163937
N,N,N′,N′-Tetramethylphosphorodiamidic chloride
technical grade, 90%
Synonym(s):
Bis(dimethylamido)phosphoric chloride
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About This Item
Linear Formula:
[(CH3)2N]2P(O)Cl
CAS Number:
Molecular Weight:
170.58
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
216-517-1
Beilstein/REAXYS Number:
471430
MDL number:
Assay:
90%
Form:
liquid
InChI
1S/C4H12ClN2OP/c1-6(2)9(5,8)7(3)4/h1-4H3
InChI key
WYLQARGYFXBZMD-UHFFFAOYSA-N
SMILES string
CN(C)P(Cl)(=O)N(C)C
grade
technical grade
assay
90%
form
liquid
refractive index
n20/D 1.466 (lit.)
density
1.152 g/mL at 25 °C (lit.)
functional group
phosphoramide
Quality Level
Related Categories
Application
N,N,N′,N′-Tetramethylphosphorodiamidic chloride was used in the synthesis of (-)-allohedycaryol and C2-symmetric binaphthyl phosphortriamide. It was also used in total synthesis of neohedycaryol.
signalword
Danger
hcodes
Hazard Classifications
Eye Dam. 1 - Skin Corr. 1B
Storage Class
8A - Combustible corrosive hazardous materials
wgk
WGK 3
flash_point_f
235.4 °F - closed cup
flash_point_c
113 °C - closed cup
ppe
Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter
Regulatory Information
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A I Meyers et al.
Chirality, 9(5-6), 431-434 (1997-01-01)
By use of an asymmetric Ullmann coupling involving chiral naphthalene oxazolines 1, the title compounds were prepared in good yields and with high diastereoselectivity. Hydrolysis of the binaphthyl oxazolines 2 led to the di-aldehydes 5, which were transformed into the
Vladimir N. Zhabinskii et al.
The Journal of organic chemistry, 61(12), 4022-4027 (1996-06-14)
The enantiomer of (+)-allohedycaryol, a germacrane alcohol isolated from giant fennel (Ferula communis L.), has been synthesized, thereby elucidating the relative and absolute stereochemistry of the natural product. The synthesis of (-)-allohedycaryol started from (+)-alpha-cyperone (5) which was available in
Total Synthesis of Neohedycaryol. Its Possible Role in the Biosynthesis of Eudesmane Sesquiterpenes.
Adriaan J. Minnaard et al.
The Journal of organic chemistry, 62(8), 2344-2349 (1997-04-18)
The total synthesis of neohedycaryol (4), the C(9)-C(10) double bond regioisomer of the germacrane sesquiterpene hedycaryol, was accomplished in 10 steps from the known dione 6. A Marshall fragmentation of the intermediate mesylate 14 was used to prepare the trans,trans-cyclodeca-1,6-diene
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