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Details

Stereochemistry ACHIRAL
Molecular Formula C3H4O
Molecular Weight 56.0633
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of Propargyl alcohol

SMILES

OCC#C

InChI

InChIKey=TVDSBUOJIPERQY-UHFFFAOYSA-N
InChI=1S/C3H4O/c1-2-3-4/h1,4H,3H2

HIDE SMILES / InChI

Molecular Formula C3H4O
Molecular Weight 56.0633
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Approval Year

PubMed

PubMed

TitleDatePubMed
Bistrimethylsilylpropargylic ether: a versatile ambident synthon to access substituted allenyne ethers and alpha-substituted bispropargylic alcohols.
2007-07-20
The use of silicon-based tethers for the Pauson-Khand reaction.
2007-07-06
One-pot synthesis of alpha-iodo-substituted alpha,beta-unsaturated aldehydes from propargylic alcohols.
2007-06-22
Synthesis of terpene and steroid dimers and trimers having cyclobutadienyl-Co and aromatic tethers.
2007-05-25
A unified synthetic approach to polyketides having both skeletal and stereochemical diversity.
2007-05-10
Stereocontrolled synthesis of (-)-galanthamine.
2007-05-10
Ruthenium-catalyzed cycloisomerization-6pi-cyclization: a novel route to pyridines.
2007-04-12
Rhodium-catalyzed asymmetric one-pot transesterification and [2 + 2 + 2] cycloaddition leading to enantioenriched 3,3-disubstituted phthalides.
2007-03-29
Pt-catalyzed cyclization/1,2-migration for the synthesis of indolizines, pyrrolones, and indolizinones.
2007-03-15
Chiral ruthenium-allenylidene complexes that bear a fullerene cyclopentadienyl ligand: synthesis, characterization, and remote chirality transfer.
2007-03-05
Substrate specificity of human thymine-DNA glycosylase on exocyclic cytosine adducts.
2007-02-20
Recent developments in the metal-catalyzed reactions of metallocarbenoids from propargylic esters.
2007
Coupling-isomerization synthesis of chalcones.
2006-12-04
Iron-catalyzed carbometalation of propargylic and homopropargylic alcohols.
2006-11-29
A general and efficient FeCl3-catalyzed nucleophilic substitution of propargylic alcohols.
2006-10-13
A novel approach toward asymmetric synthesis of alcohol functionalized C-chiral diphosphines via two-stage hydrophosphination of terminal alkynols.
2006-09-04
B-allenyl- and B-(gamma-trimethylsilylpropargyl)-10-phenyl-9-borabicyclo[3.3.2]decanes: asymmetric synthesis of propargyl and alpha-allenyl 3-degree-carbinols from ketones.
2006-08-31
trans-hydroalumination/alkylation: one-pot synthesis of trisubstituted allylic alcohols.
2006-08-17
Vanadium-catalyzed addition of propargyl alcohols and imines.
2006-08-16
The nicholas approach to natural product hybrids.
2006-08-16
Supramolecular assemblies of chiral propargylic alcohols.
2006-08-11
A highly efficient preparative method of alpha-ylidene-beta-diketones via Au(III)-catalyzed acyl migration of propargylic esters.
2006-07-05
Zinc- and indium-promoted conjugate addition-cyclization reactions of ethenetricarboxylates with propargylamines and alcohol: novel methylenepyrrolidine and methylenetetrahydrofuran syntheses.
2006-04-28
Enhanced diastereoselectivity in beta-mannopyranosylation through the use of sterically minimal propargyl ether protecting groups.
2006-04-14
Acetylenic TACE inhibitors. Part 3: Thiomorpholine sulfonamide hydroxamates.
2006-03-15
[1,3]-Transfer of chirality during the Nicholas reaction in gamma-benzyloxy propargylic alcohols.
2006-03-08
Synthesis of a NO-releasing prodrug of rofecoxib.
2006-01-20
Alkyne hydrosilylation catalyzed by a cationic ruthenium complex: efficient and general trans addition.
2005-12-21
Carbon 1s excitation spectroscopy of propyne, trifluoropropyne, and propargyl alcohol.
2005-12-15
O-Directed free-radical hydrostannations of propargyl ethers, acetals, and alcohols with Ph3SnH and Et3B.
2005-11-24
Electron inventory, kinetic assignment (E(n)), structure, and bonding of nitrogenase turnover intermediates with C2H2 and CO.
2005-11-16
Concise and practical synthesis of C-glycosyl ketones from sugar benzothiazoles and their transformation into chiral tertiary alcohols.
2005-11-11
Gold(III)-catalyzed nucleophilic substitution of propargylic alcohols.
2005-10-19
Reactivity of alkynes containing alpha-hydrogen atoms with a triruthenium hydrido carbonyl cluster: alkenyl versus allyl cluster derivatives.
2005-10-07
Synergistic dimetallic effects in propargylic substitution reaction catalyzed by thiolate-bridged diruthenium complex.
2005-07-06
Highly stereoselective one-pot procedure to prepare bis- and tris-chalcogenide alkenes via addition of disulfides and diselenides to terminal alkynes.
2005-06-24
Generation of N-heterocyclic carbenes by metal-mediated coupling of propargylamine and isocyanides.
2005-06-22
Flexible synthesis of enantiomerically pure 2,8-dialkyl-1,7-dioxaspiro[5.5]undecanes and 2,7-dialkyl-1,6-dioxaspiro[4.5]decanes from propargylic and homopropargylic alcohols.
2005-04-15
Ruthenium-catalyzed cycloisomerizations of diynols.
2005-04-06
Synthesis of diindeno-fused 4H-cyclopenta[def]phenanthren-4-ones and related compounds via benzannulated enediynyl propargylic alcohols.
2005-03-18
Reaction of alpha-(N-carbamoyl)alkylcuprates with propargyl substrates: synthetic route to alpha-amino allenes and delta3-pyrrolines.
2005-03-18
Oxathiolene oxide synthesis via chelation-controlled addition of organometallic reagents to alkynols followed by addition of sulfur electrophiles and evaluation of oxathiolene oxides as anticarcinogenic enzyme inducers.
2005-03-15
Aryl annulation of cyclic ketones via a magnesium carbometalation-6-pi- electrocyclization protocol.
2005-03-03
Substrate interactions with the nitrogenase active site.
2005-03
Ruthenium-catalyzed propargylic substitution reactions of propargylic alcohols with oxygen-, nitrogen-, and phosphorus-centered nucleophiles.
2005-02-18
Ruthenium-catalyzed synthesis of alkylidenecyclobutenes via head-to-head dimerization of propargylic alcohols and cyclobutadiene-ruthenium intermediates.
2005-02-04
Highly regioselective coupling reactions of allylic and propargylic alcohol derivatives with gamma,gamma-dialkoxyallylic zirconium species via Zr-to-Cu transmetalation.
2005-01-21
Phototransformation of clodinafop-propargyl.
2005
Ruthenium- and platinum-catalyzed sequential reactions: selective synthesis of fused polycyclic compounds from propargylic alcohols and alkenes.
2004-12-15
Screening of modified DNA aptamers that recognize DNA secondary structure.
2004
Patents
Substance Class Chemical
Created
by admin
on Mon Mar 31 19:30:27 GMT 2025
Edited
by admin
on Mon Mar 31 19:30:27 GMT 2025
Record UNII
E920VF499L
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
Propargyl alcohol
HSDB   MI  
Systematic Name English
NSC-8804
Preferred Name English
PROPARGYL ALCOHOL [MI]
Common Name English
PROPARGYL ALCOHOL [HSDB]
Common Name English
Classification Tree Code System Code
EPA PESTICIDE CODE 68702
Created by admin on Mon Mar 31 19:30:27 GMT 2025 , Edited by admin on Mon Mar 31 19:30:27 GMT 2025
Code System Code Type Description
NSC
8804
Created by admin on Mon Mar 31 19:30:27 GMT 2025 , Edited by admin on Mon Mar 31 19:30:27 GMT 2025
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SMS_ID
300000053606
Created by admin on Mon Mar 31 19:30:27 GMT 2025 , Edited by admin on Mon Mar 31 19:30:27 GMT 2025
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CHEBI
28905
Created by admin on Mon Mar 31 19:30:27 GMT 2025 , Edited by admin on Mon Mar 31 19:30:27 GMT 2025
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CAS
107-19-7
Created by admin on Mon Mar 31 19:30:27 GMT 2025 , Edited by admin on Mon Mar 31 19:30:27 GMT 2025
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EPA CompTox
DTXSID5021883
Created by admin on Mon Mar 31 19:30:27 GMT 2025 , Edited by admin on Mon Mar 31 19:30:27 GMT 2025
PRIMARY
MERCK INDEX
m9193
Created by admin on Mon Mar 31 19:30:27 GMT 2025 , Edited by admin on Mon Mar 31 19:30:27 GMT 2025
PRIMARY Merck Index
FDA UNII
E920VF499L
Created by admin on Mon Mar 31 19:30:27 GMT 2025 , Edited by admin on Mon Mar 31 19:30:27 GMT 2025
PRIMARY
HSDB
6054
Created by admin on Mon Mar 31 19:30:27 GMT 2025 , Edited by admin on Mon Mar 31 19:30:27 GMT 2025
PRIMARY
WIKIPEDIA
PROPARGYL ALCOHOL
Created by admin on Mon Mar 31 19:30:27 GMT 2025 , Edited by admin on Mon Mar 31 19:30:27 GMT 2025
PRIMARY
ECHA (EC/EINECS)
203-471-2
Created by admin on Mon Mar 31 19:30:27 GMT 2025 , Edited by admin on Mon Mar 31 19:30:27 GMT 2025
PRIMARY
PUBCHEM
7859
Created by admin on Mon Mar 31 19:30:27 GMT 2025 , Edited by admin on Mon Mar 31 19:30:27 GMT 2025
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MESH
C028255
Created by admin on Mon Mar 31 19:30:27 GMT 2025 , Edited by admin on Mon Mar 31 19:30:27 GMT 2025
PRIMARY