(S,S)-2,2'-Isopropylidenebis(4-phenyl-2-oxazoline)

HCID 676388

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Basic information

CAS: 131457-46-0
Standard SMILES: CC(C)(C1=N[C@@H](c2ccccc2)CO1)C1=N[C@@H](c2ccccc2)CO1
InChIKey: JTNVCJCSECAMLD-QZTJIDSGSA-N
Molecular formula: C21H22N2O2
Average molar mass: 334.4 g/mol
Monoisotopic mass: 334.16812794

Names & identifiers

Preferred name: (S,S)-2,2'-Isopropylidenebis(4-phenyl-2-oxazoline)
IUPAC: (4S)-4-phenyl-2-[2-[(4S)-4-phenyl-4,5-dihydro-1,3-oxazol-2-yl]propan-2-yl]-4,5-dihydro-1,3-oxazole
English name: (S,S)-2,2-Bis(4-phenyl-2-oxazolin-2-yl)propane
Molecular formula: C21H22N2O2
Molecular weight: 334.41

Names & synonyms

(S,S)-2,2'-Isopropylidenebis(4-phenyl-2-oxazoline)RefChem:408275678-562-7131457-46-0(4S,4'S)-2,2'-(Propane-2,2-diyl)bis(4-phenyl-4,5-dihydrooxazole)(S,S)-2,2-Bis(4-phenyl-2-oxazolin-2-yl)propane(S,S)-PhboxOxazole, 2,2'-(1-methylethylidene)bis[4,5-dihydro-4-phenyl-, (4S,4'S)-Ph-box, (S,S)-(4S,4S)-2,2-(Propane-2,2-diyl)bis(4-phenyl-4,5-dihydrooxazole)(S,S)-Ph-box [MI]MFCD00192245

Show more names

SF1400022,2'-isopropylidenebis(4-phenyl-2-oxazoline)2,2-Bis[(4S)-4-phenyl-2-oxazolin-2-yl]propane(S,S)-2,2'-isopropylbis(4-phenyl-2-azoleline)(-)-2,2-Bis[(4S)-4-phenyl-2-oxazolin-2-yl]propane(-)-2,2’-Isopropylidenebis[(S)-4-phenyl-2-oxazoline

6Q4X8PAO1T(4S)-4-phenyl-2-[2-[(4S)-4-phenyl-4,5-dihydro-1,3-oxazol-2-yl]propan-2-yl]-4,5-dihydro-1,3-oxazole2,2'-(S)-Isopropylidene-bis(4-phenyl-2-oxazoline)(S,S)-2,2'-(Dimethylmethylene)bis(4-phenyl-2-oxazoline)(S,S)-2,2'-ISOPROPYLIDENE-BIS(4-PHENYL-2-OXAZOLINE)(4S,4'S)-2,2'-(1-Methylethylidene)bis(4,5-dihydro-4-phenyloxazole)Oxazole, 2,2'-(1-methylethylidene)bis(4,5-dihydro-4-phenyl-, (4S,4'S)-(4S)-4-phenyl-2-{2-[(4S)-4-phenyl-4,5-dihydro-1,3-oxazol-2-yl]propan-2-yl}-4,5-dihydro-1,3-oxazole

Database identifiers

CAS: 131457-46-0
PubChem CID: 676388
DTXSID: DTXSID301380963
UNII: 6Q4X8PAO1T
EC Number: 678-562-7
Nikkaji: J725.780E

Properties

Computed structural properties

XLogP: 3.8
Topological polar surface area: 43.2 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 4
Rotatable bonds: 4
Heavy atoms: 25
Formal charge: 0
Complexity: 482

Physicochemical properties

Melting point: 37 · 37-41 °C(lit.)
Boiling point: 193 °C0.03 · 193 °C0.03 mm Hg(lit.)
alpha: -150 · -150 º (C=1% IN ETOH)
Density: 1 g/mL · 1 g/mL at 25 °C(lit.)
refractive index: -155 ° · -155 ° (C=1, EtOH)
Flash point: 230 °F · >230 °F
storage temp.: -20 °C · -20°C
form: liquid
pka: 4.85 · 4.85±0.70(Predicted)
Appearance: 41 °C · Off-white to light yellow 41°C Liquid
optical activity: 20 · [α]20/D 160°, c = 1 in ethanol
BRN: 4266906 · 4266906
InChI: InChI=1S/C21H22N2O2/c1-21(2,19-22-17(13-24-19)15-9-5-3-6-10-15)20-23-18(14-25-20)16-11-7-4-8-12-16/h3-12,17-18H,13-14H2,1-2H3/t17-,18-/m1/s1
InChIKey: JTNVCJCSECAMLD-QZTJIDSGSA-N
SMILES: C(C1=N[C@@H](C2=CC=CC=C2)CO1)(C1=N[C@@H](C2=CC=CC=C2)CO1)(C)C
FDA UNII: 6 Q4X8PAO1T · 6Q4X8PAO1T
UNSPSC Code: 12352005 · 12352005
NACRES: 22 · NA.22
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 315 · H315-H319
Precautionary statements: 264 · P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313
PPE: Eyeshields, Gloves, multi-purpose combination respirator cartridge (US)
Risk Statements: 36 · 36/37/38
Safety Statements: 22 · 22-24/25
WGK Germany: 3 · 3
F: 10 · 10
HS Code: 29349990 · 29349990
Storage Class: 10 · 10 - Combustible liquids

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]

P264, P264+P265, P280, P302+P352, P305+P351+P338, P321, P332+P317, P337+P317, and P362+P364 (click each P-code to see the statement)

The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.

Hazard information

Hazard Classes and CategoriesSkin Irrit. 2 (100%)

Safety data

F: 10
PPE: Eyeshields, Gloves, multi-purpose combination respirator cartridge (US)
wgk: 3
hs_code: 29349990
risk_code: 36/37/38
Signal word: Warning
Symbol(GHS): GHS07
safety_code: 22-24/25
Storage Class: 10 - Combustible liquids
Hazard statements: H315-H319
Precautionary statements: P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313

Chemistry & industry

Applications

UsesC2 symmetric ligand for enantioselective catalysis. Easily forms bidentate coordination complexes due to the strong affinity of the oxazoline nitrogen for various metals.