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Merck
CN

E51406

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
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
24894607
EC Number:
201-100-9
Beilstein/REAXYS Number:
471404
MDL number:
MFCD00003858
Assay:
≥99%

Key Documents

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InChI key

QYLFHLNFIHBCPR-UHFFFAOYSA-N

InChI

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

SMILES string

OC1(CCCCC1)C#C

vapor pressure

<1 mmHg ( 20 °C)

assay

≥99%

bp

180 °C (lit.)

mp

30-33 °C (lit.)

density

0.967 g/mL at 25 °C (lit.)

Quality Level

200

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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

signalword

Danger

Hazard Classifications

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

Storage Class

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

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
MKCT8094
MKCS9820
MKCS1132
MKCR4205
MKCQ6535

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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)
Ruthenium (III) chloride catalyzed acylation of alcohols, phenols, thiols, and amines.
De SK
Tetrahedron Letters, 45(14), 2919-2922 (2004)
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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