2-methylenesuccinic acid
A
(+/-)-2-methyl-1-butanol
B
2-methyl-1,4-butandiol
Conditions | Yield |
---|---|
With hydrogen In water at 130℃; under 37503.8 Torr; for 30h; Pressure; Reagent/catalyst; Autoclave; | A 10% B 87% |
Conditions | Yield |
---|---|
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
(+/-)-2-methyl-1-butanol
Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
With [Mn(HN(C2H4PiPr2)2)(CO)2Br]; hydrogen; sodium t-butanolate In toluene at 150℃; | 66% |
1,4-dioxane
ethylacrolein
A
(+/-)-2-methyl-1-butanol
B
2-ethyl-2-methyl-1,3-propanediol
Conditions | Yield |
---|---|
With formaldehyd; hydroquinone | A 61.5% B n/a |
4-penten-3-one
A
(+/-)-2-methyl-1-butanol
B
2-ethyl-2-methyl-1,3-propanediol
Conditions | Yield |
---|---|
With sodium hydroxide; formaldehyd; hydroquinone In 1,4-dioxane; ethanol | A 55.7% B n/a |
carbon monoxide
iso-butanol
A
(+/-)-2-methyl-1-butanol
B
di-2-butyl ether
Conditions | Yield |
---|---|
With hydrogen; Cobalt rhodium; iodine at 200℃; under 420 Torr; for 2h; Product distribution; other promoter, other pressure; | A 34% B 1% |
Conditions | Yield |
---|---|
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
sec-butylmagnesium bromide
A
formaldehyde-[bis-(2-methyl-butyl)-acetal]
B
(+/-)-2-methyl-1-butanol
Conditions | Yield |
---|---|
With diethyl ether Behandeln des Reaktionsgemisches mit wss.Schwefelsaeure; |
Conditions | Yield |
---|---|
With glyceride alkali salt; water Hydrolysis; |
2-Methylbutyraldehyde
A
2-Methylbutanoic acid
B
(+/-)-2-methyl-1-butanol
Conditions | Yield |
---|---|
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; |
Conditions | Yield |
---|---|
With iron; acetic acid | |
With nickel kieselguhr at 200℃; under 73550.8 Torr; Hydrogenation; |
Conditions | Yield |
---|---|
With lithium aluminium tetrahydride; diethyl ether | |
With lithium aluminium tetrahydride In tetrahydrofuran at 20℃; for 6h; |
2-methyl-2-buten-1-ol
(+/-)-2-methyl-1-butanol
Conditions | Yield |
---|---|
With platinum(IV) oxide Hydrogenation; | |
With nickel at 80℃; Hydrogenation.unter Druck; |
2-methyl-2-pentenal
A
2-Methylbutyraldehyde
B
(+/-)-2-methyl-1-butanol
Conditions | Yield |
---|---|
With nickel kieselguhr at 200℃; under 73550.8 Torr; |
Conditions | Yield |
---|---|
With ethanol; sodium |
Conditions | Yield |
---|---|
With CuO/Cr2O3 at 250℃; under 110326 - 147102 Torr; Hydrogenation; |
Conditions | Yield |
---|---|
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
(+/-)-2-methyl-1-butanol
Conditions | Yield |
---|---|
With carbon disulfide; diethyl ether; magnesium man fuegt zu der Reaktionsloesung Polyoxymethylen; |
Conditions | Yield |
---|---|
With chromium oxide-copper oxide barium oxide catalyst at 250℃; Hydrogenation.unter Druck; |
formaldehyd
sodium butanolate
butan-1-ol
A
methanol
B
(+/-)-2-methyl-1-butanol
C
2-Methylene-1-butanol
Conditions | Yield |
---|---|
at 120℃; |
ethyloxirane
methyl iodide
A
(+/-)-2-methyl-1-butanol
B
2,2-dimethyl-propanol-1
Conditions | Yield |
---|---|
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
(+/-)-2-methyl-1-butanol
Conditions | Yield |
---|---|
With lithium aluminium tetrahydride | |
With hydrogen In hexane at 130℃; under 15001.5 Torr; for 18h; Molecular sieve; chemoselective reaction; | 70 %Chromat. |
Conditions | Yield |
---|---|
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
1-ethoxy-1-((trimethylsilyl)oxy)-2-methylpropene
A
(+/-)-2-methyl-1-butanol
Conditions | Yield |
---|---|
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
1-phenoxy-1-trimethylsilyloxyethene
A
(+/-)-2-methyl-1-butanol
Conditions | Yield |
---|---|
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; |
(+/-)-2-methyl-1-butanol
Conditions | Yield |
---|---|
With potassium Sodium In diethyl ether Yield given; |
Conditions | Yield |
---|---|
With carbon monoxide; Paraquat In water at 40℃; pH: 5.5; Clostridium thermoaceticum; |
(+/-)-2-methyl-1-butanol
p-toluenesulfonyl chloride
p-toluenesulfonic acid 2-methylbutyl ester
Conditions | Yield |
---|---|
With pyridine at 0 - 5℃; for 3h; | 100% |
With pyridine | 100% |
With pyridine In dichloromethane at 0℃; for 1h; Inert atmosphere; Sonication; | 95% |
Conditions | Yield |
---|---|
With pyridine; dmap; dicyclohexyl-carbodiimide In dichloromethane at 0 - 20℃; for 3.5h; | 100% |
(+/-)-2-methyl-1-butanol
isopentanoyl chloride
2‐methylbutyl isovalerate
Conditions | Yield |
---|---|
With pyridine; dmap In dichloromethane at 0 - 20℃; for 2.5h; | 99.7% |
Conditions | Yield |
---|---|
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
2,6-dichloro-4,8-bis(piperidin-1-yl)pyrimido[5,4-d]pyrimidine
Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
With Rhizomucor miehei lipase In n-heptane at 40℃; for 24h; Enzymatic reaction; | 97.7% |
Conditions | Yield |
---|---|
With Rhizomucor miehei lipase In n-heptane at 40℃; for 24h; Enzymatic reaction; | 97.4% |
Conditions | Yield |
---|---|
With Rhizomucor miehei lipase In n-heptane at 40℃; for 24h; Enzymatic reaction; | 97.2% |
Conditions | Yield |
---|---|
With Rhizomucor miehei lipase In n-heptane at 40℃; for 24h; Enzymatic reaction; | 97.1% |
(+/-)-2-methyl-1-butanol
(S)-(-)-3,3,3-Trifluormilchsaeure
Conditions | Yield |
---|---|
In benzene Esterification; Heating; | 97% |
Conditions | Yield |
---|---|
With Rhizomucor miehei lipase In n-heptane at 40℃; for 24h; Enzymatic reaction; | 96.3% |
Conditions | Yield |
---|---|
With bismuth(III) bromide In tetrachloromethane at 25℃; for 0.0833333h; Etherification; | 96% |
Conditions | Yield |
---|---|
With toluene-4-sulfonic acid In toluene at 115℃; for 45h; | 96% |
phthalic anhydride
(+/-)-2-methyl-1-butanol
phthalic acid bis-(2-methyl-butyl ester)
Conditions | Yield |
---|---|
With sulfonated graphene In toluene at 112℃; for 4h; | 96% |
(+/-)-2-methyl-1-butanol
2-amino-6-chloropurine
Conditions | Yield |
---|---|
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
1-Phenylethanol
Conditions | Yield |
---|---|
With bismuth(III) bromide In tetrachloromethane at 25℃; for 0.25h; Etherification; | 95% |
(+/-)-2-methyl-1-butanol
2-<(trimethylsilyl)methyl>-1-cyclohexenemethanol
Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
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
(+/-)-2-methyl-1-butanol
N-(2-methylbutyl)quinazolin-2-amine
Conditions | Yield |
---|---|
With bis[dichloro(pentamethylcyclopentadienyl)iridium(III)]; sodium hydroxide In neat (no solvent) at 150℃; for 12h; Schlenk technique; Inert atmosphere; regioselective reaction; | 94% |
Conditions | Yield |
---|---|
With per-rhenic acid In water at 170℃; for 1h; Inert atmosphere; | 94% |
(+/-)-2-methyl-1-butanol
acryloyl chloride
2-methylbutyl acrylate
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 23℃; for 30h; | 93% |
Conditions | Yield |
---|---|
With sulfonated graphene In toluene at 112℃; for 4h; | 93% |
(+/-)-2-methyl-1-butanol
4-ethoxy-2,2,5,8,8-pentamethyl-6-methylene-3,7-dioxa-2,8-disilanon-4-ene
Conditions | Yield |
---|---|
With boron trifluoride diethyl etherate In tetrahydrofuran at -78℃; for 2h; Mukaiyama Aldol Addition; Inert atmosphere; | 93% |
Conditions | Yield |
---|---|
With potassium tert-butylate at 20 - 40℃; for 5.66667h; | 92.5% |
Conditions | Yield |
---|---|
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
thianthrene cation radical perchlorate
Conditions | Yield |
---|---|
In dichloromethane for 1h; Ambient temperature; | A n/a B 92% |
Conditions | Yield |
---|---|
With molecular sieve; hydrogen; platinum on activated charcoal In chloroform at 50℃; under 750.06 Torr; for 2h; | 92% |
(+/-)-2-methyl-1-butanol
toluene-4-sulfonamide
N-(2-methylbutyl)-4-methylbenzenesulfonamide
Conditions | Yield |
---|---|
With bis[dichloro(pentamethylcyclopentadienyl)iridium(III)]; potassium tert-butylate In toluene for 17h; Inert atmosphere; Reflux; | 92% |
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 0 - 20℃; Inert atmosphere; | 92% |
2-Methylbutanoic acid
(+/-)-2-methyl-1-butanol
2‐methylbutyl 2‐methylbutanoate
Conditions | Yield |
---|---|
With pyridine; dmap; dicyclohexyl-carbodiimide In dichloromethane at 0 - 20℃; for 3.5h; | 91.9% |
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 (CAS NO.137-32-6) is used as a solvent and an intermediate in the manufacture of other chemicals.
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 (CAS NO.137-32-6)'s reported in EPA TSCA Inventory.
Hazard Codes of 2-Methyl-1-Butanol (CAS NO.137-32-6): Xn
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 (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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