Product Name

  • Name

    1,4-DIHYDRONAPHTHALENE

  • EINECS 210-297-0
  • CAS No. 612-17-9
  • Article Data114
  • CAS DataBase
  • Density 1.004 g/cm3
  • Solubility
  • Melting Point 25°C
  • Formula C10H10
  • Boiling Point 211.5 °C at 760 mmHg
  • Molecular Weight 130.189
  • Flash Point 70.7 °C
  • Transport Information
  • Appearance Colorless to light yellow liquid
  • Safety 7/9-16-36
  • Risk Codes 11
  • Molecular Structure Molecular Structure of 612-17-9 (1,4-DIHYDRONAPHTHALENE)
  • Hazard Symbols
  • Synonyms 1,4-Dihydronaphthalene;NSC 97894;D2-Dialin;
  • PSA 0.00000
  • LogP 2.34140

Synthetic route

naphthalene
91-20-3

naphthalene

1,4-dihydronaphthalene
612-17-9

1,4-dihydronaphthalene

Conditions
ConditionsYield
With sodium In diethyl ether; tert-butyl alcohol Inert atmosphere; Reflux;97%
With sodium; tert-butyl alcohol In tetrahydrofuran at 20℃;96.5%
With ethanol; sodium In benzene Inert atmosphere; Reflux;96%
9,9-dichloro-1,4-dihydro-4a,8a-methanonaphthalene
27714-80-3

9,9-dichloro-1,4-dihydro-4a,8a-methanonaphthalene

1,4-dihydronaphthalene
612-17-9

1,4-dihydronaphthalene

Conditions
ConditionsYield
In ethylene glycol at 120℃; for 0.0833333h;85%
1-Methoxynaphthalene
2216-69-5

1-Methoxynaphthalene

1,4-dihydronaphthalene
612-17-9

1,4-dihydronaphthalene

Conditions
ConditionsYield
With manganese(II) chloride dihydrate; lithium In tetrahydrofuran at 25℃; for 1h; Birch reaction; Inert atmosphere; regioselective reaction;83%
Multi-step reaction with 3 steps
1: NaBH4,m-dicyanobenzene / acetonitrile; H2O / 7 h / Irradiation
2: 100 percent / silica gel
3: 59 percent / NaBH4,m-dicyanobenzene / acetonitrile; H2O / 16 h / Irradiation
View Scheme
naphthalene
91-20-3

naphthalene

A

1,4-dihydronaphthalene
612-17-9

1,4-dihydronaphthalene

B

decalin
91-17-8

decalin

Conditions
ConditionsYield
With tert-Amyl alcohol; ethylenediamine In tetrahydrofuran at 0 - 5℃; for 1h; Birch reduction; Inert atmosphere;A 83%
B n/a
1,2-Dihydronaphthalene
447-53-0

1,2-Dihydronaphthalene

A

naphthalene
91-20-3

naphthalene

B

1,4-dihydronaphthalene
612-17-9

1,4-dihydronaphthalene

Conditions
ConditionsYield
With propylamine Irradiation;A 80%
B 20%
With potassium amide In tetrahydrofuran; ammonia at -78℃; for 0.5h; Product distribution; var. alkali amides;A 9 % Chromat.
B 80 % Chromat.
1,4-Dihydroxy-Δ2,6-hexalin
36284-00-1

1,4-Dihydroxy-Δ2,6-hexalin

1,4-dihydronaphthalene
612-17-9

1,4-dihydronaphthalene

Conditions
ConditionsYield
With pyridine; trichlorophosphate for 72h; Ambient temperature;62%

1,4-dihydronaphthalene
612-17-9

1,4-dihydronaphthalene

Conditions
ConditionsYield
With silver trifluoromethanesulfonate; N-ethyl-N,N-diisopropylamine In acetonitrile at 80℃; for 0.5h;60%
1-Fluoronaphthalene
321-38-0

1-Fluoronaphthalene

1,4-dihydronaphthalene
612-17-9

1,4-dihydronaphthalene

Conditions
ConditionsYield
With manganese(II) chloride dihydrate; lithium In tetrahydrofuran at 25℃; for 1h; Birch reaction; Inert atmosphere; regioselective reaction;50%
phenylium
17333-73-2

phenylium

buta-1,3-diene
106-99-0

buta-1,3-diene

A

naphthalene
91-20-3

naphthalene

B

1,2-Dihydronaphthalene
447-53-0

1,2-Dihydronaphthalene

C

(E)-1-Phenyl-1,3-butadiene
16939-57-4

(E)-1-Phenyl-1,3-butadiene

D

1,4-dihydronaphthalene
612-17-9

1,4-dihydronaphthalene

E

3-Methylindene
767-60-2

3-Methylindene

Conditions
ConditionsYield
With oxygen; trimethylamine under 30 Torr; Mechanism; Product distribution; also with 3H-labelled compound, nuclear decay of a tritium atom, further pressures, additives;A 9%
B 3%
C 3%
D 4%
E 4%
2-naphthalenecarbonitrile
613-46-7

2-naphthalenecarbonitrile

1,4-dihydronaphthalene
612-17-9

1,4-dihydronaphthalene

Conditions
ConditionsYield
With ethanol; sodium
ethanol
64-17-5

ethanol

1,4-dihydro-naphthalene-1,4-diyl dilithium
4064-64-6

1,4-dihydro-naphthalene-1,4-diyl dilithium

1,4-dihydronaphthalene
612-17-9

1,4-dihydronaphthalene

1-amino-5,8-dihydronaphthalene
32666-56-1

1-amino-5,8-dihydronaphthalene

1,4-dihydronaphthalene
612-17-9

1,4-dihydronaphthalene

Conditions
ConditionsYield
und Behandeln mit alkal.Natriumstannit-Loesung.Diazotization;
2,3-dibromo-1,2,3,4-tetrahydro-naphthalene
103273-57-0

2,3-dibromo-1,2,3,4-tetrahydro-naphthalene

1,4-dihydronaphthalene
612-17-9

1,4-dihydronaphthalene

Conditions
ConditionsYield
With ethanol; zinc
1,4-dihydro-naphthalene-1,4-diyl dilithium
4064-64-6

1,4-dihydro-naphthalene-1,4-diyl dilithium

1,4-dihydronaphthalene
612-17-9

1,4-dihydronaphthalene

Conditions
ConditionsYield
With diethyl ether; ethanol
1-Cyanonaphthalene
86-53-3

1-Cyanonaphthalene

1,4-dihydronaphthalene
612-17-9

1,4-dihydronaphthalene

Conditions
ConditionsYield
With ethanol; sodium
isotetraline
493-04-9

isotetraline

A

naphthalene
91-20-3

naphthalene

B

1,4-dihydronaphthalene
612-17-9

1,4-dihydronaphthalene

Conditions
ConditionsYield
With iodosylbenzene; Fe(III)prorphyrinate (SbF-)3 salt In various solvent(s) Mechanism;
naphthalene
91-20-3

naphthalene

A

tetralin
119-64-2

tetralin

B

1,2-Dihydronaphthalene
447-53-0

1,2-Dihydronaphthalene

C

1,4-dihydronaphthalene
612-17-9

1,4-dihydronaphthalene

D

1,2,3,3',4,4'-hexahydro-2,2'-binaphthyl
23405-30-3

1,2,3,3',4,4'-hexahydro-2,2'-binaphthyl

E

1,1',2,2',3,4-hexahydro-2,2'-binaphthyl
100334-83-6

1,1',2,2',3,4-hexahydro-2,2'-binaphthyl

Conditions
ConditionsYield
With ammonia; lithium In diethyl ether at -33℃; for 0.5h; Product distribution; Mechanism; other metals, var. time;
naphthalene
91-20-3

naphthalene

A

1,2-Dihydronaphthalene
447-53-0

1,2-Dihydronaphthalene

B

1,4-dihydronaphthalene
612-17-9

1,4-dihydronaphthalene

Conditions
ConditionsYield
With methanol; lithium at 27℃; Product distribution; other metals (Na, K) and proton donor (H2O);
With ethanol; sodium 1) 2h 2) 3h, 170 deg C; Yield given. Multistep reaction. Yields of byproduct given. Title compound not separated from byproducts;
With sodium tetrahydroborate; triethylamine In methanol; diethylene glycol dimethyl ether Irradiation; Further byproducts given;A 3 % Spectr.
B 17 % Spectr.
1,4-epoxy-1,4-dihydronaphthalene
573-57-9

1,4-epoxy-1,4-dihydronaphthalene

A

isotetraline
493-04-9

isotetraline

B

tetralin
119-64-2

tetralin

C

1,4-dihydronaphthalene
612-17-9

1,4-dihydronaphthalene

Conditions
ConditionsYield
With ammonia; lithium; tert-butyl alcohol In tetrahydrofuran Heating; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
With ammonia; lithium; tert-butyl alcohol In tetrahydrofuran Rate constant; Heating; in presence of compefitor;
With ammonia; lithium; tert-butyl alcohol In tetrahydrofuran Yield given. Yields of byproduct given. Title compound not separated from byproducts;
1,2-Dihydronaphthalene
447-53-0

1,2-Dihydronaphthalene

A

naphthalene
91-20-3

naphthalene

B

tetralin
119-64-2

tetralin

C

1,4-dihydronaphthalene
612-17-9

1,4-dihydronaphthalene

Conditions
ConditionsYield
With potassium amide In tetrahydrofuran; ammonia at -78℃; for 0.5h; 1) THF, NH3, -78 degC, 30 min; Yields of byproduct given. Title compound not separated from byproducts;A n/a
B n/a
C 80 % Chromat.
1,2-Dihydronaphthalene
447-53-0

1,2-Dihydronaphthalene

1,4-dihydronaphthalene
612-17-9

1,4-dihydronaphthalene

Conditions
ConditionsYield
With propylamine for 4h; Product distribution; Irradiation;
1,2-Dihydronaphthalene
447-53-0

1,2-Dihydronaphthalene

A

styrene
292638-84-7

styrene

B

naphthalene
91-20-3

naphthalene

C

tetralin
119-64-2

tetralin

D

1,4-dihydronaphthalene
612-17-9

1,4-dihydronaphthalene

E

1-indene
95-13-6

1-indene

Conditions
ConditionsYield
silicon tetrafluoride Product distribution; Irradiation;
benzo[2,3]bicyclo[3.1.0]hexane
15677-15-3, 148323-54-0, 148323-57-3

benzo[2,3]bicyclo[3.1.0]hexane

A

naphthalene
91-20-3

naphthalene

B

1,2-Dihydronaphthalene
447-53-0

1,2-Dihydronaphthalene

C

1,2-divinylbenzene
91-14-5

1,2-divinylbenzene

D

1,4-dihydronaphthalene
612-17-9

1,4-dihydronaphthalene

E

2-methylene-2,3-dihydro-1H-indene
68846-65-1

2-methylene-2,3-dihydro-1H-indene

Conditions
ConditionsYield
at 500 - 900℃; under 0.1 Torr; Product distribution; Mechanism;
1,4-dihydronaphthalen-1-yltrimethylsilane
65482-07-7

1,4-dihydronaphthalen-1-yltrimethylsilane

A

tetralin
119-64-2

tetralin

B

1,2-Dihydronaphthalene
447-53-0

1,2-Dihydronaphthalene

C

1,4-dihydronaphthalene
612-17-9

1,4-dihydronaphthalene

Conditions
ConditionsYield
With tetrabutyl ammonium fluoride In acetonitrile at 25℃; for 0.5h; var. reag; time, temp; and solv.;A 10 % Chromat.
B 4 % Chromat.
C 84 % Chromat.
With potassium hydroxide In various solvent(s) at 85℃; for 24h; var. reag, time, temp. and solv.;A 9 % Chromat.
B 85 % Chromat.
C 4 % Chromat.
With tetrabutyl ammonium fluoride In tetrahydrofuran at 0℃; for 1h; var. reag; time, temp; and solv.;A 9 % Chromat.
B 5 % Chromat.
C 84 % Chromat.
1,4-dihydronaphthalen-1-yltrimethylsilane
65482-07-7

1,4-dihydronaphthalen-1-yltrimethylsilane

A

1,4-dihydronaphthalene
612-17-9

1,4-dihydronaphthalene

B

1-methyl-1,4-dihydronaphthalene
21564-70-5

1-methyl-1,4-dihydronaphthalene

Conditions
ConditionsYield
With tetrabutyl ammonium fluoride; methyl iodide In tetrahydrofuran at 0℃; for 2h;A 52 % Chromat.
B 48 % Chromat.
With tetrabutyl ammonium fluoride; methyl iodide In tetrahydrofuran at -78℃; for 2h;A 4 % Chromat.
B 96 % Chromat.
8,9-dehydro-<4>(2,7)troponophane
82772-17-6

8,9-dehydro-<4>(2,7)troponophane

1,4-dihydronaphthalene
612-17-9

1,4-dihydronaphthalene

Conditions
ConditionsYield
at 200℃;
tert-butyl 1-indanperacetate
75421-45-3

tert-butyl 1-indanperacetate

A

tetralin
119-64-2

tetralin

B

1,2-Dihydronaphthalene
447-53-0

1,2-Dihydronaphthalene

C

1-methyl-1,2,3,4-tetrahydronaphthalene
1559-81-5

1-methyl-1,2,3,4-tetrahydronaphthalene

D

1,4-dihydronaphthalene
612-17-9

1,4-dihydronaphthalene

E

2-methyltetralin
3877-19-8

2-methyltetralin

Conditions
ConditionsYield
at 427℃; under 0.01 Torr; Product distribution; flash vacuum pyrolysis, other reaction temperatures;A 26.1 % Chromat.
B 26.0 % Chromat.
C 16.2 % Chromat.
D 4.74 % Chromat.
E 5.64 % Chromat.
tert-butyl tetralin-2-percarboxylate
75421-46-4

tert-butyl tetralin-2-percarboxylate

A

tetralin
119-64-2

tetralin

B

1,2-Dihydronaphthalene
447-53-0

1,2-Dihydronaphthalene

C

1-methyl-1,2,3,4-tetrahydronaphthalene
1559-81-5

1-methyl-1,2,3,4-tetrahydronaphthalene

D

1,4-dihydronaphthalene
612-17-9

1,4-dihydronaphthalene

E

2-methyltetralin
3877-19-8

2-methyltetralin

Conditions
ConditionsYield
at 427℃; under 0.01 Torr; Product distribution; flash vacuum pyrolysis, other reaction temperatures;A 28.4 % Chromat.
B 29.3 % Chromat.
C 12.7 % Chromat.
D 6.02 % Chromat.
E 4.75 % Chromat.
(1,4-dihydro-1-naphthyl)bis(4-methoxyphenyl)phosphine
138996-85-7

(1,4-dihydro-1-naphthyl)bis(4-methoxyphenyl)phosphine

A

1,4-dihydronaphthalene
612-17-9

1,4-dihydronaphthalene

B

bis(4-methoxyphenyl)phosphine
84127-04-8

bis(4-methoxyphenyl)phosphine

Conditions
ConditionsYield
With ammonia; sodium at -78℃; for 4h;
Z-4-chloro-1-phenyl-2-butene
82720-00-1

Z-4-chloro-1-phenyl-2-butene

1,4-dihydronaphthalene
612-17-9

1,4-dihydronaphthalene

Conditions
ConditionsYield
With aluminium trichloride In Petroleum ether for 5h; Ambient temperature;
1,4-dihydronaphthalene
612-17-9

1,4-dihydronaphthalene

2,3-epoxy-1,2,3,4-tetrahydronaphthalene
2461-35-0

2,3-epoxy-1,2,3,4-tetrahydronaphthalene

Conditions
ConditionsYield
With 3-chloro-benzenecarboperoxoic acid In dichloromethane at 0 - 20℃;100%
With 3-chloro-benzenecarboperoxoic acid In dichloromethane at 0℃; for 5h; Heating;100%
With tert.-butylhydroperoxide; hexacarbonyl molybdenum In dichloromethane; benzene for 5h; Heating;79%
1,4-dihydronaphthalene
612-17-9

1,4-dihydronaphthalene

isotetraline
493-04-9

isotetraline

Conditions
ConditionsYield
With N,N'-Dimethylurea; tris(pyrrolidino)phosphine oxide; lithium bromide In tetrahydrofuran Electrochemical reaction;98%
1,4-dihydronaphthalene
612-17-9

1,4-dihydronaphthalene

4-methoxyphenylboronic acid
5720-07-0

4-methoxyphenylboronic acid

1,2,3,4-tetrahydro-1-(4-methoxyphenyl)naphthalene
19353-89-0

1,2,3,4-tetrahydro-1-(4-methoxyphenyl)naphthalene

Conditions
ConditionsYield
With nickel(II) triflate; methanol; potassium phosphate; 1,3-diaminocyclohexane In toluene at 80℃; for 24h; Inert atmosphere; Sealed tube; regioselective reaction;98%
1,4-dihydronaphthalene
612-17-9

1,4-dihydronaphthalene

1,2-Dihydronaphthalene
447-53-0

1,2-Dihydronaphthalene

Conditions
ConditionsYield
With potassium tert-butylate In tert-butyl alcohol at 60℃; for 12h; Inert atmosphere;97%
With manganese; 6,6'-dimethyl-2,2'-bipyridine; phosphonic acid diethyl ester; nickel dibromide In chloroform at 35℃; for 24h;76%
With diethyl ether; ammonia; sodium at -70 - -60℃; anschliessende Behandlung mit Aethanol;
1,4-dihydronaphthalene
612-17-9

1,4-dihydronaphthalene

naphthalene
91-20-3

naphthalene

Conditions
ConditionsYield
With methanol; manganese(IV) oxide; 2,3-dicyano-5,6-dichloro-p-benzoquinone In nitromethane at 20℃; for 24h; Inert atmosphere;96%
With N,N'-di-tert-butyldiaziridinone; triphenylphosphine; copper(l) chloride In dichloromethane-d2 at 65℃; for 12h; Inert atmosphere;69%
With iron(III) trifluoromethanesulfonate; C65H77N5O4S2 In 1,2-dichloro-ethane at 75℃; under 760.051 Torr; for 8h; Inert atmosphere;35%
1,4-dihydronaphthalene
612-17-9

1,4-dihydronaphthalene

cis-1,2,3,4-tetrahydro-naphthalene-2,3-diol
35583-15-4

cis-1,2,3,4-tetrahydro-naphthalene-2,3-diol

Conditions
ConditionsYield
With osmium(VIII) oxide; 4-methylmorpholine N-oxide In water; acetone at 20℃; for 36h;92%
With potassium permanganate; dihydrogen peroxide In water; acetone at 0℃; for 2h; Temperature; Inert atmosphere; Green chemistry;85%
With osmium(VIII) oxide; water; 4-methylmorpholine N-oxide In acetone; tert-butyl alcohol at 20℃; for 16h;83%
1,4-dihydronaphthalene
612-17-9

1,4-dihydronaphthalene

tris(p-bromophenyl)amine radical cation
4316-58-9

tris(p-bromophenyl)amine radical cation

A

naphthalene
91-20-3

naphthalene

trans-2,3-Dibrom-1,2,3,4-tetrahydronaphthalin
103273-57-0

trans-2,3-Dibrom-1,2,3,4-tetrahydronaphthalin

trans-2-Brom-3-chlor-1,2,3,4-tetrahydronaphthalin
134567-86-5

trans-2-Brom-3-chlor-1,2,3,4-tetrahydronaphthalin

Conditions
ConditionsYield
In dichloromethane at 20℃; for 3h; Rate constant; Kinetics; Mechanism; other bases, temperatures, times and solvents;A 92%
B n/a
C n/a
1,4-dihydronaphthalene
612-17-9

1,4-dihydronaphthalene

(2α,3β)-2-Hydroxy-3-bromo-1,2,3,4-tetrahydronaphthalene
101751-92-2, 103038-41-1

(2α,3β)-2-Hydroxy-3-bromo-1,2,3,4-tetrahydronaphthalene

Conditions
ConditionsYield
With tetrahydrofuran; N-Bromosuccinimide In water Inert atmosphere;90%
With N-Bromosuccinimide; water In dimethyl sulfoxide at 5℃; for 0.75h;73%
With N-Bromosuccinimide; water
methanol
67-56-1

methanol

Phenylselenyl chloride
5707-04-0

Phenylselenyl chloride

1,4-dihydronaphthalene
612-17-9

1,4-dihydronaphthalene

trans-2-methoxy-3-phenylseleno-1,2,3,4-tetrahydronaphthalene
89357-92-6

trans-2-methoxy-3-phenylseleno-1,2,3,4-tetrahydronaphthalene

Conditions
ConditionsYield
With triethylamine at 25℃; for 20h;90%
With triethylamine at 20 - 25℃; for 2h; Yield given;
1,4-dihydronaphthalene
612-17-9

1,4-dihydronaphthalene

silver(I) acetate
563-63-3

silver(I) acetate

C10H14O2
76669-83-5

C10H14O2

Conditions
ConditionsYield
Stage #1: 1,4-dihydronaphthalene With bromine In tetrachloromethane at 0 - 20℃; for 0.5h;
Stage #2: silver(I) acetate With acetic acid at 80℃; for 6h;
Stage #3: With potassium hydroxide In methanol for 8h;
89%
para-iodoanisole
696-62-8

para-iodoanisole

1,4-dihydronaphthalene
612-17-9

1,4-dihydronaphthalene

1,2,3,4-tetrahydro-1-(4-methoxyphenyl)naphthalene
19353-89-0

1,2,3,4-tetrahydro-1-(4-methoxyphenyl)naphthalene

Conditions
ConditionsYield
With 6,6'-dimethyl-2,2'-bipyridine; cesium fluoride; nickel dichloride In tetrahydrofuran at 22 - 26℃; for 14h; Inert atmosphere; Sealed tube; regioselective reaction;87%
1,4-dihydronaphthalene
612-17-9

1,4-dihydronaphthalene

2,3-epoxy-1,2,3,4-tetrahydronaphthalene
2461-35-0

2,3-epoxy-1,2,3,4-tetrahydronaphthalene

Conditions
ConditionsYield
With 3-chloro-benzenecarboperoxoic acid In dichloromethane at 0 - 20℃; for 24h; Inert atmosphere;85%
With 3-chloro-benzenecarboperoxoic acid In dichloromethane at 0 - 20℃; for 24h; Prilezhaev Epoxydation (mCPBA);75%
With 3-chloro-benzenecarboperoxoic acid In dichloromethane at 0 - 20℃; for 24h;
1,4-dihydronaphthalene
612-17-9

1,4-dihydronaphthalene

Methyl thioglycolate
2365-48-2

Methyl thioglycolate

methyl (1,2,3,4-tetrahydro-2-naphthyl)acetate
137939-71-0

methyl (1,2,3,4-tetrahydro-2-naphthyl)acetate

Conditions
ConditionsYield
With {Au(dppm)}2Cl2; triphenylphosphine In acetonitrile Irradiation;85%
1,4-dihydronaphthalene
612-17-9

1,4-dihydronaphthalene

(E)-4-(2-bromo-vinyl)-anisole
6303-59-9, 60592-52-1, 27570-08-7

(E)-4-(2-bromo-vinyl)-anisole

(E)-1-(4-methoxystyryl)-1,2,3,4-tetrahydronaphthalene

(E)-1-(4-methoxystyryl)-1,2,3,4-tetrahydronaphthalene

Conditions
ConditionsYield
With lithium methanolate; C12H12N2*Ni(2+)*2Br(1-); 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane In N,N-dimethyl acetamide at -10℃; for 12h; Inert atmosphere; regioselective reaction;85%
1,4-dihydronaphthalene
612-17-9

1,4-dihydronaphthalene

methyl 4-iodobenzoate
619-44-3

methyl 4-iodobenzoate

methyl 4-(1,2,3,4-tetrahydronaphthalen-1-yl)benzoate
132777-26-5

methyl 4-(1,2,3,4-tetrahydronaphthalen-1-yl)benzoate

Conditions
ConditionsYield
With dimethylsulfide borane complex; (6,6’-dimethyl-2,2'-bipyridine)nickel(II) dibromide; lithium methanolate In N,N-dimethyl acetamide at -19℃; for 12h; Inert atmosphere; Sealed tube; Glovebox; regioselective reaction;85%
1,4-dihydronaphthalene
612-17-9

1,4-dihydronaphthalene

thiophenol
108-98-5

thiophenol

2-(phenylsulfinyl)-1,2,3,4-tetrahydronaphthalene

2-(phenylsulfinyl)-1,2,3,4-tetrahydronaphthalene

Conditions
ConditionsYield
With 1,8-diazabicyclo[5.4.0]undec-7-ene; N-fluorobis(benzenesulfon)imide In toluene at 20℃; Schlenk technique; Inert atmosphere;84%
1,4-dihydronaphthalene
612-17-9

1,4-dihydronaphthalene

cis-1,2,3,4-tetrahydro-naphthalene-2,3-diol

cis-1,2,3,4-tetrahydro-naphthalene-2,3-diol

Conditions
ConditionsYield
With osmium(VIII) oxide; water; 4-methylmorpholine N-oxide In acetone at 20℃; for 16h;83%
3,6-diphenyl-1,2,4,5-tetrazine
6830-78-0

3,6-diphenyl-1,2,4,5-tetrazine

1,4-dihydronaphthalene
612-17-9

1,4-dihydronaphthalene

1,4-diphenyl-5,10-dihydrobenzophthalazine
134641-55-7

1,4-diphenyl-5,10-dihydrobenzophthalazine

Conditions
ConditionsYield
In ethylene glycol at 120℃; for 1h;81%
chloroform
67-66-3

chloroform

1,4-dihydronaphthalene
612-17-9

1,4-dihydronaphthalene

1,1-dichloro-1a,2,7,7a-tetrahydro-1H-cyclopropa[b]naphthalene
40467-31-0

1,1-dichloro-1a,2,7,7a-tetrahydro-1H-cyclopropa[b]naphthalene

Conditions
ConditionsYield
With sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride In ethanol; water at 0 - 60℃;81%
With sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride70%
With sodium hydroxide In water46%
With cetyltrimethylammonim bromide; sodium hydroxide In ethanol; water at 0 - 25℃; Inert atmosphere;27%
With cetyltrimethylammonim bromide; sodium hydroxide In ethanol; water at 0 - 25℃; for 2h; Inert atmosphere;27%
1,4-dihydronaphthalene
612-17-9

1,4-dihydronaphthalene

A

(1R,2S)-1,2-dihydronaphthalene-1,2-diol
51268-88-3

(1R,2S)-1,2-dihydronaphthalene-1,2-diol

B

(R)-1-hydroxy-1,4-dihydronaphthalene
132490-37-0

(R)-1-hydroxy-1,4-dihydronaphthalene

C

(-)-(S)-2-hydroxy-1,2-dihydronaphthalene
132490-38-1

(-)-(S)-2-hydroxy-1,2-dihydronaphthalene

Conditions
ConditionsYield
for 0.5h; Pseudomonas putida UV4;A 10%
B 81%
C 9%
for 23h; Pseudomonas putida UV4;A 90 % Spectr.
B n/a
C n/a
1,4-dihydronaphthalene
612-17-9

1,4-dihydronaphthalene

3-Phenylpropionic acid
501-52-0

3-Phenylpropionic acid

C19H20O

C19H20O

Conditions
ConditionsYield
With 6,6'-dimethyl-2,2'-bipyridine; nickel(II) bromide trihydrate; di-tert-butyl dicarbonate; propyl bromide; sodium iodide; magnesium chloride; zinc In N,N-dimethyl acetamide at 30℃; for 24h; regioselective reaction;81%
1-bromo-4-methoxy-benzene
104-92-7

1-bromo-4-methoxy-benzene

1,4-dihydronaphthalene
612-17-9

1,4-dihydronaphthalene

1,2,3,4-tetrahydro-1-(4-methoxyphenyl)naphthalene
19353-89-0

1,2,3,4-tetrahydro-1-(4-methoxyphenyl)naphthalene

Conditions
ConditionsYield
With manganese; 6,6'-dimethyl-2,2'-bipyridine; nickel(II) perchlorate hexahydrate; propyl bromide In N,N-dimethyl acetamide at 25℃; for 32h; Inert atmosphere; Sealed tube; regioselective reaction;77%
1,4-dihydronaphthalene
612-17-9

1,4-dihydronaphthalene

diphenyl diselenide
1666-13-3

diphenyl diselenide

silver(I) trifluoromethanethiolate
811-68-7

silver(I) trifluoromethanethiolate

(3-(phenylselanyl)-1,2,3,4-tetrahydronaphthalen-2-yl)(trifluoromethyl)sulfane

(3-(phenylselanyl)-1,2,3,4-tetrahydronaphthalen-2-yl)(trifluoromethyl)sulfane

Conditions
ConditionsYield
Stage #1: 1,4-dihydronaphthalene; diphenyl diselenide; silver(I) trifluoromethanethiolate In acetonitrile at 20℃; for 0.25h; Schlenk technique; Inert atmosphere;
Stage #2: With boron trifluoride diethyl etherate In acetonitrile at 20℃; for 1h; Schlenk technique; Inert atmosphere;
77%
1-(1,1,1-trifluoroprop-2-en-2-yl)-4-methoxybenzene
69843-08-9

1-(1,1,1-trifluoroprop-2-en-2-yl)-4-methoxybenzene

1,4-dihydronaphthalene
612-17-9

1,4-dihydronaphthalene

1-(3,3-difluoro-2-(4-methoxyphenyl)allyl)-1,2,3,4-tetrahydronaphthalene

1-(3,3-difluoro-2-(4-methoxyphenyl)allyl)-1,2,3,4-tetrahydronaphthalene

Conditions
ConditionsYield
With 6,6'-dimethyl-2,2'-bipyridine; nickel(II) bromide trihydrate; Triethoxysilane; tetrabutylammomium bromide; lithium fluoride; triphenylphosphine In N,N-dimethyl acetamide at 60℃; for 24h; Inert atmosphere; Sealed tube; chemoselective reaction;73%
1,4-dihydronaphthalene
612-17-9

1,4-dihydronaphthalene

3,4-dihydronaphthalene-1(2H)-one
529-34-0

3,4-dihydronaphthalene-1(2H)-one

Conditions
ConditionsYield
With tert.-butylhydroperoxide; palladium diacetate; toluene-4-sulfonic acid In water; acetonitrile at 20℃; for 6h; Wacker Oxidation; chemoselective reaction;72%

Naphthalene,1,4-dihydro- Specification

The Naphthalene,1,4-dihydro-, with CAS registry number 612-17-9, has the systematic name of 1,4-dihydronaphthalene. And its IUPAC name is the same one. Besides this, it is also called Delta2-dialin. And the chemical formula of this chemical is C10H10. What's more, its EINECS is 210-297-0.

Physical properties of Naphthalene,1,4-dihydro-: (1)ACD/LogP: 3.53; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 3.53; (4)ACD/LogD (pH 7.4): 3.53; (5)ACD/BCF (pH 5.5): 283.34; (6)ACD/BCF (pH 7.4): 283.34; (7)ACD/KOC (pH 5.5): 1981.36; (8)ACD/KOC (pH 7.4): 1981.36; (9)#H bond acceptors: 0; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 0; (12)Polar Surface Area: 0 Å2; (13)Index of Refraction: 1.572; (14)Molar Refractivity: 42.64 cm3; (15)Molar Volume: 129.5 cm3; (16)Polarizability: 16.9×10-24cm3; (17)Surface Tension: 39.5 dyne/cm; (18)Density: 1.004 g/cm3; (19)Flash Point: 70.7 °C; (20)Enthalpy of Vaporization: 42.95 kJ/mol; (21)Boiling Point: 211.5 °C at 760 mmHg; (22)Vapour Pressure: 0.264 mmHg at 25°C.

Preparation: this chemical can be prepared by naphthalene. This reaction will need reagent sodium and solvent ethanol.

Uses of Naphthalene,1,4-dihydro-: it can be used to produce (+-)-trans-3-bromo-1,2,3,4-tetrahydro-[2]naphthol. This reaction will need reagents H2O, N-bromo-succinimide.

When you are using this chemical, please be cautious about it as the following:
The Naphthalene,1,4-dihydro- is highly flammable, so keep it away from sources of ignition. And you should keep its container tightly closed and in a well-ventilated place. When use this chemical, wear suitable protective clothing.

You can still convert the following datas into molecular structure:
(1)SMILES: c1ccc2c(c1)C/C=C\C2
(2)InChI: InChI=1/C10H10/c1-2-6-10-8-4-3-7-9(10)5-1/h1-6H,7-8H2
(3)InChIKey: FUPIVZHYVSCYLX-UHFFFAOYAN
(4)Std. InChI: InChI=1S/C10H10/c1-2-6-10-8-4-3-7-9(10)5-1/h1-6H,7-8H2
(5)Std. InChIKey: FUPIVZHYVSCYLX-UHFFFAOYSA-N

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