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137-32-6

Basic Information
CAS No.: 137-32-6
Name: 2-Methyl-1-butanol
Article Data: 125
Molecular Structure:
Molecular Structure of 137-32-6 (2-Methyl-1-butanol)
Formula: C5H12O
Molecular Weight: 88.1497
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;
EINECS: 205-289-9
Density: 0.809 g/cm3
Melting Point: -70 °C(lit.)
Boiling Point: 128.7 °C at 760 mmHg
Flash Point: 43.3 °C
Solubility: 3.6 g/100 mL (30 °C) in water
Appearance: clear colorless to very slighlty yellow liquid
Hazard Symbols: HarmfulXn
Risk Codes: 10-20-37-66
Safety: 46
Transport Information: UN 1105 3/PG 3
PSA: 20.23000
LogP: 1.02480
Synthetic route
97-65-4

2-methylenesuccinic acid

A

137-32-6

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

B

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%
563-46-2

2-Methyl-1-butene

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.;
96-17-3, 57456-98-1

2-Methylbutyraldehyde

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%
201230-82-2

carbon monoxide

71-36-3

butan-1-ol

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%
123-91-1

1,4-dioxane

922-63-4

ethylacrolein

A

137-32-6

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

B

77-84-9

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

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

4-penten-3-one

A

137-32-6

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

B

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
201230-82-2

carbon monoxide

A

137-32-6

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

B

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%
110-88-3

1,3,5-Trioxan

671795-46-3

sec-butylmagnesium bromide

137-32-6

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

67-56-1

methanol

64-17-5

ethanol

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;
50-00-0

formaldehyd

671795-46-3

sec-butylmagnesium bromide

A

412013-41-3

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

B

137-32-6

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

Conditions
ConditionsYield
With diethyl ether Behandeln des Reaktionsgemisches mit wss.Schwefelsaeure;
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    Name 2-Methyl-1-butanol Synonyms Primary active amyl alcohol; sec-Butylcarbinol CAS NO. 137-32-6 Molecular Formula C5H12O

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Chemistry

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

Uses

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

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.

Consensus Reports

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

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.

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.