Benzyl methyl ether supplier

Name
Benzyl methyl ether
EINECS 208-705-7
CAS No. 538-86-3
Article Data249
CAS DataBase
Density 0.949 g/cm³
Solubility practically insoluble in water
Melting Point -52.6 °C
Formula C₈H₁₀O
Boiling Point 174 °C at 760 mmHg
Molecular Weight 122.167
Flash Point 36.4 °C
Transport Information UN 3271 3/PG 3
Appearance Clear colourless to slightly yellowish liquid
Safety 16
Risk Codes 10
Molecular Structure
Hazard Symbols R10:;
Synonyms Ether,benzyl methyl (6CI,8CI);Methyl benzyl ether;NSC 8058;Benzyl methyl ether;1-(Methoxymethyl)benzene;(Methoxymethyl)benzene;
PSA 9.23000
LogP 1.83300

Synthetic route

: 38222-83-2
2,6-di-tert-butyl-4-methylpyridine

: 278172-59-1
methyltriphenylbismuthonium tetrafluoroborate

: 100-51-6
benzyl alcohol

A: 538-86-3
benzyl methyl ether

B: 160142-36-9
2,6-di-tert-butyl-4-methylpyridinium tetrafluoroborate

C: 603-33-8
triphenylbismuthane

Conditions

Conditions	Yield
In chloroform-d1 Kinetics; alcohol was added to mixt. (Ph3BiMe)(BF4) and 2,6-di-tert-butyl-4-methylpyridine in CDCl3 and allowed to react at 23°C for 4-7 h; detn. by NMR;	A 95% B 100% C 100%

...Expand

: 1125-88-8
benzaldehyde dimethyl acetal

: 538-86-3
benzyl methyl ether

Conditions

Conditions	Yield
With 1,1,3,3-Tetramethyldisiloxane; copper(II) bis(trifluoromethanesulfonate) In dichloromethane at 20℃;	99%
With trimethylsilan; trimethylsilyl trifluoromethanesulfonate In dichloromethane 0 deg C, 30 min. then 28 deg C, 13 h.;	96%
With triethylsilane; Nafion-H (perfluororesinsulfonic acid) In dichloromethane for 2h; Heating;	96%

: 140-11-4
Benzyl acetate

: 74-88-4
methyl iodide

: 538-86-3
benzyl methyl ether

Conditions

Conditions	Yield
With sodium hydride In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide 1.) 0 deg C, 1 h, 2.) 25 deg C, 24 h;	99%

: 77-78-1
dimethyl sulfate

: 100-51-6
benzyl alcohol

: 538-86-3
benzyl methyl ether

Conditions

Conditions	Yield
Stage #1: benzyl alcohol With potassium carbonate In acetone for 0.25h; Stage #2: dimethyl sulfate In acetone for 15h; Reflux;	97%
With sodium hydroxide; zirconium (benzyldiethylammoniomethylphosphonate chloride) phosphate In ethanol; water; Petroleum ether at 42℃; for 8h;	80.1%
With sodium hydroxide at 40℃;

: 67-56-1
methanol

: 201230-82-2
carbon monoxide

: 100-44-7
benzyl chloride

A: 538-86-3
benzyl methyl ether

B: 114-70-5
sodium phenylacetate

Conditions

Conditions	Yield
With sodium hydroxide; dicobalt octacarbonyl at 60 - 65℃; under 760.051 - 2280.15 Torr;	A n/a B 97%

...Expand

: 67-56-1
methanol

: 100-52-7
benzaldehyde

: 538-86-3
benzyl methyl ether

Conditions

Conditions	Yield
With Decaborane at 20℃; for 22h; reductive etherification;	96%
With phenyltellurotrimethylsilane; zinc(II) iodide In benzene for 3h; Ambient temperature;	89 % Chromat.

: 67-56-1
methanol

: 28493-54-1
benzyltributyltin

: 538-86-3
benzyl methyl ether

Conditions

Conditions	Yield
With copper(II) bis(tetrafluoroborate) In acetonitrile for 1.5h; Irradiation;	94%

: 28493-54-1
benzyltributyltin

: 538-86-3
benzyl methyl ether

Conditions

Conditions	Yield
With methanol; copper(II) bis(tetrafluoroborate) In acetonitrile Irradiation (UV/VIS); 1.5 h, λ > 200 nm;	94%

: 67-56-1
methanol

: 100-51-6
benzyl alcohol

A: 538-86-3
benzyl methyl ether

B: 103-50-4
dibenzyl ether

Conditions

Conditions	Yield
With copper(ll) bromide at 175℃; for 10h; Inert atmosphere; Sealed tube;	A 93% B 7%
With phosphoric acid at 350℃; under 36775.4 Torr;
With Cp*Ir(Cl)2(nBu2Im); silver trifluoromethanesulfonate at 110℃; for 12h;	A 88 %Spectr. B 6 %Spectr.

...Expand

: 67-56-1
methanol

: 100-39-0
benzyl bromide

: 538-86-3
benzyl methyl ether

Conditions

Conditions	Yield
With iron(II) sulfate at 75℃; for 12h;	92%
Stage #1: methanol With potassium hydride In tetrahydrofuran at 25℃; for 8h; Metallation; Stage #2: benzyl bromide In tetrahydrofuran Alkylation;	85%
With silver(II) oxide at 0℃;	82%

: 67-56-1
methanol

: 100-51-6
benzyl alcohol

: 538-86-3
benzyl methyl ether

Conditions

Conditions	Yield
With bismuth(III) bromide In tetrachloromethane at 25℃; for 8h; Etherification;	92%
Stage #1: methanol With 15-crown-5; potassium In tetrahydrofuran at 25℃; Stage #2: benzyl alcohol In tetrahydrofuran	25%
Stage #1: benzyl alcohol With titanium tetrachloride In chloroform at 20℃; for 0.0166667h; Molecular sieve; Stage #2: methanol In chloroform for 72h; Reflux;	20%

: 100-51-6
benzyl alcohol

: 149-73-5
trimethyl orthoformate

: 538-86-3
benzyl methyl ether

Conditions

Conditions	Yield
With iodine at 20℃; for 0.5h;	92%

: 100-51-6
benzyl alcohol

: 74-88-4
methyl iodide

: 538-86-3
benzyl methyl ether

Conditions

Conditions	Yield
With sodium hydride In tetrahydrofuran at 20℃; for 16h;	91%
With sodium hydride; 1-n-butyl-2,3-dimethylimidazolium hexafluorophosphate at 25℃; for 2h; Williamson synthesis;	91%
With iron(III) perchlorate at 20℃; for 1h; neat (no solvent);	90%

: 31600-55-2
benzyl methoxymethyl ether

: 538-86-3
benzyl methyl ether

Conditions

Conditions	Yield
With chloro-trimethyl-silane; zinc(II) tetrahydroborate In diethyl ether; dichloromethane at 25℃; for 40h;	90%

: 1445-45-0
Trimethyl orthoacetate

: 100-51-6
benzyl alcohol

: 538-86-3
benzyl methyl ether

Conditions

Conditions	Yield
With iodine at 20℃; for 0.583333h;	90%
With Montmorillonite KSF for 12h; Ambient temperature;	83%

: 67-56-1
methanol

: 103-50-4
dibenzyl ether

: 538-86-3
benzyl methyl ether

Conditions

Conditions	Yield
With iron(III) chloride at 146.84℃; for 6h; Reagent/catalyst;	89.3%

: 67-56-1
methanol

: 100-44-7
benzyl chloride

: 538-86-3
benzyl methyl ether

Conditions

Conditions	Yield
With silver(II) oxide Ambient temperature;	89%
With benzyltrimethylammonium chloride for 0.0833333h; Heating; Irradiation;	87%
With potassium hydroxide

: 100-44-7
benzyl chloride

A: 538-86-3
benzyl methyl ether

B: 103-82-2
phenylacetic acid

Conditions

Conditions	Yield
With sodium hydroxide; cobalt tetracarbonyl anion In methanol at 55℃; for 4h;	A 10% B 85%

: 55563-80-9
6,7-diazatricyclo<3.2.2.02,4>nona-6,8-diene N-oxide

A: 538-86-3
benzyl methyl ether

B: 100-44-7
benzyl chloride

Conditions

Conditions	Yield
With hydrogenchloride In methanol Mechanism; Ambient temperature;	A n/a B 85%

: 67-56-1
methanol

: 65-85-0
benzoic acid

: 538-86-3
benzyl methyl ether

Conditions

Conditions	Yield
With aluminium(III) triflate; tris(2,4-pentanedionato)ruthenium(III); hydrogen; [2-((diphenylphospino)methyl)-2-methyl-1,3-propanediyl]bis[diphenylphosphine] In toluene at 160℃; under 45603.1 Torr; for 24h; Autoclave;	84%

: 1445-45-0
Trimethyl orthoacetate

: 100-51-6
benzyl alcohol

A: 538-86-3
benzyl methyl ether

B: 140-11-4
Benzyl acetate

Conditions

Conditions	Yield
Montmorillonite KSF at 20℃; for 12h;	A 83% B 4%

...Expand

: 16881-77-9
(dimethoxy)methylsilane

: 100-52-7
benzaldehyde

: 538-86-3
benzyl methyl ether

Conditions

Conditions	Yield
Stage #1: (dimethoxy)methylsilane; benzaldehyde With dicarbonyl(pentamethylcyclopentadienyl)(4-methoxyphenyl)iron In dichloromethane for 4h; Inert atmosphere; Irradiation; Schlenk technique; Stage #2: With sodium hydroxide In methanol; water Schlenk technique; Inert atmosphere;	82%

: 2092-14-0
aluminium benzyl alcoholate

: 74-88-4
methyl iodide

: 538-86-3
benzyl methyl ether

Conditions

Conditions	Yield
In N,N-dimethyl-formamide at 59 - 70℃; for 48h;	80%

: 617-86-7
triethylsilane

: 1125-88-8
benzaldehyde dimethyl acetal

: 538-86-3
benzyl methyl ether

Conditions

Conditions	Yield
With 2,4,6-triphenylpyrilium perchlorate In acetonitrile for 0.166667h; Irradiation;	80%

: 67-56-1
methanol

: 108-88-3
toluene

A: 538-86-3
benzyl methyl ether

B: 100-52-7
benzaldehyde

Conditions

Conditions	Yield
With tetrachloromethane; bis(acetylacetonate)oxovanadium; triethylamine at 175℃; for 14h; Inert atmosphere; Autoclave;	A 80% B 10%

...Expand

: diisopropyl phosphine oxide

A: 538-86-3
benzyl methyl ether

B: 20491-53-6
di-isopropylphosphine

Conditions

Conditions	Yield
With lithium aluminium tetrahydride In diethyl ether for 1h; Heating; reduction failed;	A 79% B 61%
With lithium aluminium tetrahydride In diethyl ether for 1h; Reflux;	A 79% B 61%

: 67-56-1
methanol

: 1050-28-8
(S)-2-[(S)-2-Amino-3-(4-hydroxy-phenyl)-propionylamino]-3-(4-hydroxy-phenyl)-propionic acid

A: 538-86-3
benzyl methyl ether

B: 60-18-4
L-tyrosine

Conditions

Conditions	Yield
With potassium hydroxide; [bis(acetoxy)iodo]benzene at 0 - 5℃; for 1.5h;	A 78% B n/a

...Expand

: 108-86-1
bromobenzene

: 107-30-2
chloromethyl methyl ether

: 538-86-3
benzyl methyl ether

Conditions

Conditions	Yield
Stage #1: bromobenzene With n-butyllithium In tetrahydrofuran at -78℃; for 1h; Stage #2: chloromethyl methyl ether In tetrahydrofuran at -78 - 0℃; for 2h;	76%
With diethyl ether; sodium

: 107-30-2
chloromethyl methyl ether

: 108-95-2
phenol

: 538-86-3
benzyl methyl ether

Conditions

Conditions	Yield
Stage #1: phenol With sodium hydride In tetrahydrofuran; mineral oil at 0℃; for 0.25h; Inert atmosphere; Schlenk technique; Stage #2: chloromethyl methyl ether In tetrahydrofuran at 0 - 25℃; for 2h; Inert atmosphere; Schlenk technique;	76%

: 67-56-1
methanol

: 135765-55-8
C13H18ClNO3

A: 538-86-3
benzyl methyl ether

B: 49680-44-6
3-nitroso-3-methylbutanoic acid methyl ester

C: 100-44-7
benzyl chloride

D: 82004-61-3, 82004-62-4, 90691-23-9
C14H21NO4

Conditions

Conditions	Yield
With triethylamine 1.) -20 deg C, 6 h, 2.) 20 deg C, 1 h;	A n/a B 24% C n/a D 75%

...Expand

: 538-86-3
benzyl methyl ether

: 98-88-4
benzoyl chloride

: 93-58-3
benzoic acid methyl ester

Conditions

Conditions	Yield
With iron In 1,2-dichloro-ethane at 80℃; for 7h; Schlenk technique; Inert atmosphere; regioselective reaction;	99%
With molybdenum(V) chloride In 1,2-dichloro-ethane at 80℃; for 3h;	82%

: 538-86-3
benzyl methyl ether

: 75-16-1
methylmagnesium bromide

: 100-41-4
ethylbenzene

Conditions

Conditions	Yield
1,1'-bis-(diphenylphosphino)ferrocene; [1,1'-bis(diphenylphosphino)ferrocene]nickel(II) chloride; potassium iodide In diethyl ether; toluene at 80℃; for 10h;	99%

: 538-86-3
benzyl methyl ether

: 108-88-3
toluene

Conditions

Conditions	Yield
With palladium dichloride In methanol at 40℃; for 12h; Inert atmosphere; Green chemistry; chemoselective reaction;	99%
With methanol; toluene-4-sulfonic acid at 25℃; for 7.5h; Reagent/catalyst; Inert atmosphere; Sealed tube; UV-irradiation;	95%
With samarium diiodide; water In tetrahydrofuran; decane at 20℃;
With diisobutylaluminium hydride; sodium t-butanolate; bis(1,5-cyclooctadiene)nickel(0); 1,3-bis[(2,6-diisopropyl)phenyl]imidazolinium chloride In tetrahydrofuran at 80℃; for 16h; Product distribution / selectivity; Inert atmosphere;	82 %Chromat.

: 623-26-7
terephthalonitrile

: 538-86-3
benzyl methyl ether

: 4-(methoxy(phenyl)methyl)benzonitrile

Conditions

Conditions	Yield
With fac-tris(2-(4,6-difluorophenyl)pyridinato,N,C(2'))iridium(III); N-[3,5-bis(trifluoromethyl)phenyl]-2,4,6-triisopropylbenzenesulfonamide; potassium carbonate In acetone at 40℃; for 24h; Sealed tube; Inert atmosphere; Irradiation;	99%
With tris[2-phenylpyridinato-C2,N]iridium(III); dipotassium hydrogenphosphate; Octanal; Methyl thioglycolate In N,N-dimethyl acetamide at -78 - 23℃; for 12h; Reagent/catalyst; Solvent; Irradiation; Inert atmosphere;	77%
With thiobenzoic acid; potassium phosphate In N,N-dimethyl acetamide at 20℃; for 6h; Irradiation;	55%

: 538-86-3
benzyl methyl ether

A: 67-56-1
methanol

B: 108-88-3
toluene

Conditions

Conditions	Yield
With hydrogen In n-heptane at 160℃; under 750.075 Torr; for 6h; Catalytic behavior; Temperature;	A 93% B 98%

: 538-86-3
benzyl methyl ether

: 873-77-8
(4-chlorphenyl)magnesium bromide

: 7364-23-0
1-chloro-4-(methoxy(phenyl)methyl)benzene

Conditions

Conditions	Yield
Stage #1: benzyl methyl ether With 2,3-dicyano-5,6-dichloro-p-benzoquinone In chlorobenzene at 80℃; for 1.5h; Inert atmosphere; Stage #2: (4-chlorphenyl)magnesium bromide In chlorobenzene at 0℃; for 3h; Inert atmosphere;	97%

: 538-86-3
benzyl methyl ether

: 93-58-3
benzoic acid methyl ester

Conditions

Conditions	Yield
With N-hydroxyphthalimide; oxygen In acetonitrile at 80℃; for 12h;	95%
With tert.-butylhydroperoxide; C45H52CuN4O3 In decane; acetonitrile at 70℃; for 18h;	93%
With sodium periodate; ruthenium trichloride In tetrachloromethane; water; acetonitrile for 8h; Ambient temperature;	89%

: 538-86-3
benzyl methyl ether

: 6146-52-7
5-nitroindole

: 1173883-99-2
3,3′-benzylidenebis(5-nitro-1H-indole)

Conditions

Conditions	Yield
With di-tert-butyl peroxide; iron(II) chloride at 80℃; for 1h; Inert atmosphere;	95%

: 538-86-3
benzyl methyl ether

: 352-13-6
4-flourophenylmagnesium bromide

: 1-fluoro-4-(methoxy(phenyl)methyl)benzene

Conditions

Conditions	Yield
Stage #1: benzyl methyl ether With 2,3-dicyano-5,6-dichloro-p-benzoquinone In chlorobenzene at 80℃; for 1.5h; Inert atmosphere; Stage #2: 4-flourophenylmagnesium bromide In chlorobenzene at 0℃; for 3h; Inert atmosphere;	94%

: 538-86-3
benzyl methyl ether

: 127700-29-2
α-azidobenzyl methyl ether

Conditions

Conditions	Yield
With iodine(I) azide In acetonitrile for 0.416667h; Heating;	93%
With [bis(acetoxy)iodo]benzene; trimethylsilylazide In acetonitrile at 0 - 25℃;	88%
With polystyrene supported diazidoiodate(I) In acetonitrile at 83℃; for 4h;	68%

: 538-86-3
benzyl methyl ether

: 28144-70-9
anthranilic acid amide

: 1022-45-3
2-phenyl-4(3H)-quinazolinone

Conditions

Conditions	Yield
With oxygen In dimethyl sulfoxide at 120℃; under 760.051 Torr; for 12h; Temperature; Solvent; Schlenk technique; Sealed tube; Green chemistry;	92%

: 538-86-3
benzyl methyl ether

: 455-18-5
4-CF3C6H4CN

: N-benzyl-4-trifluoromethylbenzamide

Conditions

Conditions	Yield
With iron(III) perchlorate hydrate In neat (no solvent) at 100℃; for 2h; Ritter Amidation;	92%

: 538-86-3
benzyl methyl ether

: 100-47-0
benzonitrile

: 1485-70-7
N-benzylbenzamide

Conditions

Conditions	Yield
With iron(III) perchlorate hydrate In neat (no solvent) at 100℃; for 2h; Catalytic behavior; Reagent/catalyst; Temperature; Ritter Amidation;	91%
With iron(III) chloride for 12h; Ritter reaction; Heating;	22%

: 538-86-3
benzyl methyl ether

: 106-42-3
para-xylene

: 13540-50-6
2-benzyl-1,4-dimethylbenzene

Conditions

Conditions	Yield
iron(III) chloride at 90℃; for 12h; Friedel-Crafts reaction;	90%

: 538-86-3
benzyl methyl ether

: 619-72-7
4-nitrobenzonitrile

: 2585-26-4
4-nitro-N-benzylbenzamide

Conditions

Conditions	Yield
With iron(III) perchlorate hydrate In neat (no solvent) at 100℃; for 2h; Ritter Amidation;	90%

Benzyl methyl ether Specification

The Benzene,(methoxymethyl)-, with the CAS registry number 538-86-3, is also known as Benzyl methyl ether. It belongs to the product categories of Ethers; Organic Building Blocks; Oxygen Compounds. Its EINECS registry number is 208-705-7. This chemical's molecular formula is C₈H₁₀O and molecular weight is 122.16. What's more, both its IUPAC name and systematic name are the same which is called Methoxymethylbenzene. It is clear colourless to slightly yellowish liquid and it is used as solvent and intermediater.

Physical properties about Benzene,(methoxymethyl)- are: (1) ACD/LogP: 1.96; (2) # of Rule of 5 Violations: 0; (3) ACD/LogD (pH 5.5): 1.96; (4) ACD/LogD (pH 7.4): 1.96; (5) #H bond acceptors: 1; (6) #H bond donors: 0; (7) #Freely Rotating Bonds: 2; (8) Polar Surface Area: Å²; (9) Index of Refraction: 1.495; (10) Molar Refractivity: 37.54 cm³; (11) Molar Volume: 128.6 cm³; (12) Surface Tension: 31 dyne/cm; (13) Density: 0.949 g/cm³; (14)Flash Point: 36.4 °C; (15) Enthalpy of Vaporization: 39.35 kJ/mol; (16) Boiling Point: 174 °C at 760 mmHg; (17) Vapour Pressure: 1.65 mmHg at 25 °C (18) Melting Point: -52.6 °C.

Preparation of Benzene,(methoxymethyl)-: this chemical can be prepared by Bromomethyl-benzene with Methanol. This reaction needs reagent AgO at temperature of 0 °C. The yield is 82 %.

Uses of Benzene,(methoxymethyl)-: it is used to produce other chemicals. For example, it is used to produce Benzaldehyde. The reaction occurs with reagent HNO₃ and solvent CH₂Cl₂ at temperature of 20 °C for 1 hour. The yield is 83 %.

When you are dealing with this chemical, you should be very careful. This chemical is flammable. Therefore, you should keep away from sources of ignition.

You can still convert the following datas into molecular structure:
(1) SMILES: COCc1ccccc1
(2) InChI: InChI=1/C8H10O/c1-9-7-8-5-3-2-4-6-8/h2-6H,7H2,1H3
(3) InChIKey: GQKZBCPTCWJTAS-UHFFFAOYAD

Product Name

Benzyl methyl ether

Synthetic route

Benzyl methyl ether Specification

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