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269255

Sigma-Aldrich

trans-2-Pentenal

95%

Synonym(s):

2-Ethylacrylic aldehyde

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About This Item

Linear Formula:
C2H5CH=CHCHO
CAS Number:
1576-87-0
Molecular Weight:
84.12
Beilstein/REAXYS Number:
1719742
EC Number:
216-414-1
MDL number:
MFCD00009615
UNSPSC Code:
12352100
PubChem Substance ID:
24856320

Quality Level

100

assay

95%

refractive index

n20/D 1.440-1.446 (lit.)

bp

80-81 °C/160 mmHg (lit.)

density

0.86 g/mL at 25 °C (lit.)

SMILES string

CC\C=C\C=O

InChI

1S/C5H8O/c1-2-3-4-5-6/h3-5H,2H2,1H3/b4-3+

InChI key

DTCCTIQRPGSLPT-ONEGZZNKSA-N

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General description

Trans-2-Pentenal (pentenal) is an α,β-unsaturated aldehyde that increases [Ca2+] in cultured neonatal rat trigeminal ganglion (TG) neurons. The gas-phase reactions of NO3 radicals with pentenal in pure N2, using a relative rate technique, was studied.

pictograms

FlameExclamation mark
GHS02,GHS07

signalword

Danger

Hazard Classifications

Eye Irrit. 2 - Flam. Liq. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

3 - Flammable liquids

wgk_germany

WGK 3

flash_point_f

71.6 °F - closed cup

flash_point_c

22 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, 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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trans-2-Dodecenal ≥93%, stabilized, FG

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2-Methyl-2-pentenal ≥97%, FG

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Tiglic aldehyde ≥96%

Sigma-Aldrich

192619

Tiglic aldehyde

M Grootveld et al.
The Journal of clinical investigation, 101(6), 1210-1218 (1998-04-29)
Thermal stressing of polyunsaturated fatty acid (PUFA)- rich culinary oils according to routine frying or cooking practices generates high levels of cytotoxic aldehydic products (predominantly trans-2-alkenals, trans,trans-alka-2,4-dienals, cis,trans-alka-2, 4-dienals, and n-alkanals), species arising from the fragmentation of conjugated hydroperoxydiene precursors.
Takashi Inoue et al.
Cellular and molecular neurobiology, 30(1), 35-41 (2009-07-02)
Trans-2-Pentenal (pentenal), an alpha,beta-unsaturated aldehyde, induces increases in [Ca(2+)](i) in cultured neonatal rat trigeminal ganglion (TG) neurons. Since all pentenal-sensitive neurons responded to a specific TRPA1 agonist, allyl isothiocyanate (AITC) and neurons from TRPA1 knockouts failed to respond to pentenal
Zhijun Zhao et al.
The journal of physical chemistry. A, 115(44), 12161-12172 (2011-10-15)
The gas-phase reactions of NO(3) radicals with series of 1-alkenes, dienes, cycloalkenes, alkenols, and alkenals were studied in pure N(2) or 20% O(2)/80% N(2) bath gas at room temperature and atmospheric pressure using a relative rates technique. Rate coefficients were
M E Davis et al.
Physical chemistry chemical physics : PCCP, 9(18), 2240-2248 (2007-05-10)
Rate coefficients for the gas-phase reaction of the OH radical with (E)-2-pentenal (CH(3)CH(2)CH[double bond]CHCHO), (E)-2-hexenal (CH(3)(CH(2))(2)CH[double bond]CHCHO), and (E)-2-heptenal (CH(3)(CH(2))(3)CH[double bond]CHCHO), a series of unsaturated aldehydes, over the temperature range 244-374 K at pressures between 23 and 150 Torr (He
R Canonero et al.
Mutation research, 244(2), 153-156 (1990-06-01)
Five alk-2-enals--pent-2-enal, hex-2-enal, hept-2-enal, oct-2-enal and non-2-enal--produced by lipid peroxidation were tested for mutagenic activity in V79 Chinese hamster cells. At concentrations ranging from 0.003 to 0.3 mM all 5 alk-2-enals induced a dose-dependent increase in the frequency of 6-thioguanine-resistant
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