7469-77-4

Basic information

• Product Name: 2-METHYL-1-NAPHTHOL
• Synonyms: 2-METHYL-1-NAPHTHOL;2-Methylnaphthalen-1-ol;2-Methyl-1-hydroxynaphthalene;1-Hydroxy-2-methylnaphththalene;2-Methyl-1-naphthalenol;2-Methyl-alpha-naphthol;NSC 402211;2-Methyl-1-naphthol 98%
• CAS NO: 7469-77-4
• Molecular Formula: C₁₁H₁₀O
• Molecular Weight: 158.2
• EINECS: 231-265-2
• Product Categories: Organic Building Blocks;Oxygen Compounds;Phenols
• Mol File: 7469-77-4.mol
• Article Data: 43

Chemical Properties

• Melting Point: 64-66 °C(lit.)
• Boiling Point: 304.3°C at 760 mmHg
• Flash Point: 147.1°C
• Appearance: /
• Density: 1.144g/cm³
• Vapor Pressure: 0.00049mmHg at 25°C
• Refractive Index: 1.656
• Storage Temp.: ?20°C
• PKA: 9.94±0.50(Predicted)
• CAS DataBase Reference: 2-METHYL-1-NAPHTHOL(CAS DataBase Reference)
• NIST Chemistry Reference: 2-METHYL-1-NAPHTHOL(7469-77-4)
• EPA Substance Registry System: 2-METHYL-1-NAPHTHOL(7469-77-4)

Safety Data

• Hazard Codes: Xi
• Statements: 37/38-41
• Safety Statements: 26-39
• WGK Germany: 3
• Hazardous Substances Data: 7469-77-4(Hazardous Substances Data)

Usage

Uses

2-Methyl-1-naphthol was used in selective synthesis of vitamin K3 via liquid-phase oxidation using NbSBA-15 catalyst.

General Description

2-Methyl-1-naphthol undergoes oxidation with molecular oxygen to yield 2-methyl-1,4-naphthoquinone. Mechanism of selective oxidation of 2-methyl-1-naphthol with H2O2 catalyzed by titanium single-site catalysts, TiO2-SiO2 aerogel and mesostructured hydrothermally stable titanium-silicate has been investigated by EPR spectroscopic technique.

InChI:InChI=1/C11H10O/c1-8-6-7-9-4-2-3-5-10(9)11(8)12/h2-7,12H,1H3

Synthetic route

2-methylene-1-tetralone (13203-73-1) → 2-methylnaphthalen-1-ol (7469-77-4)

Conditions	Yield
palladium-carbon In nitrogen; toluene	98.5%

4-chloronaphthalen-1-ol (604-44-4) → 2-methylnaphthalen-1-ol (7469-77-4)

Conditions	Yield
With formaldehyd; hydrogen; dimethyl amine; Pd-C In ethanol	97.5%

(1α,4α)-1,2,3,4-tetrahydro-2β-methyl-1,4-epoxynaphthalen-2α-ol (135678-58-9) → 2-methylnaphthalen-1-ol (7469-77-4)

Conditions	Yield
With toluene-4-sulfonic acid In toluene for 5.5h; Heating;	97%

methanol (67-56-1) + α-naphthol (90-15-3) → 2-methylnaphthalen-1-ol (7469-77-4)

Conditions	Yield
Conversion of starting material;	96%
Conversion of starting material;	94%
Conversion of starting material;	93%

4-chloro-2-(dimethylaminomethyl)-1-naphthol → 2-methylnaphthalen-1-ol (7469-77-4)

Conditions	Yield
Pd-C In ethanol	95%

2-methylnaphthalen-1-yl dichloroacetate (110871-49-3) → 2-methylnaphthalen-1-ol (7469-77-4)

Conditions	Yield
With sodium hydroxide In ethanol at 0℃; for 0.5h;	94.7%

2-methyl-1-tetralone (1590-08-5) → 2-methylnaphthalen-1-ol (7469-77-4)

Conditions	Yield
With (difluoroboryl)dimethylglyoximatocobalt(II) bis(acetonitrile); boron trifluoride diethyl etherate; 3-cyano-N-methyl-quinolinium perchlorate In acetonitrile at 20℃; for 0.5h; Irradiation; Inert atmosphere; Flow reactor;	94%
With carbon disulfide; bromine Kochen des Reaktionsprodukts mit N.N-Dimethyl-anilin;
palladium on activated charcoal at 260℃;
Multi-step reaction with 2 steps 1: 71 percent / Et3N / dimethylformamide 2: 95 percent Chromat. / trityltetrafluoroborate, 2,6-lutidin / CH2Cl2 / 1 h / Ambient temperature; further reagents: tritylperchlorate View Scheme

1-acetoxy-2-methylnaphthalene (5697-02-9) → 2-methylnaphthalen-1-ol (7469-77-4)

Conditions	Yield
With lithium aluminium tetrahydride In tetrahydrofuran at 66℃; for 4h; Cooling with ice; Inert atmosphere;	88%
With lithium aluminium tetrahydride In tetrahydrofuran for 1h; Heating;	70%
With lithium aluminium tetrahydride Yield given;

C15H21N2O2P (127136-78-1) → 2-methylnaphthalen-1-ol (7469-77-4)

Conditions	Yield
In formic acid for 1h; Heating;	87.6%
With formic acid for 1h; Product distribution; Heating;	87%

1-bromo-2-methylnaphtalene (2586-62-1) → 2-methylnaphthalen-1-ol (7469-77-4)

Conditions	Yield
With cesiumhydroxide monohydrate; bis[(trimethylsilyl)methyl](1,5-cyclooctadiene)palladium(II); 2-((di-adamantan-1-yl)phosphaneyl)-1-(2,6-diisopropylphenyl)-1H-imidazole In tetrahydrofuran at 24℃; for 20h; Inert atmosphere;	87%
Stage #1: 1-bromo-2-methylnaphtalene With potassium hydroxide; tris-(dibenzylideneacetone)dipalladium(0); 2-((di-adamantan-1-yl)phosphaneyl)-1-(2,6-diisopropylphenyl)-1H-imidazole In 1,4-dioxane; water at 100℃; for 20h; Inert atmosphere; Stage #2: With hydrogenchloride In 1,4-dioxane; water at 20℃; Inert atmosphere;	83%

isopropylboronic acid (80041-89-0) + 2-methylnaphthalen-1-yl trifluoromethanesulfonate → 2-methylnaphthalen-1-ol (7469-77-4) + 1-isopropyl-2-methylnaphthalene (32114-79-7) + 2-methyl-1-propylnaphthalene (54774-89-9)

Conditions	Yield
With potassium phosphate; C20H34O3P2; [Pd(cinnamyl)Cl]2 In toluene at 110℃; for 12h; Reagent/catalyst; Suzuki-Miyaura Coupling; Inert atmosphere;	A 5% B 83% C 6%

isopropylboronic acid (80041-89-0) + 2-methylnaphthalen-1-yl trifluoromethanesulfonate → 2-methylnaphthalen-1-ol (7469-77-4)

Conditions	Yield
With potassium phosphate; 1,3-bis-(diphenylphosphino)propane; [Pd(cinnamyl)Cl]2 In toluene at 110℃; for 12h; Reagent/catalyst; Solvent; Inert atmosphere;	80%

1-hydroxy-2-naphthoic acid (86-48-6) → 2-methylnaphthalen-1-ol (7469-77-4)

Conditions	Yield
Stage #1: 1-hydroxy-2-naphthoic acid With chloroformic acid ethyl ester; triethylamine In tetrahydrofuran at 0℃; for 3h; Stage #2: With sodium tetrahydroborate In tetrahydrofuran; water at 0 - 20℃; for 4h;	73%
(i) ClCO2Et, Et3N, THF, (ii) aq. NaBH4; Multistep reaction;
With sodium tetrahydroborate; triethylamine; methyl chloroformate 1) THF; Yield given. Multistep reaction;
Multi-step reaction with 2 steps 1: Et3N / tetrahydrofuran / 2 h / 0 °C 2: aq. NaBH4 / tetrahydrofuran / 0 °C View Scheme
Multi-step reaction with 5 steps 1: 60 percent / diethyl ether / 0 °C 2: NaBH4 / methanol / 0.08 h / 0 °C 3: 0.3 M aq. NaIO4 / tetrahydrofuran / 17 h / 23 °C 4: 2.) H2O / 1.) ether, -78 deg C, 10 min, 2.) ether, 23 deg C, 4 h 5: trifluoroacetic acid / CH2Cl2 / 24 h / 23 °C View Scheme

1-ethynyl-2-(prop-1-yn-1-yl)benzene (849799-68-4) → 2-methylnaphthalen-1-ol (7469-77-4)

Conditions	Yield
With [(tris(1-pyrazolyl)borate)Ru(P(phenyl)3)(CH3CN)2]PF6; water In various solvent(s) at 100℃; for 24h;	71%

2-benzofuran-1(3H)-one (87-41-2) + methacrylic acid methyl ester (80-62-6) → 2-methylnaphthalen-1-ol (7469-77-4)

Conditions	Yield
Stage #1: 2-benzofuran-1(3H)-one With lithium hexamethyldisilazane In tetrahydrofuran at -78℃; for 0.416667h; Inert atmosphere; Stage #2: methacrylic acid methyl ester In tetrahydrofuran at -78 - 20℃; Inert atmosphere; regioselective reaction;	66%

2-Methylnaphthalene (91-57-6) → 2-methylnaphthalen-1-ol (7469-77-4) + 7-methyl-1-naphthalenol (6939-33-9)

Conditions	Yield
With tetrakis(pentafluorophenyl)porphyrin manganese(III) chloride; 3-chloro-benzenecarboperoxoic acid In dichloromethane; acetonitrile at 27℃; for 1h; Inert atmosphere; regioselective reaction;	A 65.5% B 4.7%

methanol (67-56-1) + carbon monoxide (201230-82-2) + 1-(but-3-en-1-yl)-2-iodobenzene (24892-64-6) → 2-methylnaphthalen-1-ol (7469-77-4) + 1,2,3,4-tetrahydro-1-oxo-2-naphthaleneacetic acid methyl ester (7430-89-9)

Conditions	Yield
With triethylamine; bis-triphenylphosphine-palladium(II) chloride In acetonitrile; benzene at 100℃; under 62057.8 Torr; for 18h;	A n/a B 55%

(R)-2-hydroxy-2-methyl-3,4-dihydronaphthalen-1(2H)-one (104322-65-8) → 2-methylnaphthalen-1-ol (7469-77-4) + (R)-2-fluoro-2-methyl-3,4-dihydro-2H-naphthalen-1-one + (S)-2-fluoro-2-methyl-3,4-dihydro-2H-naphthalen-1-one

Conditions	Yield
With dimethylaminosulphur trifluoride In dichloromethane at -78 - 20℃; Yields of byproduct given. Title compound not separated from byproducts;	A 54% B n/a C n/a
With dimethylaminosulphur trifluoride In dichloromethane at -78 - 20℃; Yield given. Title compound not separated from byproducts;	A 54% B n/a C n/a

vinyl pivalate (3377-92-2) + 2-bromo-1-phenyl-1-propanone (2114-00-3) → 2-methylnaphthalen-1-ol (7469-77-4)

Conditions	Yield
Stage #1: vinyl pivalate; 2-bromo-1-phenyl-1-propanone With fac-tris[2-phenylpyridinato-C2,N]iridium(III); potassium carbonate In acetonitrile at 20℃; for 8h; Inert atmosphere; Irradiation; Stage #2: With toluene-4-sulfonic acid In toluene Dean-Stark; Reflux;	53%

isopropylboronic acid (80041-89-0) + 2-methylnaphthalen-1-yl trifluoromethanesulfonate → 2-methylnaphthalen-1-ol (7469-77-4) + 1-isopropyl-2-methylnaphthalene (32114-79-7) + 2-Methylnaphthalene (91-57-6)

Conditions	Yield
With potassium phosphate; C20H34O3P2; [Pd(cinnamyl)Cl]2 In toluene at 110℃; for 12h; Suzuki-Miyaura Coupling; Inert atmosphere;	A 51% B 38% C 6 %Chromat.

N,N-dimethyl-o-crotylbenzamide (99618-30-1) → 2-methylnaphthalen-1-ol (7469-77-4)

Conditions	Yield
With methyllithium In tetrahydrofuran at -78 - 25℃; for 8h;	50%

isopropylboronic acid (80041-89-0) + 2-methylnaphthalen-1-yl trifluoromethanesulfonate → 2-methylnaphthalen-1-ol (7469-77-4) + 2-methyl-1-propylnaphthalene (54774-89-9) + 2-Methylnaphthalene (91-57-6)

Conditions	Yield
With potassium phosphate; 4- (9-anthryl) -3-(tert-butyl)-2,3-dihydrobenzo[d][1,3]oxaphosphole; [Pd(cinnamyl)Cl]2 In toluene at 110℃; for 12h; Reagent/catalyst; Inert atmosphere;	A 50% B 35% C 9 %Chromat.

isopropylboronic acid (80041-89-0) + 2-methylnaphthalen-1-yl trifluoromethanesulfonate → 2-methylnaphthalen-1-ol (7469-77-4) + 2-Methylnaphthalene (91-57-6)

Conditions	Yield
With potassium phosphate; [Pd(cinnamyl)Cl]2; triphenylphosphine In toluene at 110℃; for 12h; Reagent/catalyst; Inert atmosphere;	A 44% B 51 %Chromat.

methanol (67-56-1) + α-naphthol (90-15-3) → 4-methyl-1-naphthol (10240-08-1) + 2-methylnaphthalen-1-ol (7469-77-4)

Conditions	Yield
ferric oxide Conversion of starting material;	A n/a B 40%
magnesium oxide Conversion of starting material;	A n/a B 31%

(+/-)-2-hydroxy-2-methyl-3,4-dihydro-2H-naphthalen-1-one (78506-98-6) → 2-methylnaphthalen-1-ol (7469-77-4)

Conditions	Yield
With pyridine; thionyl chloride at -10℃; for 1h;	36%

tetrahydrofuran (109-99-9) + 4-Diazo-2-methylbenzo-2,5-cyclohexadienone (99230-11-2) → 2-methylnaphthalen-1-ol (7469-77-4) + 3'-methyl-4'-oxo-1',4'-dihydronaphthalene-1'-spiro-2-pyrane + 2-methyl-4-(tetrahydrofuran-2-yl)naphthol + polymer; monomer(s): 2-methyl-4-diazonaphthalen-1(4H)-one; tetrahydrofuran

Conditions	Yield
at 0℃; Product distribution; Photolysis;	A 17% B 32% C 8% D 35%

2-benzofuran-1(3H)-one (87-41-2) + 2-methylpropenal (78-85-3) → 2-methylnaphthalen-1-ol (7469-77-4)

Conditions	Yield
With lithium diisopropyl amide In tetrahydrofuran at -78 - 20℃; regioselective reaction;	34%

2-methyl-1-tetralone (1590-08-5) → 2-methylnaphthalen-1-ol (7469-77-4) + 2-Bromo-2-methyl-1,2,3,4-tetrahydro-naphthalin-1-ol (72181-94-3)

Conditions	Yield
With Oxone; ammonium bromide In dichloromethane	A 27% B 8%

isopropylboronic acid (80041-89-0) + 2-methylnaphthalen-1-yl trifluoromethanesulfonate → 2-methylnaphthalen-1-ol (7469-77-4) + 1-isopropyl-2-methylnaphthalene (32114-79-7)

Conditions	Yield
With potassium phosphate; C20H34O3P2; [Pd(cinnamyl)Cl]2 In toluene at 80℃; for 12h; Suzuki-Miyaura Coupling; Inert atmosphere;	A 7% B 24%

isopropylboronic acid (80041-89-0) + 2-methylnaphthalen-1-yl methanesulfonate → 2-methylnaphthalen-1-ol (7469-77-4)

Conditions	Yield
With potassium phosphate; C20H34O3P2; [Pd(cinnamyl)Cl]2 In toluene at 110℃; for 12h; Inert atmosphere;	18%

2-methylnaphthalen-1-ol (7469-77-4) → menadione (58-27-5)

Conditions	Yield
With Co(salN-Medpt); oxygen In acetonitrile for 0.5h;	100%
With methylene blue In methanol; water at 20℃; under 7500.75 Torr; for 0.266667h; Irradiation; Flow reactor;	98%
Stage #1: 2-methylnaphthalen-1-ol In acetonitrile at 74.84℃; Stage #2: With dihydrogen peroxide In acetonitrile for 0.75h; Reflux; chemoselective reaction;	97.3%

2-methylnaphthalen-1-ol (7469-77-4) → 2-Hydroxy-2-methyl-2H-naphthalene-1-one (141982-21-0)

Conditions	Yield
With 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione In tetrahydrofuran at 20℃; for 14h;	100%
With tert.-butylhydroperoxide; 3 A molecular sieve; MoO5*pyridine*HMPA In dichloromethane at 22℃; for 3.5h; other ortho-alkylated α- and β-Naphthols;	93%
With tert.-butylhydroperoxide; 3 A molecular sieve; MoO5*pyridine*HMPA In dichloromethane at 22℃; for 3.5h;	93%

2-methylnaphthalen-1-ol (7469-77-4) → 3,3’-dimethyl-1,1’-binaphthalenylidene-4,4’-dione (14453-57-7)

Conditions	Yield
With 5% Bi/5% Pt on active charcoal; dihydrogen peroxide In methanol; water at 60℃; for 0.333333h; Reagent/catalyst;	99.4%

2-methylnaphthalen-1-ol (7469-77-4) + t-butyldimethylsiyl triflate (69739-34-0) → 1-(tert-butyldimethylsiloxy)-2-methylnaphthalene

Conditions	Yield
With triethylamine In dichloromethane at 20 - 25℃; for 0.5h;	99%

2-methylnaphthalen-1-ol (7469-77-4) + 4-amino-benzoic acid (150-13-0) → 4-((4-hydroxy-3-methylnaphthalen-1-yl)diazenyl)benzoic acid

Conditions	Yield
Stage #1: 4-amino-benzoic acid With hydrogenchloride; sodium nitrite In water at 0 - 5℃; for 0.25h; Stage #2: 2-methylnaphthalen-1-ol With sodium hydroxide In ethanol; water	94%
Stage #1: 4-amino-benzoic acid With hydrogenchloride; sodium nitrite In water at 0℃; for 0.25h; Stage #2: 2-methylnaphthalen-1-ol With sodium hydroxide In ethanol at 0 - 5℃;	92%

trifluoromethylsulfonic anhydride (358-23-6) + 2-methylnaphthalen-1-ol (7469-77-4) → 2-methylnaphthalen-1-yl trifluoromethanesulfonate

Conditions	Yield
With triethylamine In dichloromethane	92%
With triethylamine In dichloromethane at -78℃; for 2h; Inert atmosphere;	80%
With triethylamine In dichloromethane at -78 - 20℃; for 14h; Inert atmosphere;	61%

2-methylnaphthalen-1-ol (7469-77-4) → C11H10O3

Conditions	Yield
With o-iodophenylacetic acid; 3-chloro-benzenecarboperoxoic acid In dichloromethane at 20℃; for 3h; Inert atmosphere;	91%

4-methyl-morpholine (109-02-4) + 2-methylnaphthalen-1-ol (7469-77-4) + Methandiphosphonsaeuretetrapropylester (28254-31-1) + 1,1-dichloromethyl-methyl ether (1191-17-9) + 1-Hydroxy-2-methyl-4-naphthaldehyd → tetra-n-propyl 2-(3-methyl-1-naphthyl)ethenylidene-1,1-diphosphonate + Tetra-n-propyl 2-[4-hydroxy-3-methyl-1-naphthyl]-ethenylidene-1,1-diphosphonate (134787-49-8)

Conditions	Yield
titanium tetrachloride; tin(IV) chloride In tetrahydrofuran; dichloromethane; ethyl acetate	A 90% B n/a

2-methylnaphthalen-1-ol (7469-77-4) + 1,1,1-trifluoro-2-(1H-indol-3-yl)-4-phenylbut-3-yn-2-ol (1417717-41-9) → (S)-2-methyl-4-(4,4,4-trifluoro-3-(1H-indol-3-yl)-1-phenylbuta-1,2-dien-1-yl)naphthalen-1-ol

Conditions	Yield
With (11aR)-3,7-di-9-anthracenyl-10,11,12,13-tetrahydro-5-hydroxy-5-oxide diindeno[7,1de:10,70-fg][1,3,2] dioxaphosphocin In dichloromethane at 20℃; for 48h; Molecular sieve; enantioselective reaction;	90%

2-methylnaphthalen-1-ol (7469-77-4) + lead(IV) tetraacetate (546-67-8) → menadione (58-27-5) + 2-acetoxy-2-methylnaphthalen-1(2H)-one (76274-21-0)

Conditions	Yield
In benzene Ambient temperature;	A 3% B 88%

triphenyl phosphite (101-02-0) + 2-methylnaphthalen-1-ol (7469-77-4) + ethylamine (75-04-7) → N-Ethyl(2-methyl-1-naphthyl)amine (60632-35-1)

Conditions	Yield
	85%

2-methylnaphthalen-1-ol (7469-77-4) + N,N-dimethyl(methylene)ammonium chloride (30354-18-8) → 4-Dimethylaminomethyl-2-methyl-1-naphthol-hydrochlorid (81479-10-9)

Conditions	Yield
In acetonitrile	84%

2-methylnaphthalen-1-ol (7469-77-4) + p-toluenesulfonyl chloride (98-59-9) → 2-methylnaphthalen-1-yl 4-methylbenzenesulfonate2-methyl-1-naphthol

Conditions	Yield
Stage #1: 2-methylnaphthalen-1-ol With potassium hydroxide In tetrahydrofuran at 20℃; for 0.0833333h; Inert atmosphere; Stage #2: p-toluenesulfonyl chloride In tetrahydrofuran at 60℃; Inert atmosphere;	79%
Stage #1: 2-methylnaphthalen-1-ol With potassium hydroxide In tetrahydrofuran at 20℃; for 0.0833333h; Inert atmosphere; Stage #2: p-toluenesulfonyl chloride In tetrahydrofuran at 20 - 60℃; Inert atmosphere;	79%

2-methylnaphthalen-1-ol (7469-77-4) + 4-fluorobenzylisocyanate (132740-43-3) → 2-methylnaphthalen-1-yl 4-fluorobenzylcarbamate

Conditions	Yield
With triethylamine In toluene Heating;	78%

2-methylnaphthalen-1-ol (7469-77-4) + 3,5-dimethylphenyl isocyanate (54132-75-1) → 2-methylnaphthalen-1-yl 3,5-dimethylphenylcarbamate

Conditions	Yield
With triethylamine In toluene Heating;	78%

2-methylnaphthalen-1-ol (7469-77-4) → menadione (58-27-5) + 2-acetoxy-2-methylnaphthalen-1(2H)-one (76274-21-0)

Conditions	Yield
With lead(IV) acetate In acetonitrile Ambient temperature;	A 16% B 74%

2-methylnaphthalen-1-ol (7469-77-4) → phthiocol (483-55-6) + menadione (58-27-5)

Conditions	Yield
With dihydrogen peroxide; methyltrioxorhenium(VII) In acetic acid at 20℃; for 2h;	A 6% B 74%

2-methylnaphthalen-1-ol (7469-77-4) → 4‐bromo‐2‐methylnaphthalen‐1‐ol

Conditions	Yield
With N-Bromosuccinimide In acetonitrile at 20 - 25℃; for 0.5h;	74%
With N-Bromosuccinimide In acetonitrile at 20℃; for 0.5h;	55%

Upstream product

• 90-15-3 α-naphthol 
• 74-88-4 methyl iodide 
• 67-56-1 methanol 
• 121-43-7 Trimethyl borate 
• 75-15-0 carbon disulfide 
• 1590-08-5 2-methyl-1-tetralone 
• 7726-95-6 bromine 
• 583-55-1 1-Bromo-2-iodobenzene 
• 604-44-4 4-chloronaphthalen-1-ol 
• 127136-78-1 C₁₅H₂₁N₂O₂P 
• 59340-10-2 2-(trans-2-Butenyl)-2-methyl-1-naphthalenon 
• 144711-73-9 2-chloro-2-methyl-1,2,3,4-tetrahydronaphthalen-1-one 
• 2246-44-8 1-amino-2-methylnaphthalene 
• 574-96-9 1-hydroxy-2-naphthaldehyde 

Downstream Products

• 14093-86-8 1-methoxy-2-methylnaphthalene 
• 107868-13-3 2-methyl-2-(p-tolyl)naphthalen-1(2H)-one 
• 58-27-5 menadione 
• 76274-21-0 2-acetoxy-2-methylnaphthalen-1(2H)-one 
• 14453-57-7 2,2'-Dimethyl-4,4'-binaphthylidene-1,1'-dione 
• 110327-29-2 4-acetoxy-2-methyl-1-naphthol 
• 14453-57-7 3,3'-dimethyl-[1,1']binaphthylidene-4,4'-dione 
• 1590-08-5 2-methyl-1-tetralone 
• 32281-70-2 1,2,3,4-tetrahydro-2-methylnaphthalen-1-ol 
• 41059-12-5 2-methyl-5,6,7,8-tetrahydro-naphthalen-1-ol 
• 107866-11-5 3,3′-dimethyl-1,1′-binaphthalenyl-4,4′-diol 
• 1575-96-8 2-methyl-1-naphthoic acid 

Relevant articles and documents

Selective Oxidation of 2-Methylnaphthalene to 2-Methyl-1-naphthol by Rhodococcus sp. M192

About 6000 isolates of microorganisms assimilating methylketones (C3-C6) were tested for their selective oxidation of 2-methylnaphthalene to 2-methyl-1-naphthol. Strain M192 was the highest 2-methyl-1-naphthol producer and was classified as the genus Rhodococcus. The optimal conditions for the site-specific oxidation were studied using resting Rhodococcus sp. M192. The 2-methyl-1-naphthol productivity was specifically increased using methylethylketone as a carbon source, 1-propanol as a solvent to dissolve the substrate, and ethylxanthate or diethyldithiocarbamate as an inhibitor of 2-naphthoic acid (side-product) production. In the presence of these compounds, 2-methylnaphthalene was specifically oxidized at the 1-position without the conversion to 2-naphthoic acid. The productivity of 2-methyl-1-naphthol was about 90 μM from 1 mM 2-methylnaphthalene.

Controlling the Gold(I)-Catalyzed 1,5-Allenene Reaction: Construction of Fused Rings with Excellent Diastereoselectivity

In the present study, the gold(I)-catalyzed reaction of 1,5-allenenes was controlled in such a way that instead of a [2 + 3] cycloaddition, a 5-exo-cyclization with the formation of a carbocation occurred. The latter could be trapped with both oxygen and carbon nucleophiles. In the investigated system, fused tricyclic frameworks with three contiguous stereocenters with excellent chemo- and diastereoselectivity in up to 95% yield were obtained.

Green preparation method of menadione sodium bisulfite

The invention provides a preparation method of menadione sodium bisulfite. The method comprises the following steps of: by using cheap and easily available 3, 4-dihydro-1 (2H)-naphthalenone as a raw material, carrying out halogenation-elimination to obtain 1-naphthol; carrying out methylation reaction to generate 2-methyl-1-naphthol; carrying out air oxidation on the 2-methyl-1-naphthol to obtain 2-methyl-1, 4-naphthoquinone; and carrying out addition reaction on the 2-methyl-1, 4-naphthoquinone and sodium hydrogen sulfite so as to obtain the menadione sodium bisulfite. The method has the advantages of cheap and easily available raw materials, low cost, safe, simple and convenient process operation, less process wastewater generation, green and environment-friendly performance, high stability of raw materials and intermediate products, high reaction activity and selectivity, easy realization of reaction conditions, few side reactions and high product purity and yield, and can facilitate the industrial production of the menadione sodium bisulfite.

Photocatalytic hydrogen evolution of 1-tetralones to α-naphthols by continuous-flow technology

Taking advantage of the synergy between photocatalysis and cobaloxime catalysis, the keto-enol radical cation of 1-tetralones becomes compatible with the transformation of various 1-tetralones into α-naphthols and H2 by virtue of the continuous-flow approach without any sacrificial oxidants under unusually mild conditions.