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558028

(S)-(+)-4-Penten-2-ol

Name: (<I>S</I>)-(+)-4-Penten-2-ol
Brand: ALDRICH

95%

Synonym(s):

(2S)-4-Penten-2-ol, (2S)-Pent-4-en-2-ol, (S)-(+)-Pent-4-en-2-ol, (S)-(-)-Pent-4-en-2-ol, (S)-4-Penten-2-ol

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About This Item

Linear Formula:

H₂C=CHCH₂CH(OH)CH₃

CAS Number:

55563-79-6

Molecular Weight:

86.13

NACRES:

NA.22

PubChem Substance ID:

24879714

UNSPSC Code:

12352002

MDL number:

MFCD03427200

Assay:

95%

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Properties

Quality Level

100

assay

95%

optical activity

[α]20/D +5.0°, c = 1% in chloroform

refractive index

n20/D 1.4240 (lit.)

bp

115-116 °C (lit.)

density

0.837 g/mL at 25 °C (lit.)

functional group

allyl, hydroxyl

SMILES string

C[C@H](O)CC=C

InChI

1S/C5H10O/c1-3-4-5(2)6/h3,5-6H,1,4H2,2H3/t5-/m0/s1

InChI key

ZHZCYWWNFQUZOR-YFKPBYRVSA-N

Description

Application

(S)-(+)-4-Penten-2-ol can be used:

As an intermediate in one of the key synthetic steps for the preparation of undecenolide (−)-cladospolide C.
To prepare a carboxamide derivative as a key intermediate for the preparation of (−)-iso-cladospolide B1.
To prepare S-enantiomers of hydroxyeicosa tetraenoic acid named 19-HETE.
To prepare an acryloyl ester derivative by reacting with acryloyl chloride, which is a key intermediate for the synthesis of parasorbic acid.

pictograms

GHS02

signalword

Warning

hcodes

H226

pcodes

P210 - P233 - P240 - P241 - P242 - P243

Hazard Classifications

Flam. Liq. 3

Storage Class

3 - Flammable liquids

wgk

WGK 3

flash_point_f

78.0 °F - closed cup

flash_point_c

25.56 °C - closed cup

ppe

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

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Enantioselective total synthesis of iso-cladospolide B, cladospolide C and cladospolide B from tartaric acid

Prasad KR and Gandi VR

Tetrahedron Asymmetry, 22(5), 499-505 (2011)

A practical, stereospecific route to 18-, 19-, and 20-hydroxyeicosa-5 (Z), 8 (Z), 11 (Z), 14 (Z)-tetraenoic acids (18-, 19-, and 20-HETEs)

Gopal VR, et al.

Tetrahedron Letters, 45(12), 2563-2565 (2004)

Asymmetric synthesis of goniothalamin, hexadecanolide, massoia lactone, and parasorbic acid via sequential allylboration-esterification ring-closing metathesis reactions

Ramachandran PV, et al.

Tetrahedron Letters, 41(5), 583-586 (2000)

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Global Trade Item Number

SKU	GTIN
558028-1G	04061837395659
558028-5G	04061837395666