16635-95-3

16635-95-3 - Names and Identifiers

Name	Diphenylethylenediamine
Synonyms	TRANS-STILBENE TRANS-TOLUYLENE TRANS-BIBENZYLIDENE Diphenylethylenediamine TRANS-A B-DIPHENYLETHYLENE TRANS-1,2-DIPHENYLETHYLENE 1,2-Diphenylethylenediamine 1,2-diphenylethane-1,2-diamine (±)-1,2-Diphenylethylenediamine DL-1,2-Diphenyl-1,2-ethanediamine TRANS-1,1'-(1,2-ETHENEDYL)BIS(BENZENE) (1R,2R)-1,2-diphenylethane-1,2-diamine TRANS-1,1'-(1,2-ETHENEDIYL)BIS(BENZENE)
CAS	16635-95-3
EINECS	605-438-1
InChI	InChI=1/C14H16N2/c15-13(11-7-3-1-4-8-11)14(16)12-9-5-2-6-10-12/h1-10,13-14H,15-16H2/t13-,14-/m1/s1

16635-95-3 - Physico-chemical Properties

Molecular Formula	C14H16N2
Molar Mass	212.29
Density	0.97g/mLat 25°C(lit.)
Melting Point	123-125°C(lit.)
Boling Point	305-307°C744mm Hg(lit.)
Flash Point	199.9°C
Solubility	soluble in Methanol
Vapor Presure	3.48E-05mmHg at 25°C
Appearance	powder to crystal
Color	White to Yellow to Orange
pKa	9.78±0.10(Predicted)
Storage Condition	Keep in dark place,Inert atmosphere,2-8°C
Refractive Index	1.619
MDL	MFCD00709169

16635-95-3 - Risk and Safety

Risk Codes	R22 - Harmful if swallowed R36 - Irritating to the eyes R51/53 - Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment.
Safety Description	S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36/37 - Wear suitable protective clothing and gloves. S61 - Avoid release to the environment. Refer to special instructions / safety data sheets.
UN IDs	2735
WGK Germany	2
RTECS	WJ4926500

16635-95-3 - Reference Information

introduction

1,2-diphenylethylenediamine is a racemate prepared by resolution (1R,2R)-( )-1,2-diphenylethylenediamine and (1S,2S)-(-)-1,2-diphenylethylenediamine chiral ligand, chiral (±)-1, 2-Diphenylethylenediamine has broad application prospects in chiral drugs, chiral pesticides, chiral liquid crystals, chiral fragrances, etc.

preparation

add 1,2-diphenylethylenedioxime (48g,
0.20mol) and 260ml methanol to a 500ml four-mouth flask equipped with condenser, stir to dissolve them completely, then add 2g activated carbon (120 mesh),0.5g
Raney nickel, and raise the temperature to 60 ℃, slowly add 80% hydrazine hydrate (28.75g,0.46mol) dropwise, keep the reaction temperature
between 58 ℃ and 62 ℃, nitrogen is released in the reaction process, and the dropping acceleration is controlled at the rate of nitrogen release.
it is better to track the reaction process by liquid chromatography, end the reaction when the raw material 1,2-diphenylethylenedioxime disappears, and cool the mixed liquid, raney nickel and activated carbon are filtered and stored with a small amount of water for application. the filtrate is distilled

methanol is recovered. the residue is added with 200ml petroleum ether and heated to dissolve it completely. after cooling for 24 hours, the product (+)-1,2-diphenylethylenediamine 41.55g is filtered to obtain 98% yield and 99.57% chemical purity.

Last Update：2024-04-10 22:29:15