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153559-45-6

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Basic Information
CAS No.: 153559-45-6
Name: Methyl 4-[(5,6,7,8-tetrahydro-3,5,5,8,8-pentamethyl-2-naphthalenyl)carbonyl]benzoate
Article Data: 10
Molecular Structure:
Molecular Structure of 153559-45-6 (Methyl 4-[(5,6,7,8-tetrahydro-3,5,5,8,8-pentamethyl-2-naphthalenyl)carbonyl]benzoate)
Formula: C24H28 O3
Molecular Weight: 364.485
Synonyms: Methyl4-[(5,6,7,8-tetrahydro-3,5,5,8,8-pentamethyl-2-naphthalenyl)carbonyl]benzoate
Density: 1.055
Melting Point: 143-144 °C(Solv: ethyl acetate (141-78-6); methanol (67-56-1))
Boiling Point: 472.829oC at 760 mmHg
Flash Point: 203.311oC
PSA: 43.37000
LogP: 5.36160
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Synthetic route
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Monomethyl terephthalate

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1,1,4,4,6-pentamethyl-1,2,3,4-tetrahydronaphthalene

153559-45-6

methyl 4-<(5,6,7,8-tetrahydro-3,5,5,8,8-pentamethyl-2-naphthalenyl)carbonyl>benzoate

Conditions
ConditionsYield
With aluminum (III) chloride; thionyl chloride In dichloromethane at 20℃; for 4h; Temperature; Solvent; Reflux;95.3%
6683-48-3

1,1,4,4,6-pentamethyl-1,2,3,4-tetrahydronaphthalene

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4-Methoxycarbonylbenzoyl chloride

153559-45-6

methyl 4-<(5,6,7,8-tetrahydro-3,5,5,8,8-pentamethyl-2-naphthalenyl)carbonyl>benzoate

Conditions
ConditionsYield
With aluminum (III) chloride Friedel Crafts Acylation;82%
With iron(III) chloride In 1,2-dichloro-ethane at 75℃; for 16h; Friedel-Crafts acylation;81%
With aluminium trichloride In dichloromethane for 0.25h; Heating;72%
110-03-2

2,5-dimethyl-2,5-hexanediol

153559-45-6

methyl 4-<(5,6,7,8-tetrahydro-3,5,5,8,8-pentamethyl-2-naphthalenyl)carbonyl>benzoate

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: HCl conc. / 3 h / 20 °C
2: 99 percent / AlCl3 / CH2Cl2 / 20 °C
3: 81 percent / FeCl3 / 1,2-dichloro-ethane / 16 h / 75 °C
View Scheme
Multi-step reaction with 3 steps
1: 56 percent / HCl gas / ethanol
2: 91 percent / AlCl3 / CH2Cl2 / 1.) RT, 30 min, 2.) reflux, 15 min
3: 72 percent / AlCl3 / CH2Cl2 / 0.25 h / Heating
View Scheme
Multi-step reaction with 3 steps
1: hydrogenchloride / water
2: aluminum (III) chloride
3: aluminum (III) chloride
View Scheme
6223-78-5

2,5-dichloro-2,5-dimethyl hexane

153559-45-6

methyl 4-<(5,6,7,8-tetrahydro-3,5,5,8,8-pentamethyl-2-naphthalenyl)carbonyl>benzoate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 99 percent / AlCl3 / CH2Cl2 / 20 °C
2: 81 percent / FeCl3 / 1,2-dichloro-ethane / 16 h / 75 °C
View Scheme
Multi-step reaction with 2 steps
1: aluminum (III) chloride
2: aluminum (III) chloride
View Scheme
Multi-step reaction with 2 steps
1: aluminum (III) chloride / 1 h / 0 - 20 °C
2: iron(III) chloride / 1,2-dichloro-ethane / 75 °C / Inert atmosphere
View Scheme
29020-85-7

1,1,4,4,7-pentamethyl-2-oxo-1,2,3,4-tetrahydronaphthalene

153559-45-6

methyl 4-<(5,6,7,8-tetrahydro-3,5,5,8,8-pentamethyl-2-naphthalenyl)carbonyl>benzoate

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 87 percent / LiAlH4 / diethyl ether / 1 h / Heating
2: 79 percent / POCl3, pyridine / 100 °C
3: 80 percent / H2 / 10percent Pd/C / ethyl acetate / 1 h
4: 67 percent / AlCl3 / CH2Cl2 / 0.25 h / Heating
View Scheme
5455-94-7

2,2,5,5-tetramethyltetrahydro-3-oxofuran

153559-45-6

methyl 4-<(5,6,7,8-tetrahydro-3,5,5,8,8-pentamethyl-2-naphthalenyl)carbonyl>benzoate

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: 45 percent / AlCl3 / 2 h / 0 - 20 °C
2: 87 percent / LiAlH4 / diethyl ether / 1 h / Heating
3: 79 percent / POCl3, pyridine / 100 °C
4: 80 percent / H2 / 10percent Pd/C / ethyl acetate / 1 h
5: 67 percent / AlCl3 / CH2Cl2 / 0.25 h / Heating
View Scheme
108-88-3

toluene

(+-)-o-toluenesulfinic acid-chloride

(+-)-o-toluenesulfinic acid-chloride

153559-45-6

methyl 4-<(5,6,7,8-tetrahydro-3,5,5,8,8-pentamethyl-2-naphthalenyl)carbonyl>benzoate

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: 45 percent / AlCl3 / 2 h / 0 - 20 °C
2: 87 percent / LiAlH4 / diethyl ether / 1 h / Heating
3: 79 percent / POCl3, pyridine / 100 °C
4: 80 percent / H2 / 10percent Pd/C / ethyl acetate / 1 h
5: 67 percent / AlCl3 / CH2Cl2 / 0.25 h / Heating
View Scheme
167958-79-4

1,1,4,4,6-pentamethyl-1,4-dihydronaphthalene

153559-45-6

methyl 4-<(5,6,7,8-tetrahydro-3,5,5,8,8-pentamethyl-2-naphthalenyl)carbonyl>benzoate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 80 percent / H2 / 10percent Pd/C / ethyl acetate / 1 h
2: 67 percent / AlCl3 / CH2Cl2 / 0.25 h / Heating
View Scheme
167958-78-3

1,1,4,4,7-pentamethyl-2-hydroxy-1,2,3,4-tetrahydronaphthalene

153559-45-6

methyl 4-<(5,6,7,8-tetrahydro-3,5,5,8,8-pentamethyl-2-naphthalenyl)carbonyl>benzoate

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 79 percent / POCl3, pyridine / 100 °C
2: 80 percent / H2 / 10percent Pd/C / ethyl acetate / 1 h
3: 67 percent / AlCl3 / CH2Cl2 / 0.25 h / Heating
View Scheme
6223-78-5

2,5-dichloro-2,5-dimethyl hexane

petroleum ether

petroleum ether

153559-45-6

methyl 4-<(5,6,7,8-tetrahydro-3,5,5,8,8-pentamethyl-2-naphthalenyl)carbonyl>benzoate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 91 percent / AlCl3 / CH2Cl2 / 1.) RT, 30 min, 2.) reflux, 15 min
2: 72 percent / AlCl3 / CH2Cl2 / 0.25 h / Heating
View Scheme
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Chemistry

Molecular Structure of Methyl 4-[(5,6,7,8-tetrahydro-3,5,5,8,8-pentamethyl-2-naphthalenyl)carbonyl]benzoate (CAS NO.153559-45-6):

Systematic Name: Methyl 4-[(3,5,5,8,8-pentamethyl-5,6,7,8-tetrahydronaphthalen-2-yl)carbonyl]benzoate 
Molecular Formula: C24H28O3
Molecular Weight: 364.48
CAS Registry Number: 153559-45-6 
H bond acceptors: 3
H bond donors: 0
Freely Rotating Bonds: 4
Index of Refraction: 1.538
Molar Refractivity: 108.073 cm3
Molar Volume: 345.374 cm3
Surface Tension: 38.759 dyne/cm
Density: 1.055 g/cm3
Flash Point: 203.311 °C
Enthalpy of Vaporization: 73.584 kJ/mol
Boiling Point: 472.829 °C at 760 mmHg
Vapour Pressure: 0 mmHg at 25 °C
SMILES: O=C(OC)c1ccc(cc1)C(=O)c2c(cc3c(c2)C(CCC3(C)C)(C)C)C
InChI: InChI=1/C24H28O3/c1-15-13-19-20(24(4,5)12-11-23(19,2)3)14-18(15)21(25)16-7-9-17(10-8-16)22(26)27-6/h7-10,13-14H,11-12H2,1-6H3
InChIKey: DYVLPJYIGJZAKF-UHFFFAOYAH

Specification

 Methyl 4-[(5,6,7,8-tetrahydro-3,5,5,8,8-pentamethyl-2-naphthalenyl)carbonyl]benzoate (CAS NO.153559-45-6), its Synonym is Benzoic acid,4-[(5,6,7,8-tetrahydro-3,5,5,8,8-pentamethyl-2-naphthalenyl)carbonyl]-, methylester .