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386588

Sigma-Aldrich

Pinacolyl methylphosphonate

97%

Synonym(s):

1,2,2-Trimethylpropyl methylphosphonate, 3,3-Dimethylbutan-2-yloxy(methyl)phosphinic acid, Mono(1,2,2-trimethylpropyl) methylphosphonate, O-Pinacolyl hydrogen methylphosphonate, O-Pinacolyl methylphosphonate, PMPA, Pinacolyl hydrogen methylphosphonate, [(3,3-Dimethylbutan-2-yl)oxy](methyl)phosphinic acid

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About This Item

Linear Formula:
CH3P(O)(OH)OCH(CH3)C(CH3)3
CAS Number:
616-52-4
Molecular Weight:
180.18
MDL number:
MFCD00192402
UNSPSC Code:
12352100
PubChem Substance ID:
24864102
NACRES:
NA.22

Quality Level

100

Assay

97%

form

liquid

refractive index

n20/D 1.434 (lit.)

bp

96-106 °C/8 mmHg (lit.)

density

1.032 g/mL at 25 °C (lit.)

SMILES string

CC(OP(C)(O)=O)C(C)(C)C

InChI

1S/C7H17O3P/c1-6(7(2,3)4)10-11(5,8)9/h6H,1-5H3,(H,8,9)

InChI key

BLALDUPQYCGKAG-UHFFFAOYSA-N

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Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302,H315

Hazard Classifications

Acute Tox. 4 Oral - Skin Irrit. 2

Storage Class Code

10 - Combustible liquids

WGK

WGK 2

Flash Point(F)

165.2 °F - closed cup

Flash Point(C)

74 °C - closed cup

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Dimethyl methylphosphonate ≥98%

Sigma-Aldrich

D169102

Dimethyl methylphosphonate

T S Shippenberg et al.
Synapse (New York, N.Y.), 38(2), 161-166 (2000-10-06)
Sensitization to cocaine has been attributed to alterations in excitatory amino acid and dopamine neurotransmission in the mesolimbic system. The present study sought to determine whether inhibition of NAALADase, an enzyme that cleaves glutamate from the endogenous neuropeptide, N-acetyl-aspartyl-glutamate (NAAG)
S Hodge et al.
Journal of virology, 73(10), 8630-8639 (1999-09-11)
The fatal disease induced by SIVsmmPBj4 clinically resembles endotoxic shock, with the development of severe gastrointestinal disease. While the exact mechanism of disease induction has not been fully elucidated, aspects of virus biology suggest that immune activation contributes to pathogenesis.
T Igarashi et al.
Proceedings of the National Academy of Sciences of the United States of America, 98(2), 658-663 (2001-01-03)
The highly pathogenic simian immunodeficiency virus/HIV type 1 (SHIV) chimeric virus SHIV(DH12R) induces a systemic depletion of CD4(+) T lymphocytes in rhesus monkeys during the initial 3-4 weeks of infection. Nonetheless, high levels of viral RNA production continue unabated for
Boris Sarvin et al.
Journal of chromatography. A, 1597, 214-219 (2019-04-24)
In this research an accumulation of nerve agent markers in garden cress (Lepidium sativum) as a model plant object was studied using LC-QTOF hybrid system. For the determination of methylphosphonic acid and alkyl methylphosphonates, which are specific markers of sarin
I Shoshani et al.
The Journal of biological chemistry, 274(49), 34742-34744 (1999-11-27)
Acyclic derivatives of adenine, known as highly effective nucleotide analogs with broad spectrum antiviral activity, were evaluated for potential cross-reactivity with adenylyl cyclases, a family of membrane-bound enzymes that share putative topologies at their catalytic sites with oligonucleotide polymerases and
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