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About This Item
Linear Formula:
LiC≡CH · NH2CH2CH2NH2
CAS Number:
Molecular Weight:
92.07
UNSPSC Code:
12352103
NACRES:
NA.22
PubChem Substance ID:
EC Number:
229-967-9
Beilstein/REAXYS Number:
3593824
MDL number:
Quality Level
assay
90%
bp
110.6 °C (lit.)
mp
76 °C (dec.)
functional group
amine
storage temp.
2-8°C
SMILES string
[Li]C#C.NCCN
InChI
1S/C2H8N2.C2H.Li/c3-1-2-4;1-2;/h1-4H2;1H;
InChI key
QJQWXTYPTBEPGS-UHFFFAOYSA-N
Application
- Lithium acetylide, ethylenediamine complex is a general reagent to synthesize ethynylated ketones.
- It is used as a ligand in the coordination chemistry to synthesize transition metal complexes such as 1-alkynyl-dimethyl(triorganophosphine)gold(III) complex.
- It is employed in the ring opening reaction of epoxides, as in the total synthesis of (−)-goniotrionin and englerin A.
- It can also be used in the ethynylation of alkyl halides to prepare terminal alkynes.
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signalword
Danger
hcodes
Hazard Classifications
Eye Dam. 1 - Skin Corr. 1B - Water-react. 2
supp_hazards
Storage Class
4.3 - Hazardous materials which set free flammable gases upon contact with water
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges
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A formal synthesis of (?)-englerin A by relay ring closing metathesis and transannular etherification.
Lee J and Parker K A
Organic Letters, 14(11), 2682-2685 (2012)
Preparation, structure and decomposition of gold (I) and gold (III) acetylide complexes.
Schuster O, et al.
Inorgorganica Chimica Acta, 358(5), 1429-1441 (2005)
Multikilogram-Scale Synthesis of a Chiral Cyclopropanol and an Investigation of the Safe Use of Lithium Acetylide?Ethylene Diamine Complex.
Bassan E M, et al.
Organic Process Research & Development, 16(1), 87-95 (2011)
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 186155-50G | 04061833554418 |
| 186155-100G | 04061838757913 |
| 186155-10G | 04061838757920 |

