2426-08-6 Usage
Description
Butyl glycidyl ether, also known as n-Butyl glycidyl ether, is a colorless liquid with a slight irritating odor. It is denser than water and has a flash point of approximately 164°F. Its vapors are heavier than air and may cause irritation to the nose, throat, and respiratory tract. Ingestion or inhalation can lead to central nervous system depression, while liquid contact may severely irritate the eyes and skin. Prolonged contact with the skin may result in defatting and drying.
Uses
Used in Epoxy Resin Industry:
Butyl glycidyl ether is used as a viscosity-reducing agent for easier handling of conventional epoxy resins, specifically Bisphenol A type. This application helps improve the processability and workability of the resins.
Used in Solvent Industry:
Butyl glycidyl ether is used as an acid acceptor for stabilizing chlorinated solvents. This role is crucial in preventing the degradation of solvents that can occur due to the presence of acidic impurities.
Used in Chemical Synthesis:
Butyl glycidyl ether serves as a chemical intermediate in the synthesis of various compounds. Its reactive nature allows it to be used in the production of different chemicals, contributing to the versatility of its applications.
Production Methods
n-Butyl glycidyl ether (BGE) is made by the condensation
of n-butyl alcohol and epichlorohydrin with subsequent
dehydrochlorination with caustic to form the epoxy ring.
Air & Water Reactions
Highly flammable. Butyl glycidyl ether may be sensitive to prolonged exposure to air, may form explosive peroxide in contact with air.
Reactivity Profile
Butyl 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.
Hazard
A mild skin and eye irritant. Sensitization
and reproduction effects.
Health Hazard
Exposure can cause mild irritation of skin, eyes, nose, and respiratory tract. Chronic exposure may cause inflammation and sensitization of the skin.
Flammability and Explosibility
Flammable
Contact allergens
A reactive diluent used to reduce viscosity of epoxy
resins Bisphenol A type.
Safety Profile
Suspected Carcinogen.
Moderately toxic by ingestion, skin contact,
and inuaperitoneal routes. Mildly toxic by
inhalation. An experimental teratogen.
Mutation data reported. A sktn and severe
eye irritant. See also ETHERS. When heated
to decomposition it emits acrid and irritating
fumes.
Potential Exposure
NIOSH has estimated human exposures @ 18,000. Used as reactive diluent for epoxy resins,
flooring, laminating, and electrical; and as a stabilizer,
viscosity-reducing agent, as acid acceptor for solvents; and
as a chemical intermediate
Carcinogenicity
BGE was mutagenic in bacterial assays,
and DNA damage was induced in human cells
in vitro.
Shipping
UN1993 Flammable liquids, n.o.s., Hazard
Class: 3; Labels: 3—Flammable liquid, Technical Name
Required
Incompatibilities
May form explosive mixture with air.
Air and light form unstable and explosive peroxides.
Contact with strong oxidizers may cause fire and explosions. Contact with strong caustics may cause polymerization. Attacks some plastics and rubber
Waste Disposal
Dissolve or mix the material
with a combustible solvent and burn in a chemical incinerator equipped with an afterburner and scrubber. All federal,
state, and local environmental regulations must be
observed.
Check Digit Verification of cas no
The CAS Registry Mumber 2426-08-6 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 2,4,2 and 6 respectively; the second part has 2 digits, 0 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 2426-08:
(6*2)+(5*4)+(4*2)+(3*6)+(2*0)+(1*8)=66
66 % 10 = 6
So 2426-08-6 is a valid CAS Registry Number.
InChI:InChI=1/C7H14O2/c1-2-3-4-8-5-7-6-9-7/h7H,2-6H2,1H3/t7-/m0/s1
2426-08-6Relevant articles and documents
An Amphiphilic (salen)Co Complex – Utilizing Hydrophobic Interactions to Enhance the Efficiency of a Cooperative Catalyst
Solís-Mu?ana, Pablo,Salam, Joanne,Ren, Chloe Z.-J.,Carr, Bronte,Whitten, Andrew E.,Warr, Gregory G.,Chen, Jack L.-Y.
supporting information, p. 3207 - 3213 (2021/06/01)
An amphiphilic (salen)Co(III) complex is presented that accelerates the hydrolytic kinetic resolution (HKR) of epoxides almost 10 times faster than catalysts from commercially available sources. This was achieved by introducing hydrophobic chains that increase the rate of reaction in one of two ways – by enhancing cooperativity under homogeneous conditions, and increasing the interfacial area under biphasic reaction conditions. While numerous strategies have been employed to increase the efficiency of cooperative catalysts, the utilization of hydrophobic interactions is scarce. With the recent upsurge in green chemistry methods that conduct reactions ‘on water’ and at the oil-water interface, the introduction of hydrophobic interactions has potential to become a general strategy for enhancing the catalytic efficiency of cooperative catalytic systems. (Figure presented.).
Diastereoselective Desymmetrization of p-Quinamines through Regioselective Ring Opening of Epoxides and Aziridines
Jadhav, Sandip B.,Chegondi, Rambabu
supporting information, p. 10115 - 10119 (2019/12/24)
A highly diastereoselective desymmetrization of p-quinamines via regioselective ring opening of epoxides and aziridines under mild conditions has been developed. A chairlike six-membered transition state with minimized 1,3-diaxial interactions explains the relative stereoselectivity of the cyclization reaction. This transition-metal free [3 + 3] annulation reaction provides rapid access to fused bicyclic morpholines and piperazines with a tetrasubstituted carbon center in high yields. In addition, it also allows the synthesis of enantioenriched products by using easily accessible chiral nonracemic epoxides and aziridines.
Asymmetric Hydrolytic and Aminolytic Kinetic Resolution of Racemic Epoxides using Recyclable Macrocyclic Chiral Cobalt(III) Salen Complexes
Tak, Rajkumar,Kumar, Manish,Menapara, Tusharkumar,Gupta, Naveen,Kureshy, Rukhsana I.,Khan, Noor-ul H.,Suresh
supporting information, p. 3990 - 4001 (2017/11/22)
New chiral macrocyclic cobalt(III) salen complexes were synthesized and used as catalyst for the asymmetric kinetic resolution (AKR) of terminal epoxides and glycidyl ethers with aromatic/aliphatic amines and water as nucleophiles. This is the first occasion where a Co(III) salen complex demonstrated its ability to catalyze AKR as well as hydrolytic kinetic resolution (HKR) reactions. Excellent enantiomeric excesses of the epoxides, the corresponding amino alcohols and diols (upto 99%) with quantitative yields were achieved by using the chiral Co(III) salen complexes in dichloromethane at room temperature. This protocol was further extended for the synthesis of two important drug molecules, i.e., (S)-propranolol and (R)-naftopidil. The catalytic system was also explored for the synthesis of chirally pure diols and chiral cyclic carbonates using carbon dioxide as a greener renewable C1 source. The catalyst was recycled for upto 5 catalytic cycles with retention of enantioselectivity. (Figure presented.).