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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:
1698401
EC Number:
205-564-3
MDL number:
MFCD00007004
UNSPSC Code:
12352100
PubChem Substance ID:
24850863
NACRES:
NA.22

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.)

functional group

aldehyde

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

Skull and crossbonesCorrosion
GHS06,GHS05

Signal Word

Danger

Hazard Statements

H301 + H311,H314,H317

Hazard Classifications

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

Storage Class Code

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

WGK

WGK 3

Flash Point(F)

154.0 °F - closed cup

Flash Point(C)

67.77 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
STBK2811
STBJ6997
STBH7457
STBH3892
STBG3539V

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De novo asymmetric synthesis of two 5-amino-5, 6-dideoxy-D-allose derivatives.
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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