Propargyl acrylate

Base Information

• Chemical Name: Propargyl acrylate
• CAS No.: 10477-47-1
• Deprecated CAS: 1420848-42-5,1588498-10-5
• Molecular Formula: C6H6 O2
• Molecular Weight: 110.112
• Hs Code.: 2916129000
• European Community (EC) Number: 233-975-8
• NSC Number: 245495
• UNII: UCB3ZIC58Q
• DSSTox Substance ID: DTXSID3065087
• Nikkaji Number: J212.415G
• Wikidata: Q81991974
• ChEMBL ID: CHEMBL4065948
• Mol file: 10477-47-1.mol

Synonyms:Propargyl acrylate;10477-47-1;2-Propenoic acid, 2-propynyl ester;prop-2-ynyl prop-2-enoate;2-Propynyl acrylate;Acrylic acid propargyl ester;UCB3ZIC58Q;2-Propenoic acid, 2-propyn-1-yl ester;EINECS 233-975-8;NSC 245495;NSC-245495;prop-2-yn-1-yl acrylate;propargylacrylate;prop-2-ynyl acrylate;UNII-UCB3ZIC58Q;Propargyl acrylate, 98%;SCHEMBL195103;CHEMBL4065948;DTXSID3065087;prop-2-yn-1-yl prop-2-enoate;2-PROPYN-1-OL, ACRYLATE;PROPARGYL ACRYLATE, 98%,;MFCD00078451;NSC245495;AKOS025116702;ACRYLIC ACID, 2-PROPYNYL ESTER;FT-0693875;P2878;Propargyl acrylate stabilized with 200 ppm BHT;J-001251

Chemical Property of Propargyl acrylate

Chemical Property:

• Vapor Pressure: 10.3mmHg at 25°C
• Refractive Index: n20/D 1.447(lit.)
• Boiling Point: 142-143 °C(lit.)
• Flash Point: 110 °F
• PSA: 26.30000
• Density: 0.997 g/mL at 25 °C(lit.)
• LogP: 0.34880
• Water Solubility.: Not miscible or difficult to mix with water.
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 110.036779430
• Heavy Atom Count: 8
• Complexity: 138

Purity/Quality:

98%,99%, ^*data from raw suppliers

Propargyl acrylate 98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 10-36/37/38
• Safety Statements: 16-26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C=CC(=O)OCC#C
• Uses: It is employed as a intermediate for pharmaceutical. Propargyl acrylate may be used to synthesize:linear poly(N-isopropylacrylamide)(PNIPAM)1-[3-(2-methyl-2-dodecylsulfanylthiocarbonylsulfanylpropionyloxy)propyl]-1H-[1,2,3]triazol-4-ylmethyl acrylate, an acryloyl trithiocarbonate chain transfer agentpropranolol-imprinted core–shell nanoparticles (mipCS)

Technology Process of Propargyl acrylate

There total 6 articles about Propargyl acrylate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 90.0%

propargyl alcohol (107-19-7) + acryloyl chloride (814-68-6,25189-84-8) → propargyl acrylate (10477-47-1)

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 20 ℃;

DOI:10.1021/ja00048a012

Reference yield: 44.0%

Propiolsaeure-(2-propinyl)ester (4383-39-5) → butatriene (2873-50-9) + pent-4-en-2-ynal (74107-90-7) + propargyl acrylate (10477-47-1) + 4-methylene-2-cyclobuten-1-one (42827-31-6) + 2-Aethinylpropenal + acetylene (74-86-2,25067-58-7)

Guidance literature:

at 580 ℃; Mechanism; other temperatures, also 1,1-D₂ derivative, other products;

DOI:10.1002/hlca.19830660743

Reference yield: 44.0%

Propiolsaeure-(2-propinyl)ester (4383-39-5) → butatriene (2873-50-9) + pent-4-en-2-ynal (74107-90-7) + propargyl acrylate (10477-47-1) + 4-methylene-2-cyclobuten-1-one (42827-31-6)

Guidance literature:

at 580 ℃; Further byproducts given;

DOI:10.1002/hlca.19830660743

upstream raw materials:

Propiolsaeure-(2-propinyl)ester

propargyl alcohol

acryloyl chloride

Downstream raw materials:

(1'-hydroxymethyl)-1,2-dicarba-closo-dodecaborane

Refernces

• 1、 Yhaya, Firdaus,Lim, Johnny,Kim, Yoseop,Liang, Mingtao,Gregory, Andrew M.,Stenzel, Martina H.. "Development of micellar novel drug carrier utilizing temperature-sensitive block copolymers containing cyclodextrin moieties". . p. 8433 - 8445. Retrieved 2011.
• 2、 Zhang, Bo-Yu,He, Wei-Dong,Li, L.I.-Ying,Sun, Xiao-L.I.,Li, Wen-Tao,Zhang, K.E.-Ren. "Reducibly degradable hydrogels of PNIPAM and PDMAEMA: Synthesis, stimulus-response and drug release". . p. 3604 - 3612. Retrieved 2010.
• 3、 Zhang, Bo-Yu,He, Wei-Dong,Li, Wen-Tao,Li, Li-Ying,Zhang, Ke-Ren,Zhang, Hao. "Preparation of block-brush PEG-b-P(NIPAM-g-DMAEMA) and its dual stimulus-response". . p. 3039 - 3046. Retrieved 2010.
• 4、 Bilinski, Vanda,Dreiding, Andre S.,Hollenstein, Hans. "Butatrien durch Thermolyse von Propiolsaeure-(2-propinyl)ester". . p. 2322 - 2329. Retrieved 1983.
• 5、 Lippincott, Daniel J.,Linstadt, Roscoe T. H.,Maser, Michael R.,Gallou, Fabrice,Lipshutz, Bruce H.. "Synthesis of Functionalized 1,3-Butadienes via Pd-Catalyzed Cross-Couplings of Substituted Allenic Esters in Water at Room Temperature". supporting information. p. 4719 - 4722. Retrieved 2018/08/23.
• 6、 Xiao, Qing,He, Qijie,Li, Juncheng,Wang, Jun. "1,4-Diazabicyclo[2.2.2]octane-Promoted Aminotrifluoromethylthiolation of α,β-Unsaturated Carbonyl Compounds: N-Trifluoromethylthio-4-nitrophthalimide Acts as Both the Nitrogen and SCF3 Sources". supporting information. p. 6090 - 6093. Retrieved 2016/01/09.