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127280

Sigma-Aldrich

1-Octyn-3-ol

96%

Synonym(s):

(RS)-1-Octyn-3-ol, (±)-1-Octyn-3-ol, 1-Ethynyl-1-hexanol, 3-Hydroxyoct-1-yne

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About This Item

Linear Formula:
CH3(CH2)4CH(OH)C≡CH
CAS Number:
818-72-4
Molecular Weight:
126.20
Beilstein:
1098642
EC Number:
212-455-4
UNSPSC Code:
12352100
PubChem Substance ID:
24847775
NACRES:
NA.22

Assay

96%

form

liquid

refractive index

n20/D 1.441 (lit.)

bp

83 °C/19 mmHg (lit.)

density

0.864 g/mL at 25 °C (lit.)

SMILES string

CCCCCC(O)C#C

InChI

1S/C8H14O/c1-3-5-6-7-8(9)4-2/h2,8-9H,3,5-7H2,1H3

InChI key

VUGRNZHKYVHZSN-UHFFFAOYSA-N

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General description

1-Octyn-3-ol is a racemic intermediate formed during the synthesis of enantiomerically pure secondary alcohols with sterically similar substituents.

Application

1-Octyn-3-ol was used in the synthesis of synthetic tricolorin A, a novel tetrasaccharide macrolactone that is a natural herbicide†.

Pictograms

Exclamation markEnvironment
GHS07,GHS09

Signal Word

Warning

Hazard Statements

H302,H400

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Acute 1

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

145.4 °F - closed cup

Flash Point(C)

63 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Daniel P. Larson et al.
The Journal of organic chemistry, 62(24), 8406-8418 (2001-10-24)
Tricolorin A (1) is a novel tetrasaccharide macrolactone that is a natural herbicide. In this paper is reported a total synthesis of 1. Coupling of hydroxy ester 18 with D-fucosyl trichloroacetimidate 23 gave fucoside 24. Removal of the C-2 pivaloyl
José-Luis Abad et al.
The Journal of organic chemistry, 68(13), 5351-5356 (2003-06-21)
A novel chemoenzymatic strategy for the synthesis of enantiomerically pure secondary alcohols with sterically similar substituents is described. The key step is the kinetic lipase-catalyzed resolution of racemic mixtures of substituted propargylic alcohols. The efficiency of this new approach was

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