O-Cresyl glycidyl ether

Base Information

• Chemical Name: O-Cresyl glycidyl ether
• CAS No.: 2210-79-9
• Deprecated CAS: 80076-45-5,2377368-86-8
• Molecular Formula: C10H12O2
• Molecular Weight: 164.204
• Hs Code.: 29109000
• European Community (EC) Number: 218-645-3
• ICSC Number: 0135
• NSC Number: 20291,11571
• UN Number: 3334
• UNII: 8Z744RD471
• DSSTox Substance ID: DTXSID8024862
• Nikkaji Number: J475.256B,J59.926C
• Wikipedia: O-Cresyl_glycidyl_ether
• Wikidata: Q1964115
• ChEMBL ID: CHEMBL1445408
• Mol file: 2210-79-9.mol

Synonyms:2210-79-9;2-[(2-Methylphenoxy)methyl]oxirane;O-CRESYL GLYCIDYL ETHER;Glycidyl 2-methylphenyl ether;2-((o-tolyloxy)methyl)oxirane;o-Cresol glycidyl ether;Glycidyl o-tolyl ether;1,2-Epoxy-3-(2-methylphenoxy)propane;1-(2-Methylphenoxy)-2,3-epoxypropane;Araldite DY 023;o-Kresol-glycidaether;2-((2-Methylphenoxy)methyl)oxirane;2-Methylphenyl glycidyl ether;1-(o-Methylphenoxy)-2,3-epoxypropane;((2-Methylphenoxy)methyl)oxirane;1,2-Epoxy-3-(o-tolyloxy)propane;Glycidyl o-methylphenyl ether;Oxirane, [(2-methylphenoxy)methyl]-;Propane, 1,2-epoxy-3-(o-tolyloxy)-;DTXSID8024862;2-(2-Methylphenoxymethyl)oxirane;1,2-Epoxy-3-(o-tolyoxy)propane;Oxirane, [(methylphenoxy)methyl]-;0-Cresyl glycidyl ether;NSC 11571;NSC 20291;Oxirane, ((2-methylphenoxy)methyl)-;Cresyl glycidyl ether, o-;(2-Methylphenoxymethyl)oxirane;CCRIS 2636;2,3-Epoxypropyl o-tolyl ether;o-Kresol-glycidaether [German];EINECS 218-645-3;NSC-11571;NSC-20291;Oxirane, 2-[(methylphenoxy)methyl]-;8Z744RD471;Propane, 1,2-epoxy-3-(o-tolyoxy)-;1-(2,3-Epoxypropoxy)-2-methylbenzene;BRN 0004585;AI3-13110;WLN: T3OTJ B1OR B1;Propane,2-epoxy-3-(o-tolyoxy)-;Propane,2-epoxy-3-(o-tolyloxy)-;Oxirane, 2-((2-methylphenoxy)methyl)-;Oxirane, 2-[(2-methylphenoxy)methyl]-;Oxirane,2-[(2-methylphenoxy)methyl]-;Heloxy 62;o-cresylglycidyl ether;o-Tolyl glycidyl ether;o-Tolyl epoxypropyl ether;Cresol, o-epoxypropyl ether;2-(o-tolyloxymethyl)oxirane;SCHEMBL179950;DTXCID604862;CHEMBL1445408;UNII-8Z744RD471;Glycidyl (2-methylphenyl) ether;CAA21079;NSC11571;NSC20291;Tox21_200885;MFCD00037847;AKOS000200353;AKOS016874461;LS-1017;1-(2-methylphenoxy)2,3-epoxy-propane;1-(o-methyl-phenoxy)-2,3-epoxypropane;2,3-Epoxy-1-(2-methylphenoxy)propane;3-(2-Methylphenoxy)-1,2-epoxypropane;NCGC00091378-01;NCGC00091378-02;NCGC00258439-01;1-(o-methyl-phenoxy)-2,3-epoxy-propane;CAS-2210-79-9;CS-0204435;FT-0626757;EN300-09422;EC 218-645-3;N11750;4-17-00-00993 (Beilstein Handbook Reference);A852251;Q1964115;Glycidyl 2-methylphenyl ether, technical grade, 90%;Z56346888;F1995-0400

Chemical Property of O-Cresyl glycidyl ether

Chemical Property:

• Appearance/Colour: Clear light yellow liquid
• Vapor Pressure: 0.013mmHg at 25°C
• Refractive Index: n20/D 1.529(lit.)
• Boiling Point: 268 °C at 760 mmHg
• Flash Point: 99.1 °C
• PSA: 21.76000
• Density: 1.094 g/cm³
• LogP: 1.77260
• Water Solubility.: 840mg/L at 21℃
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 164.083729621
• Heavy Atom Count: 12
• Complexity: 147
• Transport DOT Label: Class 9

Purity/Quality:

99% ^*data from raw suppliers

Glycidyl 2-methylphenyl ether technical grade, 90% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,N,Xn
• Statements: 36/37/38-68-51/53-43-38
• Safety Statements: 26-37/39-61-36/37

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Plastics & Rubber -> Glycidyl Ethers
• Canonical SMILES: CC1=CC=CC=C1OCC2CO2
• Inhalation Risk: No indication can be given about the rate at which a harmful concentration of this substance in the air is reached on evaporation at 20 °C.
• Effects of Short Term Exposure: The substance is irritating to the skin. The substance is mildly irritating to the eyes and respiratory tract.
• Effects of Long Term Exposure: Repeated or prolonged contact may cause skin sensitization.

Technology Process of O-Cresyl glycidyl ether

There total 11 articles about O-Cresyl glycidyl ether 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: 91.0%

ortho-cresol (95-48-7,77504-84-8) + epichlorohydrin (106-89-8,24969-06-0,13403-37-7) → o-Cresyl glycidyl ether (2210-79-9)

Guidance literature:

With n-Bu₄NOSO₂OCH₂CHOHCH₃; potassium carbonate; at 75 - 80 ℃; for 1.5h;

DOI:10.1080/00397919408011305

Reference yield: 89.0%

ortho-cresol (95-48-7,77504-84-8) + epichlorohydrin (106-89-8,24969-06-0,13403-37-7) → 1-chloro-3-(2-methylphenoxy)propan-2-ol (25772-91-2) + o-Cresyl glycidyl ether (2210-79-9)

Guidance literature:

With sodium hydroxide; tetrabutylammomium bromide; potassium carbonate; at 110 ℃; for 0.116667h; microwave irradiation;

DOI:10.1016/j.tet.2006.08.067

Reference yield: 82.0%

→ o-Cresyl glycidyl ether (2210-79-9)

Guidance literature:

With caesium carbonate; In acetonitrile; at 82 ℃; for 3h;

upstream raw materials:

ortho-cresol

epichlorohydrin

1-chloro-3-(2-methylphenoxy)propan-2-ol

1,2-Epoxy-3-bromopropane

Downstream raw materials:

F₁₇₇₁-0003

1-pyrrolidino-3-o-tolyloxy-propan-2-ol

1-piperidino-3-o-tolyloxy-propan-2-ol

1-(3,6-dihydro-2H-[1]pyridyl)-3-o-tolyloxy-propan-2-ol

Refernces

• 1、 Sarojini, Perumal,Jeyachandran, Malaichamy,Sriram, Dharmarajan,Ranganathan, Palraj,Gandhimathi. "Facile microwave-assisted synthesis and antitubercular evaluation of novel aziridine derivatives". . . Retrieved 2021/02/26.
• 2、 Zhu, Ye-Fu,Wei, Bo-Le,Wang, Wen-Qiong,Xuan, Li-Jiang. "A facile and efficient method for synthesis of β-iodocarboxylates from terminal epoxides". supporting information. . Retrieved 2019/11/26.