Product Name

  • Name

    2-Methyl-1-butanol

  • EINECS 205-289-9
  • CAS No. 137-32-6
  • Article Data125
  • CAS DataBase
  • Density 0.809 g/cm3
  • Solubility 3.6 g/100 mL (30 °C) in water
  • Melting Point -70 °C(lit.)
  • Formula C5H12O
  • Boiling Point 128.7 °C at 760 mmHg
  • Molecular Weight 88.1497
  • Flash Point 43.3 °C
  • Transport Information UN 1105 3/PG 3
  • Appearance clear colorless to very slighlty yellow liquid
  • Safety 46
  • Risk Codes 10-20-37-66
  • Molecular Structure Molecular Structure of 137-32-6 (2-Methyl-1-butanol)
  • Hazard Symbols HarmfulXn
  • Synonyms 2-Methyl-n-butanol;2-Methylbutyl alcohol;Active amylalcohol;Active primary amyl alcohol;NSC 8431;Primary active amyl alcohol;sec-Butylcarbinol;2-Methyl-1-butanol;
  • PSA 20.23000
  • LogP 1.02480

Synthetic route

2-methylenesuccinic acid
97-65-4

2-methylenesuccinic acid

A

(+/-)-2-methyl-1-butanol
137-32-6

(+/-)-2-methyl-1-butanol

B

2-methyl-1,4-butandiol
2938-98-9

2-methyl-1,4-butandiol

Conditions
ConditionsYield
With hydrogen In water at 130℃; under 37503.8 Torr; for 30h; Pressure; Reagent/catalyst; Autoclave;A 10%
B 87%
2-Methyl-1-butene
563-46-2

2-Methyl-1-butene

(+/-)-2-methyl-1-butanol
137-32-6

(+/-)-2-methyl-1-butanol

Conditions
ConditionsYield
Stage #1: 2-Methyl-1-butene With diborane In dichloromethane at -16℃; for 0.0833333h; hydroboration;
Stage #2: With dihydrogen peroxide In sodium hydroxide Oxidation;
86%
With diethylene glycol dimethyl ether Behandeln einer Loesung des Reaktionsprodukts in wasserhaltigem Aether mit wss.Natronlauge und mit wss.Wasserstoffperoxid;
With sodium hydroxide; samarocene; dihydrogen peroxide; benzo[1,3,2]dioxaborole 1.) THF, benzene, 20 deg C, 14 h, 2.) THF, benzene; Yield given. Multistep reaction;
Stage #1: 2-Methyl-1-butene In 1,4-dioxane at 20℃;
Stage #2: With alkaline hydrogen peroxide In 1,4-dioxane Further stages.;
2-Methylbutyraldehyde
96-17-3, 57456-98-1

2-Methylbutyraldehyde

(+/-)-2-methyl-1-butanol
137-32-6

(+/-)-2-methyl-1-butanol

Conditions
ConditionsYield
With isopropyl alcohol; zirconium(IV) oxide for 6h; Rate constant; Heating;80%
With isopropyl alcohol; zirconium(IV) oxide for 6h; Heating;80%
With sodium cyanoborohydride; 1,1,1,3,3,3-hexamethyl-disilazane; ytterbium(III) triflate In tetrahydrofuran; acetonitrile at 20℃; for 72h; Inert atmosphere;32%
carbon monoxide
201230-82-2

carbon monoxide

butan-1-ol
71-36-3

butan-1-ol

(+/-)-2-methyl-1-butanol
137-32-6

(+/-)-2-methyl-1-butanol

Conditions
ConditionsYield
With [Mn(HN(C2H4PiPr2)2)(CO)2Br]; hydrogen; sodium t-butanolate In toluene at 150℃;66%
1,4-dioxane
123-91-1

1,4-dioxane

ethylacrolein
922-63-4

ethylacrolein

A

(+/-)-2-methyl-1-butanol
137-32-6

(+/-)-2-methyl-1-butanol

B

2-ethyl-2-methyl-1,3-propanediol
77-84-9

2-ethyl-2-methyl-1,3-propanediol

Conditions
ConditionsYield
With formaldehyd; hydroquinoneA 61.5%
B n/a
4-penten-3-one
1629-58-9

4-penten-3-one

A

(+/-)-2-methyl-1-butanol
137-32-6

(+/-)-2-methyl-1-butanol

B

2-ethyl-2-methyl-1,3-propanediol
77-84-9

2-ethyl-2-methyl-1,3-propanediol

Conditions
ConditionsYield
With sodium hydroxide; formaldehyd; hydroquinone In 1,4-dioxane; ethanolA 55.7%
B n/a
carbon monoxide
201230-82-2

carbon monoxide

A

(+/-)-2-methyl-1-butanol
137-32-6

(+/-)-2-methyl-1-butanol

B

di-2-butyl ether
6863-58-7

di-2-butyl ether

Conditions
ConditionsYield
With hydrogen; Cobalt rhodium; iodine at 200℃; under 420 Torr; for 2h; Product distribution; other promoter, other pressure;A 34%
B 1%
1,3,5-Trioxan
110-88-3

1,3,5-Trioxan

sec-butylmagnesium bromide
671795-46-3

sec-butylmagnesium bromide

(+/-)-2-methyl-1-butanol
137-32-6

(+/-)-2-methyl-1-butanol

methanol
67-56-1

methanol

ethanol
64-17-5

ethanol

(+/-)-2-methyl-1-butanol
137-32-6

(+/-)-2-methyl-1-butanol

Conditions
ConditionsYield
With aluminum oxide; hydrogen; magnesium oxide; copper(II) oxide at 260℃; unter gewoehnlichem Druck;
With aluminum oxide; hydrogen; magnesium oxide; copper(II) oxide at 350℃; under 22065.2 Torr;
With aluminum oxide; hydrogen; magnesium oxide; copper(II) oxide at 260℃; unter gewoehnlichem Druck;
With aluminum oxide; hydrogen; magnesium oxide; copper(II) oxide at 350℃; under 22065.2 Torr;
formaldehyd
50-00-0

formaldehyd

sec-butylmagnesium bromide
671795-46-3

sec-butylmagnesium bromide

A

formaldehyde-[bis-(2-methyl-butyl)-acetal]
412013-41-3

formaldehyde-[bis-(2-methyl-butyl)-acetal]

B

(+/-)-2-methyl-1-butanol
137-32-6

(+/-)-2-methyl-1-butanol

Conditions
ConditionsYield
With diethyl ether Behandeln des Reaktionsgemisches mit wss.Schwefelsaeure;
formaldehyd
50-00-0

formaldehyd

sec-butylmagnesium bromide
671795-46-3

sec-butylmagnesium bromide

(+/-)-2-methyl-1-butanol
137-32-6

(+/-)-2-methyl-1-butanol

1-chloro-2-methylbutane
616-13-7

1-chloro-2-methylbutane

(+/-)-2-methyl-1-butanol
137-32-6

(+/-)-2-methyl-1-butanol

Conditions
ConditionsYield
With glyceride alkali salt; water Hydrolysis;
2-Methylbutyraldehyde
96-17-3, 57456-98-1

2-Methylbutyraldehyde

A

2-Methylbutanoic acid
116-53-0, 600-07-7

2-Methylbutanoic acid

B

(+/-)-2-methyl-1-butanol
137-32-6

(+/-)-2-methyl-1-butanol

Conditions
ConditionsYield
bei der Einw. von Bacterium xylinum in Gegenwart von Allylsenfoel als Desinficiens;
bei der Einw. von B. ascendens in Gegenwart von Allylsenfoel als Desinficiens;
bei der Einw. von Pferdeleberbrei in Gegenwart von Allylsenfoel als Desinficiens;
2-methylbut-2-enal
497-03-0

2-methylbut-2-enal

(+/-)-2-methyl-1-butanol
137-32-6

(+/-)-2-methyl-1-butanol

Conditions
ConditionsYield
With iron; acetic acid
With nickel kieselguhr at 200℃; under 73550.8 Torr; Hydrogenation;
ethyl 2-methylbutyrate
7452-79-1

ethyl 2-methylbutyrate

(+/-)-2-methyl-1-butanol
137-32-6

(+/-)-2-methyl-1-butanol

Conditions
ConditionsYield
With lithium aluminium tetrahydride; diethyl ether
With lithium aluminium tetrahydride In tetrahydrofuran at 20℃; for 6h;
2-methyl-2-buten-1-ol
497-02-9, 19319-26-7, 4675-87-0

2-methyl-2-buten-1-ol

(+/-)-2-methyl-1-butanol
137-32-6

(+/-)-2-methyl-1-butanol

Conditions
ConditionsYield
With platinum(IV) oxide Hydrogenation;
With nickel at 80℃; Hydrogenation.unter Druck;
2-methyl-2-pentenal
1115-11-3

2-methyl-2-pentenal

A

2-Methylbutyraldehyde
96-17-3, 57456-98-1

2-Methylbutyraldehyde

B

(+/-)-2-methyl-1-butanol
137-32-6

(+/-)-2-methyl-1-butanol

Conditions
ConditionsYield
With nickel kieselguhr at 200℃; under 73550.8 Torr;
isobutylamide
541-46-8

isobutylamide

(+/-)-2-methyl-1-butanol
137-32-6

(+/-)-2-methyl-1-butanol

Conditions
ConditionsYield
With ethanol; sodium
Ethyl isovalerate
108-64-5

Ethyl isovalerate

(+/-)-2-methyl-1-butanol
137-32-6

(+/-)-2-methyl-1-butanol

Conditions
ConditionsYield
With CuO/Cr2O3 at 250℃; under 110326 - 147102 Torr; Hydrogenation;
diethyl 2-ethyl-2-methylmalonate
2049-70-9

diethyl 2-ethyl-2-methylmalonate

(+/-)-2-methyl-1-butanol
137-32-6

(+/-)-2-methyl-1-butanol

Conditions
ConditionsYield
With chromium oxide-copper oxide barium oxide catalyst at 250℃; Hydrogenation.unter Druck;
Multi-step reaction with 2 steps
1: lithium chloride / dimethyl sulfoxide; water / 10 h / 150 °C / Reflux
2: lithium aluminium tetrahydride / tetrahydrofuran / 6 h / 20 °C
View Scheme
s-butyl bromide
78-76-2, 5787-31-5

s-butyl bromide

(+/-)-2-methyl-1-butanol
137-32-6

(+/-)-2-methyl-1-butanol

Conditions
ConditionsYield
With carbon disulfide; diethyl ether; magnesium man fuegt zu der Reaktionsloesung Polyoxymethylen;
ethyl diethyl malonate
133-13-1

ethyl diethyl malonate

(+/-)-2-methyl-1-butanol
137-32-6

(+/-)-2-methyl-1-butanol

Conditions
ConditionsYield
With chromium oxide-copper oxide barium oxide catalyst at 250℃; Hydrogenation.unter Druck;
formaldehyd
50-00-0

formaldehyd

sodium butanolate
2372-45-4

sodium butanolate

butan-1-ol
71-36-3

butan-1-ol

A

methanol
67-56-1

methanol

B

(+/-)-2-methyl-1-butanol
137-32-6

(+/-)-2-methyl-1-butanol

C

2-Methylene-1-butanol
4435-54-5

2-Methylene-1-butanol

Conditions
ConditionsYield
at 120℃;
ethyloxirane
106-88-7

ethyloxirane

methyl iodide
74-88-4

methyl iodide

A

(+/-)-2-methyl-1-butanol
137-32-6

(+/-)-2-methyl-1-butanol

B

2,2-dimethyl-propanol-1
75-84-3

2,2-dimethyl-propanol-1

Conditions
ConditionsYield
With hydrogenchloride; Ni(PPh3)2 1) room temp., 50 h; Yield given. Multistep reaction. Yields of byproduct given;
With hydrogenchloride; tetrakis(triphenylphosphine)nickel(0) 1) room temp., 50 h; Yield given. Multistep reaction. Yields of byproduct given;
2-Methylbutanoic acid
116-53-0, 600-07-7

2-Methylbutanoic acid

(+/-)-2-methyl-1-butanol
137-32-6

(+/-)-2-methyl-1-butanol

Conditions
ConditionsYield
With lithium aluminium tetrahydride
With hydrogen In hexane at 130℃; under 15001.5 Torr; for 18h; Molecular sieve; chemoselective reaction;70 %Chromat.
trans-2-Butene
624-64-6

trans-2-Butene

carbon monoxide
201230-82-2

carbon monoxide

(+/-)-2-methyl-1-butanol
137-32-6

(+/-)-2-methyl-1-butanol

Conditions
ConditionsYield
With sodium tetrahydroborate; hydrogen; acetylacetonato(1,5-cyclooctadiene)rhodium(I); phosphite 4a autoclave, 1.) PhH, 70 deg C, 8 h; 2.) THF/H2O, 0 deg C, 1 h; Yield given. Multistep reaction;
methyl 2-methylbutanoate
868-57-5

methyl 2-methylbutanoate

1-ethoxy-1-((trimethylsilyl)oxy)-2-methylpropene
31469-16-6

1-ethoxy-1-((trimethylsilyl)oxy)-2-methylpropene

A

(+/-)-2-methyl-1-butanol
137-32-6

(+/-)-2-methyl-1-butanol

B

3-Hydroxy-2,2,4-trimethyl-hexanoic acid ethyl ester

3-Hydroxy-2,2,4-trimethyl-hexanoic acid ethyl ester

Conditions
ConditionsYield
With boron trifluoride diethyl etherate; diisobutylaluminium hydride 1) CH2Cl2/toluene, -78 deg C, 1 h, 2) CH2Cl2, -78 deg C, 1 h; Yield given. Multistep reaction;
methyl 2-methylbutanoate
868-57-5

methyl 2-methylbutanoate

1-phenoxy-1-trimethylsilyloxyethene
111061-31-5

1-phenoxy-1-trimethylsilyloxyethene

A

(+/-)-2-methyl-1-butanol
137-32-6

(+/-)-2-methyl-1-butanol

B

3-Hydroxy-4-methyl-hexanoic acid phenyl ester

3-Hydroxy-4-methyl-hexanoic acid phenyl ester

Conditions
ConditionsYield
With boron trifluoride diethyl etherate; diisobutylaluminium hydride 1) CH2Cl2/toluene, -78 deg C, 1 h, 2) CH2Cl2, -78 deg C, 1 h; Yield given. Multistep reaction;
1-(2-Chloro-ethoxy)-2-methyl-butane

1-(2-Chloro-ethoxy)-2-methyl-butane

(+/-)-2-methyl-1-butanol
137-32-6

(+/-)-2-methyl-1-butanol

Conditions
ConditionsYield
With potassium Sodium In diethyl ether Yield given;
2-methyl butyrate
5749-49-5

2-methyl butyrate

(+/-)-2-methyl-1-butanol
137-32-6

(+/-)-2-methyl-1-butanol

Conditions
ConditionsYield
With carbon monoxide; Paraquat In water at 40℃; pH: 5.5; Clostridium thermoaceticum;
(+/-)-2-methyl-1-butanol
137-32-6

(+/-)-2-methyl-1-butanol

p-toluenesulfonyl chloride
98-59-9

p-toluenesulfonyl chloride

p-toluenesulfonic acid 2-methylbutyl ester
63526-71-6

p-toluenesulfonic acid 2-methylbutyl ester

Conditions
ConditionsYield
With pyridine at 0 - 5℃; for 3h;100%
With pyridine100%
With pyridine In dichloromethane at 0℃; for 1h; Inert atmosphere; Sonication;95%
3,3-Dimethylacryloyl chloride
3350-78-5

3,3-Dimethylacryloyl chloride

(+/-)-2-methyl-1-butanol
137-32-6

(+/-)-2-methyl-1-butanol

2-methylbutyl 3-methyl-2-butenoate

2-methylbutyl 3-methyl-2-butenoate

Conditions
ConditionsYield
With pyridine; dmap; dicyclohexyl-carbodiimide In dichloromethane at 0 - 20℃; for 3.5h;100%
(+/-)-2-methyl-1-butanol
137-32-6

(+/-)-2-methyl-1-butanol

isopentanoyl chloride
108-12-3

isopentanoyl chloride

2‐methylbutyl isovalerate
2445-77-4

2‐methylbutyl isovalerate

Conditions
ConditionsYield
With pyridine; dmap In dichloromethane at 0 - 20℃; for 2.5h;99.7%
(+/-)-2-methyl-1-butanol
137-32-6

(+/-)-2-methyl-1-butanol

ethyl acetate
141-78-6

ethyl acetate

2-methylbutyl acetate
624-41-9

2-methylbutyl acetate

Conditions
ConditionsYield
sodium hydrogen sulfate; silica gel for 1h; Heating;99%
With Novozyme-435 at 20℃; for 48h; Time; Sealed tube; Enzymatic reaction;
(+/-)-2-methyl-1-butanol
137-32-6

(+/-)-2-methyl-1-butanol

2,6-dichloro-4,8-bis(piperidin-1-yl)pyrimido[5,4-d]pyrimidine
7139-02-8

2,6-dichloro-4,8-bis(piperidin-1-yl)pyrimido[5,4-d]pyrimidine

2,6-bis-(2-methyl-butoxy)-4,8-di-piperidin-1-yl-pyrimido[5,4-d]pyrimidine

2,6-bis-(2-methyl-butoxy)-4,8-di-piperidin-1-yl-pyrimido[5,4-d]pyrimidine

Conditions
ConditionsYield
Stage #1: (+/-)-2-methyl-1-butanol With sodium hydride In tetrahydrofuran at 60℃; for 0.0833333h;
Stage #2: 2,6-dichloro-4,8-bis(piperidin-1-yl)pyrimido[5,4-d]pyrimidine In tetrahydrofuran Heating;
98%
(+/-)-2-methyl-1-butanol
137-32-6

(+/-)-2-methyl-1-butanol

isobutyric Acid
79-31-2

isobutyric Acid

2-pentyl 2-methylpropanoate

2-pentyl 2-methylpropanoate

Conditions
ConditionsYield
With Rhizomucor miehei lipase In n-heptane at 40℃; for 24h; Enzymatic reaction;97.7%
(+/-)-2-methyl-1-butanol
137-32-6

(+/-)-2-methyl-1-butanol

propionic acid
802294-64-0

propionic acid

1-methylbutyl propanoate
54004-43-2

1-methylbutyl propanoate

Conditions
ConditionsYield
With Rhizomucor miehei lipase In n-heptane at 40℃; for 24h; Enzymatic reaction;97.4%
(+/-)-2-methyl-1-butanol
137-32-6

(+/-)-2-methyl-1-butanol

butyric acid
107-92-6

butyric acid

(RS)-2-pentyl butyrate
60415-61-4

(RS)-2-pentyl butyrate

Conditions
ConditionsYield
With Rhizomucor miehei lipase In n-heptane at 40℃; for 24h; Enzymatic reaction;97.2%
(+/-)-2-methyl-1-butanol
137-32-6

(+/-)-2-methyl-1-butanol

valeric acid
109-52-4

valeric acid

2-pentyl valerate
89155-38-4

2-pentyl valerate

Conditions
ConditionsYield
With Rhizomucor miehei lipase In n-heptane at 40℃; for 24h; Enzymatic reaction;97.1%
(+/-)-2-methyl-1-butanol
137-32-6

(+/-)-2-methyl-1-butanol

(S)-(-)-3,3,3-Trifluormilchsaeure
125995-00-8

(S)-(-)-3,3,3-Trifluormilchsaeure

2-methylbutyl 3,3,3-trifluoro-2-hydroxypropionate

2-methylbutyl 3,3,3-trifluoro-2-hydroxypropionate

Conditions
ConditionsYield
In benzene Esterification; Heating;97%
(+/-)-2-methyl-1-butanol
137-32-6

(+/-)-2-methyl-1-butanol

acetic acid
64-19-7

acetic acid

2-Pentyl acetate
626-38-0

2-Pentyl acetate

Conditions
ConditionsYield
With Rhizomucor miehei lipase In n-heptane at 40℃; for 24h; Enzymatic reaction;96.3%
(+/-)-2-methyl-1-butanol
137-32-6

(+/-)-2-methyl-1-butanol

1-methyl-1-phenylethyl alcohol
617-94-7

1-methyl-1-phenylethyl alcohol

[1-methyl-1-(2-methyl-butoxy)-ethyl]-benzene

[1-methyl-1-(2-methyl-butoxy)-ethyl]-benzene

Conditions
ConditionsYield
With bismuth(III) bromide In tetrachloromethane at 25℃; for 0.0833333h; Etherification;96%
(+/-)-2-methyl-1-butanol
137-32-6

(+/-)-2-methyl-1-butanol

L-Tartaric acid
87-69-4

L-Tartaric acid

poly(ethylene glycol) monomethyl ether

poly(ethylene glycol) monomethyl ether

poly(ethylene glycol) monomethyl ether, MW 2000 Da, ester with 2-methylbutyl L-tartrate

poly(ethylene glycol) monomethyl ether, MW 2000 Da, ester with 2-methylbutyl L-tartrate

Conditions
ConditionsYield
With toluene-4-sulfonic acid In toluene at 115℃; for 45h;96%
phthalic anhydride
85-44-9

phthalic anhydride

(+/-)-2-methyl-1-butanol
137-32-6

(+/-)-2-methyl-1-butanol

phthalic acid bis-(2-methyl-butyl ester)
42925-80-4

phthalic acid bis-(2-methyl-butyl ester)

Conditions
ConditionsYield
With sulfonated graphene In toluene at 112℃; for 4h;96%
(+/-)-2-methyl-1-butanol
137-32-6

(+/-)-2-methyl-1-butanol

2-amino-6-chloropurine
10310-21-1

2-amino-6-chloropurine

6-(2-methyl-butoxy)-9H-purin-2-ylamine

6-(2-methyl-butoxy)-9H-purin-2-ylamine

Conditions
ConditionsYield
Stage #1: (+/-)-2-methyl-1-butanol With sodium hydride at 20℃; for 0.5h;
Stage #2: 2-amino-6-chloropurine at 70℃;
96%
(+/-)-2-methyl-1-butanol
137-32-6

(+/-)-2-methyl-1-butanol

1-Phenylethanol
98-85-1, 13323-81-4

1-Phenylethanol

(α-methylbenzyl) (2-ethyl-1-hexyl) ether

(α-methylbenzyl) (2-ethyl-1-hexyl) ether

Conditions
ConditionsYield
With bismuth(III) bromide In tetrachloromethane at 25℃; for 0.25h; Etherification;95%
(+/-)-2-methyl-1-butanol
137-32-6

(+/-)-2-methyl-1-butanol

2-<(trimethylsilyl)methyl>-1-cyclohexenemethanol
133728-38-8

2-<(trimethylsilyl)methyl>-1-cyclohexenemethanol

2-methyl-1-(4,5,6,7-tetrahydroisobenzofuran-1-yl)butan-1-one

2-methyl-1-(4,5,6,7-tetrahydroisobenzofuran-1-yl)butan-1-one

Conditions
ConditionsYield
With 1,4-diaza-bicyclo[2.2.2]octane; trimethylphosphine(hexafluoroacetylacetone)copper; Selectfluor In N,N,N,N,N,N-hexamethylphosphoric triamide; acetonitrile at 100℃; for 10h; Reagent/catalyst; Solvent;94.1%
3,4-dihydro-2H-pyran
110-87-2

3,4-dihydro-2H-pyran

(+/-)-2-methyl-1-butanol
137-32-6

(+/-)-2-methyl-1-butanol

2-(2-Methyl-butoxy)-tetrahydro-pyran

2-(2-Methyl-butoxy)-tetrahydro-pyran

Conditions
ConditionsYield
With N,N,N’,N’-tetrabromobenzene-1,3-disulfonamide at 20℃; for 0.216667h; Neat (no solvent);94%
With Envirocat EPZG at 0 - 5℃; for 0.333333h;87%
quinazolin-2-ylamine
1687-51-0

quinazolin-2-ylamine

(+/-)-2-methyl-1-butanol
137-32-6

(+/-)-2-methyl-1-butanol

N-(2-methylbutyl)quinazolin-2-amine
1421970-35-5

N-(2-methylbutyl)quinazolin-2-amine

Conditions
ConditionsYield
With bis[dichloro(pentamethylcyclopentadienyl)iridium(III)]; sodium hydroxide In neat (no solvent) at 150℃; for 12h; Schlenk technique; Inert atmosphere; regioselective reaction;94%
(+/-)-2-methyl-1-butanol
137-32-6

(+/-)-2-methyl-1-butanol

L-Tartaric acid
87-69-4

L-Tartaric acid

C14H24O4

C14H24O4

Conditions
ConditionsYield
With per-rhenic acid In water at 170℃; for 1h; Inert atmosphere;94%
(+/-)-2-methyl-1-butanol
137-32-6

(+/-)-2-methyl-1-butanol

acryloyl chloride
814-68-6

acryloyl chloride

2-methylbutyl acrylate
44914-03-6, 32215-41-1

2-methylbutyl acrylate

Conditions
ConditionsYield
With triethylamine In dichloromethane at 23℃; for 30h;93%
(+/-)-2-methyl-1-butanol
137-32-6

(+/-)-2-methyl-1-butanol

citric acid
77-92-9

citric acid

tri-n-active amyl citrate

tri-n-active amyl citrate

Conditions
ConditionsYield
With sulfonated graphene In toluene at 112℃; for 4h;93%
(+/-)-2-methyl-1-butanol
137-32-6

(+/-)-2-methyl-1-butanol

4-ethoxy-2,2,5,8,8-pentamethyl-6-methylene-3,7-dioxa-2,8-disilanon-4-ene
124851-69-0

4-ethoxy-2,2,5,8,8-pentamethyl-6-methylene-3,7-dioxa-2,8-disilanon-4-ene

ethyl 5-hydroxy-2,6-dimethyl-3-oxooctanoate

ethyl 5-hydroxy-2,6-dimethyl-3-oxooctanoate

Conditions
ConditionsYield
With boron trifluoride diethyl etherate In tetrahydrofuran at -78℃; for 2h; Mukaiyama Aldol Addition; Inert atmosphere;93%
(+/-)-2-methyl-1-butanol
137-32-6

(+/-)-2-methyl-1-butanol

ethyl (7E)-7,9-decadienoate

ethyl (7E)-7,9-decadienoate

2-methylbutyl (7E)-7,9-decadienoate

2-methylbutyl (7E)-7,9-decadienoate

Conditions
ConditionsYield
With potassium tert-butylate at 20 - 40℃; for 5.66667h;92.5%
(+/-)-2-methyl-1-butanol
137-32-6

(+/-)-2-methyl-1-butanol

2‐methylbutyl 2‐methylbutanoate
2445-78-5

2‐methylbutyl 2‐methylbutanoate

Conditions
ConditionsYield
With N-Bromosuccinimide; L-proline In water at 20℃; for 3h;92%
With pyridinium hydrobromide perbromide In water at 20℃; for 14h;90%
With chloro(1,5-cyclooctadiene)rhodium(I) dimer; caesium carbonate; ortho-nitrofluorobenzene In toluene at 115℃; for 20h; Schlenk technique; Sealed tube;70%
(+/-)-2-methyl-1-butanol
137-32-6

(+/-)-2-methyl-1-butanol

thianthrene cation radical perchlorate
35787-71-4

thianthrene cation radical perchlorate

A

thianthrenium perchlorate

thianthrenium perchlorate

B

5-(2-Methyl-butoxy)-thianthren-5-ium; perchlorate

5-(2-Methyl-butoxy)-thianthren-5-ium; perchlorate

Conditions
ConditionsYield
In dichloromethane for 1h; Ambient temperature;A n/a
B 92%
(+/-)-2-methyl-1-butanol
137-32-6

(+/-)-2-methyl-1-butanol

cyclohexanone
108-94-1

cyclohexanone

(2-methyl-butoxy)-cyclohexane

(2-methyl-butoxy)-cyclohexane

Conditions
ConditionsYield
With molecular sieve; hydrogen; platinum on activated charcoal In chloroform at 50℃; under 750.06 Torr; for 2h;92%
(+/-)-2-methyl-1-butanol
137-32-6

(+/-)-2-methyl-1-butanol

toluene-4-sulfonamide
70-55-3

toluene-4-sulfonamide

N-(2-methylbutyl)-4-methylbenzenesulfonamide
109950-07-4

N-(2-methylbutyl)-4-methylbenzenesulfonamide

Conditions
ConditionsYield
With bis[dichloro(pentamethylcyclopentadienyl)iridium(III)]; potassium tert-butylate In toluene for 17h; Inert atmosphere; Reflux;92%
(+/-)-2-methyl-1-butanol
137-32-6

(+/-)-2-methyl-1-butanol

4-chloro-benzoyl chloride
122-01-0

4-chloro-benzoyl chloride

(+-)-2-methylbutyl 4-chlorobenzoate

(+-)-2-methylbutyl 4-chlorobenzoate

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0 - 20℃; Inert atmosphere;92%
2-Methylbutanoic acid
116-53-0, 600-07-7

2-Methylbutanoic acid

(+/-)-2-methyl-1-butanol
137-32-6

(+/-)-2-methyl-1-butanol

2‐methylbutyl 2‐methylbutanoate
2445-78-5

2‐methylbutyl 2‐methylbutanoate

Conditions
ConditionsYield
With pyridine; dmap; dicyclohexyl-carbodiimide In dichloromethane at 0 - 20℃; for 3.5h;91.9%

2-Methyl-1-Butanol Chemical Properties

Molecular Structure:

Molecular Formula: C5H12O
Molecular Weight: 88.1482
IUPAC Name: 2-Methylbutan-1-ol
Synonyms of 2-Methyl-1-Butanol (CAS NO.137-32-6): 1-Butanol, 2-methyl- ; 2-Methyl butanol-1 ; 2-Methyl-n-butanol ; 2-Methylbutanol ; 2-Methylbutyl alcohol ; 4-01-00-01666 (Beilstein Handbook Reference) ; AI3-24190 ; Active amyl alcohol ; Active primary amyl alcohol ; BRN 1718810 ; CCRIS 8805 ; EINECS 205-289-9 ; EINECS 252-163-4 ; HSDB 5626 ; NSC 8431 ; Primary active amyl alcohol ; dl-sec-Butyl carbinol ; sec-Butylcarbinol
CAS NO: 137-32-6
Classification Code: Skin / Eye Irritant
Melting point: −70 °C 
Index of Refraction: 1.405
Molar Refractivity: 26.7 cm3
Molar Volume: 108.9 cm3
Surface Tension: 25.6 dyne/cm
Density: 0.809 g/cm3
Flash Point: 43.3 °C
Enthalpy of Vaporization: 42.7 kJ/mol
Boiling Point: 128.7 °C at 760 mmHg
Vapour Pressure: 4.76 mmHg at 25°C

2-Methyl-1-Butanol Uses

  2-Methyl-1-Butanol (CAS NO.137-32-6) is used as a solvent and an intermediate in the manufacture of other chemicals.

2-Methyl-1-Butanol Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
frog LDLo parenteral 2448mg/kg (2448mg/kg) PERIPHERAL NERVE AND SENSATION: SPASTIC PARALYSIS WITH OR WITHOUT SENSORY CHANGE

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
Archives Internationales de Pharmacodynamie et de Therapie. Vol. 50, Pg. 296, 1935.
rabbit LD50 skin 3540uL/kg (3.54mL/kg)   American Industrial Hygiene Association Journal. Vol. 23, Pg. 95, 1962.
rat LDLo intraperitoneal 1900mg/kg (1900mg/kg)   Journal of Industrial Hygiene and Toxicology. Vol. 27, Pg. 1, 1945.

2-Methyl-1-Butanol Consensus Reports

 2-Methyl-1-Butanol (CAS NO.137-32-6)'s reported in EPA TSCA Inventory.

2-Methyl-1-Butanol Safety Profile

Hazard Codes of 2-Methyl-1-Butanol (CAS NO.137-32-6): HarmfulXn
Risk Statements: 10-20-37-66 
R10: Flammable. 
R20: Harmful by inhalation. 
R37: Irritating to respiratory system 
R66: Repeated exposure may cause skin dryness or cracking.
Safety Statements: 46 
S46: If swallowed, seek medical advice immediately and show this container or label.
RIDADR: UN 1105 3/PG 3
WGK Germany: 3
RTECS: EL5250000
HazardClass: 3
PackingGroup: III
HS Code: 29051500
Moderately toxic by skin contact and intraperitoneal routes. Mildly toxic by ingestion. An eye, skin, and mucous membrane irritant. Can cause deafness, delirium, headache, nausea, and vomiting. Flammable liquid when exposed to heat, flame, or oxidizers. Explosive in the form of vapor when exposed to heat or flame. Incompatible with H2S3. To fight fire, use alcohol foam, spray, mist, dry chemical. When heated to decomposition it emits acrid smoke and irritating fumes. See also ALCOHOL, DENATURED; ALCOHOLS, C6-12; ALCOHOLS, C9-11; ALCOHOLS, C12-13, ETHOXYLATED; ALCOHOLS, C12-15, ETHOXYLATED; ALCOHOLS, C12-16, ETHOXYLATED; ALCOHOLS, C14-15, ETHOXYLATED; ALCOHOLS, C16-18, ETHOXYLATED; ALCOHOLS, C8-10, ETHOXYLATED PROPOXYLATED; ALCOHOLS, C12-15, ETHOXYLATED PROPOXYLATED; ALCOHOLS, N.O.S.

2-Methyl-1-Butanol Specification

 2-Methyl-1-butanol (IUPAC name, also called active amyl alcohol) is an organic chemical compound.
It is one of the components of the aroma of Tuber melanosporum, the black truffle.

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