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553115

Sigma-Aldrich

3-Methyl-4-pentenoic acid

97%

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About This Item

Linear Formula:
CH2=CHCH(CH3)CH2CO2H
CAS Number:
1879-03-4
Molecular Weight:
114.14
MDL number:
MFCD03427129
UNSPSC Code:
12352100
PubChem Substance ID:
24879305

assay

97%

refractive index

n20/D 1.429 (lit.)

bp

75-76 °C/4 mmHg (lit.)

density

0.94 g/mL at 25 °C (lit.)

SMILES string

CC(CC(O)=O)C=C

InChI

1S/C6H10O2/c1-3-5(2)4-6(7)8/h3,5H,1,4H2,2H3,(H,7,8)

InChI key

QNPZXLANENFTFK-UHFFFAOYSA-N

Related Categories

General description

3-Methyl-4-pentenoic acid can be synthesized from crotyl acetate via Claisen rearrangement.

Application

3-Methyl-4-pentenoic acid may be used to synthesize:
  • trans- and cis-5-phenylseleno-3-methyl-4-pentanolides
  • trans- and cis-5-iodo-3-methyl-4-pentanolides
  • 3-methyl-4-pentene-1-ol

pictograms

Corrosion
GHS05

signalword

Danger

hcodes

H314

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1B

Storage Class

8A - Combustible, corrosive hazardous materials

wgk_germany

WGK 3

flash_point_f

199.9 °F - closed cup

flash_point_c

93.3 °C - closed cup

ppe

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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The ester enolate Claisen rearrangement. Stereochemical control through stereoselective enolate formation
Ireland ER, et al.
Journal of the American Chemical Society, 98(10), 2868-2877 (1976)
Understanding the effect of allylic methyls in olefin cross-metathesis.
Courchay FC, et al.
Journal of Organometallic Chemistry, 691(4), 585-594 (2006)
1, 2-Diferrocenylethane from an Unusual Reaction
Jr R.et al.
Journal of the American Chemical Society, 81(12), 3162-3163 (1959)
Stereoselective selenolactonization by superelectrophilic benzeneselenenyl triflate.
Murata S and Suzuki T.
Chemistry Letters (Jpn), 5, 849-852 (1987)
Back TG.
Organosilicon Chemistry, 40-40 (1999)

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