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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
Pricing and availability is not currently available.

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.[1] It can be used to synthesize novel organotellurium(IV) compounds with potent inhibitory activity towards Cathepsin B.[2] The polymerization of ECHO by transition metal catalysts leads to the formation of poly(ECHO).[3] It can also react with transition metal hydride complexes to form vinyl derivatives by inserting into the M-H bonds.[4]

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

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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)
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)
Ruthenium (III) chloride catalyzed acylation of alcohols, phenols, thiols, and amines.
De SK
Tetrahedron Letters, 45(14), 2919-2922 (2004)
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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  1. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  2. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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