAMINE;(R)-(+)-1-(4-METHYLPHENYL)ETHYLAMINE
• CAS: 4187-38-6
• MF: C9H13N
• MW: 135.21
• EINECS: 624-182-1
• Product Categories: Amines;Chiral Building Blocks;Organic Building Blocks;chiral;API intermediates;Amines (Chiral);Asymmetric Synthesis;Chiral Building Blocks;for Resolution of Acids;Optical Resolution;Synthetic Organic Chemistry
• Mol File: 4187-38-6.mol

(R)-(+)-1-(4-Methylphenyl)ethylamine Chemical Properties

• Melting point: <-20°C
• alpha: 37 º (NEAT)
• Boiling point: 205 °C (lit.)
• density: 0.919 g/mL at 25 °C (lit.)
• refractive index: n20/D 1.521(lit.)
• Fp: 180 °F
• storage temp.: under inert gas (nitrogen or Argon) at 2-8°C
• pka: 9.20±0.10(Predicted)
• form: liquid
• Specific Gravity: 0.919
• Appearance: Colorless to light yellow Liquid
• Optical Rotation: [α]20/D +37°, neat
• Sensitive: Air Sensitive
• BRN: 3195425
• InChI: InChI=1/C9H13N/c1-7-3-5-9(6-4-7)8(2)10/h3-6,8H,10H2,1-2H3/t8-/s3
• InChIKey: UZDDXUMOXKDXNE-SBYBRXNCNA-N
• SMILES: [C@@H](C1C=CC(C)=CC=1)(N)C |&1:0,r|
• CAS DataBase Reference: 4187-38-6(CAS DataBase Reference)

Safety Information

• Hazard Codes: C
• Risk Statements: 20/21/22-34
• Safety Statements: 16-26-27-36/37/39-45
• RIDADR: UN 2619 8/PG 2
• WGK Germany: 3
• HazardClass: 8
• PackingGroup: III
• HS Code: 2921490090
• Storage Class: 8A - Combustible corrosive hazardous materials
• Hazard Classifications: Acute Tox. 4 Oral Skin Corr. 1B

(R)-(+)-1-(4-Methylphenyl)ethylamine Usage And Synthesis

Chemical Properties

Colorless to light yellow liquid

Uses

(R)-(+)-α,4-Dimethylbenzylamine can be used as a chiral salt of keto acid, employed in the solid-state photolysis studies of α-mesitylacetophenone derivatives.

Application

(R)-(+)-α,4-Dimethylbenzylamine reacts with 1,5-difluoro-2,4-dinitrobenzene (DFDNB) to form a chiral derivative reagent(CDR) via substitution of one fluorine atom.

General Description

(R)-(+)-α,4-Dimethylbenzylamine is a chiral amine.

Synthesis

(R)-(+)-1-(4-methylphenyl)ethylamine was synthesized via a series of chemical reactions with (R)-N-[1-(4-methylphenyl)ethyl]acetamide. The steps are as follows:
1 g of the compound obtained in the previous stage will be used. 2 g of n-butanol was added, 0.63 g of potassium hydroxide was added, and the temperature was raised to 100 ° C. After 24 hours of heat preservation, cool down to 10 to 20 ℃. After adding water and stirring for 0.5 hours, the mixture was allowed to stand for separation, and the organic layer was concentrated to n-butanol, and then subjected to vacuum distillation (80-100 ℃ packed column) to obtain (R)-1-(4-methylphenyl)ethylamine 0.63 g. The yield was 82%, the HPLC purity was 96.3%, and the enantiomer was 0.8%.

structure and hydrogen bonding

(R)-(+)-1-(4-Methylphenyl)ethylamine is a chiral molecule studied in the context of crystallographic analysis and optimization. Through X-ray diffraction analysis, the crystal structure of (R)-(+)-1-(4-Methylphenyl)ethylamine was determined, revealing the presence of a significant hydrogen bond between the amine group and one of the carbonyl groups. This hydrogen bond plays a crucial role in stabilizing the (R)-(+)-1-(4-Methylphenyl)ethylamine molecule, which is a recurring pattern observed in structurally similar compounds. Furthermore, the (S)-(+)-enantiomer of (R)-(+)-1-(4-Methylphenyl)ethylamine was synthesized using an enantiopure precursor, establishing an efficient method to obtain this desired form of the molecule.