Conditions | Yield |
---|---|
In tetrahydrofuran heating under increasing H2-pressure (from about 7 to 35atm) to 250-350°C;; | 98% |
In further solvent(s) heating in mineral oil or in another hydrocarbon (high b.p.) under increasing H2-pressure (from about 7 to 35atm) to 250-350°C;; | 98% |
In paraffin heating under increasing H2-pressure (from about 7 to 35atm) to 250-350°C;; | 98% |
Conditions | Yield |
---|---|
With naphthalene In 1,2-dimethoxyethane byproducts: H2, SiH2; stirring a mixture of sodium, naphthalene and DME for 1 h, addn. of silane under argon; filtn., washing (ether in a vac. at 288 K for 14 h), elem. anal.; | 97.8% |
Conditions | Yield |
---|---|
In neat (no solvent) heating the powdered carbide in an autoclave (H2 pressure: 500atm)in a H2-stream to 650°C;; 72% NaH;; | 86% |
In neat (no solvent) heating the powdered carbide in an autoclave (H2 pressure: 500atm)in a H2-stream to 650°C;; 72% NaH;; | 86% |
monosilane
A
sodium disilanyl
B
2-sodium trisilanyl
C
2-sodium isotetrasilanyl
D
sodium hydride
Conditions | Yield |
---|---|
With sodium In diethylene glycol Under N2, filling of SiH4 in an evacuated flask with a freshly prepd. Na dispersion at -30 or 25°C under magnetic stirring. End of react. is reached after 3 days.; Concg. in vac. under stirring, filtn. (NaH), addn. of benzylchloride, GC.; | A 17.7% B 1.6% C 0% D 2.1% E 78.6% |
With Na on activated charcoal In 1,2-dimethoxyethane Under N2, filling of SiH4 in an evacuated flask with a freshly prepd. Na dispersion at -30 or 25°C under magnetic stirring. End of react. is reached after 3 days.; Concg. in vac. under stirring, filtn. (NaH), addn. of benzylchloride, GC.; | A 30.4% B 4.6% C <1 D 0% E 65% |
With sodium In 1,2-dimethoxyethane Under N2, filling of SiH4 in an evacuated flask with a freshly prepd. Na dispersion at -30 or 25°C under magnetic stirring. End of react. is reached after 3 days.; Concg. in vac. under stirring, filtn. (NaH), addn. of benzylchloride, GC.; | A 25.4-28.6 B 1.2-3.5 C <1 D 0-25.1 E 48.3-68.2 |
Conditions | Yield |
---|---|
In neat (no solvent) byproducts: Al; dehydrogenation: 160°C, against 0.1 MPa for 3 h; detd. of H2 with Sieverts type volumetric apparatus; XRD; | A 4% B n/a |
Conditions | Yield |
---|---|
titanium(III) chloride at 200 - 250℃; under 760.051 Torr; Product distribution / selectivity; Neat (no solvent); Balled milled; | |
In neat (no solvent, solid phase) decompd. at heating; |
Conditions | Yield |
---|---|
In neat (no solvent) byproducts: NH3; at about 120°C;; |
Conditions | Yield |
---|---|
In neat (no solvent) reaction of H2 with NaN3 at 300°C (under no circumstances 375°C); using of activated H2 is advantageous;; | |
In neat (no solvent) reaction of H2 with NaN3 at 300°C (under no circumstances 375°C); using of activated H2 is advantageous;; |
Conditions | Yield |
---|---|
In neat (no solvent) heated in a H2-stream;; | |
In neat (no solvent) heated in a H2-stream;; | |
In neat (no solvent) byproducts: NH3; begin of react. at about 250°C;; |
Conditions | Yield |
---|---|
In neat (no solvent) with over-heated H2O-vapor between 250 and 400°C;; | |
In neat (no solvent) with over-heated H2O-vapor between 250 and 400°C;; |
Conditions | Yield |
---|---|
In neat (no solvent) heating the powdered Na-compound in an autoclave (H2 pressure: 500atm)in a H2-stream to 650°C;; | |
In neat (no solvent) heating the powdered Na-compound in an autoclave (H2 pressure: 500atm)in a H2-stream to 650°C;; |
Conditions | Yield |
---|---|
With methanol In diethyl ether byproducts: CH3ONa; on addn. of ether/methanol to suspension of ((C6H5)3B)Na in ether;; | |
With methanol In diethyl ether byproducts: CH3ONa; on addn. of ether/methanol to suspension of ((C6H5)3B)Na in ether;; |
Conditions | Yield |
---|---|
In neat (no solvent) anodic decompn. of Na-amalgame (prepared by electrolysis of aq. Na-salt solns. at 80-90°C), at 250-300°C in a Na-halogenide/NaOH-melt (cathode: Ni or Fe or Ni-alloy or Fe-alloy), react. of Na with H2;; | |
In neat (no solvent) anodic decompn. of Na-amalgame (prepared by electrolysis of aq. Na-salt solns. at 80-90°C), at 250-300°C in a Na-halogenide/NaOH-melt (cathode: Ni or Fe or Ni-alloy or Fe-alloy), react. of Na with H2;; |
Conditions | Yield |
---|---|
In n-heptane decompn. at ambient temp., N2-atmosphere;; | |
In n-heptane decompn. at ambient temp., N2-atmosphere;; |
Conditions | Yield |
---|---|
With hydrogen byproducts: HCl; ΔH = 62.04 cal/mol; |
methane
sodium chloride
A
hydrogenchloride
B
sodium hydride
Conditions | Yield |
---|---|
In neat (no solvent) |
Conditions | Yield |
---|---|
In neat (no solvent, solid phase) above 180°C; powder XRD; | |
In neat (no solvent, solid phase) heating; 228°C; DSC; |
Conditions | Yield |
---|---|
600-700°C, N2 or H2 flow; the product was separated; |
Conditions | Yield |
---|---|
With methane In gas Kinetics; (gas space temp.: 500 and 465°, Na temp.: 500 and 450° orgas space temp.: 340 - 445°, Na temp.: 395°); gas chromy.; |
Conditions | Yield |
---|---|
In neat (no solvent) free Na reacts in H-atmosphere during glow discharge;; | |
calcium In neat (no solvent) passing H over pure Na in a Fe-ship in a refractory glass tube; addition of Ca-splinters accelerates the process;; NaH smoke floculates between two condensers; not pure;; | |
In neat (no solvent) Electrolysis; Na anode;Ni cathode;; |
Conditions | Yield |
---|---|
in system NaOH-K-Na-KOH; | |
In neat (no solvent) at 400°C in a closed Ni-tube;; | |
In neat (no solvent) at 400°C in a closed Ni-tube;; |
Conditions | Yield |
---|---|
In neat (no solvent) catalytic decomposition of C2H2 by molten Na leads to the formation of H; this reacts with Na at 100-550°C;; | |
In neat (no solvent) catalytic decomposition of C2H2 by molten Na leads to the formation of H; this reacts with Na at 100-550°C;; |
Conditions | Yield |
---|---|
In neat (no solvent) byproducts: polyethylene; polymerization of C2H4 during reaction of ethine with molten Na;; |
Conditions | Yield |
---|---|
In gas in highly dild. flames of Na-vapor and hydrogen halide;; | |
In gas in highly dild. flames of Na-vapor and hydrogen halide;; |
Conditions | Yield |
---|---|
byproducts: hydroxy-methyl radicals; |
Conditions | Yield |
---|---|
In gas in highly dild. flames of Na-vapor and hydrogen halide;; | |
In gas in highly dild. flames of Na-vapor and hydrogen halide;; |
Conditions | Yield |
---|---|
In gas in highly dild. flames of Na-vapor and hydrogen halide;; | |
In gas in highly dild. flames of Na-vapor and hydrogen halide;; |
Conditions | Yield |
---|---|
In neat (no solvent, gas phase) byproducts: Na; reacn. in crossing region of Na2 molecular beam and H-atom beam; QMS, LIF; |
Conditions | Yield |
---|---|
In neat (no solvent) byproducts: NH3; reaction of dry H2 with NaNH2 at 300°C;; | |
In neat (no solvent) byproducts: NH3; reaction of dry H2 with NaNH2 at 300°C;; |
Conditions | Yield |
---|---|
In neat (no solvent) reduction of Na2O with H at 170-180°C;; |
Conditions | Yield |
---|---|
In neat (no solvent) 2:1 molar mixture of educts, 700K; | 100% |
In neat (no solvent, solid phase) according to: W. Bronger, P. Mueller, D. Schmitz, H. Spittank, Z. anorg. allg. Chem. 516 (1984) 35; heating reaction mixt. (molar ratio NaH:Pd=4:1) in H2 atmosphere (360°C, 6 h); X-ray anal.; |
Conditions | Yield |
---|---|
In neat (no solvent, solid phase) ball milled at room temp., 120 min; extd. (ethylenediamine) under Ar; filtered; ethylenediamine evapd. at room temp. under 0.05 MPa; XRD; | A 100% B n/a |
Conditions | Yield |
---|---|
In tetrahydrofuran byproducts: H2; distn. of THF into mixt. of NaH and B-complex, warming to room temp., filtration and conc. after H2 evolution (vac.), addn. of predried CH3CN, refluxing overnight; evapn. (vac.); | 100% |
1,3-diphenyl-2,8-dihydrocyclopenta[a]indene
sodium hydride
Conditions | Yield |
---|---|
In tetrahydrofuran Ar atmosphere; stirring suspn. of Au-complex, org. ligand and NaH at 0 to -10°C for 1 h 45 min; addn. of several crystals of PPh3; filtration, evapn. to dryness (vac.); residue washing (pentane), dissoln. (THF), addn. to cold pentane (stirring), pptn.; ppt. sepn., washing (pentane), drying; elem. anal.; | 100% |
Conditions | Yield |
---|---|
In tetrahydrofuran stirring suspn. of all substances in abs. THF for 4 h; ppt. sepn., washing (THF, water and ether) and drying gave AuCN; soln. dild. with petroleum ether and cooled to 0°C; ppt. sepn. and washing with petroleum ether gave Au-complex; | A 100% B 67% |
sodium hydride
Conditions | Yield |
---|---|
In benzene to soln. of Fe-B-compd. was added NaH, stirred for 2 h at room temp.; filtn., evapn.; | 100% |
IrOs(H)2(CO)3((C6H5)2PCH2P(C6H5)2)2(1+)*BF4(1-) = {IrOs(H)2(CO)3(((C6H5)2P)2CH2)2}BF4
sodium hydride
IrOs(H)2(CO)3((C6H4)C6H5PCH2P(C6H5)2)((C6H5)2PCH2P(C6H5)2)
Conditions | Yield |
---|---|
In tetrahydrofuran (Ar); added THF to NaH and Ir-complex; stirred vigorously for 1 h; evapd. (vac.); (31)P NMR, IR; | 100% |
tris(acetonitrile)tricarbonylmolybdenum(0)
sodium hydride
3-diphenylphosphanyl-2-diphenylphosphanylmethyl-2-methyl-1-propanethiol
Conditions | Yield |
---|---|
In tetrahydrofuran Ar atmosphere, addn. of NaH to soln. of ligand at 0°C, stirring (30 min), addn. of solid Mo complex, stirring (30 min); concn., washing (petroleum ether (40/60), ultrasonication), removement of solvent (vacuum); | 100% |
C2B7H13
sodium hydride
acrylonitrile
endo/exo-6-(NCCH2CH2)-arachno-6,8-C2B7H12
Conditions | Yield |
---|---|
In 1,2-dimethoxyethane under N2 atm. arachno-6,8-C2B7H13 was dissolved in DME and cooled to 0°C, NaH was added, react. mixt. was warmed to room temp., filtered,cooled to 0°C, acrylonitrile was added dropwise and stirred for 12 h; HCl-Et2O was added at 0°C, allowed to warm to room temp., soln. was filtered, were evapd. in vacuo, and dried in vacuo; elem. anal.; | 100% |
tris(acetonitrile)tricarbonylmolybdenum(0)
(CH3OCH2)C(CH2P(C6H5)2)(CH2SH)2
sodium hydride
Conditions | Yield |
---|---|
In tetrahydrofuran Ar atmosphere, addn. of NaH to soln. of ligand at 0°C, stirring (30 min), addn. of solid Mo complex, stirring (30 min); concn., washing (petroleum ether (40/60), ultrasonication), removement of solvent (vacuum); | 100% |
tetrahydrofuran
1,8-bis(2-hydroxy-3,5-di-tert-butylbenzyl)-4,11-dimethyl-1,4,8,11-tetraazacyclotetradecane
sodium hydride
Na2{(tBu2PhO)2Me2Cyclam}
Conditions | Yield |
---|---|
at 20℃; Inert atmosphere; | 100% |
tetrahydrofuran
B-(2-pyridyl)-9-borabicyclo[3.3.1]nonane hydrogen chloride salt
sodium hydride
Conditions | Yield |
---|---|
for 12h; Inert atmosphere; Schlenk technique; Glovebox; | 100% |
NH-pyrazole
sodium hydride
phenylboronic acid
sodium phenyltris(pyrazolyl)borate
Conditions | Yield |
---|---|
at 200℃; for 0.25h; Microwave irradiation; Inert atmosphere; | 100% |
Conditions | Yield |
---|---|
Heating; | 99.5% |
In neat (no solvent) 1mol B(OCH3)3, 4mol NaH, 225-275°C;; 90-96% NaBH4;; | 94% |
In neat (no solvent) 1mol B(OCH3)3, 4mol NaH, 225-275°C;; 90-96% NaBH4;; | 94% |
sodium hydride
sodium tetrahydroborate
Conditions | Yield |
---|---|
In tetrahydrofuran byproducts: NaF; addn. of B(OCH3)3*THF to NaH at 60-65°C (stirring, N2-atmosphere), NaH dissolves, boiling, cooling to ambient temp., addn. of BF3*THF, distn. of THF and B(OCH3), extractn. of residue with isopropyl amine;; pure product;; | 99% |
In tetrahydrofuran byproducts: NaF; addn. of B(OCH3)3*THF to NaH at 60-65°C (stirring, N2-atmosphere), NaH dissolves, boiling, cooling to ambient temp., addn. of BF3*THF, distn. of THF and B(OCH3), extractn. of residue with isopropyl amine;; pure product;; | 99% |
2,3-bis(trimethylsilyl)-2,3-dicarba-nido-hexaborane(8)
N,N,N,N,-tetramethylethylenediamine
sodium hydride
Conditions | Yield |
---|---|
In further solvent(s) byproducts: H2; addn. of B-compd. in TMEDA to mixt. of NaH and TMEDA (-78°C, vac.); filtration (vac.), solvent removal (vac.); recrystn. (hexane); elem. anal.; | 99% |
(1,2-bis[1,3-dioxan-2-yl]-3,4-bis[trimethylsilyl]cyclobutadiene)cyclopentadienylcobalt
sodium hydride
(1,2-bis[1,3-dioxan-2-yl]cyclobutadiene)cyclopentadienylcobalt
Conditions | Yield |
---|---|
With Me4NF In dimethyl sulfoxide under inert atmosphere, Schlenk techniques; Co complex, NaH and Me4NF (molar ratio 2.4:1:19.3) dissolved in dry Me2SO; heated to 50°C overnight; aq. workup with ethyl ether; chromd. (silica gel, hexanes-ethyl acetate); | 99% |
Ir(H)(Cl)CH3OC6H2(CH2P(C4H9)2)2
hydrogen
sodium hydride
(p-OMetBu4PCP)IrH4
Conditions | Yield |
---|---|
With NaH In tetrahydrofuran Sonication; complexes in THF were treated with 100% excess of NaH, the mixt. was stirred at room temp. for 1 h under H2 atm., sonicated for 6 h with intermittent cooling and stirring, stirred for 24 h at room temp.; filtered, THF was removed by a stream of H2; | 99% |
tetrahydrofuran
2,6-diisopropylphenol
sodium hydride
(THF)La(O-2,6-i-Pr2C6H3)2(μ-O-2,6-i-Pr2C6H3)2Na(THF)2
Conditions | Yield |
---|---|
In tetrahydrofuran; toluene Ar-atmosphere; addn. of La-compd. (in PhMe) to mixt. of diisopropylphenol and NaH (in THF) with stirring, stirring for 72 h at room temp.; filtration (Celite), removal of volatiles (vac.), washing (hexane), extn. into PhMe, filtration (Celite), vol. reduction (vac.), crystn. (-40°C, overnight); elem. anal.; | 99% |
sodium hydride
Conditions | Yield |
---|---|
In not given (N2), mixed; not isolated, detected by IR; | 99% |
sodium hydride
Conditions | Yield |
---|---|
In not given (N2), mixed; not isolated, detected by IR; | 99% |
sodium hydride
Conditions | Yield |
---|---|
In not given (N2), mixed; not isolated, detected by IR; | 99% |
sodium hydride
Conditions | Yield |
---|---|
In not given (N2), mixed; not isolated, detected by IR; | 99% |
sodium hydride
Conditions | Yield |
---|---|
In not given (N2), mixed; not isolated, detected by IR; | 99% |
sodium hydride
Conditions | Yield |
---|---|
In not given (N2), mixed; not isolated, detected by IR; | 99% |
sodium hydride
Conditions | Yield |
---|---|
In not given (N2), mixed; not isolated, detected by IR; | 99% |
sodium hydride
Conditions | Yield |
---|---|
In not given (N2), mixed; not isolated, detected by IR; | 99% |
sodium hydride
Conditions | Yield |
---|---|
In not given (N2), mixed; not isolated, detected by IR; | 99% |
Conditions | Yield |
---|---|
In tetrahydrofuran refluxed; filtered, evapd., washed (Et2O); | 99% |
In tetrahydrofuran refluxing (Bu3NH)(B12H11NH3) with 2 equiv. NaH in THF; solvent was evapd., residue was washed with Et2O; | 99% |
Conditions | Yield |
---|---|
In tetrahydrofuran NaH added to soln. of Ph(pz)Bt(tBu)H; | 99% |
IUPAC Name: Sodium
Synonyms of Sodium hydride (CAS NO.7646-69-7): EINECS 231-587-3 ; HSDB 745 ; NAH 80 ; Sodium hydride (NaH) ; Sodium monohydride ; Sodium hydride [UN1427] [Dangerous when wet] ; UN1427
CAS NO: 7646-69-7
Molecular Formula: HNa
Molecular Weight: 24
Molecular Structure:
Melting Point: 800 °C
ProductCategories: Inorganics ; Classes of Metal Compounds ; Na (Sodium) Compounds (excluding simple sodium salts) ; Reduction ; Synthetic Organic Chemistry ; Typical Metal Compounds ; Materials for Hydrogen Storage ; Metal Hydrides ; Metal HydridesAlternative Energy ; Synthetic Reagents
Density: 1.2 g/cm3
Flash Point: 185°C
Storage temp.: Store at RT.
Form powder: (moistened with oil)
Water Solubility: REACTS
Sensitive: Air & Moisture Sensitive
Merck: 14,8625
Sodium hydride (CAS NO.7646-69-7) is primarily used as a strong base in the organic synthesis.It is a base of wide scope and utility in the organic chemistry. It has the main uses as follows:
1.capable of deprotonating a range of even weak Bronsted acids to give the corresponding sodium derivatives. The resulting sodium derivatives can be alkylated.
2.Sodium hydride is most notably employed to deprotonate carbon acids such as 1,3-dicarbonyls and analogues such as malonic esters.
3.It is widely used to promote condensation reactions of carbonyl compounds via the Dieckmann condensation, Stobbe condensation, Darzens condensation, and Claisen condensation.
4.Sodium hydride is also used to make sulfur ylides, which in turn are used to convert ketones into epoxides.Sodium hydride reduces certain main group compounds, but the analogous reactivity is unknown in the organic chemistry.
5.Because of its rapid and irreversible reaction with water, Sodium hydride can be used to dry some organic solvents.
1. | ipr-rat LD50:91 mg/kg | IJEBA6 Indian Journal of Experimental Biology. 5 (1967),96. | ||
2. | scu-rat LD50:279 mg/kg | IJEBA6 Indian Journal of Experimental Biology. 5 (1967),96. | ||
3. | ivn-rat LD50:105 mg/kg | IJEBA6 Indian Journal of Experimental Biology. 5 (1967),96. | ||
4. | ipr-mus LD50:83 mg/kg | IJEBA6 Indian Journal of Experimental Biology. 5 (1967),96. | ||
5. | scu-mus LD50:400 mg/kg | 85GDA2 CRC Handbook of Antibiotic Compounds, Volumes 1-9. 8 (1)(1982),331. | ||
6. | ivn-mus LD50:97 mg/kg | IJEBA6 Indian Journal of Experimental Biology. 5 (1967),96. |
Hazard Codes of Sodium hydride (CAS NO.7646-69-7): F
Risk Statements: 15-36
R15: Contact with water liberates extremely flammable gases.
R36: Irritating to eyes.
Safety Statements: 26-43-7/8-24/25
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S43: In case of fire use ... (there follows the type of fire-fighting equipment to be used.)
S7: Keep container tightly closed.
S8: Keep container dry.
S24/25: Avoid contact with skin and eyes.
RIDADR: UN 1427 4.3/PG 1
WGK Germany: 3
RTECS: WB3910000
F: 10-21
HazardClass: 4.3
PackingGroup: I
Sodium hydride (CAS NO.7646-69-7) can ignite in air, especially upon contacting with water to release hydrogen.
About|Contact|Cas|Product Name|Molecular|Country|Encyclopedia
Message|New Cas|MSDS|Service|Advertisement|CAS DataBase|Article Data|Manufacturers | Chemical Catalog
©2008 LookChem.com,License: ICP
NO.:Zhejiang16009103
complaints:service@lookchem.com Desktop View