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
Beilstein:
506077
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
Quality Level
Assay
95%
form
liquid
refractive index
n20/D 1.463 (lit.)
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
SMILES string
BrCCCC=C
InChI
1S/C5H9Br/c1-2-3-4-5-6/h2H,1,3-5H2
InChI key
LPNANKDXVBMDKE-UHFFFAOYSA-N
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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.
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Irrit. 2 - Flam. Liq. 3 - Skin Irrit. 2 - STOT SE 3
Target Organs
Respiratory system
Storage Class Code
3 - Flammable liquids
WGK
WGK 3
Flash Point(F)
87.8 °F - closed cup
Flash Point(C)
31 °C - closed cup
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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
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
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
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