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29841-69-8

Basic Information
CAS No.: 29841-69-8
Name: (1S,2S)-(-)-1,2-Diphenyl-1,2-ethanediamine
Article Data: 64
Cas Database
Molecular Structure:
Molecular Structure of 29841-69-8 ((1S,2S)-(-)-1,2-Diphenyl-1,2-ethanediamine)
Formula: C14H16N2
Molecular Weight: 212.294
Synonyms: (1S,2S)-(-)-1,2-diphenylethylenediamine;[(1S,2S)-2-azaniumyl-1,2-diphenyl-ethyl]azanium;(1S,2S)-(-)-1,2-Diphenyl-1,2-ethane diamine;(1S,2S)-1,2-diphenylethylenediamide;(1S,2S)-(-)-1,2-Diphenylenediamine;(1S, 2S)-1,2-Diphenylethylenediamine;(1S,2S)-1,2-Diphenyl-1,2-ethanediamine;(1S,2S)-1,2-diphenylethane-1,2-diamine;(S,S)-diphenylethylenediamine;(1S,2S)-(-)-1,2- Diphenylethylenediamine;
EINECS: -0
Density: 1.106 g/cm3
Melting Point: 83-85 °C(lit.)
Boiling Point: 353.9 °C at 760 mmHg
Flash Point: 199.9 °C
Solubility: Insoluble in water.
Appearance: white to light yellow crystal powder
Hazard Symbols: IrritantXi, CorrosiveC
Risk Codes: 34
Safety: 26-36/37/39-45
Transport Information: N/A
PSA: 52.04000
LogP: 3.78700
Synthetic route
29841-69-8

(S,S)-1,2-diphenyl-1,2-diaminoethane

Conditions
ConditionsYield
Stage #1: rac-1,2-diphenylethylene-1,2-diamine With di-μ-Cl-bis{(SCRN)2-[1(N-i-PrNH)Et]Ph-C,N}diPd(II) In methanol for 1h; Substitution;
Stage #2: With hydrogenchloride In dichloromethane for 0.0833333h; Decomposition;
85%
60%
With L-(+)-tartaric acid Inert atmosphere;38%
16118-22-2

benzylidenamine

A

29841-69-8

(S,S)-1,2-diphenyl-1,2-diaminoethane

B

35132-20-8

(R,R)-1,2-diphenylethylenediamine

Conditions
ConditionsYield
Stage #1: benzylidenamine With (5R,5'R)-4,4,4',4'-tetrakis(2,5-dimethylphenyl)-5,5'-diphenyl-2,2'-bi(1,3,2-dioxaborolane) In tetrahydrofuran; methanol at 20 - 30℃; Schlenk technique; Inert atmosphere; Sealed tube;
Stage #2: With hydrogenchloride In methanol; water pH=Ca. 3; Catalytic behavior; Reagent/catalyst; Solvent;
A n/a
B 80%
Stage #1: benzylidenamine With (5R,5'R)-5,5'-diphenyl-4,4,4',4'-tetra-o-tolyl-2,2'-bi(1,3,2-dioxaborolane) In tetrahydrofuran; methanol at 20℃; for 24h;
Stage #2: With hydrogenchloride In methanol Reagent/catalyst; enantioselective reaction;
A n/a
B n/a

C4H6O6*(x)C14H16N2

29841-69-8

(S,S)-1,2-diphenyl-1,2-diaminoethane

Conditions
ConditionsYield
With sodium hydroxide In dichloromethane; water at 0 - 5℃;66%
137359-92-3, 137767-94-3

1,2-Diphenyl-N,N'-bis-[1,7,7-trimethyl-bicyclo[2.2.1]hept-(2E)-ylidene]-ethane-1,2-diamine

29841-69-8

(S,S)-1,2-diphenyl-1,2-diaminoethane

Conditions
ConditionsYield
With hydroxylamine acetate In ethanol for 24h; Heating;50%

(+)-(1S,2S)-N-acetyl-N'-benzoyl-1,2-diamino-1,2-diphenylethane

29841-69-8

(S,S)-1,2-diphenyl-1,2-diaminoethane

Conditions
ConditionsYield
With hydrogen bromide; acetic acid49%
911306-54-2

(+)-(1S,2S)-N-[(R)-α-acetoxyphenylacetyl]-N'-benzoyl-1,2-diamino-1,2-diphenylethane

29841-69-8

(S,S)-1,2-diphenyl-1,2-diaminoethane

Conditions
ConditionsYield
With hydrogen bromide In acetic acid for 26h; Heating;34%
132486-62-5

(+)-(1S,2S)-1,2-diphenylethane-1,2-diazide

29841-69-8

(S,S)-1,2-diphenyl-1,2-diaminoethane

Conditions
ConditionsYield
With hydrogen; palladium on activated charcoal In ethyl acetate under 38000 Torr; Yield given;
With lithium aluminium tetrahydride In diethyl ether

threo-1,2-diphenyl-1,2-ethanediamin

29841-69-8

(S,S)-1,2-diphenyl-1,2-diaminoethane

(S,S)-(-)-1,2-diphenylethane-1,2-diamine D-mandelate

29841-69-8

(S,S)-1,2-diphenyl-1,2-diaminoethane

23873-81-6

benzildioxime

A

29841-69-8

(S,S)-1,2-diphenyl-1,2-diaminoethane

C

35132-20-8

(R,R)-1,2-diphenylethylenediamine

Conditions
ConditionsYield
With sodium In ethanol for 0.166667h; Heating; Yield given. Yields of byproduct given;
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Specification

The (1S,2S)-(-)-1,2-Diphenyl-1,2-ethanediamine, with the CAS registry number 29841-69-8, is also known as 1,2-Ethanediamine, 1,2-diphenyl-, (1S,2S)-. It belongs to the product categories of Chiral; Chiral reagent; Chiral compounds; Amines (Chiral); Analytical Chemistry; Asymmetric Synthesis; Chiral Building Blocks; e.e. / Absolute Configuration Determination (NMR); Enantiomer Excess & Absolute Configuration Determination; Synthetic Organic Chemistry; Amines and Derivatives; Chiral chemicals; Chiral Compound. Its IUPAC name is called (1S,2S)-1,2-diphenylethane-1,2-diamine. You should store it in a tightly-sealed container(2 ºC -8 ºC) which is white to light yellow crystal powder.

Physical properties of (1S,2S)-(-)-1,2-Diphenyl-1,2-ethanediamine: (1)ACD/LogP: 1.60; (2)# of Rule of 5 Violations: 0; (3)#H bond acceptors: 2; (4)#H bond donors: 4; (5)#Freely Rotating Bonds: 5; (6)Index of Refraction: 1.619; (7)Molar Refractivity: 67.36 cm3; (8)Molar Volume: 191.8 cm3; (9)Surface Tension: 50.5 dyne/cm; (10)Density: 1.106 g/cm3; (11)Flash Point: 199.9 °C; (12)Enthalpy of Vaporization: 59.89 kJ/mol; (13)Boiling Point: 353.9 °C at 760 mmHg; (14)Vapour Pressure: 3.48E-05 mmHg at 25°C.

Uses of (1S,2S)-(-)-1,2-Diphenyl-1,2-ethanediamine: it is widely used in asymmetric synthesis and optical resolution, such as asymmetric hydroxylation of olefins, asymmetric aldol condensation, asymmetric Diels-Alder reaction, asymmetric carbonyl allylation reaction.

When you are using this chemical, please be cautious about it as the following:
This chemical may cause inflammation to the skin or other mucous membranes and may destroy living tissue on contact. Causes burns. It is irritating to eyes, respiratory system and skin. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. Whenever you will contact it, please wear suitable protective clothing, gloves and eye/face protection. In case of accident or if you feel unwell seek medical advice immediately (show the label where possible).

You can still convert the following datas into molecular structure:
(1)Canonical SMILES: C1=CC=C(C=C1)C(C(C2=CC=CC=C2)N)N
(2)Isomeric SMILES: C1=CC=C(C=C1)[C@@H]([C@H](C2=CC=CC=C2)N)N
(3)InChI: InChI=1S/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-/m0/s1
(4)InChIKey: PONXTPCRRASWKW-KBPBESRZSA-N