993-53-3

Basic information

• Product Name: 3,4,4-TRIMETHYL-1-PENTYN-3-OL
• Synonyms: 3,4,4-TRIMETHYL-1-PENTYN-3-OL 98%;3,4,4-trimethylpent-1-yn-3-ol;3,4,4-TRIMETHYL-1-PENTYN-3-OL;TIMTEC-BB SBB009022
• CAS NO: 993-53-3
• Molecular Formula: C₈H₁₄O
• Molecular Weight: 126.2
• Mol File: 993-53-3.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 142-144°C
• Flash Point: 39°C
• Appearance: /
• Density: 0,868 g/cm3
• Vapor Pressure: 3.01mmHg at 25°C
• Refractive Index: 1.4420
• PKA: 13.34±0.29(Predicted)
• BRN: 1742361
• CAS DataBase Reference: 3,4,4-TRIMETHYL-1-PENTYN-3-OL(CAS DataBase Reference)
• NIST Chemistry Reference: 3,4,4-TRIMETHYL-1-PENTYN-3-OL(993-53-3)
• EPA Substance Registry System: 3,4,4-TRIMETHYL-1-PENTYN-3-OL(993-53-3)

Safety Data

• Statements: R10:Flammable.
• Safety Statements: S23:Do not inhale gas/fumes/vapour/spray.; S24/25:Avoid contact with skin and eyes.
• RIDADR: 1987
• HazardClass: 3
• PackingGroup: III
• Hazardous Substances Data: 993-53-3(Hazardous Substances Data)

Usage

General Description

3,4,4-Trimethyl-1-pentyn-3-ol, also known as TMAPE, is a chemical compound with the molecular formula C8H14O. It is a clear, colorless liquid with a strong and acrid odor. TMAPE is commonly used as a solvent in organic synthesis and as a reagent for the synthesis of various organic compounds. It is also used as a corrosion inhibitor and as an additive in fuel and lubricants to improve their performance. TMAPE is highly flammable and should be handled with caution. It is classified as a hazardous substance, and appropriate safety measures should be taken when handling this chemical.

InChI:InChI=1/C8H14O/c1-6-8(5,9)7(2,3)4/h1,9H,2-5H3

Upstream product

• 75-97-8 3,3-dimethyl-butan-2-one 
• 1066-26-8 sodium acetylide 
• 74-86-2 acetylene 
• 10575-72-1 1-bromo-3,4,4-trimethyl-penta-1,2-diene 
• 75-04-7 ethylamine 
• 75-64-9 tert-butylamine 
• 4301-14-8 acetylenemagnesium bromide 
• 60-29-7 diethyl ether 
• 71-43-2 benzene 
• 75-20-7 calcium carbide 

Downstream Products

• 100520-60-3 acetoacetic acid-(1-tert-butyl-1-methyl-prop-2-ynyl ester) 
• 97638-22-7 3,4,4-trimethyl-1-pentyn-3-ol hydrogen phthalate 
• 38484-41-2 (S)-3,4,4-trimethyl-1-pentyn-3-ol 
• 38484-42-3 (R)-3,4,4-Trimethyl-1-pentyn-3-ol 
• 4457-08-3 (+/-)-1-chloro-3,4,4-trimethyl-penta-1,2-diene 
• 2809-84-9 2-(tert-butyl)-but-1-en-3-yne 
• 7294-05-5 2,2,3-trimethyl-3-pentanol 
• 3732-61-4 3,4,4-trimethyl-1-penten-3-ol 
• 7576-25-2 4,4-dimethyl-3-methyliden-2-pentanon 
• 16487-17-5 3-methoxy-3,4,4-trimethyl-1-pentyne 
• 144562-22-1 3,4,4-trimethyl-pent-2-enal 
• 6196-59-4 3-hydroxy-3,4,4-trimethyl-pentan-2-one 
• 31820-01-6 1-chloro-3,4,4-trimethyl-pent-1-yn-3-ol 
• 56998-66-4 1-bromo-3,4,4-trimethyl-pent-1-yn-3-ol 

Relevant articles and documents

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

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

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

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

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

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