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Safety Information

253901

Sigma-Aldrich

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

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

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.

Pictograms

FlameExclamation mark

Signal Word

Warning

Hazard 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 Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

FSL

Group 4: Flammable liquids
Type 2 petroleums
Hazardous rank III
Water insoluble liquid

JAN Code

253901-25G:
253901-1G:
253901-BULK:
253901-VAR:
253901-5G:


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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
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
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
Maher A Qaddoura et al.
International journal of molecular sciences, 10(11), 4772-4788 (2010-01-21)
Several divinylic mesogenic monomers were synthesized based on coupling the monomer 4-(4-pentenyloxy)benzoic acid with chlorohydroquinone, 2,5-dihydroxy- acetophenone, methylhydroquinone or 2-methoxyhydroquinone. This resulted in novel mesogens of phenylene esters with different lateral substituent groups. The effect of the lateral substituent group

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