253901
5-Bromo-1-pentene
95%
Synonym(s):
1-Bromo-4-pentene, 4-Pentenyl bromide
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About This Item
Linear Formula:
Br(CH2)3CH=CH2
CAS Number:
Molecular Weight:
149.03
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
214-281-4
Beilstein/REAXYS Number:
506077
MDL number:
Assay:
95%
Form:
liquid
InChI key
LPNANKDXVBMDKE-UHFFFAOYSA-N
InChI
1S/C5H9Br/c1-2-3-4-5-6/h2H,1,3-5H2
SMILES string
BrCCCC=C
assay
95%
form
liquid
Quality Level
bp
126-127 °C/765 mmHg (lit.)
density
1.258 g/mL at 25 °C (lit.)
functional group
alkyl halide, allyl, bromo
storage temp.
2-8°C
Related Categories
Application
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.
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Flam. Liq. 3 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
3 - Flammable liquids
wgk
WGK 3
flash_point_f
87.8 °F - closed cup
flash_point_c
31 °C - closed cup
ppe
Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
Regulatory Information
危险化学品
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Maheswaran S Karatholuvhu et al.
Journal of the American Chemical Society, 128(39), 12656-12657 (2006-09-28)
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
Jun-Ichi Sakamoto et al.
Bioorganic & medicinal chemistry letters, 17(3), 717-721 (2006-11-11)
An efficient synthesis of a series of carbosilane dendrimers uniformly functionalized with alpha-thioglycoside of sialic acid was accomplished. The results of a preliminary study on biological responses against influenza virus sialidases using thiosialoside clusters showed that some of the glycodendrimers
Yifan Dong et al.
Carbohydrate polymers, 221, 37-47 (2019-06-23)
Bile salts tend to form micelles in aqueous media and can thereby contribute to drug solubilization; they also exhibit crystallization inhibition properties that can stabilize supersaturated drug solutions. Herein, we explore conjugation of bile salts with polysaccharides to create new
M Adamczyk et al.
Steroids, 62(12), 771-775 (1998-01-22)
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
Yonghong Gan et al.
The Journal of organic chemistry, 71(25), 9487-9490 (2006-12-02)
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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