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85977-52-2

Basic Information
CAS No.: 85977-52-2
Name: (S)-(-)-1,2,3,4-Tetrahedro-naphthoic acid
Article Data: 5
Molecular Structure:
Molecular Structure of 85977-52-2 ((S)-(-)-1,2,3,4-Tetrahedro-naphthoic acid)
Formula: C11H12O2
Molecular Weight: 176.215
Synonyms: 1-Naphthalenecarboxylicacid, 1,2,3,4-tetrahydro-, (S)- (9CI);D-(-)-1,2,3,4-Tetrahydro-1-naphthoic acid;
Density: 1.186 g/cm3
Melting Point: 54-56 °C
Boiling Point: 342.7 °C at 760 mmHg
Flash Point: 156.4 °C
Appearance: Crystalline white or yellow powder
Hazard Symbols: IrritantXi
Risk Codes: 22-36-51
Safety: 26-24/25
PSA: 37.30000
LogP: 2.19110
Synthetic route

(R)-[1-ethoxy-1-carbonylpropan-2-yl]-(S)-1,2,3,4-tetrahydronaphthalene-1-carboxylic acid ester

85977-52-2

(S)-1,2,3,4-tetrahydronaphthalene-1-carboxylic acid

Conditions
ConditionsYield
With lithium hydroxide In tetrahydrofuran at 20℃; for 16h; Autoclave; Green chemistry;83%
1914-65-4

tetralin-1-carboxylic acid

85977-52-2

(S)-1,2,3,4-tetrahydronaphthalene-1-carboxylic acid

Conditions
ConditionsYield
With quinine In ethanol at 0 - 50℃; for 0.5h;43.6%
nach Abtrennung des Cinchonin-Salzes der (R)-1.2.3.4-Tetrahydro-naphthoesaeure-(1) (s.o.) ueber das Chinin-Salz;
Multi-step reaction with 2 steps
1: water; ethanol / 2 h / Reflux
2: hydrogenchloride / water; ethyl acetate / 0.5 h
View Scheme
3123-46-4

4-oxo-1,2,3,4-tetrahydronaphthalene-1-carboxylic acid

85977-52-2

(S)-1,2,3,4-tetrahydronaphthalene-1-carboxylic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: amalgamated zinc; aqueous HCl
2: nach Abtrennung des Cinchonin-Salzes der (R)-1.2.3.4-Tetrahydro-naphthoesaeure-(1) (s.o.) ueber das Chinin-Salz
View Scheme
86-55-5

1-naphthalenecarboxylic acid

85977-52-2

(S)-1,2,3,4-tetrahydronaphthalene-1-carboxylic acid

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: thionyl chloride / toluene; N,N-dimethyl-formamide / 4 h / 10 - 40 °C / Green chemistry
1.2: 2 h / 10 - 20 °C / Green chemistry
2.1: hydrogen; palladium 10% on activated carbon / tetrahydrofuran / 8 h / 60 °C / 15001.5 Torr / Autoclave; Green chemistry
3.1: lithium hydroxide / tetrahydrofuran / 16 h / 20 °C / Autoclave; Green chemistry
View Scheme

(R)-[1-ethoxy-1-carbonylpropan-2-yl]-1-naphthoic acid ester

85977-52-2

(S)-1,2,3,4-tetrahydronaphthalene-1-carboxylic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: hydrogen; palladium 10% on activated carbon / tetrahydrofuran / 8 h / 60 °C / 15001.5 Torr / Autoclave; Green chemistry
2: lithium hydroxide / tetrahydrofuran / 16 h / 20 °C / Autoclave; Green chemistry
View Scheme

C11H12O2*C20H24N2O2

85977-52-2

(S)-1,2,3,4-tetrahydronaphthalene-1-carboxylic acid

Conditions
ConditionsYield
With hydrogenchloride In water; ethyl acetate for 0.5h;110 g
85977-52-2

(S)-1,2,3,4-tetrahydronaphthalene-1-carboxylic acid

141104-65-6

ethyl 2-amino-2,3-dihydro-1H-indene-2-carboxylate

1092447-54-5

2-[((S)-1,2,3,4-tetrahydro-naphthalene-1-carbonyl)-amino]-indan-2-carboxylic acid ethyl ester

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine; HATU In N,N-dimethyl-formamide at 20℃;100%
85977-52-2

(S)-1,2,3,4-tetrahydronaphthalene-1-carboxylic acid

(S)-(-)-1,2,3,4-tetrahydro-1-naphthoyl chloride

Conditions
ConditionsYield
With thionyl chloride In toluene at 60 - 65℃; for 2h; Reagent/catalyst; Inert atmosphere;100%
With thionyl chloride In toluene at 35 - 70℃; for 2.5h;
85977-52-2

(S)-1,2,3,4-tetrahydronaphthalene-1-carboxylic acid

151831-52-6

(S)-1-hydroxymethyl-1,2,3,4-tetrahydronaphthalene

Conditions
ConditionsYield
With lithium aluminium tetrahydride In diethyl ether at 0℃; for 2h;100%
Multi-step reaction with 2 steps
1: sulfuric acid / 16 h / 60 °C
2: C33H29FeMnN2O3P; hydrogen; potassium carbonate / isopropyl alcohol / 21 h / 50 °C / 37503.8 Torr / Autoclave
View Scheme
85977-52-2

(S)-1,2,3,4-tetrahydronaphthalene-1-carboxylic acid

(1S)-decahydronaphthalene-1-carboxylic acid

Conditions
ConditionsYield
With platinum(IV) oxide; hydrogen In acetic acid under 3000.3 Torr;100%
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    (S)-(-)-1,2,3,4-Tetrahydro-naphthoic acid CAS No.:85977-52-2 Name: (S)-(-)-1,2,3,4-Tetrahydro-naphthoic acid Molecular Structure Molecular Formula: C11H12O2 Molecular Weight: 176.21 CAS Regi

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    Product Name: (S)-(-)-1,2,3,4-Tetrahedro-naphthoic acid CAS: 85977-52-2 MF: C11H12O2 MW: 176.21 EINECS: CHEMICALS;INTERMEDIATESOFPALONOSETRONHYDROCHLORIDE;Aromatics;Chiral Reagents;Intermediates Mol File: 85977-52-2.mol (S)-(-)-1

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Chemistry

IUPAC Name: (1S)-1,2,3,4-tetrahydronaphthalene-1-carboxylic acid
Synonyms of (S)-(-)-1,2,3,4-Tetrahedro-naphthoic acid (CAS NO.85977-52-2): 1-Naphthalenecarboxylic acid, 1,2,3,4-tetrahydro-, (1S)- ;(S)-1,2,3,4-tetrahydro-1-naphtoic Acid
CAS NO: 85977-52-2
Molecular Formula: C11H12O2    
Molecular Weight: 176.2118  
Molecular Structure:
H bond acceptors:  2 
H bond donors:  1 
Freely Rotating Bonds:  1 
Polar Surface Area:  37.3 Å2 
Index of Refraction:  1.576 
Molar Refractivity:  49.14 cm3 
Molar Volume:  148.5 cm3 
Surface Tension:  48.9 dyne/cm 
Density:  1.186 g/cm
Flash Point:  156.4 °C 
Enthalpy of Vaporization:  61.89 kJ/mol 
Boiling Point:  342.7 °C at 760 mmHg 
Vapour Pressure:  2.85E-05 mmHg at 25°C
Melting Point: 54-56°C 
Appearance: White or light yellow sheet crystal . 
SMILES: OC(=O)[C@H]2CCCc1ccccc12 
InChI: InChI=1/C11H12O2/c12-11(13)10-7-3-5-8-4-1-2-6-9(8)10/h1-2,4,6,10H,3,5,7H2,(H,12,13)/t10-/m0/s1
InChIKey: VDLWTJCSPSUGOA-JTQLQIEIBH 
Std. InChI: InChI=1S/C11H12O2/c12-11(13)10-7-3-5-8-4-1-2-6-9(8)10/h1-2,4,6,10H,3,5,7H2,(H,12,13)/t10-/m0/s1
Std. InChIKey: VDLWTJCSPSUGOA-JTQLQIEISA-N
Product Categories of (S)-(-)-1,2,3,4-Tetrahedro-naphthoic acid (CAS NO.85977-52-2): INTERMEDIATESOFPALONOSETRONHYDROCHLORIDE;Carboxylic Acids & Deriv.;CHIRAL CHEMICALS

Uses

 (S)-(-)-1,2,3,4-Tetrahedro-naphthoic acid (CAS NO.85977-52-2) is used as intermediate of palonosetron.

Safety Profile

Hazard Codes: IrritantXi