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E51406

Sigma-Aldrich

1-Ethynyl-1-cyclohexanol

≥99%

Synonym(s):

(1-Hydroxycyclohexyl)acetylene, (1-Hydroxycyclohexyl)ethyne, 1-Ethynyl-1-hydroxycyclohexane, 1-Ethynylcyclohexanal, 1-Ethynylcyclohexanol, 1-Hydroxy-1-ethynylcyclohexane, Ethynylcyclohexanol

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About This Item

Linear Formula:
HC≡CC6H10OH
CAS Number:
78-27-3
Molecular Weight:
124.18
Beilstein:
471404
EC Number:
201-100-9
MDL number:
MFCD00003858
UNSPSC Code:
12352100
PubChem Substance ID:
24894607
NACRES:
NA.22

vapor pressure

<1 mmHg ( 20 °C)

Quality Level

200

Assay

≥99%

bp

180 °C (lit.)

mp

30-33 °C (lit.)

density

0.967 g/mL at 25 °C (lit.)

SMILES string

OC1(CCCCC1)C#C

InChI

1S/C8H12O/c1-2-8(9)6-4-3-5-7-8/h1,9H,3-7H2

InChI key

QYLFHLNFIHBCPR-UHFFFAOYSA-N

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Application

1-Ethynyl-1-cyclohexanol (ECHO) can undergo acetylation in the presence of a catalytic amount of ruthenium chloride at room temperature. It can be used to synthesize novel organotellurium(IV) compounds with potent inhibitory activity towards Cathepsin B. The polymerization of ECHO by transition metal catalysts leads to the formation of poly(ECHO). It can also react with transition metal hydride complexes to form vinyl derivatives by inserting into the M-H bonds.

Pictograms

Skull and crossbones
GHS06

Signal Word

Danger

Hazard Statements

H302,H311,H315,H319

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 1

Flash Point(F)

163.4 °F - closed cup

Flash Point(C)

73 °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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Ruthenium (III) chloride catalyzed acylation of alcohols, phenols, thiols, and amines.
De SK
Tetrahedron Letters, 45(14), 2919-2922 (2004)
Tellurium-based cysteine protease inhibitors: evaluation of novel organotellurium (IV) compounds as inhibitors of human cathepsin B.
Cunha RL
Bioorganic & Medicinal Chemistry Letters, 15(3), 755-760 (2005)
Polymerization of 1-Ethynyl-1-cyclohexanol by Transition Metal Catalysts.
Gal YS
J. Macromol. Sci., Pure Appl. Chem., 31(6), 703-714 (1994)
Reactions of RuHCl (CO)(PiPr3) 2 with Alkyn-1-ols: Synthesis of Ruthenium (II) Hydroxyvinyl and Vinylcarbene Complexes.
Esteruelas MA
Organometallics, 13(11), 4258-4265 (1994)
Artem Kovalenko et al.
Soft matter, 13(25), 4526-4532 (2017-06-08)
In this paper, we investigate the factors affecting the sound speed in air-filled macroporous polymer materials at ultrasound frequencies. Due to the presence of large proportion of gas, these porous materials present high compressibility and, as a consequence, low sound
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