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3,4,4-Trimethyl-1-pentyn-3-ol, also known as TMAPE, is a chemical compound characterized by its molecular formula C8H14O. It is a clear, colorless liquid with a strong and acrid odor. TMAPE is recognized for its versatile applications in various industries, including its use as a solvent in organic synthesis, a reagent for synthesizing organic compounds, a corrosion inhibitor, and an additive in fuel and lubricants to enhance their performance. Due to its highly flammable nature, TMAPE is classified as a hazardous substance, necessitating careful handling and adherence to safety measures.

993-53-3

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993-53-3 Usage

Uses

Used in Organic Synthesis:
3,4,4-Trimethyl-1-pentyn-3-ol is used as a solvent for facilitating various chemical reactions in the field of organic synthesis. Its properties allow for the efficient dissolution of a wide range of organic compounds, making it a valuable asset in the synthesis process.
Used in Synthesis of Organic Compounds:
In the synthesis of various organic compounds, 3,4,4-Trimethyl-1-pentyn-3-ol serves as a reagent, contributing to the formation of desired products through its participation in chemical reactions.
Used in Corrosion Inhibition:
3,4,4-Trimethyl-1-pentyn-3-ol is utilized as a corrosion inhibitor, protecting materials from the damaging effects of corrosion. Its application helps to extend the service life of equipment and structures by reducing the rate of corrosion.
Used in Fuel and Lubricants:
In the industry of fuel and lubricants, 3,4,4-Trimethyl-1-pentyn-3-ol is used as an additive to improve the performance of these products. Its incorporation can enhance the efficiency, reduce friction, and provide additional benefits to the end-use applications.
Used in Safety and Hazard Management:
Given its classification as a hazardous substance, 3,4,4-Trimethyl-1-pentyn-3-ol is also used in the context of safety and hazard management. Appropriate handling, storage, and disposal protocols are essential to mitigate risks associated with its flammability and potential health hazards.

Check Digit Verification of cas no

The CAS Registry Mumber 993-53-3 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 9,9 and 3 respectively; the second part has 2 digits, 5 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 993-53:
(5*9)+(4*9)+(3*3)+(2*5)+(1*3)=103
103 % 10 = 3
So 993-53-3 is a valid CAS Registry Number.
InChI:InChI=1/C8H14O/c1-6-8(5,9)7(2,3)4/h1,9H,2-5H3

993-53-3SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 13, 2017

Revision Date: Aug 13, 2017

1.Identification

1.1 GHS Product identifier

Product name 3,4,4-trimethylpent-1-yn-3-ol

1.2 Other means of identification

Product number -
Other names Methyl-tert.-butyl-aethinyl-carbinol

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:993-53-3 SDS

993-53-3Relevant academic research and scientific papers

Polycyclic bridgehead acetals with enol functionality: one-pot assembly from aliphatic ketones and acetylene in KOH/DMSO suspension

Schmidt, Elena Yu.,Bidusenko, Ivan A.,Cherimichkina, Natalia A.,Ushakov, Igor A.,Trofimov, Boris A.

, p. 4510 - 4517 (2016/07/07)

Aliphatic and cycloaliphatic ketones undergo selective multi-site cascade C–H functionalization with acetylene in the KOH/DMSO superbase suspension under mild conditions (70–80?°C, 0.5–1.0?h) to afford in one synthetic operation polycyclic bridgehead acet

Fluoride-assisted activation of calcium carbide: A simple method for the ethynylation of aldehydes and ketones

Hosseini, Abolfazl,Seidel, Daniel,Miska, Andreas,Schreiner, Peter R.

supporting information, p. 2808 - 2811 (2015/06/16)

The fluoride-assisted ethynylation of ketones and aldehydes is described using commercially available calcium carbide with typically 5 mol % of TBAF·3H2O as the catalyst in DMSO. Activation of calcium carbide by fluoride is thought to generate an acetylide "ate"-complex that readily adds to carbonyl groups. Aliphatic aldehydes and ketones generally provide high yields, whereas aromatic carbonyls afford propargylic alcohols with moderate to good yields. The use of calcium carbide as a safe acetylide ion source along with economic amounts of TBAF·3H2O make this procedure a cheap and operationally simple method for the preparation of propargylic alcohols.

Alkynylation of aldehydes and ketones using the Bu4NOH/H 2O/DMSO catalytic composition: A wide-scope methodology

Schmidt, Elena Yu.,Cherimichkina, Natalia A.,Bidusenko, Ivan A.,Protzuk, Nadezhda I.,Trofimov, Boris A.

, p. 4663 - 4670 (2014/08/05)

The Favorsky reaction of a wide range of aldehydes and ketones with alkynes has been implemented under mild conditions (5-20 C). Using a Bu 4NOH/H2O/DMSO catalytic system, propargylic alcohols are formed cleanly in 39-93% (mostly 72-93%) yields and with ca. 100% selectivity. The method is suitable for aliphatic, aromatic, and heteroaromatic aldehydes and ketones, and for aliphatic, aromatic, and functionalized acetylenes. Thus, this represents the most general and efficient protocol to achieve the Favorsky reaction. Copyright

REACTIONS OF NITROGEN NUCLEOPHILES WITH 1-BROMOALLENES: REGIOSELECTIVE SYNTHESIS OF PROPARGYLAMINES

Geri, Roberto,Polizzi, Carmela,Lardicci, Luciano,Caporusso, Anna Maria

, p. 241 - 248 (2007/10/02)

The results of a study on the reactivity of 3-alkyl- and 3,3-dialkyl-1-bromo-1,2-dienes 2 towards nitrogen nucleophiles, such as aqueous ammonia, lithium amide, aliphatic and aromatic amines allowed us to propose new methods for the synthesis of propargylamines, 1, with an available acetylenic hydrogen.The regio- and the stereoselectivity of these reactions are examined and possible mechanisms are discussed.

AN EFFICIENT AND QUICK LABORATORY SCALE METHOD FOR THE ETHYNYLATION OF SOME ALIPHATIC AND CYCLOALIPHATIC CARBONYL COMPOUNDS.

Verkruijsse, Hermann D.,Graaf, Wim de,Brandsma, Lambert

, p. 131 - 134 (2007/10/02)

A number of aliphatic and cycloaliphatic carbonyl compounds have been ethynylated in tetrahydrofuran at atmospheric pressure using uncomplexed potassium tert-butoxide as a catalyst.

The reaction of some propargyl alcohols with benzeneselenenyl chloride

Garratt, Dennis G.,Beaulieu, Pierre L.,Morisset, Veronique M.

, p. 927 - 934 (2007/10/02)

The reaction of benzeneselenenyl chloride with twenty-two propargyl alcohols in methylene chloride solution is reported.Products of both Markownikoff and anti-Markownikoff regiochemistry are formed in an anti stereospecific manner.The regioselectivity or specificity is found to be very dependent upon the nature of the substituents geminal to the alcoholic moiety.In general the presence of bulky substituents geminal to the alcoholic moiety tend to favour formation of the anti-Markownikoff adduct under conditions of kinetic control.The Markownikoff adducts are found to be favoured thermodynamically.

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