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Natriumamid

Sodium amide

HCID 24533
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Grundinformationen

CAS
7782-92-5
Standard-SMILES
[NH2-].[Na+]
InChIKey
ODZPKZBBUMBTMG-UHFFFAOYSA-N
Summenformel
H2NNa
Durchschnittliche Molmasse
39,013 g/mol
Monoisotopische Masse
39,00849334

Überblick

Sodium amide is an odorless colorless solid. Denser than water.

Namen und Bezeichner

Bevorzugter Name
Sodium amide
IUPAC
sodium azanide
Lokaler Name
Natriumamid
Englischer Name
Sodium amide
Summenformel
H2NNa
Molmasse
39.01

Namen und Synonyme

SODIUM AMIDE7782-92-5Sodamidesodium azanideSodium amide (Na(NH2))5DB3G6PX9DHSDB 692EINECS 231-971-0NaNH2EC 231-971-0SODIUM AMIDE [MI]SODIUM AMIDE [HSDB]
Weitere Namen anzeigen
m amideNatriumamidAminosodiumSodium aminoSodiumamide,94%SODIUM AMIDE 95%Sodium amide (8CI)
DTXSID2064816CHEBI:176791RefChem:887257DTXCID9048017UN1390231-971-0sodium;azanideUNII-5DB3G6PX9D

Datenbank-Bezeichner

CAS
7782-92-5
PubChem CID
24533
DTXSID
DTXSID2064816
ChEBI
CHEBI:176791
UNII
5DB3G6PX9D
EC Number
231-971-0
Nikkaji
J1.296C

Eigenschaften

Berechnete StruktureigenschaftenWird ergänzt

Polarare Oberfläche (TPSA)
1 Ų
H-Brücken-Donoren
1
H-Brücken-Akzeptoren
1
Frei drehbare Bindungen
0
Schwere Atome
2
Formalladung
0
Komplexität
2

Experimentelle und physikochemische Eigenschaften

Chemical ClassesNitrogen Compounds -> Other Nitrogen Compounds
OdorAMMONIA ODOR
Density · 2 Einträge

1.39 at 68 °F (USCG, 1999) - Denser than water; will sink

1.39 @ 20 °C

Color/FormWHITE CRYSTALLINE POWDER
Solubility · 2 Einträge

SOLUBILITY IN LIQ AMMONIA AT 20 °C= ABOUT 0.1%

Soluble in water; insoluble in alcohol.

Boiling Point · 2 Einträge

752 °F at 760 mmHg (USCG, 1999)

400 °C

Melting Point · 2 Einträge

410 °F (USCG, 1999)

210 °C

Physical Description · 2 Einträge

Sodium amide is an odorless colorless solid. Denser than water.

Solid; Commercial form is white to olive-green; Quickly absorbs water and carbon dioxide from atmosphere; [Merck Index] White solid with an odor of ammonia; [Hawley] Grey powder or granules with an ammoniacal odor; [Alfa Aesar MSDS]

Sicherheit und Regulatorisches

Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.

GHS-Klassifizierung

GHS Classification · 4 Einträge

Danger

H260 (42.1%): In contact with water releases flammable gases which may ignite spontaneously [Danger Substances and mixtures which in contact with water, emit flammable gases]

P223, P231+P232, P260, P264, P264+P265, P273, P280, P301+P330+P331, P302+P335+P334, P302+P361+P354, P304+P340, P305+P354+P338, P316, P317, P321, P363, P370+P378, P391, P402+P404, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 297 reports by companies from 17 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Gefahrenhinweise

Regulatory Information · 3 Einträge

Chemical: Sodium amide (Na(NH2))

Status: Active Update: 25-10-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/11165

Sodium amide: HSNO Approval: HSR004679 Approved with controls

DOT LabelDangerous When Wet
Fire HazardsSpecial Hazards of Combustion Products: Toxic and irritating ammonia gas may be formed. (USCG, 1999)
Fire Potential · 2 Einträge

FLAMMABLE, DANGEROUS FIRE RISK.

The reduction with 1,1-diethoxy-2-chloroethane in the presence of ammonia produces sodium ethoxyacetylide, which is extremely pyrophoric. Sodium amide reacts violently with water and frequently bursts into flame.

Health HazardsAmmonia gas formed by reaction of solid with moisture irritates eyes and skin. Solid causes caustic burns of eyes and skin. Ingestion burns mouth and stomach in same way as caustic soda and may cause perforation of tissue. (USCG, 1999)

Chemie und Industrie

Verwendung und Herstellung

Uses · 2 Einträge

Used as a dehydrating agent, in ammonolysis reactions, in Claisen condensations, and for alkylation of nitriles and ketones; Also used to make indigo, hydrazine, ethynyl compounds, acetylenic carbinols, and sodium cyanide; [Merck Index]

DEHYDRATING AGENT; PRODN OF INDIGO & HYDRAZINE; INTERMEDIATE IN PREPN OF SODIUM CYANIDE; IN AMMONOLYSIS REACTIONS; IN CLAISEN CONDENSATIONS, ALKYLATION OF NITRILES & KETONES, SYNTH OF ETHYNYL CMPD, ACETYLENIC CARBINOLS

Methods of Manufacturing · 2 Einträge

PREPARED FROM SODIUM METAL & GASEOUS AMMONIA (OR LIQ AMMONIA WITH FERRIC NITRATE CATALYST): DENNIS, BROWNE, INORG SYN 1, 74 (1939); GREENLEE, HENNE, INORG SYN 2, 128 (1946). ...ALTERNATE METHOD: BERGSTROM, ORG SYN, COLL VOL III, 778 (1955).

DRY AMMONIA GAS IS PASSED OVER METALLIC SODIUM @ 350 °C.

Formulations/PreparationsGRADES OR PURITY: PURE; TECHNICAL
General Manufacturing InformationSodium amide (Na(NH2)): ACTIVE
Anwendungen · 1 Eintrag

VerwendenSodium Amide is widely used in organic chemical synthesis as a strong base in reactions such as in the preparation of phenylacetylene from 1,2-dibromophenylethane. Also used in the synthesis of 2,6-diamination of substituted pyridines as initiator of heterogeneous chichibabin reaction.

Darstellung · 1 Eintrag

synthetischeSodium amide is prepared by passing dry ammonia gas over sodium metal at 350°C: 2Na + 2NH3 → 2NaNH2 + H2Also, it may be prepared by reacting sodium metal with liquid ammonia in the presence of a catalyst such as iron(III) nitrate. The compound must be stored in well-sealed containers free from air or moisture.

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Other Experimental Properties · 3 Einträge

BEGINS TO VOLATILIZE @ 400 °C & DECOMP INTO ITS ELEMENTS BETWEEN 500 & 600 °C; HEAT OF FORMATION (FOR SOLID) @ 18 °C & 1 ATM: -32.26 KCAL/MOLE; HEAT OF SOLN: -31.06 KCAL/MOLE @ 21 °C. ... FUSED NaNH2 DISSOLVES METALLIC MAGNESIUM, ZINC, MOLYBDENUM, TUNGSTEN, QUARTZ, GLASS, SILICATES & OTHER SUBSTANCES.

DECOMP IN WATER & ALCOHOL

WHITE TO OLIVE-GREEN SOLID WITH SEA-SHELL FRACTURE /COMMERCIAL PRODUCT/

Physikochemische Eigenschaften

Schmelzpunkt
210 °C · 210 °C (lit.)
Siedepunkt
400 °C · 400 °C (lit.)
Dichte
1.39 g/cm3 · 1.39 g/cm3 (25℃)
Flammpunkt
85 °F · 85 °F
storage temp.
30 °C · Store below +30°C.
Löslichkeit
2 O · reacts with H2O
Aggregatzustand
crystalline
Farbe
Greyish white powder
Geruch (Odor)
Ammonia like
Wasserlöslichkeit
REACTS VERY VIOLENTLY, EVEN EXPLOSIVELY
Spezifische Wärmekapazität
1.7 J/ · Cp(crystal): 1.7 J/(g·K), at 25℃
Merck
14 · 14,8576
Stabilität
Stability Flammable. Reacts violently with water producing very toxic fumes. In case of fire do not use water, but instead smother with soda ash. May form explosive peroxides if heated, or if stored for extended periods in contact with air or oxygen. Incompatible with water and aqueous solutions, carbon dioxide, halogenated hydrocarbo
InChI
1S/H2N.Na/h1H2;/q-1;+1
InChIKey
ODZPKZBBUMBTMG-UHFFFAOYSA-N
SMILES
N[Na]
CAS Datenbank
7782 · 7782-92-5(CAS DataBase Reference)
EPA chemische Informationen
Sodium amide (Na(NH2)) (7782-92-5)
Hazards Summary · 1 Eintrag

Emergency treatment: Corrosives- alkaline; [HSDB] Reacts violently with water producing sodium hydroxide and ammonia; Oxidation products after air exposure may be highly explosive; A severe skin, eye, and mucous membrane irritant; [Merck Index] A strong reducing agent; An explosive peroxide may be produced on storage; May cause caustic burns to skin and eyes; [CAMEO] Reacts violently with water evolving highly flammable gases; Explosive on contact with oxidizing substances; A highly corrosive substance that can cause injury to the skin, eyes, and respiratory tract; Inhalation may cause chemical pneumonitis; [Alfa Aesar MSDS]

Reactive GroupBases, Strong
Reactivity AlertsHighly Flammable
Reactivity Profile · 1 Eintrag

SODIUM AMIDE is a powerful reducing agent. Reacts violently with oxidizing agents. Reacts violently with steam and water to form caustic NaOH and NH3 vapors [Bergstrom et al., Chem. Reviews, 12:6 1932]. May form explosive compounds in the presence of water and carbon dioxide [Handling Chemicals Safely 1980 p 826]. Liable to deflagration upon heating and friction. Forms an explosive peroxide on storage. When sodium amide and chromic anhydride are mixed together a vigorous reaction results; the same occurs with other oxidizing agents including dinitrogen tetraoxide, potassium chlorate, sodium nitrite. [Mellor 11:234 1946-47]. Reaction with 1,1-diethoxy-2- chloroethane produces sodium ethoxyacetylide, which is extremely pyrophoric [Rutledge 1968 p. 35]. Reactions with halogenated hydrocarbons may be violently explosive. Sodium amide forms toxic and flammable H2S gas with CS2. (714).

Air and Water ReactionsHighly flammable. Reacts violently with water and bursts into flame.
Peroxide Forming Chemical · 3 Einträge

Sodium amide

A: Compounds that form explosive levels of peroxides without concentration

Clark

Hazard Classes and CategoriesWater-react. 1 (42.1%)

Sicherheit und Schutzausrüstung

Fire FightingFire Extinguishing Agents Not to Be Used: Water
First AidINGESTION: give water or milk followed by dilute vinegar or fruit juice; do NOT induce vomiting; call a doctor.
Fire Fighting ProceduresDRY SODA ASH, GRAPHITE, SALT, OR OTHER RECOMMENDED DRY POWDER, SUCH AS DRY LIMESTONE.
Storage Conditions · 2 Einträge

SEALED CONTAINERS MUST BE STORED IN WELL-VENTILATED AREA.

SHOULD BE STORED IN SEALED CONTAINERS WHICH PREVENT ALL CONTACT WITH AIR DURING STORAGE ...

Nonfire Spill ResponseNeutralizing Agents for Acids and Caustics: Caustic solution formed by reaction with water can be diluted with water and/or neutralized by acetic acid. (USCG, 1999)
Isolation and EvacuationExcerpt from ERG Guide 139 [Substances - Water-Reactive (Emitting Flammable and Toxic Gases)]:
Personal Protective Equipment (PPE) · 2 Einträge

Goggles or face shield; dust respirator; rubber gloves and shoes. (USCG, 1999)

GOGGLES OR FACE SHIELD; DUST RESPIRATOR; RUBBER GLOVES AND SHOES.

Toxikologische Informationen

Adverse EffectsDermatotoxin - Skin burns.

Sicherheitsdaten

F
3-10-23
wgk
2
tsca
TSCA listed
ridadr
UN 3129 4.3/PG 2
hs_code
2853 90 90
risk_code
14/15-19-34-20/21-10-67-65-63-48/20-11-36/37-15/29-14-50-29
hazard_code
F,C,Xi,N
safety_code
26-43-45-62-7/8-43D-36/37/39-27-16-61
hazard_class
4.3
packing_group
II
Speicherklasse
4.3 - Hazardous materials which set free flammable gases upon contact with water
Giftige Stoffe Daten
7782-92-5(Hazardous Substances Data)
Hazard Classifications
Aquatic Chronic 3Eye Dam. 1Skin Corr. 1BWater-react 2
Selbstentzündungstemperatur
450 °C

Vor- und nachgelagerte Produkte

Vorgelagerte Rohstoffe

NatriumWasserstoffAmmoniak, wasserfrei

Nachgelagerte Produkte

(Z)-Non-6-en-1-ol1-ethynyl-2-methyl penten-2-olDiethyl-[[(6-methyl-2-pyridyl)amino]methylen]malonat4-Ethylpyridin-2-aminEthylpyridin-4-acetat2-Methylindol3-(o-Chlorphenyl)-3-hydroxy-3-phenylpropiononitrilEthyl-4-hydroxy-7-methyl-1,8-naphthyridin-3-carboxylat4-Phenyl-pyridin-2-ylamine1-(10-(3-(4-(2-Hydroxyethyl)-1-piperazinyl)propyl)-10H-pheno-thiazin-2-yl)ethanon,(Z)-2-butendioat(1:2)1-((4-Chlorphenyl)phenylmethyl)-4-((3-methyl-phenyl)methyl)piperazinAprindine4,6-Dimethyl-2-pyridylaminEthyl-4-phenylpiperidin-4-carboxylatFmoc-2-aminonicotinic acid3-(p-Chlorophenyl)-3-(2-pyridyl)propylaldehyde diethyl acetalBEPRIDIL4-Brom-2,2-diphenylbuttersure4-Phenylpiperidin-4-carbonitrilhydrochlorid(1-phenylcyclopropyl)methanamineSetastine3-(2-Pyridyl)propan-1-olTridec-2-enalCyclohexylphenylacetonitril4-phenyl-1-(p-tolylsulphonyl)piperidine-4-carboxylic acid3,3-Diphenyldihydrofuran-2(3H)-onLoperamid2-Amino-3,5-dichloro-4,6-dimethyl pyridine(1-Hydroxy-cyclohexyl)-acetonitrile5,5'-(1H-Isoindol-1,3(2H)-diyliden)dibarbitursure3-Cyclohexyl-1-propynePyridine-4-acetic acid4-Methylpyridin-2,6-diamin2,6-Dimethylheptan-3,5-dion3-Propylisoxazol-5-amineEthyl-2,3-epoxy-3-phenylbutyrat4-Propyl-pyridin-2-ylamine4-Phenylpiperidin6-Chloro-4-methoxy-pyridine-2-carboxylic acid1-Methyl-4-phenylpiperidin-4-carbonitril
Ergänzende Hinweise · 1 Eintrag

DefinitionA white ionic solid formed by passing dry ammonia over sodium at 300–400°C. The compound reacts with water to give sodium hydroxide and ammonia. It reacts with red-hot carbon to form sodium cyanide and with nitrogen(I) oxide to form sodium azide. Sodamide is used in the Castner process and in the explosives industry.