Conditions | Yield |
---|---|
With sodium hydride; 1-n-butyl-2,3-dimethylimidazolium hexafluorophosphate at 25℃; for 2h; Williamson synthesis; | 87% |
With potassium hydride 1.)THF, 2 h, reflux, 2.) 0.5 h at 20 deg C, reflux, 1 h; Multistep reaction; |
methanol
tert-Amyl alcohol
A
2-methyl-but-2-ene
B
tert-Amyl methyl ether
C
2-Methyl-1-butene
Conditions | Yield |
---|---|
With Amberlyst-36 In 1,4-dioxane at 80℃; for 4h; Kinetics; Mechanism; Reagent/catalyst; Temperature; Autoclave; | A n/a B 71.37% C n/a |
UDCaT-6 at 120℃; Product distribution; Activation energy; Further Variations:; Catalysts; Temperatures; space time; | A n/a B 18% C n/a |
Conditions | Yield |
---|---|
In diethyl ether Heating; | 60% |
methanol
2,2-dimethyl-1-propyl phenyl selenide
A
tert-Amyl methyl ether
B
methyl t-butylmethyl ether
C
diphenyl diselenide
Conditions | Yield |
---|---|
With naphthalene-1,4-dicarbonitrile for 8h; Ambient temperature; Irradiation; | A 15% B 35% C 50% |
Conditions | Yield |
---|---|
With hydrogen; iodine at 100℃; under 60004.8 Torr; for 0.5h; | 42% |
With Amberlyst 15 at 49.9℃; Product distribution; Rate constant; Kinetics; various reaction conditions; | |
With sulfuric acid | |
With Amberlyst 15 at 49.9℃; |
Conditions | Yield |
---|---|
With tetrafluoroboric acid; dichloromethane | |
With boron trifluoride diethyl etherate | |
silica gel Ambient temperature; | 99 % Chromat. |
Conditions | Yield |
---|---|
With sodium hydroxide; sodium tetrahydroborate; mercury(II) diacetate Product distribution; other alcohols and mercuric salts; | |
aluminosilicate catalyst at 99.9℃; Equilibrium constant; other temp.; | |
With Amberlyst 16 at 49.9℃; under 5250.4 Torr; Equilibrium constant; Thermodynamic data; var. temp.; ΔH; |
Conditions | Yield |
---|---|
aluminosilicate catalyst at 99.9℃; Equilibrium constant; Thermodynamic data; other temp., ΔH, ΔG, ΔS; | |
With Amberlyst 16 at 49.9℃; under 5250.4 Torr; Equilibrium constant; Thermodynamic data; var. temp.; ΔH; | |
(i) Hg(OAc)2, (ii) aq. NaOH, NaBH4; Multistep reaction; |
methanol
2,2-dimethyl-1-propyl phenyl selenide
A
tert-Amyl methyl ether
B
methyl t-butylmethyl ether
Conditions | Yield |
---|---|
With naphthalene-1,4-dicarbonitrile Irradiation; |
methanol
C31H30N(1+)*BF4(1-)
A
2-methyl-but-2-ene
B
tert-Amyl methyl ether
Conditions | Yield |
---|---|
at 150℃; Yield given. Yields of byproduct given; |
methanol
C32H32N(1+)*BF4(1-)
A
2-methyl-but-2-ene
B
tert-Amyl methyl ether
Conditions | Yield |
---|---|
at 150℃; Rate constant; Thermodynamic data; ΔH(excit.). ΔS(excit.); |
deuteromethanol
C31H30N(1+)*BF4(1-)
A
2-methyl-but-2-ene
B
tert-Amyl methyl ether
Conditions | Yield |
---|---|
at 150℃; Yield given. Yields of byproduct given; |
methanol
2-methyl-but-2-ene
sulfuric acid
tert-Amyl methyl ether
Conditions | Yield |
---|---|
at 95℃; |
methanol
i-Amyl alcohol
A
2-methyl-but-2-ene
B
tert-Amyl methyl ether
C
2-Methyl-1-butene
D
3-Methyl-1-butene
Conditions | Yield |
---|---|
Stage #1: i-Amyl alcohol at 310 - 330℃; Stage #2: methanol With fibrous sulfonated cation exchanger at 90℃; under 6000.48 Torr; Title compound not separated from byproducts; |
methanol
tert-Amyl alcohol
A
2-methyl-but-2-ene
B
tert-Amyl methyl ether
C
2-Methyl-1-butene
D
3-Methyl-1-butene
Conditions | Yield |
---|---|
Dowex msm 31 at 70℃; under 6000.48 Torr; Product distribution; Further Variations:; Catalysts; Temperatures; |
methanol
2-methyl-but-2-ene
A
tert-Amyl alcohol
B
tert-Amyl methyl ether
Conditions | Yield |
---|---|
With Amberlyst(R) 15; water at 40℃; |
Conditions | Yield |
---|---|
With phenolic resin containing sulfonic groups In toluene at 79.84℃; under 2250.23 Torr; Autoclave; Inert atmosphere; |
Conditions | Yield |
---|---|
Stage #1: tert-Amyl methyl ether; cabergoline at 41 - 50℃; for 0.25h; Stage #2: cabergoline at 0 - 27℃; for 16.5h; | 88.8% |
tert-Amyl methyl ether
2-allyl-4-methylphenol
2-allyl-6-tert-amyl-4-methylphenol
Conditions | Yield |
---|---|
tin(IV) chloride In dichloromethane Ambient temperature; | 88% |
tert-Amyl methyl ether
[IrH2(bis(2-(diisopropylphosphino)-4-methylphenyl)amide)]
Conditions | Yield |
---|---|
With norbornene In further solvent(s) byproducts: norbornane, H2; (inert atm.); keeping mixt. of iridium compd. and norbornene in tert-amyl methyl ether at room temp. for 2 h, heating for 20 min; evapn., dissolving in pentane, filtration, drying, NMR and MS; | 87% |
2-allyl-6-methylphenol
tert-Amyl methyl ether
2-allyl-4-tert-amyl-6-methylphenol
Conditions | Yield |
---|---|
tin(IV) chloride In dichloromethane for 16h; Ambient temperature; | 82% |
tert-Amyl methyl ether
3-n-Pentadecylphenol
2-tert-amyl-5-n-pentadecylphenol
Conditions | Yield |
---|---|
tin(IV) chloride In dichloromethane for 16h; Ambient temperature; | 80% |
Conditions | Yield |
---|---|
tin(IV) chloride In dichloromethane for 16h; Ambient temperature; | 73% |
tert-Amyl methyl ether
2,2,2-trichloroethyl 2-(4-bromophenyl)-2-diazoacetate
Conditions | Yield |
---|---|
With dirhodium tetrakis[(R)-(1-(biphenyl)-2,2-diphenylcyclopropanecarboxylate)] In dichloromethane at 0℃; enantioselective reaction; | 70% |
4-allylguaiacol
tert-Amyl methyl ether
4-allyl-2-tert-amyl-6-methoxyphenol
Conditions | Yield |
---|---|
tin(IV) chloride In dichloromethane for 16h; Ambient temperature; | 65% |
Conditions | Yield |
---|---|
With γ-Al2O3 at 250℃; flow reactor; | A 51% B 49 % Chromat. |
With NaX zeolite at 200℃; flow reactor; | A 78 % Chromat. B 22% |
With γ-Al2O3 at 300℃; Product distribution; variation of temperatures and reagent; | A 52 % Chromat. B 48 % Chromat. |
[N-(trifluoromethylsulfonyl)imino][4-(trifluoromethyl)phenyl]-λ3-bromane
tert-Amyl methyl ether
N-[(1,1-dimethylpropoxy)methyl]trifluoromethanesulfonamide
Conditions | Yield |
---|---|
at 20℃; for 2h; Inert atmosphere; regioselective reaction; | 51% |
Conditions | Yield |
---|---|
tin(IV) chloride In dichloromethane for 16h; Ambient temperature; | 35% |
Conditions | Yield |
---|---|
aluminosilicate catalyst at 99.9℃; Equilibrium constant; other temp.; | |
With acid at 59.85℃; Equilibrium constant; |
tert-Amyl methyl ether
A
formaldehyd
B
2-methyl-2-butanol nitrate
C
tert-pentyl formate
Conditions | Yield |
---|---|
With nitrate radical In gas at -16.1 - 89.9℃; under 750.06 Torr; Mechanism; Kinetics; |
Conditions | Yield |
---|---|
aluminosilicate catalyst at 99.9℃; Equilibrium constant; Thermodynamic data; other temp., ΔG0m, ΔS0m, ΔH0m; | |
With acid at 59.85℃; Equilibrium constant; |
tert-Amyl methyl ether
A
methanol
B
2-methyl-but-2-ene
C
2-Methyl-1-butene
D
3-Methyl-1-butene
Conditions | Yield |
---|---|
KU-23 sulfonic acid ion exchange resin at 69.9℃; Equilibrium constant; Product distribution; other temperatures; |
Conditions | Yield |
---|---|
With methanol; Amberlyst 16 at 49.9℃; under 5250.4 Torr; Equilibrium constant; var. temp.; | |
With Amberlyst 15 In methanol at 24.85℃; Equilibrium constant; Further Variations:; Temperatures; Decomposition; |
Conditions | Yield |
---|---|
With methanol; Amberlyst 16 at 49.9℃; under 5250.4 Torr; Equilibrium constant; var. temp.; | |
With Amberlyst 15 In methanol at 24.85℃; Equilibrium constant; Further Variations:; Temperatures; Decomposition; |
tert-Amyl methyl ether
A
methanol
B
2-methyl-but-2-ene
C
propene
D
ethene
E
2-Methyl-1-butene
F
isobutene
Conditions | Yield |
---|---|
With oxygen at 300℃; Mechanism; Rate constant; anti-knock effect; oxidative degradation; |
Product Name: tert-Amyl methyl ether (CAS NO.994-05-8)
Molecular Formula: Clear colourless liquid
Molecular Weight: g/mol
Mol File: 994-05-8.mol
Melting Point: -80°C
Boiling point: 85-86 °C(lit.)
Storage Temperature: Flammables area
Flash Point: -11°C
Density: 0.77 g/mL at 25 °C(lit.)
Refractive index: n20/D 1.389(lit.)
Water Solubility: 10.71 g/L at 20°C
Surface Tension: 20.6 dyne/cm
Enthalpy of Vaporization: 31.3 kJ/mol
Vapour Pressure: 75 mmHg at 25°C
XLogP3-AA: 1.6
H-Bond Donor: 0
H-Bond Acceptor: 1
Product Categories: AM to AQGasoline, Diesel,&Petroleum; A; A-BChemical Class; Alcohols; AliphaticAlphabetic; Alpha Sort;ASTM D5441Analytical Standards; ASTM Petroleum and Petrochemical; ASTM Petroleum Standards; Method Specific; Volatiles/ Semivolatiles
Tert-Amyl methyl ether (CAS NO.994-05-8) is mostly used as an oxygenate to gasoline. It is added for three reasons: to increase octane enhancement, to replace banned tetraethyl lead, and to raise the oxygen content in gasoline. It is known that TAME in fuel reduces exhaust emissions of some volatile organic compounds.
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
rabbit | LD | skin | > 3160mg/kg (3160mg/kg) | SENSE ORGANS AND SPECIAL SENSES: OTHER CHANGES: OLFACTION GASTROINTESTINAL: OTHER CHANGES MUSCULOSKELETAL: OTHER CHANGES | National Technical Information Service. Vol. OTS0557626, |
rat | LC50 | inhalation | > 5400mg/m3/4H (5400mg/m3) | LUNGS, THORAX, OR RESPIRATION: PULMONARY EMBOLI | National Technical Information Service. Vol. OTS0557658, |
rat | LD50 | oral | 1602mg/kg (1602mg/kg) | BEHAVIORAL: ATAXIA MUSCULOSKELETAL: OTHER CHANGES | National Technical Information Service. Vol. OTS0557624, |
Moderately toxic by ingestion. When heated to decomposition it emits acrid smoke and irritating vapors.
Safety Information of tert-Amyl methyl ether (CAS NO.994-05-8):
Hazard Codes: F,Xn,T
Risk Statements: 11-22-38-41-39/23/24/25-23/24/25
11: Highly Flammable
22: Harmful if swallowed
23: Toxic by inhalation
24: Toxic in contact with skin
25: Toxic if swallowed
38: Irritating to the skin
39: Danger of very serious irreversible effects
41: Risk of serious damage to eyes
Safety Statements: 16-26-39-45-36/37
16: Keep away from sources of ignition - No smoking
26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
36: Wear suitable protective clothing
37: Wear suitable gloves
39: Wear eye/face protection
45: In case of accident or if you feel unwell, seek medical advice immediately (show label where possible)
ACGIH TLV: TWA 20 ppm
tert-Amyl methyl ether ,its CAS NO. is 994-05-8,the synonyms is Methyl-tert-amyl ether ; Methyl 2-methyl-2-butyl ether;methyl-(2-methylbut-2-yl)ether ; 1,1-Dimethylpropyl methyl ether ; Tert-amyl methyl ether ; 2-Methoxy-2-methyl-butan ; 2-Methoxy-2-methylbutane ; 2-Methoxy-2-methyl-butane .
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