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Chemical compound
Sodium hydride is the chemical compound with the empirical formula NaH. This alkali metal hydride is primarily used as a strong yet combustible base in
Sodium_hydride
Chemical compound
methods. In the Brown-Schlesinger process, sodium borohydride is industrially prepared from sodium hydride (produced by reacting Na and H2) and trimethyl
Sodium_borohydride
Chemical compound
Sodium aluminium hydride or sodium alanate is an inorganic compound with the chemical formula NaAlH4. It is a white solid that dissolves in tetrahydrofuran
Sodium_aluminium_hydride
Molecule with a hydrogen bound to a more electropositive element or group
synthesis. The hydride adds to an electrophilic center, typically unsaturated carbon. Hydrides such as sodium hydride and potassium hydride are used as strong
Hydride
Chemical compound
heavier than beryllium all form saline hydrides. A well-known example is sodium hydride, which crystallizes in the NaCl motif. These species are insoluble in
Calcium_hydride
Chemical compound
related to lithium aluminium hydride. Hydride Sodium borohydride Sodium hydride Sigma-Aldrich Co., Lithium aluminium hydride. Retrieved on 2018-06-1. Index
Lithium_aluminium_hydride
Chemical compound
reaction: KH + H2O → KOH + H2 As a superbase, potassium hydride is more basic than sodium hydride. It is used to deprotonate certain carbonyl compounds
Potassium_hydride
Chemical compound
certain molten salts such as lithium fluoride, lithium borohydride, and sodium hydride. With a molar mass of 7.95 g/mol, it is the lightest ionic compound
Lithium_hydride
Chemical compound
Sodium bis(2-methoxyethoxy)aluminium hydride (SMEAH; trade names Red-Al, Synhydrid, Vitride) is a hydride reductant with the formula NaAlH2(OCH2CH2OCH3)2
Sodium bis(2-methoxyethoxy)aluminium hydride
Sodium_bis(2-methoxyethoxy)aluminium_hydride
Chemical compound
compound can be produced by treating tert-butyl alcohol with sodium hydride. One application for sodium tert-butoxide is as a non-nucleophilic base. It has been
Sodium_tert-butoxide
Chemical compound
this reagent have been identified. Sodium methylsulfinylmethylide is prepared by heating sodium hydride or sodium amide in DMSO CH3S(O)CH3 + NaH → CH3S(O)CH−2Na+
Sodium methylsulfinylmethylide
Sodium_methylsulfinylmethylide
Organosulfur chemical compound used as a solvent
lithium diisopropylamide and sodium hydride. Stabilization of the resultant carbanion is provided by the S(O)R group. The sodium derivative of DMSO formed
Dimethyl_sulfoxide
Class of chemical compounds
[36]Adamanzane has found a special use in the preparation of "inverse sodium hydride", a compound in which Na− and H+ ions coexist, due to the ability of
Adamanzane
Group of highly reactive chemical elements
example of an alkalide is "inverse sodium hydride", H+Na− (both ions being complexed), as opposed to the usual sodium hydride, Na+H−: it is unstable in isolation
Alkali_metal
Chemical compound
converting metal halides to hydrides. Sodium triethylborohydride has been prepared by treating a hot toluene slurry of sodium hydride with triethylborane. The
Sodium_triethylborohydride
Chemical compound
reactions of hydride donors with boron halides or alkoxides. The industrial synthesis of diborane involves the reduction of BF3 by sodium hydride (NaH), lithium
Diborane
Chemical compound
"rotten egg" smell. Sodium methanethiolate can be produced by treating a solution of methanethiol in an etherial solvent with sodium hydride: CH3SH + NaH →
Sodium_methanethiolate
Tendency of a chemical compound to ignite in open air
Metal hydrides (sodium hydride, lithium aluminium hydride, uranium trihydride) Partially or fully alkylated derivatives of metal and nonmetal hydrides (diethylaluminium
Pyrophoricity
Chemical compound
is used to generate dimethyloxosulfonium methylide by reaction with sodium hydride. The latter compound is used to prepare epoxides from ketones and aldehydes
Trimethylsulfoxonium_iodide
Chemical compound
sodium hydride is more convenient nowadays: NaH + C5H6 → NaC5H5 + H2 Sodium cyclopentadienide is commercially available as a solution in THF. Sodium cyclopentadienide
Sodium_cyclopentadienide
Chemical compounds
hydrides" such as lithium triethylborohydride and Red-Al. Alkali metal hydrides, e.g. sodium hydride, are not typically useful reagents. Beta-hydride
Transition_metal_hydride
American chemist (1912–2004)
that sodium hydride and methyl borate reacted to produce sodium trimethoxyborohydride, which was viable as a substitute for the lithium hydride. Soon
Herbert_C._Brown
Exotic molecule consisting of a hydrogen atom bound to a positronium atom
In the case of lithium hydride, sodium hydride and potassium hydride molecules, this adduct decomposes and positronium hydride and the alkali positive
Positronium_hydride
Topics referred to by the same term
in the English language; see yes and no NaH, the chemical formula of sodium hydride Nahuatl (ISO language code: nah), a Uto-Aztecan language spoken in Mexico
Nah
Chemical compound
than ammonia. Its use has been superseded by the related reagents sodium hydride, sodium bis(trimethylsilyl)amide (NaHMDS), and lithium diisopropylamide
Sodium_amide
Method for producing 2-aminopyridine derivatives
stabilized by sodium. Electrons from the N atom are then pushed towards the ring to regain aromaticity, forming a C=N bond and ejecting a hydride ion in the
Chichibabin_reaction
Chemical compound
Beryllium hydride (systematically named poly[beryllane(2)] and beryllium dihydride) is an inorganic compound with the chemical formula (BeH 2)n (also
Beryllium_hydride
Removal of proton(s) from a molecule in an acid-base reaction
required. Hydrides are one of the many types of powerful deprotonating agents. Common hydrides used are sodium hydride and potassium hydride. The hydride forms
Deprotonation
Chemical compound
solvent, sodium aluminium hydride as the electrolyte, an aluminium anode, and an iron (Fe) wire submerged in mercury (Hg) as the cathode. The sodium forms
Aluminium_hydride
Type of chemical reaction
mechanisms; a strong base like potassium t-butoxide, potassium hydroxide or sodium hydride deprotonates the product to an enolate, which eliminates via the E1cB
Aldol_condensation
Chemical compound
Sodium bis(trimethylsilyl)amide is the organosilicon compound with the formula NaN(Si(CH3)3)2. This species, usually called NaHMDS (sodium hexamethyldisilylamide)
Sodium bis(trimethylsilyl)amide
Sodium_bis(trimethylsilyl)amide
Caustic soda, with formula NaOH
Sodium hydroxide, also known as caustic soda and, more generically, as lye, is an inorganic compound with the formula NaOH. It is a white solid ionic compound
Sodium_hydroxide
Chemical compound (SiH4)
of silicon tetrafluoride (SiF4) with sodium hydride (NaH) or reduction of SiCl4 with lithium aluminium hydride (LiAlH4). Another commercial production
Silane
Inorganic compound of Iron
to accelerate ene reactions. When pretreated with sodium hydride, iron(III) chloride gives a hydride reducing agent that convert alkenes and ketones into
Iron(III)_chloride
Type of chemical substance
(LDA) [(CH3)2CH]2NLi Lithium diethylamide (LDEA) (C2H5)2NLi Sodium amide (NaNH2) Sodium hydride (NaH) Lithium bis(trimethylsilyl)amide [(CH 3) 3Si] 2NLi
Base_(chemistry)
Chemical compounds containing only hydrogen and one other chemical element
the hydride to possibly be accurately described as truly behaving ionic. Therefore, this category of hydrides contains only a few members. Hydrides in
Binary_compounds_of_hydrogen
Crystallographic system where the unit cell is in the shape of a cube
for NaF, 2.8 Å for NaCl, and 3.2 Å for SnTe. Most of the alkali metal hydrides and halides have the rock-salt structure, though a few have the caesium
Cubic_crystal_system
Chemical group (–CH2–C6H5)
alcohol with a strong base such as powdered potassium hydroxide or sodium hydride and benzyl halide (BnCl or BnBr) Monobenzylation of diols can be achieved
Benzyl_group
High-strength glass, made of silica and boron trioxide
good optical clarity, but the glass can react with sodium hydride upon heating to produce sodium borohydride, a common laboratory reducing agent. Fused
Borosilicate_glass
Chemical compound
Sodium azide is an inorganic compound with the formula NaN3. This colorless salt is the gas-forming component in some car airbag systems. It is used for
Sodium_azide
Organic reaction
enolate of ethyl cyclohexanone-2-carboxylate with 1,4-diiodobutane and sodium hydride followed by ring expansion to ethyl cyclodecanone-6-carboxylate. A side-reaction
Dowd–Beckwith ring-expansion reaction
Dowd–Beckwith_ring-expansion_reaction
Compounds containing hydrogen
example, more than 100 binary borane hydrides are known, but only one binary aluminium hydride. Binary indium hydride has not yet been identified, although
Hydrogen_compounds
Chemical compound
Rubidium hydride is the hydride of rubidium. With the formula RbH, it is classified as an alkali metal hydride. It is a white solid and is insoluble in
Rubidium_hydride
NaClO2 sodium chlorite 7758–19–2 NaClO3 sodium chlorate 7775–09–9 NaClO4 sodium perchlorate 7601–89–0 NaF sodium fluoride 7681–49–4 NaH sodium hydride 7646–69–7
List of CAS numbers by chemical compound
List_of_CAS_numbers_by_chemical_compound
Chemical element with atomic number 55 (Cs)
however, a number of compounds such as n-butyllithium, sodium amide, sodium hydride, caesium hydride, etc., which cannot be dissolved in water as reacting
Caesium
for the solid solution with 1:1 H:F ratio, versus 408 °C for the pure sodium hydride. A cost comparison reveals that a hydrofluoride salt with the composition
Fluorohydride_salt
Chemical agent and drug construction
hydride addition resulting in the correct stereochemistry at C8. In the final step of Stork's synthesis, oxidation in the presence of sodium hydride set
Quinine_total_synthesis
Toxic, waxy organic compound
isoborneol using sodium borohydride. It can be converted to the alkene bornylene. Camphor forms an enolate when treated with sodium hydride. The enolate condenses
Camphor
Class of chemical compounds
hexamethyldisilazide (LiHMDS, NaHMDS, KHDMS, where HDMS = N(SiMe3)2), or sodium hydride (NaH) are also commonly used. For stabilized Wittig reagents bearing
Wittig_reagents
Chemical element with atomic number 1 (H)
liberate hydrogen. Covalent hydrides include boranes and polymeric aluminium hydride. Transition metals form metal hydrides via continuous dissolution
Hydrogen
Solute that (almost) completely ionizes or dissociates in solution
Lithium diethylamide, (LDEA) Sodium amide, NaNH2 Sodium hydride, NaH Lithium bis(trimethylsilyl)amide, ((CH3)3Si)2NLi Salts Sodium chloride, NaCl Potassium
Strong_electrolyte
Chemical compound
with hydride reagents such as sodium borohydride, potassium borohydride, lithium borohydride, lithium aluminium hydride, sodium aluminium hydride. The
Germane
Chemical compound
lithium borohydride and lithium aluminium hydride. LiBHEt3 is prepared by the reaction of lithium hydride (LiH) and triethylborane (Et3B) in tetrahydrofuran
Lithium_triethylborohydride
Chemical compound
+ H2 It can also be produced by the reaction of sodium amide or sodium hydride and hydrazine. Sodium hydrazide is a pale-yellow solid that detonates when
Sodium_hydrazide
Class of nuclear reactor used for education and research
beryllium, beryllium oxide, graphite, lithium hydride, sodium hydride, and zirconium hydride (ZrHx). Zirconium hydride was ultimately selected because of its
TRIGA
Any chemical compound having a borohydride anion
Cs, etc. Current methods involve reduction of trimethyl borate with sodium hydride. In the borohydride anion and most of its modifications, boron has a
Borohydride
Class of chemical compounds
with sodium hydride NaH or calcium hydride CaH2 at temperatures from 200–600 °C. TiH2 or LiH can also be used as an agent to introduce hydride. If calcium
Oxyhydride
Chemical compound
dehydrohalogenation the corresponding bromocyclobutanecarboxylate ester with sodium hydride. The parent hydrocarbon was prepared from 1-bromo-3-chlorocyclobutane
Bicyclobutane
Organic compound
with an alkali metal such as sodium: 2 CH3CH2OH + 2 Na → 2 CH3CH2ONa + H2 or a very strong base such as sodium hydride: CH3CH2OH + NaH → CH3CH2ONa +
Ethanol
Class of organic compounds
general, slightly weaker acids than water. With strong bases such as sodium hydride or sodium they form salts called alkoxides, with the general formula RO−M+
Alcohol_(chemistry)
Chemical compound
noxious "rotten egg" smell. Sodium ethanethiolate can be produced by treating a solution of ethanethiol with sodium hydride: CH3CH2SH + NaH → CH3CH2SNa
Sodium_ethanethiolate
Chemical compound
Copper hydride is an inorganic compound with the chemical formula CuHn where n ≈ 0.95. It is a red solid, rarely isolated as a pure composition, that
Copper_hydride
Class of chemical compounds
reacts with acetylene to give nido-1,2-C2B4H8. Upon treatment with sodium hydride, latter forms the salt [1,2-C2B4H7]−Na+. This family of clusters includes
Carborane
Chemical compound
Cobalt tetracarbonyl hydride is an organometallic compound with the formula HCo(CO)4. It is a volatile, yellow liquid that forms a colorless vapor and
Cobalt_tetracarbonyl_hydride
Aerogel Benzophenone (as anion) Bentonite clay Calcium chloride Calcium hydride Calcium oxide Calcium sulfate (Drierite) Cobalt(II) chloride Copper(II)
List_of_desiccants
including sodium aluminium hydride, NaAlH4 ), lithium aluminium hydride, LiAlH4, and lithium borohydride, (LiBH4). Complex metal hydrides are often soluble
Complex_metal_hydride
Chemical compound
distillation. Trimethyl borate is the main precursor to sodium borohydride by its reaction with sodium hydride in the Brown-Schlesinger process: 4 NaH + B(OCH3)3
Trimethyl_borate
Na2S2O4 Sodium ferrocyanide – Na4[Fe(CN)6] Sodium fluoride – NaF Sodium fluorosilicate – Na2[SiF6] Sodium formate – HCOONa Sodium hydride – NaH Sodium hydrogen
List_of_inorganic_compounds
Combining capacity of elements with other atoms
number of hydrogen atoms that can combine with an element in a binary hydride or twice the number of oxygen atoms combining with an element in its oxide
Valence_(chemistry)
Extremely strong base
compounds with small, highly charged anions, e.g., lithium hydride, potassium hydride, and sodium hydride. Such species are insoluble, but the surfaces of these
Superbase
Chemical element with atomic number 11 (Na)
potassium is the better ion in most cases, sodium is chosen for its lower price and atomic weight. Sodium hydride is used as a base for various reactions
Sodium
Chemical compound
of bases, typically sodium hydride, sodium metal, and butyllithium. Salts of this anion are commercially available, including sodium cyclopentadienide and
Cyclopentadiene
Chemical compound
titanium(IV) hydride). Molecular zinc(II) hydride, ZnH2, has been identified as a volatile product of the acidified reduction of zinc ions with sodium borohydride
Zinc_hydride
Chemical compound
lower concentration than the ketone. For instance, with a slurry of sodium hydride in THF or dimethylformamide (DMF), the base only reacts at the solution–solid
Lithium_diisopropylamide
Variation on the Wittig chemical reaction
ketones is poor to modest. Since many substrates are not stable to sodium hydride, several procedures have been developed using milder bases. Masamune
Horner–Wadsworth–Emmons reaction
Horner–Wadsworth–Emmons_reaction
Chemical compound
generated quantitatively by reaction of ethanethiol with a suspension of sodium hydride in dimethylformamide. Ethanethiol can be oxidized to ethyl sulfonic
Ethanethiol
Functional group in organic chemistry
acid chloride is converted into an α-halo ester with a strong base (sodium hydride), a bromine donor and an organocatalyst based on proline and quinine:
Α-Halo_ketone
Chemical compound
Sodium fluorosilicate is a compound with the chemical formula Na2[SiF6]. Unlike other sodium salts, it has a low solubility in water. Sodium hexafluorosilicate
Sodium_fluorosilicate
Chemical compound
carbonyls. Sodium cyanoborohydride is a milder reductant than other conventional reducing agents. Sodium cyanoborohydride is a salt. The cationic sodium ion
Sodium_cyanoborohydride
Chemical compound
synthetic procedure. Compounds 1 and 2 were then combined using 1.3 eq sodium hydride in THF followed by reflux in chlorobenzene for 82 hr under nitrogen
Lovastatin
Solid polymers of only silicon and hydrogen
of polysilicon hydrides, they are not synthesized directly from them. Traditionally, polysilanes are prepared by the Wurtz-like sodium or potassium metal-mediated
Polysilicon_hydride
Chemical compound
usually written as HD. In the laboratory it is produced by treating sodium hydride with deuterated water: NaH + D2O → HD + NaOD Hydrogen deuteride is a
Hydrogen_deuteride
Chemical compound
2,4-dichlorobenzyl chloride (3) in the presence of the strong base sodium hydride to give oxiconazole. Fluconazole Fischer J, Ganellin CR (2006). Analogue-based
Oxiconazole
Chemical group (>C=N=N)
complicated example, phenacyl bromide reacts with trimethylphosphite and then sodium hydride and methanesulfonyl azide to give a diazo product that converts aldehydes
Diazo
Inorganic compound
RR'NOH + HX For O-alkylation of hydroxylamines, strong base such as sodium hydride is required to first deprotonate the OH group: RNHOH + NaH → RNHONa
Hydroxylamine
Sterically hindered organic base
or harpoon base) Other strong non-nucleophilic bases are sodium hydride and potassium hydride. These compounds are dense, salt-like materials that are
Non-nucleophilic_base
Property of ions and molecules
of dihydrogen is in agreement with the behaviour of saline hydrides (e.g., sodium hydride) when used in organic synthesis. Both proton affinity and pKa
Proton_affinity
Chemical compound
NaCH(C(O)CH3)2 + H2O The anhydrous compound is produced by deprotonation with sodium hydride in an aprotic solvent such as THF: NaH + CH2(C(O)CH3)2 → NaCH(C(O)CH3)2
Sodium_acetylacetonate
Heavyweight dual-purpose ASW and ASuW torpedo
institute. The new warhead utilizes sodium hydride compounds / chemical reaction; on detonation a large amount of sodium powder is released, which reacts
Yu-6_torpedo
Chemical compound
Caesium hydride or cesium hydride is an inorganic compound of caesium and hydrogen with the chemical formula CsH. It is an alkali metal hydride. It was
Caesium_hydride
Williamson ether synthesis using an MTM halide as an MTM resource and sodium hydride (NaH) as a base. The other is a special method, in which dimethyl sulfoxide
Methylthiomethyl_ether
Chemical synthesis
which reacted with sodium cyanide in a nucleophilic substitution to nitrile 5 and then in a reduction with lithium aluminium hydride to tryptamine 6. Amine-carbonyl
Strychnine_total_synthesis
Chemical reaction
acid than ethanol (pKa= 16). If, however, a more powerful base such as sodium hydride (NaH) or lithium diisopropylamide (LDA) is used, a carbonyl compound
Carbonyl α-substitution reaction
Carbonyl_α-substitution_reaction
Organic reduction of any carbonyl group by a reducing agent
nitrile, ester). In their handling properties, lithium aluminium hydride and sodium borohydride (and their derivatives) strongly differ. NaBH4 is far
Carbonyl_reduction
Organic compound containing a sulfinyl group (>SO)
sulfoxides are susceptible to deprotonation by strong bases, such as sodium hydride: CH3S(O)CH3 + NaH → CH3S(O)CH2Na + H2 In the Mislow-Evans rearrangement
Sulfoxide
Medication used to treat insomnia
the eneamide (2). The anilide nitrogen is then alkylated by means of sodium hydride and ethyl iodide to give 3. The first step in the condensation with
Zaleplon
Method of chemical research
NaAuCl4 in MeOH. Path f to 7: Pauson–Khand reaction with Co2(CO)8. Path g to 8: Esterification with sodium hydride. Path h to 9: Oxidation with mCPBA
Divergent_synthesis
Chemical reaction
bromo derivative of diethyl malonate in the presence of a base such as sodium hydride or DBU. The preferred double bonds for this reaction on the fullerene
Bingel_reaction
Chemical compound
aluminium hydride. Lithium borohydride may be prepared by the metathesis reaction, which occurs upon ball-milling the more commonly available sodium borohydride
Lithium_borohydride
Chemical compound
N–H center has a pKa of 21 in DMSO, so that very strong bases such as sodium hydride or n-butyl lithium and water-free conditions are required for complete
Indole
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SODIUM HYDRIDE
SODIUM HYDRIDE
SODIUM HYDRIDE
SODIUM HYDRIDE
SODIUM HYDRIDE
SODIUM HYDRIDE
SODIUM HYDRIDE
SODIUM HYDRIDE
SODIUM HYDRIDE
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