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163937

Sigma-Aldrich

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:
1605-65-8
Molecular Weight:
170.58
Beilstein:
471430
EC Number:
216-517-1
MDL number:
MFCD00008302
UNSPSC Code:
12352100
PubChem Substance ID:
24850043
NACRES:
NA.22

grade

technical grade

Quality Level

100

Assay

90%

form

liquid

refractive index

n20/D 1.466 (lit.)

density

1.152 g/mL at 25 °C (lit.)

SMILES string

CN(C)P(Cl)(=O)N(C)C

InChI

1S/C4H12ClN2OP/c1-6(2)9(5,8)7(3)4/h1-4H3

InChI key

WYLQARGYFXBZMD-UHFFFAOYSA-N

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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.

Pictograms

Corrosion
GHS05

Signal Word

Danger

Hazard Statements

H314

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1B

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

235.4 °F - closed cup

Flash Point(C)

113 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

FSL

Group 4: Flammable liquids
Type 3 petroleums
Hazardous rank III
Water insoluble liquid

JAN Code

163937-10G:
163937-50G:
163937-BULK:
163937-VAR:

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Certificates of Analysis (COA)

Lot/Batch Number
00507HK
0507HK
S28113
08013TD

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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
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
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

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