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180343

Sigma-Aldrich

trans,trans-2,4-Hexadienal

95%

Synonym(s):

Sorbaldehyde, Sorbic aldehyde

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About This Item

Linear Formula:
CH3CH=CHCH=CHCHO
CAS Number:
142-83-6
Molecular Weight:
96.13
Beilstein/REAXYS Number:
1698401
EC Number:
205-564-3
MDL number:
MFCD00007004
UNSPSC Code:
12352100
PubChem Substance ID:
24850863

vapor density

>1 (vs air)

Quality Level

100

assay

95%

form

liquid

refractive index

n20/D 1.541 (lit.)

bp

69 °C/20 mmHg (lit.)

density

0.895 g/mL at 20 °C
0.871 g/mL at 25 °C (lit.)

storage temp.

2-8°C

SMILES string

[H]C(=O)\C=C\C=C\C

InChI

1S/C6H8O/c1-2-3-4-5-6-7/h2-6H,1H3/b3-2+,5-4+

InChI key

BATOPAZDIZEVQF-MQQKCMAXSA-N

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General description

trans,trans-2,4-Hexadienal is an α,β-unsaturated aldehyde used as a food additive and as a starting material in various chemical and pharmaceutical industries.

Application

trans,trans-2,4-Hexadienal (sorbic aldehyde) was used in the synthesis of chiral cycloadducts.

pictograms

CorrosionSkull and crossbones
GHS05,GHS06

signalword

Danger

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 3 Oral - Eye Dam. 1 - Skin Corr. 1B - Skin Sens. 1

Storage Class

6.1C - Combustible, acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk_germany

WGK 3

flash_point_f

154.0 °F - closed cup

flash_point_c

67.77 °C - closed cup

ppe

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

Certificates of Analysis (COA)

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Tetrahedron Letters, 35(31), 5653-5656 (1994)
National Toxicology Program technical report series, (509)(509), 1-290 (2004-03-05)
2,4-Hexadienal, a colorless to yellow liquid with a pungent "green" or citrus odor, is used as a food additive for flavor enhancement, as a fragrance agent, as a starting material or intermediate in synthetic reactions in the chemical and pharmaceutical
Ping C Lee et al.
Toxicology letters, 136(3), 173-181 (2002-12-31)
Since a number of food and food products contain 2,4-hexadienal (HX), an unsaturated aldehyde, human exposure to HX is likely. Long term HX feeding to rodents induces forestomach cancers. Aldehyde dehydrogenases (ALDH) are key enzymes in the stomach for the
C Janzowski et al.
Mutagenesis, 18(5), 465-470 (2003-09-10)
Alpha,beta-unsaturated carbonyl compounds occur in food and other environmental media. Due to their reactivity with cellular nucleophiles (e.g. Michael adduct formation with DNA bases and with glutathione) they might represent a potential health risk. In this study, induction of oxidative
Po C Chan et al.
Archives of toxicology, 77(9), 511-520 (2003-07-25)
2,4-Hexadienal (2,4-Hx) was studied for its toxicity and carcinogenicity because of its alpha, beta-unsaturated aldehyde structure and potential link between exposure to lipid peroxidation products in the diet and human malignancies. Male and female F344N rats and B6C3F1 mice received
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