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

(S)-(-)-1,2,3,4-Tetrahedro-naphthoic acid 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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
With platinum(IV) oxide; hydrogen In acetic acid under 3000.3 Torr;	100%

(S)-(-)-1,2,3,4-Tetrahedro-naphthoic acid Chemical Properties

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/cm³
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

(S)-(-)-1,2,3,4-Tetrahedro-naphthoic acid Uses

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

(S)-(-)-1,2,3,4-Tetrahedro-naphthoic acid Safety Profile

Hazard Codes: Irritant Xi

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