p-tert-Butylphenyl glycidyl ether
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p-tert-Butylphenyl glycidyl ether
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CAS No:
3101-60-8
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Formula:
C13H18O2
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Chemical Name:
p-tert-Butylphenyl glycidyl ether
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Synonyms:
Oxirane,2-[[4-(1,1-dimethylethyl)phenoxy]methyl]-;Propane,1-(p-tert-butylphenoxy)-2,3-epoxy-;Oxirane,[[4-(1,1-dimethylethyl)phenoxy]methyl]-;2-[[4-(1,1-Dimethylethyl)phenoxy]methyl]oxirane;p-tert-Butylphenol glycidyl ether;3-(4-tert-Butylphenoxy)-1,2-epoxypropane;p-tert-Butylphenyl glycidyl ether;1-(p-tert-Butylphenoxy)-2,3-epoxypropane;R 1007;Glycidyl p-tert-butylphenyl ether;4-tert-Butylphenyl glycidyl ether;Denacol EX 146;Epiclon 520;Glycidyl 4-tert-butylphenyl ether;Heloxy WC 65;(4-tert-Butylphenoxy)methyloxirane;Heloxy 65;ED 509;Adeka ED 509;Epiol TB;Araldite DY-P;EX 146;Adeka Resin ED 509;Adeka Glycilol ED 509;Adeka Glycilol ED 509E;Polypox R 7;Adeka Glycilol ED 509S;EP 509S;ED 509S;2-[(4-tert-Butylphenoxy)methyl]oxirane;Erisys GE 11;SE 580;DY-P-US;4-tert-Butylphenol glycidyl ether;ED 509E;Heloxy Modifier 65;XY 693;TGE-H;JX 012;71281-67-9;99938-81-5;124632-41-3;128994-01-4;260047-36-7;877129-42-5
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CAS No:
Description
P-tert-butylphenyl glycidyl ether is a clear light yellow liquid. (NTP, 1992)|Liquid; OtherSolid
P-tert-butylphenyl glycidyl ether is a clear light yellow liquid. (NTP, 1992)
p-tert-Butylphenyl glycidyl ether Basic Attributes
206.283
206.28
221-453-2
DTXSID1024702
2910900090
Characteristics
21.8
3.3
Liquid
1.10 g/cm3
165-170 °C14 mm Hg(lit.)
215 °F
1.515
Slightly soluble in water.
Thermal decomposition spicy irritating smoke
Ethers tend to form unstable peroxides when exposed to oxygen. Ethyl, isobutyl, ethyl tert-butyl, and ethyl tert-pentyl ether are particularly hazardous in this respect. Ether peroxides can sometimes be observed as clear crystals deposited on containers or along the surface of the liquid. Insoluble in water.
Ethers
Peroxidizable Compound
P-TERT-BUTYLPHENYL GLYCIDYL ETHER, an ether, can act as a base. They form salts with strong acids and addition complexes with Lewis acids. The complex between diethyl ether and boron trifluoride is an example. Ethers may react violently with strong oxidizing agents. In other reactions, which typically involve the breaking of the carbon-oxygen bond, ethers are relatively inert.
Safety Information
Ⅲ
2810
3
36/37/38-43-36/38-22-62-51/53-61
26-36/37/39-39-36-61-45-36/37-53
TX4250000
Xi,Xn,N,T
Warehouse ventilated, low temperature and dry
P260, P261, P264, P272, P273, P280, P301+P330+P331, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P310, P321, P332+P313, P333+P313, P337+P313, P362, P363, P391, P405, P501
H314
This chemical is combustible. (NTP, 1992)
|Danger|H314 (51.15%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]|P260, P261, P264, P272, P273, P280, P301+P330+P331, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P310, P321, P332+P313, P333+P313, P337+P313, P362, P363, P391, P405, and P501|Aggregated GHS information provided by 918 companies from 15 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.|Warning|H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]|P261, P264, P272, P273, P280, P302+P352, P305+P351+P338, P321, P332+P313, P333+P313, P337+P313, P362, P363, P391, and P501|The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.
Fires involving this chemical can be controlled with a dry chemical, carbon dioxide or Halon extinguisher. (NTP, 1992)
SMALL SPILLS AND LEAKAGE: If you spill this chemical, FIRST REMOVE ALL SOURCES OF IGNITION. Then, use absorbent paper to pick up all liquid spill material. Your contaminated clothing and absorbent paper should be sealed in a vapor-tight plastic bag for eventual disposal. Solvent wash all contaminated surfaces with 60-70% ethanol followed by washing with a soap and water solution. Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned. STORAGE PRECAUTIONS: You should store this material in a refrigerator. (NTP, 1992)
RECOMMENDED RESPIRATOR: Where the neat test chemical is weighed and diluted, wear a NIOSH-approved half face respirator equipped with an organic vapor/acid gas cartridge (specific for organic vapors, HCl, acid gas and SO2) with a dust/mist filter. (NTP, 1992)
Drug Information
EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop. SKIN: IMMEDIATELY flood affected skin with water while removing and isolating all contaminated clothing. Gently wash all affected skin areas thoroughly with soap and water. If symptoms such as redness or irritation develop, IMMEDIATELY call a physician and be prepared to transport the victim to a hospital for treatment. INHALATION: IMMEDIATELY leave the contaminated area; take deep breaths of fresh air. If symptoms (such as wheezing, coughing, shortness of breath, or burning in the mouth, throat, or chest) develop, call a physician and be prepared to transport the victim to a hospital. Provide proper respiratory protection to rescuers entering an unknown atmosphere. Whenever possible, Self-Contained Breathing Apparatus (SCBA) should be used; if not available, use a level of protection greater than or equal to that advised under Protective Clothing. INGESTION: DO NOT INDUCE VOMITING. If the victim is conscious and not convulsing, give 1 or 2 glasses of water to dilute the chemical and IMMEDIATELY call a hospital or poison control center. Be prepared to transport the victim to a hospital if advised by a physician. If the victim is convulsing or unconscious, do not give anything by mouth, ensure that the victim's airway is open and lay the victim on his/her side with the head lower than the body. DO NOT INDUCE VOMITING. IMMEDIATELY transport the victim to a hospital. (NTP, 1992)
p-tert-Butylphenyl glycidyl ether Use and Manufacturing
(a) 4-tert-Butyl-1-(2-oxiranylmethoxy)benzene A mixture of epichlorohydrin (15.3 g; 0.165 mol), 4-tert-butylphenol (5.0 g; 0.033 mol) and potassium carbonate (6.9 g; 0.050 mol) in acetonitrile (50 mL) was refluxed for 5 h. The resulting heterogeneous mixture was cooled to below reflux temperature and vacuum filtered through fritted glass. The organics were concentrated to give the crude product (7.9 g) as a liquid. Flash chromatography on silica gel (CH2Cl2:EtOAc; 19:1) gave the desired product (5.2 g; 76percent) as a liquid. 1H NMR (CDCl3): delta 1.33 (s, 9H), 2.78 (m, 1H), 2.92 (t, 1H), 3.36 (m, 1H), 3.97 (dd, 1H), 4.21 (dd, 1H), 6.88 (d, 2H), 7.32 (d, 2H).General procedure: A mixture NaH (3eq) and compound 2in anhydrous THF (25ml) were put in round bottom flask. After 1 h ofstirring under nitrogen atmosphere at room temperature, epichlorohydrin (5eq)in THF was dropwise added into the reaction mixture. The mixture was hold atreflux for 8 h. After cooling to room temperature, the solution mixture waspoured into water (100 ml) and then extracted with Et2O (3 × 50 ml).The organic layers were combined and dried over anhydrous Na2SO4.After evaporation of the solvent under vacuum, the residue was purified bycolumn chromatography (petroleum ether: ethyl acetate = 20: 10) to afford thedesired intermediate 3 in 30percent yield.General procedure: Epoxide 1a (1.0 equiv, 0.5 mmol, 60.1 mg), Ph3P (1.2 equiv, 0.6 mmol, 157.4mg), nBu4NI (1.4 equiv, 0.7 mmol, 258.6 mg) and ClCH2CH2Cl (5.0 mL) were added into a 10 mL sealed tube under a N2 atmosphere. The resulting mixture was stirred at 80 °C for 4 h. After the reaction solvent was removed by concentration under vacuum, the residue was subjected to flash column chromatography with hexane/ethyl acetate (100:1-4:1) as the eluent to afford the product 2a.General procedure: Epoxide 1a (1.0 equiv, 0.5 mmol, 60.1 mg), Ph3P (1.2 equiv, 0.6 mmol, 157.4 mg), nBu4NI (1.4 equiv, 0.7 mmol, 258.6 mg) and BrCH2CH2Br (5.0 mL) were added into a10 mL sealed tube under a N2 atmosphere. The resulting mixture was stirred at 40 °Cfor 2 h. After the reaction solvent was removed by concentration under vacuum, the residue was subjected to flash column chromatography with hexane/ethyl acetate (100:1-4:1) as the eluent to afford the product 3a.
Adhesives and sealant chemicals
Adhesives and sealants
100,000 - 500,000 lb
All other chemical product and preparation manufacturing|Oxirane, 2-[[4-(1,1-dimethylethyl)phenoxy]methyl]-: ACTIVE|TP - indicates a substance that is the subject of a proposed TSCA section 4 test rule.
Computed Properties
Molecular Weight:206.28
XLogP3:3.3
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:4
Exact Mass:206.130679813
Monoisotopic Mass:206.130679813
Topological Polar Surface Area:21.8
Heavy Atom Count:15
Complexity:199
Undefined Atom Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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