Product Name

  • Name

    1,1,6-Trimethyl-1,2-dihydronaphthalene

  • EINECS 250-150-8
  • CAS No. 30364-38-6
  • Article Data9
  • CAS DataBase
  • Density 0.935 g/cm3
  • Solubility
  • Melting Point
  • Formula C13H16
  • Boiling Point 242.2 °C at 760 mmHg
  • Molecular Weight 172.27
  • Flash Point 94.8 °C
  • Transport Information
  • Appearance
  • Safety
  • Risk Codes
  • Molecular Structure Molecular Structure of 30364-38-6 (1,1,6-Trimethyl-1,2-dihydronaphthalene)
  • Hazard Symbols
  • Synonyms Naphthalene,1,2-dihydro-1,1,6-trimethyl-;1,2-Dihydro-1,1,6-trimethylnaphthalene;Dehydro-ar-ionene;
  • PSA 0.00000
  • LogP 3.68950

Synthetic route

1,2,3,4-tetrahydro-1,1,6-trimethylnaphthalene
475-03-6

1,2,3,4-tetrahydro-1,1,6-trimethylnaphthalene

1,2-dihydro-1,1,6-trimethyl-naphthalene
30364-38-6

1,2-dihydro-1,1,6-trimethyl-naphthalene

Conditions
ConditionsYield
With tetrachloromethane; N-Bromosuccinimide; dibenzoyl peroxide
With N-Bromosuccinimide; dibenzoyl peroxide In tetrachloromethane
With N-Bromosuccinimide; N,N-diethylaniline; dibenzoyl peroxide
(E)-β-ionone
79-77-6

(E)-β-ionone

A

1,2-dihydro-1,1,6-trimethyl-naphthalene
30364-38-6

1,2-dihydro-1,1,6-trimethyl-naphthalene

B

4-(2,3,6-trimethyl-phenyl)-butan-2-one
58720-40-4

4-(2,3,6-trimethyl-phenyl)-butan-2-one

Conditions
ConditionsYield
With tetrachloromethane; N-Bromosuccinimide Erhitzen des Reaktionsprodukts mit ueberschuessigem N.N-Diaethyl-anilin auf Temperaturen oberhalb 100grad;
5,6-epoxy-trans-β-ionone
36340-49-5

5,6-epoxy-trans-β-ionone

1,2-dihydro-1,1,6-trimethyl-naphthalene
30364-38-6

1,2-dihydro-1,1,6-trimethyl-naphthalene

Conditions
ConditionsYield
With formic acid
Conditions
ConditionsYield
With N-Bromosuccinimide; Perbenzoic acid; N,N-diethylaniline 1.) CCl4, 70 deg C, 15 min, 2.) 120 deg C; Yield given. Multistep reaction;
1.1.3-trimethyl-2-<3-oxo-buten-(1)-yl>-cyclohexene-(2)

1.1.3-trimethyl-2-<3-oxo-buten-(1)-yl>-cyclohexene-(2)

A

1,2-dihydro-1,1,6-trimethyl-naphthalene
30364-38-6

1,2-dihydro-1,1,6-trimethyl-naphthalene

B

1.2.4-trimethyl-3-<3-oxo-butyl>-benzene

1.2.4-trimethyl-3-<3-oxo-butyl>-benzene

Conditions
ConditionsYield
With tetrachloromethane; N-Bromosuccinimide Kochen des Reaktionsprodukts mit N.N-Diaethyl-anilin;
tetrachloromethane
56-23-5

tetrachloromethane

N-Bromosuccinimide
128-08-5

N-Bromosuccinimide

(E)-β-ionone
79-77-6

(E)-β-ionone

A

1,2-dihydro-1,1,6-trimethyl-naphthalene
30364-38-6

1,2-dihydro-1,1,6-trimethyl-naphthalene

B

1-<2.3.6-trimethyl-phenyl>-butanone-(3)

1-<2.3.6-trimethyl-phenyl>-butanone-(3)

Conditions
ConditionsYield
Erhitzen des Reaktionsprodukts mit ueberschuessigem N.N-Diaethyl-anilin auf Temperaturen bei >100grad;
tetrachloromethane
56-23-5

tetrachloromethane

N-Bromosuccinimide
128-08-5

N-Bromosuccinimide

A

1,2-dihydro-1,1,6-trimethyl-naphthalene
30364-38-6

1,2-dihydro-1,1,6-trimethyl-naphthalene

B

1-<2.3.6-trimethyl-phenyl>-butanone-(3)

1-<2.3.6-trimethyl-phenyl>-butanone-(3)

Conditions
ConditionsYield
Erhitzen des Reaktionsprodukts mit ueberschuessigem N.N-Diaethyl-anilin auf Temperaturen oberhalb 100grad;
(R)-α-ionone
24190-29-2

(R)-α-ionone

1,2-dihydro-1,1,6-trimethyl-naphthalene
30364-38-6

1,2-dihydro-1,1,6-trimethyl-naphthalene

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: iodine
2: N-Bromosuccinimide; N,N-diethylaniline; dibenzoyl peroxide
View Scheme
toluene
108-88-3

toluene

1,2-dihydro-1,1,6-trimethyl-naphthalene
30364-38-6

1,2-dihydro-1,1,6-trimethyl-naphthalene

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1: aluminum (III) chloride / Milling
2: hydrogenchloride / water / 4 h / 20 °C
3: trimethylsilyl trifluoromethanesulfonate / dichloromethane; hexane / 15 h / 0 - 20 °C / Inert atmosphere
4: trifluoroacetic acid; trifluoroacetic anhydride / 4 h / 0 - 20 °C
5: cerium(III) chloride heptahydrate; sodium tetrahydroborate / methanol / 0.5 h / 20 °C
6: calcium chloride; toluene-4-sulfonic acid / cyclohexane / 2 h / 50 °C
View Scheme
3-(4-methylbenzoyl)propionic acid
4619-20-9

3-(4-methylbenzoyl)propionic acid

1,2-dihydro-1,1,6-trimethyl-naphthalene
30364-38-6

1,2-dihydro-1,1,6-trimethyl-naphthalene

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: hydrogenchloride / water / 4 h / 20 °C
2: trimethylsilyl trifluoromethanesulfonate / dichloromethane; hexane / 15 h / 0 - 20 °C / Inert atmosphere
3: trifluoroacetic acid; trifluoroacetic anhydride / 4 h / 0 - 20 °C
4: cerium(III) chloride heptahydrate; sodium tetrahydroborate / methanol / 0.5 h / 20 °C
5: calcium chloride; toluene-4-sulfonic acid / cyclohexane / 2 h / 50 °C
View Scheme
ethyl 4-oxo-4-(p-tolyl)butanoate
6942-61-6

ethyl 4-oxo-4-(p-tolyl)butanoate

1,2-dihydro-1,1,6-trimethyl-naphthalene
30364-38-6

1,2-dihydro-1,1,6-trimethyl-naphthalene

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: trimethylsilyl trifluoromethanesulfonate / dichloromethane; hexane / 15 h / 0 - 20 °C / Inert atmosphere
2: trifluoroacetic acid; trifluoroacetic anhydride / 4 h / 0 - 20 °C
3: cerium(III) chloride heptahydrate; sodium tetrahydroborate / methanol / 0.5 h / 20 °C
4: calcium chloride; toluene-4-sulfonic acid / cyclohexane / 2 h / 50 °C
View Scheme
4-methyl-4-p-tolyl-valeric acid
40663-79-4

4-methyl-4-p-tolyl-valeric acid

1,2-dihydro-1,1,6-trimethyl-naphthalene
30364-38-6

1,2-dihydro-1,1,6-trimethyl-naphthalene

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: trifluoroacetic acid; trifluoroacetic anhydride / 4 h / 0 - 20 °C
2: cerium(III) chloride heptahydrate; sodium tetrahydroborate / methanol / 0.5 h / 20 °C
3: calcium chloride; toluene-4-sulfonic acid / cyclohexane / 2 h / 50 °C
View Scheme
4,4,7-trimethyl-3,4-dihydronaphthalen-1(2H)-one
70358-65-5

4,4,7-trimethyl-3,4-dihydronaphthalen-1(2H)-one

1,2-dihydro-1,1,6-trimethyl-naphthalene
30364-38-6

1,2-dihydro-1,1,6-trimethyl-naphthalene

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: cerium(III) chloride heptahydrate; sodium tetrahydroborate / methanol / 0.5 h / 20 °C
2: calcium chloride; toluene-4-sulfonic acid / cyclohexane / 2 h / 50 °C
View Scheme
C13H18O

C13H18O

1,2-dihydro-1,1,6-trimethyl-naphthalene
30364-38-6

1,2-dihydro-1,1,6-trimethyl-naphthalene

Conditions
ConditionsYield
With toluene-4-sulfonic acid; calcium chloride In cyclohexane at 50℃; for 2h;
1,2-dihydro-1,1,6-trimethyl-naphthalene
30364-38-6

1,2-dihydro-1,1,6-trimethyl-naphthalene

4,4,7-trimethyl-3,4-dihydronaphthalen-1(2H)-one
70358-65-5

4,4,7-trimethyl-3,4-dihydronaphthalen-1(2H)-one

Conditions
ConditionsYield
With hydrogenchloride Erwaermen des Reaktionsprodukts mit CrO3 in wss. Essigsaeure;
1,2-dihydro-1,1,6-trimethyl-naphthalene
30364-38-6

1,2-dihydro-1,1,6-trimethyl-naphthalene

4-(2-carboxy-1,1-dimethyl-ethyl)-isophthalic acid
855641-95-1

4-(2-carboxy-1,1-dimethyl-ethyl)-isophthalic acid

Conditions
ConditionsYield
With sodium hydroxide; potassium permanganate
1,2-dihydro-1,1,6-trimethyl-naphthalene
30364-38-6

1,2-dihydro-1,1,6-trimethyl-naphthalene

KMnO4

KMnO4

aqueous alkaline solution

aqueous alkaline solution

4-(2-carboxy-1,1-dimethyl-ethyl)-isophthalic acid
855641-95-1

4-(2-carboxy-1,1-dimethyl-ethyl)-isophthalic acid

1,2-dihydro-1,1,6-trimethyl-naphthalene
30364-38-6

1,2-dihydro-1,1,6-trimethyl-naphthalene

5,5-dimethyl-1,3-dioxo-1,3,4,5-tetrahydro-benz[c]oxepin-8-carboxylic acid

5,5-dimethyl-1,3-dioxo-1,3,4,5-tetrahydro-benz[c]oxepin-8-carboxylic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: aq. NaOH solution; potassium permanganate
2: Sublimation im Hochvakuum
View Scheme

1,1,6-Trimethyl-1,2-dihydronaphthalene Chemical Properties

Molecule structure of 1,1,6-Trimethyl-1,2-dihydronaphthalene (CAS NO.30364-38-6):

IUPAC Name: 1,1,6-Trimethyl-2H-naphthalene 
Molecular Weight: 172.26614 g/mol
Molecular Formula: C13H16
Density: 0.935 g/cm3 
Boiling Point: 242.2 °C at 760 mmHg 
Flash Point: 94.8 °C
Index of Refraction: 1.528
Molar Refractivity: 56.78 cm3
Molar Volume: 184.2 cm3
Surface Tension: 34.2 dyne/cm 
Enthalpy of Vaporization: 45.97 kJ/mol
Vapour Pressure: 0.0536 mmHg at 25 °C
XLogP3-AA: 4.2 
Exact Mass: 172.125201
MonoIsotopic Mass: 172.125201
Canonical SMILES: CC1=CC2=C(C=C1)C(CC=C2)(C)C
InChI: InChI=1S/C13H16/c1-10-6-7-12-11(9-10)5-4-8-13(12,2)3/h4-7,9H,8H2,1-3H3
InChIKey: RTUMCNDCAVLXEP-UHFFFAOYSA-N
EINECS of 1,1,6-Trimethyl-1,2-dihydronaphthalene (CAS NO.30364-38-6): 250-150-8

1,1,6-Trimethyl-1,2-dihydronaphthalene Specification

 1,1,6-Trimethyl-1,2-dihydronaphthalene (CAS NO.30364-38-6) is also named as 1,1,6-trimethyl-1,2-dihydronaphthalene (TDN) ; 1,2-Dihydro-1,1,6-trimethylnaphthalene ; Naphthalene, 1,2-dihydro-1,1,6-trimethyl- ; naphthalene,1,2-dihydro-1,1,6-trimethyl- .

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