2-(Benzyloxy)ethanol

Base Information

• Chemical Name: 2-(Benzyloxy)ethanol
• CAS No.: 622-08-2
• Molecular Formula: C9H12O2
• Molecular Weight: 152.193
• Hs Code.: 29052900
• European Community (EC) Number: 210-719-3
• NSC Number: 8886
• UNII: 06S8147L47
• DSSTox Substance ID: DTXSID3060744
• Nikkaji Number: J6.835G
• Wikidata: Q27236216
• Mol file: 622-08-2.mol

Synonyms:2-(Benzyloxy)ethanol;622-08-2;2-Benzyloxyethanol;2-Benzyloxy-1-ethanol;Ethylene glycol monobenzyl ether;Ethanol, 2-(phenylmethoxy)-;Benzyl cellosolve;Benzyl-PEG2-alcohol;2-(benzyloxy)ethan-1-ol;2-Benzyloxy ethanol;Glycol monobenzyl ether;Glycol benzyl ether;Ethanol, 2-(benzyloxy)-;Benzylcelosolv;2-phenylmethoxyethanol;Benzylcelosolv [Czech];Benzyl Glycol;NSC 8886;2-benzyloxy-ethanol;2-(BENZYLOXY) ETHANOL;1-O-Benzylethanediol;HSDB 2104;EINECS 210-719-3;MFCD00002868;BRN 2043566;AI3-01040;UNII-06S8147L47;NSC-8886;06S8147L47;4-06-00-02241 (Beilstein Handbook Reference);2-benzyloxylethanol;benzyloxy-2-ethanol;Benzyl 'cellosolve';2-(benzyloxy)etanol;2-benzyloxyethyl alcohol;2-(Benzyloxy)-1-ethanol;WLN: Q2O1R;SCHEMBL23340;BENZYL GLYCOL [INCI];2-(Benzyloxy)ethanol, 98%;DTXSID3060744;4-(2-hydroxyethoxy)methylbenzene;NSC8886;Benzyl-PEG-OH, 5,000 MW;BENZYL 2-HYDROXYETHYL ETHER;BCP19562;ETHYLENE GLYCOL BENZYL ETHER;AKOS009156913;2-(BENZYLOXY) ETHANOL [HSDB];CS-W007853;HY-W007853;PB47466;AS-11798;BP-22208;BP-29787;LS-66481;SY015814;AM20040881;B0426;FT-0632607;EN300-83836;B-1470;P17494;A833642;Q27236216;F0001-1657;Z854223062

Chemical Property of 2-(Benzyloxy)ethanol

Chemical Property:

• Appearance/Colour: Colorless to light yellow liquid
• Vapor Pressure: 0.00895mmHg at 25°C
• Melting Point: <-75oC
• Refractive Index: n20/D 1.521(lit.)
• Boiling Point: 254.4 °C at 760 mmHg
• PKA: 14.40±0.10(Predicted)
• Flash Point: 108 °C
• PSA: 29.46000
• Density: 1.067 g/cm³
• LogP: 1.19550
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• Water Solubility.: 4.282g/L(23 oC)
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 152.083729621
• Heavy Atom Count: 11
• Complexity: 87.6

Purity/Quality:

98%, ^*data from raw suppliers

1-O-Benzylethanediol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-36/37/38
• Safety Statements: 26-36-37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Solvents -> Glycol Ethers (E Series)
• Canonical SMILES: C1=CC=C(C=C1)COCCO
• Description: Benzyl-PEG2-alcohol is a PEG linker with an acid labile, benzyl protecting group and a reactive primary alcohol. The primary alcohol can react and further derivatize the compound. The hydrophilic PEG linker increases the water solubility of the compound in aqueous media.
• Uses: 2-Benzyloxyethanol is used in a base-free iridium-catalyzed direct alkylation of active methylene compounds with alcohols. 2-(Benzyloxy)ethanol has been used in:9-(2-hydroxyethyl)-linked synthesis of 2,6-diaminopurinessynthesis of benzyloxy ethyl methacrylate monomer by esterification with methacryloyl chloridea base-free iridium-catalyzed direct alkylation of active methylene compounds with alcohols

Technology Process of 2-(Benzyloxy)ethanol

There total 67 articles about 2-(Benzyloxy)ethanol 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%

O-(4-Nitrobenzyl)-2-benzyloxyethanol (128702-30-7) → 2-Benzyloxyethanol (622-08-2,1201808-31-2)

Guidance literature:

With indium; ammonium chloride; In ethanol; for 18h; Heating;

DOI:10.1055/s-1999-2904

Reference yield: 95.0%

benzyloxyacetoaldehyde (60656-87-3) → 2-Benzyloxyethanol (622-08-2,1201808-31-2)

Guidance literature:

With zirconium(IV) tetraisopropoxide 2-propanol; 4 Angstroem MS; 1,1'-bi-2-naphthol; In isopropyl alcohol; toluene; at 20 ℃; for 9h;

DOI:10.1016/S0040-4039(01)01276-X

Reference yield: 94.1%

benzaldehyde (100-52-7) + ethylene glycol (107-21-1) → 2-Benzyloxyethanol (622-08-2,1201808-31-2)

Guidance literature:

With chitosan immobilized with 3-(3-vinylimidazolyl)propane-1-sulfonate and 12-phosphotungstic acid; In cyclohexane; at 80 ℃; for 2h; Reflux; Dean-Stark;

DOI:10.1039/c6ra02169g

upstream raw materials:

oxirane

benzyl alcohol

2-phenyl-1,3-dioxolane

benzaldehyde p-toluenesulfonylhydrazone

Downstream raw materials:

lactic acid-(2-benzyloxy-ethyl ester)

benzyl 2-chloroethyl ether

phosphorous acid tris-(2-benzyloxy-ethyl ester)

2-(cyclohexylmethoxy)ethanol

Refernces

• 1、 Ren, Tianyu,You, Shengping,Zhang, Zhaofeng,Wang, Yuefei,Qi, Wei,Su, Rongxin,He, Zhimin. "Highly selective reductive catalytic fractionation at atmospheric pressure without hydrogen". supporting information. p. 1648 - 1657. Retrieved 2021/03/09.
• 2、 Kim, Junheon,Lee, Su Jin,Park, Joon Oh,Yoon, Kyungjae Andrew. "Nematicidal activity of benzyloxyalkanols against pine wood nematode". . p. 1 - 9. Retrieved 2021/03/15.