Preparation Reactions
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Lithium amide

Preparation Reactions
Product Name
Lithium amide
CAS No.
7782-89-0
Chemical Name
Lithium amide
Synonyms
Aminolithium;lithamide;Lithiumamid;Lithioamine;Litium amide;ithium amide;LITHIUM AMIDE;lithium azanide;Lithiumamide,95%;Lithium amide (Li(NH2))
CBNumber
CB5854323
Molecular Formula
H2LiN
Formula Weight
22.96
MOL File
7782-89-0.mol
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Lithium amide Property

Melting point:
373 °C
Boiling point:
430 °C
Density 
1.178 g/mL at 25 °C(lit.)
refractive index 
1.178g/mL
storage temp. 
water-free area
solubility 
Slightly soluble in ethanol and liquid ammonia. Insoluble in anhydrous ether, benzene and toluene.
form 
Powder
Specific Gravity
1.178
color 
off-white
Water Solubility 
reacts
Sensitive 
Air & Moisture Sensitive
Merck 
14,5522
InChIKey
AFRJJFRNGGLMDW-UHFFFAOYSA-N
LogP
0.23 at 25℃
CAS DataBase Reference
7782-89-0(CAS DataBase Reference)
EPA Substance Registry System
Lithium amide (7782-89-0)
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Safety

Hazard Codes 
F,C
Risk Statements 
14/15-29-34-20/21/22-15-14-11
Safety Statements 
26-36/37/39-43-45-7/8-43B-16-3/7/9
RIDADR 
UN 1390 4.3/PG 2
WGK Germany 
2
RTECS 
OJ5590000
TSCA 
Yes
HazardClass 
4.3
PackingGroup 
II
HS Code 
28530090
Hazardous Substances Data
7782-89-0(Hazardous Substances Data)
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H261In contact with water releases flammable gas

H314Causes severe skin burns and eye damage

Precautionary statements

P223Keep away from any possible contact with water, because of violent reaction and possible flash fire.

P231+P232Handle under inert gas. Protect from moisture.

P260Do not breathe dust/fume/gas/mist/vapours/spray.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P303+P361+P353IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
213217
Product name
Lithium amide
Purity
powder, 95%
Packaging
5g
Price
$45.6
Updated
2024/03/01
Sigma-Aldrich
Product number
213217
Product name
Lithium amide
Purity
powder, 95%
Packaging
100g
Price
$79.4
Updated
2024/03/01
Alfa Aesar
Product number
L16023
Product name
Lithium amide, 95%
Packaging
25g
Price
$36.5
Updated
2024/03/01
Alfa Aesar
Product number
L16023
Product name
Lithium amide, 95%
Packaging
100g
Price
$69.3
Updated
2024/03/01
Strem Chemicals
Product number
93-0306
Product name
Lithium amide, 95%
Packaging
50g
Price
$52
Updated
2024/03/01
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Lithium amide Chemical Properties,Usage,Production

Preparation

Lithium amide is obtained by dissolution of lithium metal in liquid ammonia. The reaction is slow, but may be catalyzed by cobalt nitrate:
2Li + 2NH3 → 2LiNH2 + H2
It also is obtained by passing gaseous ammonia over lithium hydride:
LiH + NH3 → LiNH2 + H2

Reactions

Lithium amide decomposes to imide when heated above 400°C: 2LiNH2 → Li2NH + NH3
It is used in several organic syntheses. Some of these synthetic reactions are based on the mechanism that the terminal alkynes react with the stronger base, the anion, forming the weaker conjugate base:

It converts vic dibromide to bromoalkene and then alkyne:

Ketones can be converted into alkynes:

Chemical Properties

white to grey fine powder

Physical properties

Colorless needles; tetragonal structure; density 1.178 g/cm3 at 17.5°C; melts around 375°C; starts to decompose at 320°C; decomposes at 400°C; soluble in cold water; decomposes in hot water; slightly soluble in ethanol and liquid ammonia; insoluble in benzene and ether.

Uses

Lithium amide is used in the preparation of active pharmaceutical ingredients and antioxidants. It acts as a catalyst for polymers, as nucleophiles and as strong bases. It serves as a reagent in the synthesis of antiinflamatory and preoresolving protectin D1, chemotype dipeptidyl peptidase IV inhibitors and sterically congested triarylamines. It finds application in dyes displaying large stokes shifts. In addition to this, it is used as a reagent for cross-coupling of aryl chlorides and amine.

Uses

In Claisen condensations, alkylation of nitriles and ketones, synthesis of ethynyl Compounds, acetylenic carbinols.

Uses

Reagent for synthesis of: Antiinflamatory and preoresolving protectin D11 Chemotype dipeptidyl peptidase IV inhibitors2 Sterically congested triarylamines3 Dyes displaying large Stokes shifts4 GM1 ganglioside derivatives5Reagent for cross-coupling of aryl chlorides and amines6

Preparation

Lithium amide, LiNH2 , may be considered the ammonia analogue of lithium hydroxide in the water system. Lithium amide may be prepared from lithium hydride or lithium metal and ammonia. Industrial preparations use lithium hydride as a starting material.
The reaction of lithium metal in a stream of ammonia gas at about 400°C may be used successfully as a preparative method. Lithium may also be reacted with liquid ammonia in the presence of an iron compound as a catalyst.
Since amide ion is the strongest base which can exist in ammonia, lithium amide is a very strong base. The compound has a low solubility in liquid ammonia. Lithium amide is hydrolyzed by water to yield lithium hydroxide and ammonia. It is readily oxidized. For example, the substance may be oxidized with dinitrogen oxide to yield lithium azide. Amides of the alkali metals in general must be guarded against air oxidation to prevent the formation of potentially explosive substances.

General Description

White crystalline powder with an odor of ammonia. Denser than water.

Reactivity Profile

Powdered Lithium amide is highly reactive. A strong base. Reacts to release toxic ammonia gas with water. Forms explosive peroxide on storage.

Health Hazard

Highly toxic: contact with water produces toxic gas, may be fatal if inhaled. Inhalation or contact with vapors, substance or decomposition products may cause severe injury or death. May produce corrosive solutions on contact with water. Fire will produce irritating, corrosive and/or toxic gases. Runoff from fire control may cause pollution.

Fire Hazard

Produce flammable and toxic gases on contact with water. May ignite on contact with water or moist air. Some react vigorously or explosively on contact with water. May be ignited by heat, sparks or flames. May re-ignite after fire is extinguished. Some are transported in highly flammable liquids. Containers may explode when heated. Runoff may create fire or explosion hazard.

Flammability and Explosibility

Substances and mixtures which in contact with water emit flammable gases

Safety Profile

A powerful irritant to skin, eyes, and mucous membranes. Flammable when exposed to heat or flame. Ammonia is liberated and lithmm hydroxide is formed when this compound is exposed to moisture. Reacts violently with water or steam to produce toxic and flammable vapors. Vigorous reaction with oxilzing materials. Exothermic reaction with acid or acid fumes. When heated to decomposition it emits very toxic fumes of LiO, NH3, and NO,. Used in synthesis of drugs, vitamins, steroids, and other organics. See also LITHIUM COMPOUNDS, AMIDES, AMMONIA, and LITHIUM HYDROXIDE.

Purification Methods

Purify it by heating at 400o while NH3 is passed over it in the upper of two crucibles (the upper crucible is perforated). The LiNH2 will drip into the lower crucible through the holes in the upper crucible. The product is cooled in a stream of NH3. Protect it from air and moisture, store it under N2 in a clear glass bottle sealed with paraffin. Store it in small quantities so that all the material is used once the bottle is opened. If the colour of the amide is yellow, it should be destroyed as it is likely to have oxidised and to EXPLODE. On heating above 450o it is decomposed to Li2NH, which is stable up to 750-800o. [Schenk in Handbook of Preparative Inorganic Chemistry (Ed. Brauer) Academic Press Vol I p 463 1963, Greenlee & Henne Inorg Synth II 135 1953.]

Lithium amide Preparation Products And Raw materials

Raw materials

Preparation Products

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Lithium amide Suppliers

Wuhan Jiyesheng Chemical Co. , Ltd.
Tel
15927657172
Email
2092950792@qq.com
Country
China
ProdList
36
Advantage
58
Meryer (Shanghai) Chemical Technology Co., Ltd.
Tel
4006608290; 18621169109
Fax
86-21-61259102
Email
market03@meryer.com
Country
China
ProdList
40241
Advantage
62
Alfa Aesar
Tel
400-6106006
Fax
021-67582001/03/05
Email
saleschina@alfa-asia.com
Country
China
ProdList
30132
Advantage
84
Energy Chemical
Tel
021-021-58432009 400-005-6266
Fax
021-58436166
Email
sales8178@energy-chemical.com
Country
China
ProdList
44751
Advantage
61
Beijing Ouhe Technology Co., Ltd
Tel
010-82967028 13552068683
Fax
+86-10-82967029
Email
2355560935@qq.com
Country
China
ProdList
12426
Advantage
60
Shanghai Hanhong Scientific Co.,Ltd.
Tel
021-54306202 13764082696;
Email
info@hanhongsci.com
Country
China
ProdList
42982
Advantage
64
Shandong Xiya Chemical Co., Ltd
Tel
13355009207 13355009207
Fax
0539-6365991
Email
3007715519@qq.com
Country
China
ProdList
18739
Advantage
57
BEST-REAGENT
Tel
400-1166-196 18981987031
Fax
028-84555506 800101999
Email
cdhxsj@163.com
Country
China
ProdList
11726
Advantage
57
Sinopharm Chemical Reagent Co,Ltd.
Tel
86-21-63210123
Fax
86-21-63290778 86-21-63218885
Email
sj_scrc@sinopharm.com
Country
China
ProdList
9823
Advantage
79
Nanjing Vital Chemical Co., Ltd.
Tel
Please Send Email 18652950785
Fax
025-87193546
Email
chemweiao@163.com
Country
China
ProdList
4388
Advantage
65
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View Lastest Price from Lithium amide manufacturers

Career Henan Chemical Co
Product
Lithium amide 7882-89-0
Price
US $1.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
100KG
Release date
2020-01-10
Career Henan Chemical Co
Product
Lithium amide 7782-89-0
Price
US $1.00/KG
Min. Order
1G
Purity
98%
Supply Ability
100KG
Release date
2018-08-15

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