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344311

Sigma-Aldrich

2,5-Dimethyl-2,4-hexadiene

96%

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About This Item

Formula condensata:
(CH3)2C=CHCH=C(CH3)2
Numero CAS:
764-13-6
Peso molecolare:
110.20
Beilstein:
1733342
Numero CE:
212-115-5
Numero MDL:
MFCD00008904
Codice UNSPSC:
12352100
ID PubChem:
24861242
NACRES:
NA.22

Densità del vapore

3.8 (vs air)

Tensione di vapore

26.9 mmHg ( 37.7 °C)
7.2 mmHg ( 20 °C)

Saggio

96%

Stato

liquid

Temp. autoaccensione

559 °F

Indice di rifrazione

n20/D 1.476 (lit.)

P. ebollizione

132-134 °C (lit.)

Punto di fusione

11-14 °C (lit.)

Densità

0.773 g/mL at 25 °C (lit.)

Stringa SMILE

C\C(C)=C/C=C(\C)C

InChI

1S/C8H14/c1-7(2)5-6-8(3)4/h5-6H,1-4H3
DZPCYXCBXGQBRN-UHFFFAOYSA-N

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Descrizione generale

2,5-Dimethyl-2,4-hexadiene is an electron-rich alkene.[1] It induces photodechlorination of 9,10-dichloroanthracene and its mechanism has been investigated.[2] Asymmetric cyclopropanation of 2,5-dimethyl-2,4-hexadiene with tert-butyl diazoacetate catalyzed by the new copper-bisoxazoline complex has been reported.[3] 2,5-Dimethyl-2,4-hexadiene has been investigated as a singlet oxygen acceptor in various solvents.[4] Mechanism of addition reaction of aromatic and aliphatic thiols with 2,5-dimethyl-2,4-hexadiene has been investigated.[5]

Applicazioni

2,5-Dimethyl-2,4-hexadiene may be used in the synthesis of (+)-trans-(1R,3R)-chrysanthemic acid methyl ester.[6]

Pittogrammi

FlameExclamation mark
GHS02,GHS07

Avvertenze

Warning

Indicazioni di pericolo

H226,H315,H319,H335

Classi di pericolo

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

Organi bersaglio

Respiratory system

Codice della classe di stoccaggio

3 - Flammable liquids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

84.2 °F - closed cup

Punto d’infiammabilità (°C)

29 °C - closed cup

Dispositivi di protezione individuale

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

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Certificati d'analisi (COA)

Lot/Batch Number
MKCK9985
MKCF6208
MKCF0110
MKCD1294
MKBZ4095V

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Sigma-Aldrich

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Formaldeide ACS reagent, 37 wt. % in H2O, contains 10-15% Methanol as stabilizer (to prevent polymerization)

Sigma-Aldrich

252549

Formaldeide

Maki Ohashi et al.
Organic letters, 10(13), 2741-2743 (2008-06-10)
The synthesis of monoalkylated propanedinitriles was achieved upon photoirradiation of MeCN/H(2)O solutions containing propanedinitrile (1; malononitrile) and electron-rich alkenes in the presence of lithium carbonate and a catalytic amount of 9-cyanophenanthrene or redox-type photosensitizers (electron-mediating photosensitizers), through regioselective anti-Markovnikov photochemical
Makoto Itagaki et al.
The Journal of organic chemistry, 70(8), 3292-3295 (2005-04-13)
Some new bisoxazoline ligands with an aryl group at the 4-position and gem-dimethyl groups at the 5-position on the oxazoline ring were prepared from arylglycines. Remarkable enhancement of the trans-selectivity (trans/cis = 87/13) and the enantioselectivity (96% ee for the
Organic sulfur compounds. VII. Some addition and co-oxidation reactions of thiols with 2, 5-dimethyl-2, 4-hexadiene.
Oswald AA, et al.
The Journal of Organic Chemistry, 27(7), 2439-2448 (1962)
J Saltiel et al.
Photochemical & photobiological sciences : Official journal of the European Photochemistry Association and the European Society for Photobiology, 8(6), 856-867 (2009-06-06)
Photochemical formation of 9-chloroanthracene (MCA) from 9,10-dichloroanthracene (DCA) is observed in the presence of 2,5-dimethyl-2,4-hexadiene (DMH) in acetonitrile (AN). The mechanism of the reaction was investigated using kinetics, deuterium labeling, and quenching techniques. Contrary to conclusions in a recent publication
Interactions of singlet oxygen with 2, 5-dimethyl-2, 4-hexadiene in polar ano non-polar solvents evidence for a vinylog ene-reaction.
Gollnick K and Griesbeck A.
Tetrahedron, 40(17), 3235-3250 (1984)
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