Product Name

  • Name

    (1S,2S)-(-)-1,2-Diphenyl-1,2-ethanediamine

  • EINECS -0
  • CAS No. 29841-69-8
  • Article Data64
  • CAS DataBase
  • Density 1.106 g/cm3
  • Solubility Insoluble in water.
  • Melting Point 83-85 °C(lit.)
  • Formula C14H16N2
  • Boiling Point 353.9 °C at 760 mmHg
  • Molecular Weight 212.294
  • Flash Point 199.9 °C
  • Transport Information
  • Appearance white to light yellow crystal powder
  • Safety 26-36/37/39-45
  • Risk Codes 34
  • Molecular Structure Molecular Structure of 29841-69-8 ((1S,2S)-(-)-1,2-Diphenyl-1,2-ethanediamine)
  • Hazard Symbols IrritantXi, CorrosiveC
  • 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;
  • PSA 52.04000
  • LogP 3.78700

Synthetic route

(S,S)-1,2-diphenyl-1,2-diaminoethane
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%
benzylidenamine
16118-22-2

benzylidenamine

A

(S,S)-1,2-diphenyl-1,2-diaminoethane
29841-69-8

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

B

(R,R)-1,2-diphenylethylenediamine
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

C4H6O6*(x)C14H16N2

(S,S)-1,2-diphenyl-1,2-diaminoethane
29841-69-8

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

Conditions
ConditionsYield
With sodium hydroxide In dichloromethane; water at 0 - 5℃;66%
1,2-Diphenyl-N,N'-bis-[1,7,7-trimethyl-bicyclo[2.2.1]hept-(2E)-ylidene]-ethane-1,2-diamine
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

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

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

(S,S)-1,2-diphenyl-1,2-diaminoethane
29841-69-8

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

Conditions
ConditionsYield
With hydrogen bromide; acetic acid49%
(+)-(1S,2S)-N-[(R)-α-acetoxyphenylacetyl]-N'-benzoyl-1,2-diamino-1,2-diphenylethane
911306-54-2

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

(S,S)-1,2-diphenyl-1,2-diaminoethane
29841-69-8

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

Conditions
ConditionsYield
With hydrogen bromide In acetic acid for 26h; Heating;34%
(+)-(1S,2S)-1,2-diphenylethane-1,2-diazide
132486-62-5

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

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

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

(S,S)-1,2-diphenyl-1,2-diaminoethane
29841-69-8

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

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

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

(S,S)-1,2-diphenyl-1,2-diaminoethane
29841-69-8

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

benzildioxime
23873-81-6

benzildioxime

A

(S,S)-1,2-diphenyl-1,2-diaminoethane
29841-69-8

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

C

(R,R)-1,2-diphenylethylenediamine
35132-20-8

(R,R)-1,2-diphenylethylenediamine

Conditions
ConditionsYield
With sodium In ethanol for 0.166667h; Heating; Yield given. Yields of byproduct given;
1,2-Diphenylethylenediamine
5700-60-7

1,2-Diphenylethylenediamine

(S,S)-1,2-diphenyl-1,2-diaminoethane
29841-69-8

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

Conditions
ConditionsYield
via co-crystalization with N*-chiral dimeric ortho-palladated matrix SCRN-L>PdCl>2 L=2-<1-(N-isopropylamino)ethyl>phenyl-CN;
ditartrate of inactive α.α'-diphenyl-ethylenediamine

ditartrate of inactive α.α'-diphenyl-ethylenediamine

A

(S,S)-1,2-diphenyl-1,2-diaminoethane
29841-69-8

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

Conditions
ConditionsYield
With water Durch fraktionierte Krystallisation;
(-)-(4S,5S)-4,5-dihydro-2,4,5-triphenyl-1H-imidazole
133815-20-0

(-)-(4S,5S)-4,5-dihydro-2,4,5-triphenyl-1H-imidazole

(S,S)-1,2-diphenyl-1,2-diaminoethane
29841-69-8

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

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: NaOAc
1.2: 95 percent / HCl / H2O
2.1: 49 percent / HBr; AcOH
View Scheme
isoamarine
33722-46-2

isoamarine

(S,S)-1,2-diphenyl-1,2-diaminoethane
29841-69-8

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

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: NaOAc
1.2: 95 percent / HCl / H2O
2.1: 49 percent / HBr; AcOH
View Scheme
Multi-step reaction with 3 steps
1: 68 percent / dicyclohexylcarbodiimide / CH2Cl2 / -20 - 20 °C
2: 92 percent / HCl / H2O; tetrahydrofuran / 2 h / Heating
3: 34 percent / aq. HBr / acetic acid / 26 h / Heating
View Scheme
Multi-step reaction with 2 steps
1: 1) Ac2O, 2) dil. HCl, 3) aq. HBr / 3) AcOH, reflux
2: 60 percent
View Scheme
(-)-(4S,5S)-1-[(R)-α-acetoxyphenylacetyl]-4,5-dihydro-2,4,5-triphenyl-1H-imidazole
911306-52-0

(-)-(4S,5S)-1-[(R)-α-acetoxyphenylacetyl]-4,5-dihydro-2,4,5-triphenyl-1H-imidazole

(S,S)-1,2-diphenyl-1,2-diaminoethane
29841-69-8

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

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 92 percent / HCl / H2O; tetrahydrofuran / 2 h / Heating
2: 34 percent / aq. HBr / acetic acid / 26 h / Heating
View Scheme
(-)-(4RS,5RS)-1-[(R)-α-acetoxyphenylacetyl]-4,5-dihydro-2,4,5-triphenyl-1H-imidazole

(-)-(4RS,5RS)-1-[(R)-α-acetoxyphenylacetyl]-4,5-dihydro-2,4,5-triphenyl-1H-imidazole

(S,S)-1,2-diphenyl-1,2-diaminoethane
29841-69-8

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

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: HCl / H2O; tetrahydrofuran / 2 h / Heating
2: 34 percent / aq. HBr / acetic acid / 26 h / Heating
View Scheme
DL-(4R,5S)-2,4,5-triphenyl-4,5-dihydro-1H-imidazole
573-33-1, 973-15-9, 24427-33-6, 33722-46-2, 37134-88-6, 133815-20-0

DL-(4R,5S)-2,4,5-triphenyl-4,5-dihydro-1H-imidazole

(S,S)-1,2-diphenyl-1,2-diaminoethane
29841-69-8

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

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 70 percent / aq. NaOH / bis-(2-hydroxy-ethyl) ether / 0.75 h / 155 °C
2: 68 percent / dicyclohexylcarbodiimide / CH2Cl2 / -20 - 20 °C
3: 92 percent / HCl / H2O; tetrahydrofuran / 2 h / Heating
4: 34 percent / aq. HBr / acetic acid / 26 h / Heating
View Scheme
Multi-step reaction with 3 steps
1: 87 percent / aq. NaOH / bis-(2-hydroxy-ethyl) ether / 155 °C
2: 1) Ac2O, 2) dil. HCl, 3) aq. HBr / 3) AcOH, reflux
3: 60 percent
View Scheme
(R,R)-(+)-4,5-diphenyl-1,3,2-dioxathiolan-2-one
183184-04-5

(R,R)-(+)-4,5-diphenyl-1,3,2-dioxathiolan-2-one

(S,S)-1,2-diphenyl-1,2-diaminoethane
29841-69-8

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

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 81 percent / LiN3 / dimethylformamide / 120 °C
2: pyridine
3: LiN3 / dimethylformamide / 120 °C
4: H2 / 10percent Pd/C / ethyl acetate / 38000 Torr
View Scheme
(R,R)-hydroxybenzoin
52340-78-0

(R,R)-hydroxybenzoin

(S,S)-1,2-diphenyl-1,2-diaminoethane
29841-69-8

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

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: 100 percent / SOCl2 / CCl4 / Heating
2: 81 percent / LiN3 / dimethylformamide / 120 °C
3: pyridine
4: LiN3 / dimethylformamide / 120 °C
5: H2 / 10percent Pd/C / ethyl acetate / 38000 Torr
View Scheme
Multi-step reaction with 3 steps
1: pyridine
2: NaN3 / dimethylformamide
3: LiAlH4 / diethyl ether
View Scheme
(1R,2S)-2-azido-1,2-diphenylethan-1-ol
133522-22-2

(1R,2S)-2-azido-1,2-diphenylethan-1-ol

(S,S)-1,2-diphenyl-1,2-diaminoethane
29841-69-8

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

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: pyridine
2: LiN3 / dimethylformamide / 120 °C
3: H2 / 10percent Pd/C / ethyl acetate / 38000 Torr
View Scheme
Methanesulfonic acid (1R,2S)-2-azido-1,2-diphenyl-ethyl ester

Methanesulfonic acid (1R,2S)-2-azido-1,2-diphenyl-ethyl ester

(S,S)-1,2-diphenyl-1,2-diaminoethane
29841-69-8

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

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: LiN3 / dimethylformamide / 120 °C
2: H2 / 10percent Pd/C / ethyl acetate / 38000 Torr
View Scheme
(-)-(1R,2R)-1,2-diphenyl-1,2-ditosyloxyethane
132486-61-4

(-)-(1R,2R)-1,2-diphenyl-1,2-ditosyloxyethane

(S,S)-1,2-diphenyl-1,2-diaminoethane
29841-69-8

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

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: NaN3 / dimethylformamide
2: LiAlH4 / diethyl ether
View Scheme
(E)-1,2-diphenyl-ethene
103-30-0

(E)-1,2-diphenyl-ethene

sodium powder

sodium powder

(S,S)-1,2-diphenyl-1,2-diaminoethane
29841-69-8

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

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: (i) NaN3, Fe2(SO4)3, (ii) H2O2, (iii) Sn, aq. HCl
View Scheme
C14H16N2*C33H24N2O7

C14H16N2*C33H24N2O7

A

C33H24N2O7

C33H24N2O7

B

(S,S)-1,2-diphenyl-1,2-diaminoethane
29841-69-8

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

Conditions
ConditionsYield
In ethanol; water Equilibrium constant; enantioselective reaction;
C14H16N2*C47H38O4
1236286-39-7

C14H16N2*C47H38O4

A

(S,S)-1,2-diphenyl-1,2-diaminoethane
29841-69-8

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

B

[(4R,5R)-2,2-dimethyl-1,3-dioxolan-4,5-diyl]bis(dinaphthalen-2-ylmethanol)
137365-09-4

[(4R,5R)-2,2-dimethyl-1,3-dioxolan-4,5-diyl]bis(dinaphthalen-2-ylmethanol)

Conditions
ConditionsYield
In chloroform-d1 Equilibrium constant;
1,2-Diphenylethylenediamine
5700-60-7

1,2-Diphenylethylenediamine

A

(S,S)-1,2-diphenyl-1,2-diaminoethane
29841-69-8

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

B

(R,R)-1,2-diphenylethylenediamine
35132-20-8

(R,R)-1,2-diphenylethylenediamine

Conditions
ConditionsYield
With chiral stationary phase including isopropyl-functionalized CF6 In methanol; acetic acid; triethylamine; acetonitrile at 0℃; Purification / work up;
N-benzoyl-N'-benzylidene-meso-1,2-diphenyl-ethylendiamine
1414364-68-3

N-benzoyl-N'-benzylidene-meso-1,2-diphenyl-ethylendiamine

(S,S)-1,2-diphenyl-1,2-diaminoethane
29841-69-8

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

Conditions
ConditionsYield
With sulfuric acid for 1h; Reflux;
4,5-diphenyl-4,5-dihydro-1H-imidazole

4,5-diphenyl-4,5-dihydro-1H-imidazole

A

(S,S)-1,2-diphenyl-1,2-diaminoethane
29841-69-8

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

B

(R,R)-1,2-diphenylethylenediamine
35132-20-8

(R,R)-1,2-diphenylethylenediamine

Conditions
ConditionsYield
With barium(II) hydroxide In water at 80℃; for 23h; Overall yield = 93 %; enantioselective reaction;A n/a
B n/a
2,2-ppirocyclohexane-4,5-diphenyl-2H-imidazole
5396-98-5

2,2-ppirocyclohexane-4,5-diphenyl-2H-imidazole

(S,S)-1,2-diphenyl-1,2-diaminoethane
29841-69-8

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

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: ammonia; lithium / tetrahydrofuran; ethanol / -78 - -65 °C / Inert atmosphere
1.2: -65 °C / Inert atmosphere
1.3: 0 °C / Inert atmosphere
2.1: ethanol / 20 - 70 °C
3.1: sodium hydroxide / water; dichloromethane / 0 - 5 °C
View Scheme
pyridine-2-carbaldehyde
1121-60-4

pyridine-2-carbaldehyde

(S,S)-1,2-diphenyl-1,2-diaminoethane
29841-69-8

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

(1S,2S)-N,N'-bis(2-pyridylmetheno)-1,2-diphenylethylenediimine

(1S,2S)-N,N'-bis(2-pyridylmetheno)-1,2-diphenylethylenediimine

Conditions
ConditionsYield
In benzene for 2h; Heating;100%
In methanol22%
formaldehyd
50-00-0

formaldehyd

(S,S)-1,2-diphenyl-1,2-diaminoethane
29841-69-8

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

(4S,5S)-1,3-Dimethyl-4,5-diphenyl-imidazolidine

(4S,5S)-1,3-Dimethyl-4,5-diphenyl-imidazolidine

Conditions
ConditionsYield
With formic acid Heating;100%
P,P-dichlorophenylphosphine oxide
824-72-6

P,P-dichlorophenylphosphine oxide

(S,S)-1,2-diphenyl-1,2-diaminoethane
29841-69-8

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

(S3,S4)-1-phenyl-(3,4-diphenyl)diazaphospholidine 1-oxide

(S3,S4)-1-phenyl-(3,4-diphenyl)diazaphospholidine 1-oxide

Conditions
ConditionsYield
With triethylamine In dichloromethane100%
carbon disulfide
75-15-0

carbon disulfide

(S,S)-1,2-diphenyl-1,2-diaminoethane
29841-69-8

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

(4S,5S)-4,5-diphenylimidazolidine-2-thione
246868-60-0

(4S,5S)-4,5-diphenylimidazolidine-2-thione

Conditions
ConditionsYield
In ethanol at 95℃; for 4h; Inert atmosphere;100%
In ethanol at 95℃;
(S,S)-1,2-diphenyl-1,2-diaminoethane
29841-69-8

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

4-methyl-N-[(1R)-2-{[(1S,2S)-2-{[(2R)-2-(4-methylbenzenesulfonamido)-2-phenylethyl]amino}-1,2-diphenylethy]amino}-1-phenylethyl]benzene-1-sulfonamido
1244040-50-3

4-methyl-N-[(1R)-2-{[(1S,2S)-2-{[(2R)-2-(4-methylbenzenesulfonamido)-2-phenylethyl]amino}-1,2-diphenylethy]amino}-1-phenylethyl]benzene-1-sulfonamido

Conditions
ConditionsYield
In acetonitrile Reflux;100%
In acetonitrile for 72h; Inert atmosphere; Reflux;74%
In acetonitrile for 72h; Reflux;74%
RuBr2[(S,S)-xylskewphos]

RuBr2[(S,S)-xylskewphos]

(S,S)-1,2-diphenyl-1,2-diaminoethane
29841-69-8

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

C51H62Br2N2P2Ru

C51H62Br2N2P2Ru

C51H62Br2N2P2Ru

C51H62Br2N2P2Ru

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 25℃; for 17h; Inert atmosphere; Schlenk technique;A 100%
B n/a
2-bromoanisole
578-57-4

2-bromoanisole

(S,S)-1,2-diphenyl-1,2-diaminoethane
29841-69-8

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

(1R,2R)-N1,N2-bis(2-methoxyphenyl)-1,2-diphenylethane-1,2-diamine

(1R,2R)-N1,N2-bis(2-methoxyphenyl)-1,2-diphenylethane-1,2-diamine

Conditions
ConditionsYield
Stage #1: (S,S)-1,2-diphenyl-1,2-diaminoethane With tris-(dibenzylideneacetone)dipalladium(0); 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; sodium t-butanolate In toluene at 20℃; for 1.5h; Inert atmosphere; Schlenk technique; Glovebox;
Stage #2: 2-bromoanisole In toluene at 120℃; for 9h; Inert atmosphere; Schlenk technique; Glovebox;
100%
(S,S)-1,2-diphenyl-1,2-diaminoethane
29841-69-8

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

1,1′-((1R,2R)-1,2-diphenylethane-1,2-diyl)bis(3-(5-(tert-butyl)-3-formyl-2-hydroxybenzyl)-1H-imidazol-3-ium)dichloride

1,1′-((1R,2R)-1,2-diphenylethane-1,2-diyl)bis(3-(5-(tert-butyl)-3-formyl-2-hydroxybenzyl)-1H-imidazol-3-ium)dichloride

(1R,2R)-(-)-N,N′-bis(3-tert-butyl-5-diyl-1-ylmethyl-salicyliden)-[(1R,2R)-1,2-di(1H-imidazol-3-ium)-1,2-diphenylethane]-1,2-diphenylethan-diamin-dichloride

(1R,2R)-(-)-N,N′-bis(3-tert-butyl-5-diyl-1-ylmethyl-salicyliden)-[(1R,2R)-1,2-di(1H-imidazol-3-ium)-1,2-diphenylethane]-1,2-diphenylethan-diamin-dichloride

Conditions
ConditionsYield
In ethanol at 20℃; for 20h; Inert atmosphere; Molecular sieve;100%
(S,S)-1,2-diphenyl-1,2-diaminoethane
29841-69-8

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

(Ra)-1,1′-(6,6′-dimethyl-[1,1′-biphenyl]-2,2′-diyl)bis(3-(5-(tert-butyl)-3-formyl-2-hydroxybenzyl)-1H-imidazol-3-ium)dichloride

(Ra)-1,1′-(6,6′-dimethyl-[1,1′-biphenyl]-2,2′-diyl)bis(3-(5-(tert-butyl)-3-formyl-2-hydroxybenzyl)-1H-imidazol-3-ium)dichloride

(1R,2R)-(-)-N,N′-bis(3-tert-butyl-5-diyl-1-ylmethyl-salicyliden)-[(Ra)-1,1′-(6,6′-dimethyl-[1,1′-biphenyl]-2,2′-diyl)bis(1H-imidazol-3-ium)]-1,2-diphenylethan-diamin-dichloride

(1R,2R)-(-)-N,N′-bis(3-tert-butyl-5-diyl-1-ylmethyl-salicyliden)-[(Ra)-1,1′-(6,6′-dimethyl-[1,1′-biphenyl]-2,2′-diyl)bis(1H-imidazol-3-ium)]-1,2-diphenylethan-diamin-dichloride

Conditions
ConditionsYield
In ethanol at 20℃; for 20h; Inert atmosphere; Molecular sieve;100%
(R)-camphorquinone
10334-26-6

(R)-camphorquinone

(S,S)-1,2-diphenyl-1,2-diaminoethane
29841-69-8

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

(1R,4S,5S)-4,5-diphenyl-1,11,11-trimethyl-3,6-diazatricyclo[6.2.1.02,7]undeca-2,6-diene
287379-86-6

(1R,4S,5S)-4,5-diphenyl-1,11,11-trimethyl-3,6-diazatricyclo[6.2.1.02,7]undeca-2,6-diene

Conditions
ConditionsYield
In benzene Condensation; Heating;99%
(S,S)-1,2-diphenyl-1,2-diaminoethane
29841-69-8

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

Glyoxilic acid
298-12-4

Glyoxilic acid

(4S,5S)-4,5-diphenylimidazolidine-2-carboxylic acid

(4S,5S)-4,5-diphenylimidazolidine-2-carboxylic acid

Conditions
ConditionsYield
In dichloromethane for 16h;99%
In dichloromethane for 16h;99%
RuCl2{2,2'-bis(diphenylphosphinyl)benzophenone}(DMF)n

RuCl2{2,2'-bis(diphenylphosphinyl)benzophenone}(DMF)n

(S,S)-1,2-diphenyl-1,2-diaminoethane
29841-69-8

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

RuCl2{2,2'-bis(diphenylphosphinyl)benzophenone}{(S,S)-diphenylethylenediamine}

RuCl2{2,2'-bis(diphenylphosphinyl)benzophenone}{(S,S)-diphenylethylenediamine}

Conditions
ConditionsYield
In dichloromethane for 0.5h;99%
RuCl2{2-diphenylphosphinobenzhydrol}(DMF)n

RuCl2{2-diphenylphosphinobenzhydrol}(DMF)n

(S,S)-1,2-diphenyl-1,2-diaminoethane
29841-69-8

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

RuCl2{2-diphenylphosphinobenzhydrol}{(S,S)-diphenylethylenediamine}

RuCl2{2-diphenylphosphinobenzhydrol}{(S,S)-diphenylethylenediamine}

Conditions
ConditionsYield
In dichloromethane for 0.5h;99%
RuCl2{bis(2-diphenylphosphinophenyl)ether}(DMF)n

RuCl2{bis(2-diphenylphosphinophenyl)ether}(DMF)n

(S,S)-1,2-diphenyl-1,2-diaminoethane
29841-69-8

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

RuCl2{bis(2-diphenylphosphinophenyl)ether}{(S,S)-diphenylethylenediamine}

RuCl2{bis(2-diphenylphosphinophenyl)ether}{(S,S)-diphenylethylenediamine}

Conditions
ConditionsYield
In dichloromethane for 0.5h;99%
[Rh{2,2'-bis(diphenylphosphinyl)benzophenone}(cod)(SbF6)]

[Rh{2,2'-bis(diphenylphosphinyl)benzophenone}(cod)(SbF6)]

(S,S)-1,2-diphenyl-1,2-diaminoethane
29841-69-8

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

RhCl2{2,2'-bis(diphenylphosphinyl)benzophenone}{(S,S)-diphenylethylenediamine}(SbF6)

RhCl2{2,2'-bis(diphenylphosphinyl)benzophenone}{(S,S)-diphenylethylenediamine}(SbF6)

Conditions
ConditionsYield
With hydrogen In dichloromethane for 1h;99%
(S,S)-1,2-diphenyl-1,2-diaminoethane
29841-69-8

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

3,4-dimethoxybenzene-1-sulfonyl chloride
23095-31-0

3,4-dimethoxybenzene-1-sulfonyl chloride

(S,S)-N-(2-amino-1,2-diphenyl-ethyl)-3,4-dimethoxy-benzenesulfonamide
953805-42-0

(S,S)-N-(2-amino-1,2-diphenyl-ethyl)-3,4-dimethoxy-benzenesulfonamide

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0 - 20℃;99%
(S,S)-1,2-diphenyl-1,2-diaminoethane
29841-69-8

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

chloroformic acid ethyl ester
541-41-3

chloroformic acid ethyl ester

diethyl ((1S,2S)-1,2-diphenylethane-1,2-diyl)dicarbamate
234753-20-9

diethyl ((1S,2S)-1,2-diphenylethane-1,2-diyl)dicarbamate

Conditions
ConditionsYield
With potassium carbonate In tetrahydrofuran; water at 0 - 20℃; for 4h;98%
In ethanol Ambient temperature;
With pyridine In benzene for 2h;
(S,S)-1,2-diphenyl-1,2-diaminoethane
29841-69-8

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

2-formylbenzene boronic acid
40138-16-7

2-formylbenzene boronic acid

(R)-1,1'-Bi-2-naphthol
18531-94-7

(R)-1,1'-Bi-2-naphthol

(4S,5S)-2-(2-((Ra)-dinaphtho[2,1-d:1',2'-f][1,3,2]dioxaborepin-4-yl)phenyl)-4,5-diphenylimidazolidine

(4S,5S)-2-(2-((Ra)-dinaphtho[2,1-d:1',2'-f][1,3,2]dioxaborepin-4-yl)phenyl)-4,5-diphenylimidazolidine

Conditions
ConditionsYield
In chloroform at 20℃; for 1h;98%
(S,S)-1,2-diphenyl-1,2-diaminoethane
29841-69-8

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

2-bromo-4-methyl-1,1'-biphenyl
29180-98-1

2-bromo-4-methyl-1,1'-biphenyl

C27H26N2
1192944-48-1

C27H26N2

Conditions
ConditionsYield
With palladium diacetate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; sodium t-butanolate In toluene at 110℃; for 48h; Buchwald-Hartwig Coupling; Schlenk technique; Inert atmosphere;98%
With palladium diacetate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; sodium t-butanolate In toluene at 100℃; for 10h; Inert atmosphere;86.3%
di-μ-chlorobis[1-[2-(di-tert-butulphosphino)phenyl]ethyl-C1,P]dipalladium(II)
41077-10-5, 35886-08-9, 1266828-65-2

di-μ-chlorobis[1-[2-(di-tert-butulphosphino)phenyl]ethyl-C1,P]dipalladium(II)

(S,S)-1,2-diphenyl-1,2-diaminoethane
29841-69-8

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

(R,SS)/(S,SS)-[1-[2-(di-tert-butulphosphino)phenyl]ethyl-C1,P](1,2-diphenylethane-1,2-diamine-N,N)palladium(II) chloride

(R,SS)/(S,SS)-[1-[2-(di-tert-butulphosphino)phenyl]ethyl-C1,P](1,2-diphenylethane-1,2-diamine-N,N)palladium(II) chloride

Conditions
ConditionsYield
In methanol (Ar, Schlenk) a suspn. of dimer and diamine in anhyd. CH3OH was stirred for 1 h at room temp.; filtered, evapd. to dryness;98%
(S,S)-1,2-diphenyl-1,2-diaminoethane
29841-69-8

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

ethyl acetimidate hydrochloride
2208-07-3

ethyl acetimidate hydrochloride

(4S,5S)-2-methyl-4,5-diphenyl-4,5-dihydro-1H-imidazole
109830-48-0, 133815-21-1

(4S,5S)-2-methyl-4,5-diphenyl-4,5-dihydro-1H-imidazole

Conditions
ConditionsYield
In ethanol at 0 - 20℃; for 12h; Inert atmosphere;98%
(S,S)-1,2-diphenyl-1,2-diaminoethane
29841-69-8

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

Glyoxilic acid
298-12-4

Glyoxilic acid

(4R,5R)-4,5-diphenyl-4,5-dihydro-1H-imidazole

(4R,5R)-4,5-diphenyl-4,5-dihydro-1H-imidazole

Conditions
ConditionsYield
With N-Bromosuccinimide In methanol at 20℃; for 1h; Inert atmosphere;98%
Stage #1: (S,S)-1,2-diphenyl-1,2-diaminoethane; Glyoxilic acid In methanol
Stage #2: With N-Bromosuccinimide
98%
With N-Bromosuccinimide
Pentafluoropyridine
700-16-3

Pentafluoropyridine

(S,S)-1,2-diphenyl-1,2-diaminoethane
29841-69-8

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

(S,S)-N,N’-bis(2,3,5,6-tetrafluoropyridin-4-yl)-1,2-diphenylethane-1,2-diamine

(S,S)-N,N’-bis(2,3,5,6-tetrafluoropyridin-4-yl)-1,2-diphenylethane-1,2-diamine

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran for 24h; Inert atmosphere; Reflux; regioselective reaction;98%
(S,S)-1,2-diphenyl-1,2-diaminoethane
29841-69-8

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

Ru(OAc)2(CO)((R)-Josiphos)

Ru(OAc)2(CO)((R)-Josiphos)

[Ru(OAc)(CO)((S,S)-dpen)(R-Josiphos)]OAc

[Ru(OAc)(CO)((S,S)-dpen)(R-Josiphos)]OAc

Conditions
ConditionsYield
In (2)H8-toluene at 20℃; for 2h;98%
trifluoromethylsulfonic anhydride
358-23-6

trifluoromethylsulfonic anhydride

(S,S)-1,2-diphenyl-1,2-diaminoethane
29841-69-8

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

(1S,2S)-1,2-diphenyl-N,N'-bis(trifluoromethanesulfonyl)ethane-1,2-diamine
121788-77-0

(1S,2S)-1,2-diphenyl-N,N'-bis(trifluoromethanesulfonyl)ethane-1,2-diamine

Conditions
ConditionsYield
With triethylamine In dichloromethane97%
With dmap; triethylamine In dichloromethane at -78 - 20℃;69%
With dmap; triethylamine In dichloromethane at -78 - 20℃; for 0.5h; Inert atmosphere;57%
(S,S)-1,2-diphenyl-1,2-diaminoethane
29841-69-8

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

phenyl isocyanate
103-71-9

phenyl isocyanate

(+)-(1S,2S)-N,N'-dimethyl-1,2-diphenylethylenyl-diphenyl-diurea

(+)-(1S,2S)-N,N'-dimethyl-1,2-diphenylethylenyl-diphenyl-diurea

Conditions
ConditionsYield
In dichloromethane Ambient temperature;97%
(S,S)-1,2-diphenyl-1,2-diaminoethane
29841-69-8

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

5-bromo-3-tert-butyl-2-hydroxybenzaldehyde
153759-58-1

5-bromo-3-tert-butyl-2-hydroxybenzaldehyde

(S,S)-2,2'-[(1,2-diphenyl-1,2-ethanediyl)bis(nitrilomethylidyne)]bis[4-bromo-6-(1,1-dimethylethy)phenol]

(S,S)-2,2'-[(1,2-diphenyl-1,2-ethanediyl)bis(nitrilomethylidyne)]bis[4-bromo-6-(1,1-dimethylethy)phenol]

Conditions
ConditionsYield
In ethanol for 1h; Heating;97%
(S,S)-1,2-diphenyl-1,2-diaminoethane
29841-69-8

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

salicylaldehyde
90-02-8

salicylaldehyde

Conditions
ConditionsYield
With sodium sulfate In methanol for 12h; Ambient temperature;97%
(S,S)-1,2-diphenyl-1,2-diaminoethane
29841-69-8

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

2-Hydroxy-2'-methoxy-<1,1'-biphenyl>-3-carboxaldehyde
132939-08-3

2-Hydroxy-2'-methoxy-<1,1'-biphenyl>-3-carboxaldehyde

C42H36N2O4

C42H36N2O4

Conditions
ConditionsYield
In ethanol at 20℃; for 24h;97%
(S,S)-1,2-diphenyl-1,2-diaminoethane
29841-69-8

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

5-chloro-5H-dibenzo[a,d]cycloheptene
18506-04-2

5-chloro-5H-dibenzo[a,d]cycloheptene

(S,S)-N,N'-bis(5H-dibenzo[a,d]cyclohepten-5-yl)-1,2-diphenyl-1,2-ethylenediamine
858370-95-3

(S,S)-N,N'-bis(5H-dibenzo[a,d]cyclohepten-5-yl)-1,2-diphenyl-1,2-ethylenediamine

Conditions
ConditionsYield
With triethylamine In dichloromethane for 0.166667h; Heating;97%
Stage #1: (S,S)-1,2-diphenyl-1,2-diaminoethane; 5-chloro-5H-dibenzo[a,d]cycloheptene In dichloromethane at 20℃; for 2.16667h;
Stage #2: With potassium carbonate In dichloromethane; water
97%
In dichloromethane at 20℃; for 2.16667h;97%

(1S,2S)-(-)-1,2-Diphenyl-1,2-ethanediamine 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

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