624-41-9

Basic information

• Product Name: 2-Methylbutyl acetate
• Synonyms: 1-Butanol,2-methyl-,acetate;2-methybutyl acetate;2-methyl-1-butanoacetate;2-methyl-1-butanol acetate;2-methyl-1-butanolacetate;2-Methyl-1-butyl acetate;2-Methylbutanol acetate;2-Methylbutylethanoate
• CAS NO: 624-41-9
• Molecular Formula: C₇H₁₄O₂
• Molecular Weight: 130.18
• EINECS: 210-843-8
• Product Categories: Certified Natural ProductsFlavors and Fragrances;M-N;Alphabetical Listings;Flavors and Fragrances;M-NFlavors and Fragrances;Prepackaged Samples
• Mol File: 624-41-9.mol
• Article Data: 9

Chemical Properties

• Melting Point: -74.65°C (estimate)
• Boiling Point: 138 °C741 mm Hg(lit.)
• Flash Point: 95 °F
• Appearance: APHA: ≤100/
• Density: 0.876 g/mL at 25 °C(lit.)
• Vapor Pressure: 7.85mmHg at 25°C
• Refractive Index: n20/D 1.401(lit.)
• CAS DataBase Reference: 2-Methylbutyl acetate(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Methylbutyl acetate(624-41-9)
• EPA Substance Registry System: 2-Methylbutyl acetate(624-41-9)

Safety Data

• Statements: 10-66
• Safety Statements: 23-25
• RIDADR: UN 1104 3/PG 3
• WGK Germany: 1
• RTECS: EL5466666
• HazardClass: 3.2
• PackingGroup: III
• Hazardous Substances Data: 624-41-9(Hazardous Substances Data)

Usage

Description

2-Methylbutyl acetate has an apple peel and banana odor.

Chemical Properties

2-Methylbutyl acetate has an apple peel and banana odor.

Occurrence

Reported found in apple, apple juice, pear, Scotch whiskey, white wine, Bantu beer, beer, cider, cocoa, fig, grape, melon, pineapple, plum, baked potato, rum, sherry, strawberry, wine, apricot, vinegar, sweet cherry, pimento berry, olive, rye bread, cognac, malt whiskey, rum, nectarines, mountain papaya and mango.

Definition

ChEBI: The acetate ester of 2-methylbutan-1-ol.

Aroma threshold values

Detection: 5 to 11 ppb

Taste threshold values

Taste characteristics at 20 ppm: fruity, sweet, banana, juicy fruit and tutti-frutti note.

InChI:InChI=1/C7H14O2/c1-4-6(2)5-9-7(3)8/h6H,4-5H2,1-3H3

Synthetic route

(+/-)-2-methyl-1-butanol (137-32-6) + ethyl acetate (141-78-6) → 2-methylbutyl acetate (624-41-9)

Conditions	Yield
sodium hydrogen sulfate; silica gel for 1h; Heating;	99%
With Novozyme-435 at 20℃; for 48h; Time; Sealed tube; Enzymatic reaction;

pyridine (110-86-1) + (+/-)-2-methyl-1-butanol (137-32-6) + acetyl chloride (75-36-5) → 2-methylbutyl acetate (624-41-9)

Conditions	Yield
With diethyl ether

1-chloro-2-methylbutane (616-13-7) + potassium acetate (127-08-2) → 2-methylbutyl acetate (624-41-9)

Conditions	Yield
With acetic acid at 190 - 200℃;

(2S)-2-methyl-1-butanol (1565-80-6) + acetyl chloride (75-36-5) → 2-methylbutyl acetate (624-41-9)

Conditions	Yield
at 0℃; active pentyl acetate;

3-N-nitroso-N-acetylaminopentane (82834-27-3) + acetic acid (64-19-7) → 2-methylbutyl acetate (624-41-9) + 2-Pentyl acetate (626-38-0) + 3-pentyl acetate (620-11-1)

Conditions	Yield
at 25℃; for 48h;

(+/-)-2-methyl-1-butanol (137-32-6) + acetyl chloride (75-36-5) → 2-methylbutyl acetate (624-41-9)

Conditions	Yield
With sodium hydride 1.) 2 h, reflux, 2.) 1 h, reflux; Multistep reaction;
With pyridine

acetic anhydride (108-24-7) + methylethyl-methyl carbinol → 2-methylbutyl acetate (624-41-9)

Conditions	Yield
at 100℃; acetate of inactive methylethyl-methyl carbinol;

methylbutane (78-78-4) → 2-methylbutyl acetate (624-41-9)

Conditions	Yield
Multi-step reaction with 2 steps 1: Chlorierung 2: glacial acetic acid / 190 - 200 °C View Scheme

(+/-)-2-methyl-1-butanol (137-32-6) → 2-methylbutyl acetate (624-41-9)

Conditions	Yield
With dmap

(+/-)-2-methyl-1-butanol (137-32-6) + acetylcoenzyme A (72-89-9) → 2-methylbutyl acetate (624-41-9)

Conditions	Yield
With sodium metabisulfite; Origanum dayi alcohol acetyl transferase In glycerol at 30℃; for 0.5h; pH=7.5; Reactivity; Reagent/catalyst; Enzymatic reaction;

2-Methylbutyraldehyde (96-17-3, 57456-98-1) → 2-methylbutyl acetate (624-41-9)

Conditions	Yield
Multi-step reaction with 2 steps 1: NADPH / 30 °C / Enzymatic reaction 2: alcohol O-acyltransferase-1 / 30 °C / Enzymatic reaction View Scheme

acetyl Coenzyme A + (+/-)-2-methyl-1-butanol (137-32-6) → 2-methylbutyl acetate (624-41-9)

Conditions	Yield
With alcohol O-acyltransferase-1 at 30℃; Enzymatic reaction;

2-oxo-3(RS)-methylvaleric acid (1460-34-0) → 2-methylbutyl acetate (624-41-9)

Conditions	Yield
Multi-step reaction with 3 steps 1: α-ketoisovalerate decarboxylase / 30 °C / Enzymatic reaction 2: NADPH / 30 °C / Enzymatic reaction 3: alcohol O-acyltransferase-1 / 30 °C / Enzymatic reaction View Scheme

2-methylbutyl acetate (624-41-9) + ethyl 3,4-dimethoxy-α-(3,4-dimethoxybenzyl)cinnamate → 6-ethoxycarbonyl-5-((2-methyl)-butoxycarbonylmethyl)-2,3,9,10-tetramethoxy-5H-dibenzo[a,c]cycloheptene (1267491-57-5)

Conditions	Yield
Stage #1: ethyl 3,4-dimethoxy-α-(3,4-dimethoxybenzyl)cinnamate With molybdenum(V) chloride; titanium tetrachloride In dichloromethane at 0 - 20℃; Inert atmosphere; Stage #2: 2-methylbutyl acetate With triethylamine In dichloromethane at 20℃; Cooling with ice;	55%

2-methylbutyl acetate (624-41-9) + glass wool → 2-methyl-but-2-ene (513-35-9) + 2-Methyl-1-butene (563-46-2) + acetone (67-64-1)

Conditions	Yield
at 500℃; Pyrolysis;

2-methylbutyl acetate (624-41-9) → acetic acid-(2-hydroxy-2-methyl-butyl ester) (42125-49-5) + 1-Acetoxy-2-methyl-3-butanone (13515-64-5)

Conditions	Yield
With perfluoro-cis-2-n-butyl-3-n-propyloxaziridine In trichlorofluoromethane at 20℃; for 24h;

Upstream product

• 110-86-1 pyridine 
• 137-32-6 (+/-)-2-methyl-1-butanol 
• 75-36-5 acetyl chloride 
• 616-13-7 1-chloro-2-methylbutane 
• 127-08-2 potassium acetate 
• 1565-80-6 (2S)-2-methyl-1-butanol 
• 82834-27-3 3-N-nitroso-N-acetylaminopentane 
• 64-19-7 acetic acid 
• 137-32-6 (-)-2-Methylbutan-1-ol 
• 1460-34-0 2-oxo-3(RS)-methylvaleric acid 
• 96-17-3 2-Methylbutyraldehyde 
• 72-89-9 acetylcoenzyme A 
• 78-78-4 methylbutane 
• 141-78-6 ethyl acetate 

Downstream Products

• 513-35-9 2-methyl-but-2-ene 
• 563-46-2 2-Methyl-1-butene 
• 67-64-1 acetone 
• 4654-29-9 Zimtsaeure-(2-methylbutyl)-ester 

Relevant articles and documents

Lipase-mediated selective acetylation of primary alcohols in ethyl acetate

An environmental friendly process to selectively acetylate primary alcohols was demonstrated. The esterification process consists of treatment of a primary alcohol in the presence of immobilized C. antarctica lipase (Novozyme-435) in ethyl acetate at room temperature. Primary alcohols were acetylated in the presence of secondary alcohols and phenols.

Enantioselective monoterpene alcohol acetylation in Origanum, Mentha and Salvia species

Selected plants within the Origanum, Mentha and Salvia genera, that contain significant amounts of chiral volatile alcohols and their related acetates, exhibit remarkable enantioselectivity of alcohol acetyl transferase (AAT) activity and particularly can discriminate between linalool enantiomers. Origanum dayi AAT produced almost enantiomerically pure (R)-linalyl acetate by enzymatic acetylation of racemic linalool, whereas the closely related O. majorana AAT produced a mixture of (R)- and (S)-linalyl acetate with a ratio of 6:4. Vmax of O. dayi acetylation activity was 30-fold higher for (R)-linalool, whereas in O. majorana no such differences were found.

Compositions related to a novel endophytic fungi and methods of use

This invention provides pesticidally effective compositions related to a novel endophytic fungi named Muscodor. Specifically, the invention relates to commercially useful formulations of Muscodor and methods for preparing such formulations. It also provides various synthetic pesticidal mixtures of volatile organic compounds isolatable from Muscodor grown on various substrates. Also provided are methods for inhibiting the growth of organisms, such as microbes, insects, and nematodes by exposing such organisms or the habitats thereof to the above Muscodor-related compositions.