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253901

Sigma-Aldrich

5-Bromo-1-pentene

95%

Sinonimo/i:

1-Bromo-4-pentene, 4-Pentenyl bromide

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About This Item

Formula condensata:
Br(CH2)3CH=CH2
Numero CAS:
Peso molecolare:
149.03
Beilstein:
506077
Numero CE:
Numero MDL:
Codice UNSPSC:
12352100
ID PubChem:
NACRES:
NA.22

Saggio

95%

Forma fisica

liquid

Indice di rifrazione

n20/D 1.463 (lit.)

P. eboll.

126-127 °C/765 mmHg (lit.)

Densità

1.258 g/mL at 25 °C (lit.)

Temperatura di conservazione

2-8°C

Stringa SMILE

BrCCCC=C

InChI

1S/C5H9Br/c1-2-3-4-5-6/h2H,1,3-5H2
LPNANKDXVBMDKE-UHFFFAOYSA-N

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Categorie correlate

Applicazioni

5-Bromo-1-pentene was used in stereoselective synthesis of 7α-(3-carboxypropyl) estradiol. It was used in preparation of thioacetate 11 of sialic acid having thioglycosidic linkage. It was also used as staring material in recent syntheses of DL-histrionicotoxin and benzophenone-containing fatty acids.

Pittogrammi

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Avvertenze

Warning

Indicazioni di pericolo

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)

87.8 °F - closed cup

Punto d’infiammabilità (°C)

31 °C - closed cup

Dispositivi di protezione individuale

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


Certificati d'analisi (COA)

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The synthesis of (+/-)-histrionicotoxin has been achieved in just nine steps using a two-directional synthesis strategy. Key reactions include a two-directional cross-metathesis, a tandem oxime formation/Michael addition/1,4-prototopic shift/[3 + 2]-cycloaddition cascade, a selective Z,Z-bisenyne formation, and a one-pot N-O and
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Syntheses of new benzophenone-containing fatty acids (FABPs) 1, 5, and 6 and a new route to FABP 3 are described. Combined with the known 2 and 4, these FABPs comprise a set of photoactivatable fatty acid analogues with the crosslinking
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Alkylation of 3,17 beta-bis(2-trimethylsilyl)ethoxymethyl-1,3,5(10) estratriene-6-one (2) with 5-bromo-1-pentene using NaHMDS in THF afforded 3,17 beta-bis(2-trimethylsilyl)ethoxymethyl-7-alpha-(4'pentenyl)-1,3,5(10) estratriene-6-one (3) in excellent stereoselectivity (> 95% epimeric excess). Functionalization of the side chain in compound 3 was accomplished via ozonolysis, oxidation and esterification to

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