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268992

Sigma-Aldrich

4-Pentyn-2-ol

≥98%

Synonym(s):

(±)-4-Pentyn-2-ol

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About This Item

Linear Formula:
HC≡CCH2CH(OH)CH3
CAS Number:
2117-11-5
Molecular Weight:
84.12
Beilstein:
1734245
EC Number:
218-321-1
MDL number:
MFCD00004555
UNSPSC Code:
12352100
PubChem Substance ID:
24856305
NACRES:
NA.22

Assay

≥98%

form

liquid

refractive index

n20/D 1.438 (lit.)

bp

126-127 °C (lit.)

density

0.892 g/mL at 25 °C (lit.)

SMILES string

CC(O)CC#C

InChI

1S/C5H8O/c1-3-4-5(2)6/h1,5-6H,4H2,2H3

InChI key

JTHLRRZARWSHBE-UHFFFAOYSA-N

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General description

4-Pentyn-2-ol, a secondary homopropargylic alcohol, is toxic with LC50 value of 160.

Application

4-Pentyn-2-ol was used in the synthesis of new Fischer-type rhenium (III) benzoyldiazenido-2-oxacyclocarbenes. It was also used in the preparation of c-aryl glycosides by undergoing cycloaddition reaction with an aryl nitrile oxide.

Pictograms

FlameExclamation mark
GHS02,GHS07

Signal Word

Warning

Hazard Statements

H226,H315,H319,H335

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)

98.6 °F - closed cup

Flash Point(C)

37 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Lorenza Marvelli et al.
Dalton transactions (Cambridge, England : 2003), (5)(5), 713-722 (2004-07-15)
A family of new Fischer-type rhenium(III) benzoyldiazenido-2-oxacyclocarbenes of formula [(ReCl2[eta1-N2C(O)Ph][=C(CH2)nCH(R)O](PPh3)2][n = 2, R = H (2), R = Me (3); n = 3, R = H (4), R = Me (5)] have been prepared by reaction of [ReCl2[eta2-N2C(Ph)O](PPh3)2] (1) with
G D Veith et al.
Xenobiotica; the fate of foreign compounds in biological systems, 19(5), 555-565 (1989-05-01)
1. The 96-h LC50 values for 16 acetylenic alcohols in the fathead minnow (Pimephales promelas) were determined using continuous-flow diluters. The measured LC50 values for seven tertiary propargylic alcohols agreed closely with the QSAR predictions based upon data for other
Frank M Hauser et al.
Organic letters, 4(6), 977-978 (2002-03-15)
[reaction: see text] A six-step route for de novo synthesis of C-aryl glycosides based on cycloaddition of an aryl nitrile oxide with 4-pentyn-2-ol has been developed.

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