Product Name

  • Name

    TERT-AMYL METHYL ETHER

  • EINECS
  • CAS No. 994-05-8
  • Article Data42
  • CAS DataBase
  • Density 0.762g/cm3
  • Solubility 12.35g/L(20 oC)
  • Melting Point -105.78°C (estimate)
  • Formula C6H14 O
  • Boiling Point 86.3°Cat760mmHg
  • Molecular Weight 102.177
  • Flash Point °C
  • Transport Information
  • Appearance CLEAR COLOURLESS LIQUID
  • Safety Moderately toxic by ingestion. When heated to decomposition it emits acrid smoke and irritating vapors.
  • Risk Codes 11-22-38-41-39/23/24/25-23/24/25
  • Molecular Structure Molecular Structure of 994-05-8 (TERT-AMYL METHYL ETHER)
  • Hazard Symbols F,Xn,T
  • Synonyms Ether,methyl tert-pentyl (6CI,7CI,8CI); 1,1-Dimethylpropyl methyl ether;2-Methoxy-2-methylbutane; 2-Methyl-2-methoxybutane; Methyl 1,1-dimethylpropylether; Methyl tert-amyl ether; Methyl tert-pentyl ether; TAME; TAME (ether);t-Amyl methyl ether; tert-Amyl methyl ether; tert-Pentyl methyl ether
  • PSA 9.23000
  • LogP 1.82140

Synthetic route

tert-Amyl alcohol
75-85-4

tert-Amyl alcohol

methyl iodide
74-88-4

methyl iodide

tert-Amyl methyl ether
994-05-8

tert-Amyl methyl ether

Conditions
ConditionsYield
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
67-56-1

methanol

tert-Amyl alcohol
75-85-4

tert-Amyl alcohol

A

2-methyl-but-2-ene
513-35-9

2-methyl-but-2-ene

B

tert-Amyl methyl ether
994-05-8

tert-Amyl methyl ether

C

2-Methyl-1-butene
563-46-2

2-Methyl-1-butene

Conditions
ConditionsYield
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
2-(benzotriazol-1-yl)-2-methoxypropane
123622-12-8

2-(benzotriazol-1-yl)-2-methoxypropane

EtMgX

EtMgX

tert-Amyl methyl ether
994-05-8

tert-Amyl methyl ether

Conditions
ConditionsYield
In diethyl ether Heating;60%
methanol
67-56-1

methanol

2,2-dimethyl-1-propyl phenyl selenide
96503-15-0

2,2-dimethyl-1-propyl phenyl selenide

A

tert-Amyl methyl ether
994-05-8

tert-Amyl methyl ether

B

methyl t-butylmethyl ether
1118-00-9

methyl t-butylmethyl ether

C

diphenyl diselenide
1666-13-3

diphenyl diselenide

Conditions
ConditionsYield
With naphthalene-1,4-dicarbonitrile for 8h; Ambient temperature; Irradiation;A 15%
B 35%
C 50%
methanol
67-56-1

methanol

tert-Amyl alcohol
75-85-4

tert-Amyl alcohol

tert-Amyl methyl ether
994-05-8

tert-Amyl methyl ether

Conditions
ConditionsYield
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℃;
tert-Amyl alcohol
75-85-4

tert-Amyl alcohol

tert-Amyl methyl ether
994-05-8

tert-Amyl methyl ether

Conditions
ConditionsYield
With tetrafluoroboric acid; dichloromethane
With boron trifluoride diethyl etherate
silica gel Ambient temperature;99 % Chromat.
methanol
67-56-1

methanol

2-methyl-but-2-ene
513-35-9

2-methyl-but-2-ene

tert-Amyl methyl ether
994-05-8

tert-Amyl methyl ether

Conditions
ConditionsYield
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;
methanol
67-56-1

methanol

2-Methyl-1-butene
563-46-2

2-Methyl-1-butene

tert-Amyl methyl ether
994-05-8

tert-Amyl methyl ether

Conditions
ConditionsYield
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
67-56-1

methanol

2,2-dimethyl-1-propyl phenyl selenide
96503-15-0

2,2-dimethyl-1-propyl phenyl selenide

A

tert-Amyl methyl ether
994-05-8

tert-Amyl methyl ether

B

methyl t-butylmethyl ether
1118-00-9

methyl t-butylmethyl ether

Conditions
ConditionsYield
With naphthalene-1,4-dicarbonitrile Irradiation;
methanol
67-56-1

methanol

C31H30N(1+)*BF4(1-)
90886-05-8

C31H30N(1+)*BF4(1-)

A

2-methyl-but-2-ene
513-35-9

2-methyl-but-2-ene

B

tert-Amyl methyl ether
994-05-8

tert-Amyl methyl ether

Conditions
ConditionsYield
at 150℃; Yield given. Yields of byproduct given;
methanol
67-56-1

methanol

C32H32N(1+)*BF4(1-)
90886-07-0

C32H32N(1+)*BF4(1-)

A

2-methyl-but-2-ene
513-35-9

2-methyl-but-2-ene

B

tert-Amyl methyl ether
994-05-8

tert-Amyl methyl ether

Conditions
ConditionsYield
at 150℃; Rate constant; Thermodynamic data; ΔH(excit.). ΔS(excit.);
deuteromethanol
1455-13-6

deuteromethanol

C31H30N(1+)*BF4(1-)
90886-05-8

C31H30N(1+)*BF4(1-)

A

2-methyl-but-2-ene
513-35-9

2-methyl-but-2-ene

B

tert-Amyl methyl ether
994-05-8

tert-Amyl methyl ether

Conditions
ConditionsYield
at 150℃; Yield given. Yields of byproduct given;
methanol
67-56-1

methanol

2-methyl-but-2-ene
513-35-9

2-methyl-but-2-ene

sulfuric acid
7664-93-9

sulfuric acid

tert-Amyl methyl ether
994-05-8

tert-Amyl methyl ether

Conditions
ConditionsYield
at 95℃;
methanol
67-56-1

methanol

i-Amyl alcohol
123-51-3

i-Amyl alcohol

A

2-methyl-but-2-ene
513-35-9

2-methyl-but-2-ene

B

tert-Amyl methyl ether
994-05-8

tert-Amyl methyl ether

C

2-Methyl-1-butene
563-46-2

2-Methyl-1-butene

D

3-Methyl-1-butene
563-45-1

3-Methyl-1-butene

Conditions
ConditionsYield
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
67-56-1

methanol

tert-Amyl alcohol
75-85-4

tert-Amyl alcohol

A

2-methyl-but-2-ene
513-35-9

2-methyl-but-2-ene

B

tert-Amyl methyl ether
994-05-8

tert-Amyl methyl ether

C

2-Methyl-1-butene
563-46-2

2-Methyl-1-butene

D

3-Methyl-1-butene
563-45-1

3-Methyl-1-butene

Conditions
ConditionsYield
Dowex msm 31 at 70℃; under 6000.48 Torr; Product distribution; Further Variations:; Catalysts; Temperatures;
methanol
67-56-1

methanol

2-methyl-but-2-ene
513-35-9

2-methyl-but-2-ene

A

tert-Amyl alcohol
75-85-4

tert-Amyl alcohol

B

tert-Amyl methyl ether
994-05-8

tert-Amyl methyl ether

Conditions
ConditionsYield
With Amberlyst(R) 15; water at 40℃;
3-Methyl-1-butene
563-45-1

3-Methyl-1-butene

tert-Amyl methyl ether
994-05-8

tert-Amyl methyl ether

methanol
67-56-1

methanol

isopentene

isopentene

tert-Amyl methyl ether
994-05-8

tert-Amyl methyl ether

Conditions
ConditionsYield
With phenolic resin containing sulfonic groups In toluene at 79.84℃; under 2250.23 Torr; Autoclave; Inert atmosphere;
tert-Amyl methyl ether
994-05-8

tert-Amyl methyl ether

cabergoline
81409-90-7

cabergoline

Form TAME cabergoline

Form TAME cabergoline

Conditions
ConditionsYield
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
994-05-8

tert-Amyl methyl ether

2-allyl-4-methylphenol
6628-06-4

2-allyl-4-methylphenol

2-allyl-6-tert-amyl-4-methylphenol
139573-21-0

2-allyl-6-tert-amyl-4-methylphenol

Conditions
ConditionsYield
tin(IV) chloride In dichloromethane Ambient temperature;88%
tert-Amyl methyl ether
994-05-8

tert-Amyl methyl ether

[IrH2(bis(2-(diisopropylphosphino)-4-methylphenyl)amide)]
872682-19-4

[IrH2(bis(2-(diisopropylphosphino)-4-methylphenyl)amide)]

(N(C6H3(CH3)P(iPr)2)2)Ir(tert-amyl methyl ether(-2H))

(N(C6H3(CH3)P(iPr)2)2)Ir(tert-amyl methyl ether(-2H))

Conditions
ConditionsYield
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
3354-58-3

2-allyl-6-methylphenol

tert-Amyl methyl ether
994-05-8

tert-Amyl methyl ether

2-allyl-4-tert-amyl-6-methylphenol
139553-36-9

2-allyl-4-tert-amyl-6-methylphenol

Conditions
ConditionsYield
tin(IV) chloride In dichloromethane for 16h; Ambient temperature;82%
tert-Amyl methyl ether
994-05-8

tert-Amyl methyl ether

3-n-Pentadecylphenol
501-24-6

3-n-Pentadecylphenol

2-tert-amyl-5-n-pentadecylphenol
139553-41-6

2-tert-amyl-5-n-pentadecylphenol

Conditions
ConditionsYield
tin(IV) chloride In dichloromethane for 16h; Ambient temperature;80%
Estragole
140-67-0

Estragole

tert-Amyl methyl ether
994-05-8

tert-Amyl methyl ether

4-allyl-2-tert-amylanisole
139553-40-5

4-allyl-2-tert-amylanisole

Conditions
ConditionsYield
tin(IV) chloride In dichloromethane for 16h; Ambient temperature;73%
tert-Amyl methyl ether
994-05-8

tert-Amyl methyl ether

2,2,2-trichloroethyl 2-(4-bromophenyl)-2-diazoacetate
1641528-26-8

2,2,2-trichloroethyl 2-(4-bromophenyl)-2-diazoacetate

2,2,2-trichloroethyl (R)-2-(4-bromophenyl)-3-(tert-pentyloxy)propanoate

2,2,2-trichloroethyl (R)-2-(4-bromophenyl)-3-(tert-pentyloxy)propanoate

Conditions
ConditionsYield
With dirhodium tetrakis[(R)-(1-(biphenyl)-2,2-diphenylcyclopropanecarboxylate)] In dichloromethane at 0℃; enantioselective reaction;70%
4-allylguaiacol
97-53-0

4-allylguaiacol

tert-Amyl methyl ether
994-05-8

tert-Amyl methyl ether

4-allyl-2-tert-amyl-6-methoxyphenol
139553-38-1

4-allyl-2-tert-amyl-6-methoxyphenol

Conditions
ConditionsYield
tin(IV) chloride In dichloromethane for 16h; Ambient temperature;65%
tert-Amyl methyl ether
994-05-8

tert-Amyl methyl ether

A

2-methyl-but-2-ene
513-35-9

2-methyl-but-2-ene

B

2-Methyl-1-butene
563-46-2

2-Methyl-1-butene

Conditions
ConditionsYield
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
957188-75-9

[N-(trifluoromethylsulfonyl)imino][4-(trifluoromethyl)phenyl]-λ3-bromane

tert-Amyl methyl ether
994-05-8

tert-Amyl methyl ether

N-[(1,1-dimethylpropoxy)methyl]trifluoromethanesulfonamide
1378022-09-3

N-[(1,1-dimethylpropoxy)methyl]trifluoromethanesulfonamide

Conditions
ConditionsYield
at 20℃; for 2h; Inert atmosphere; regioselective reaction;51%
tert-Amyl methyl ether
994-05-8

tert-Amyl methyl ether

2-Allylphenol
1745-81-9

2-Allylphenol

2-allyl-4,6-di-tert-amylphenol
139553-37-0

2-allyl-4,6-di-tert-amylphenol

Conditions
ConditionsYield
tin(IV) chloride In dichloromethane for 16h; Ambient temperature;35%
tert-Amyl methyl ether
994-05-8

tert-Amyl methyl ether

A

methanol
67-56-1

methanol

B

2-methyl-but-2-ene
513-35-9

2-methyl-but-2-ene

Conditions
ConditionsYield
aluminosilicate catalyst at 99.9℃; Equilibrium constant; other temp.;
With acid at 59.85℃; Equilibrium constant;
tert-Amyl methyl ether
994-05-8

tert-Amyl methyl ether

A

formaldehyd
50-00-0

formaldehyd

B

2-methyl-2-butanol nitrate
21823-36-9

2-methyl-2-butanol nitrate

C

tert-pentyl formate
757-88-0

tert-pentyl formate

Conditions
ConditionsYield
With nitrate radical In gas at -16.1 - 89.9℃; under 750.06 Torr; Mechanism; Kinetics;
tert-Amyl methyl ether
994-05-8

tert-Amyl methyl ether

A

methanol
67-56-1

methanol

B

2-Methyl-1-butene
563-46-2

2-Methyl-1-butene

Conditions
ConditionsYield
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
994-05-8

tert-Amyl methyl ether

A

methanol
67-56-1

methanol

B

2-methyl-but-2-ene
513-35-9

2-methyl-but-2-ene

C

2-Methyl-1-butene
563-46-2

2-Methyl-1-butene

D

3-Methyl-1-butene
563-45-1

3-Methyl-1-butene

Conditions
ConditionsYield
KU-23 sulfonic acid ion exchange resin at 69.9℃; Equilibrium constant; Product distribution; other temperatures;
tert-Amyl methyl ether
994-05-8

tert-Amyl methyl ether

2-methyl-but-2-ene
513-35-9

2-methyl-but-2-ene

Conditions
ConditionsYield
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
994-05-8

tert-Amyl methyl ether

2-Methyl-1-butene
563-46-2

2-Methyl-1-butene

Conditions
ConditionsYield
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
994-05-8

tert-Amyl methyl ether

A

methanol
67-56-1

methanol

B

2-methyl-but-2-ene
513-35-9

2-methyl-but-2-ene

C

propene
187737-37-7

propene

D

ethene
74-85-1

ethene

E

2-Methyl-1-butene
563-46-2

2-Methyl-1-butene

F

isobutene
115-11-7

isobutene

Conditions
ConditionsYield
With oxygen at 300℃; Mechanism; Rate constant; anti-knock effect; oxidative degradation;

tert-AMYL METHYL ETHER Chemical Properties

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 Uses

 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.

tert-AMYL METHYL ETHER Toxicity Data With Reference

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,

tert-AMYL METHYL ETHER Safety Profile

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)

tert-AMYL METHYL ETHER Standards and Recommendations

ACGIH TLV: TWA 20 ppm

tert-AMYL METHYL ETHER Specification

 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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