Allyl alcohol

Base Information

• Chemical Name: Allyl alcohol
• CAS No.: 107-18-6
• Molecular Formula: C3H6O
• Molecular Weight: 58.08
• Hs Code.: 29052910
• European Community (EC) Number: 203-470-7
• ICSC Number: 0095
• NSC Number: 6526
• UN Number: 1098
• UNII: 3W678R12M0
• DSSTox Substance ID: DTXSID8020044
• Nikkaji Number: J4.059B
• Wikipedia: Allyl_alcohol
• Wikidata: Q414553
• Metabolomics Workbench ID: 45017
• ChEMBL ID: CHEMBL234926
• Mol file: 107-18-6.mol

Synonyms:1-propen-3-ol;allyl alcohol;allylic alcohol

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Chemical Property of Allyl alcohol

Chemical Property:

• Appearance/Colour: colourless liquid with a mustard-like odour
• Vapor Pressure: 23.8 mm Hg ( 25 °C)
• Melting Point: -129 °C
• Refractive Index: n20/D 1.412(lit.)
• Boiling Point: 99 °C at 760 mmHg
• PKA: 15.5(at 25℃)
• Flash Point: 22.222 °C
• PSA: 20.23000
• Density: 0.822 g/cm³
• LogP: 0.16470
• Storage Temp.: Flammables area
• Solubility.: Miscible with alcohol, chloroform, ether, and petroleum ether (Windholz et al., 1983)
• Water Solubility.: MISCIBLE
• XLogP3: 0.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 58.041864811
• Heavy Atom Count: 4
• Complexity: 17.2
• Transport DOT Label: Poison Inhalation Hazard Flammable Liquid

Purity/Quality:

Safty Information:

• Pictogram(s): T,N
• Hazard Codes: T,N
• Statements: 10-23/24/25-36/37/38-50
• Safety Statements: 36/37/39-38-45-61

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Toxic Gases & Vapors -> Other Toxic Gases & Vapors
• Canonical SMILES: C=CCO
• Inhalation Risk: A harmful contamination of the air can be reached very quickly on evaporation of this substance at 20 °C.
• Effects of Short Term Exposure: The substance is irritating to the eyes, skin and respiratory tract. The substance may cause effects on the muscles. This may result in muscle contractions. The effects may be delayed.
• Effects of Long Term Exposure: The substance may have effects on the liver and kidneys, resulting in impaired functions.
• Physical properties: Colorless, mobile liquid with a pungent, mustard-like odor at high concentrations. At low concentrations, odor resembles that of ethyl alcohol. Katz and Talbert (1930) and Dravnieks (1974) reported experimental detection odor threshold concentrations of 3.3 mg/m3 (1.4 ppmv) and 5 mg/m3 (2.1 ppmv), respectively.
• Uses: Allyl alcohol is used as an intermediate compound for synthesizing raw materials such as epichlorohydrin C3H5ClO and 1,4- butanediol C4H10O2, and this development is bringing about expansion of the range of uses of allyl alcohol. The term allyl of allyl compounds is derived from allium, the Latin word for garlic. It is also used to induce a mouse model of liver damage that has been used to study the mechanisms of hepatotoxicity and hepatic stem cell-mediated repair.

Technology Process of Allyl alcohol

There total 309 articles about Allyl alcohol 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: 100.0%

allyl 4-(benzyloxycarbonylamino)butanoate → 4-(benzyloxycarbonylamino)butyric acid (5105-78-2) + allyl alcohol (107-18-6)

Guidance literature:

With phosphate buffer; Bacillus subtilis esterase BS₂; In methanol; hexane; at 37 ℃; for 0.5h; pH=7.4; Further Variations:; reaction times; enzyme/substrate ratios; Product distribution;

DOI:10.1021/jo061871f

Reference yield: 31.2%

glycerol (56-81-5,25618-55-7,64333-26-2,8013-25-0) → propylene glycol (57-55-6,63625-56-9) + acetaldehyde (75-07-0,9002-91-9) + allyl alcohol (107-18-6) + acetone (67-64-1) + acrolein (107-02-8,25068-14-8)

Guidance literature:

for 1h; Reagent/catalyst;

DOI:10.1039/c5ra16166e

Reference yield: 30.1%

methyloxirane (75-56-9,16033-71-9) → 2-methyl-2-pentenal (14250-96-5,16958-22-8,623-36-9) + propionaldehyde (123-38-6) + allyl alcohol (107-18-6) + acetone (67-64-1)

Guidance literature:

With magnesium bromide; In N,N-dimethyl-formamide; at 130 ℃; for 0.5h;

upstream raw materials:

n-butyl magnesium bromide

diethyl ether

Allyl ether

tetrachloromethane

Downstream raw materials:

(+/-)-3-(2-pyrrolidinyl)-1-propanol

3-(benzylthio)propan-1-ol

3-(1-piperazinyl)-1-propanol

3-(4-methyl-1-piperazinyl)-1-propanol

Refernces

• 1、 Siddqui, Nazia,Sarkar, Bipul,Pendem, Chandrashekar,Khatun, Rubina,Sivakumar Konthala,Sasaki, Takehiko,Bordoloi, Ankur,Bal, Rajaram. "Highly selective transfer hydrogenation of α,β-unsaturated carbonyl compounds using Cu-based nanocatalysts". . p. 2828 - 2837. Retrieved 2017.
• 2、 Busca, Guido,Finocchio, Elisabetta,Lorenzelli, Vincenzo,Trombetta, Marcella,Rossini, Stefano A.. "IR study of alkene allylic activation on magnesium ferrite and alumina catalysts". . p. 4687 - 4694. Retrieved 1996.
• 3、 Maillard, B.,Montaudon, E.,Rakotomanana, F.,Bourgeois, M. J.. "DEPLACEMENTS HOMOLYTIQUES INTRAMOLECULAIRES III-DECOMPOSITION DU PEROXYDE D'ALLYLE ET DE t-BUTYLE DANS LES ETHERS ET LES CYCLANES: EPOXY-2,3 PROPANATION DE CES SOLVANTS". . p. 5039 - 5044. Retrieved 1985.
• 4、 Greish, Alexander A.,Kustov, Leonid M.,Vasnev, Alexander V.. "Co-metathesis of ethylene and olefinic compounds in ionic liquids". . p. 329 - 330. Retrieved 2011.
• 5、 Coffey,Ward. "-". . p. 1301. Retrieved 1921.
• 6、 Wormann, Michael,Maier, Martin E.. "Synthesis of allyl alcohol as a method to valorise glycerol from the biodiesel production". . p. 15314 - 15317. Retrieved 2019.
• 7、 Yoshikawa, Takuya,Tago, Teruoki,Nakamura, Ayaka,Konaka, Aya,Mukaida, Mitsushi,Masuda, Takao. "Investigation of reaction routes for direct conversion of glycerol over zirconia-iron oxide catalyst". . p. 1247 - 1256. Retrieved 2011.
• 8、 Yang, Sufen,Zhang, Qinghong,Wang, Ye. "Boron-modified chlorine-free K+-FeOx/SBA-15 as highly effective catalyst for propylene epoxidation by nitrous oxide". . p. 786 - 787. Retrieved 2007.
• 9、 Izumi, Yusuke,Tanaka, Yoshiyuki,Urabe, Kazuo. "SELECTIVE CATALYTIC HYDROGENATION OF PROPARGYL ALCOHOL WITH HETEROPOLY ACID-MODIFIED PALLADIUM". . p. 679 - 682. Retrieved 1982.
• 10、 Li, Ming,Hu, Yufei,Li, Gongke. "A study on the cataluminescence of propylene oxide on FeNi layered double hydroxides/graphene oxide". . p. 11823 - 11830. Retrieved 2021.