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

Melting point:

<-20°C

Boiling point:

205 °C (lit.)

alpha 

37 º (NEAT)

Density 

0.919 g/mL at 25 °C (lit.)

refractive index 

n20/D 1.521(lit.)

Flash point:

180 °F

storage temp. 

under inert gas (nitrogen or Argon) at 2-8°C

pka

9.20±0.10(Predicted)

Specific Gravity

0.919

optical activity

[α]20/D +37°, neat

Sensitive 

Air Sensitive

BRN 

3195425

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

MSDS

• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

(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.

(R)-(+)-1-(4-Methylphenyl)ethylamine(4187-38-6)Related Product Information

• Ethylamine
• Dichloromethylphenylsilane
• Methyltriphenylphosphonium bromide
• Trimethylphenylammonium chloride
• Diethylamine
• Triethylamine
• Diethylstilbestrol
• (S)-(+)-N-(3,5-DINITROBENZOYL)-ALPHA-PHENYLETHYLAMINE
• 2-Amino-2-phenylacetic acid
• N-METHYL-D-ALANINE
• N-Benzylethanolamine
• N-BENZOYL-DL-ALANINE
• Hippuric acid
• Dibenzylamine
• DL-2-Phenylglycinol
• (S)-(-)-N,ALPHA-DIMETHYLBENZYLAMINE
• L-1-Phenylethylamine
• Phenylacetone