Skip to Content
Merck
CN

79522

tert-Butyl P,P-dimethylphosphonoacetate

≥97.0% (GC)

Synonym(s):

tert-Butyl ((oxo)dimethoxyphosphino)acetate, tert-Butyl (dimethoxyphosphinyl)acetate, Dimethyl (tert-butoxycarbonyl)methylphosphonate

Sign Into View Organizational & Contract Pricing

Select a Size

About This Item

Linear Formula:
(CH3O)2P(O)CH2COOC(CH3)3
CAS Number:
62327-21-3
Molecular Weight:
224.19
Beilstein:
4861886
MDL number:
MFCD00042939
UNSPSC Code:
12352108
PubChem Substance ID:
57652799
NACRES:
NA.22

Key Documents

View All Documentation
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist

Quality Level

100

Assay

≥97.0% (GC)

form

liquid

reaction suitability

reaction type: C-C Bond Formation

refractive index

n20/D 1.434

bp

86-87 °C/0.02 mmHg (lit.)

density

1.131 g/mL at 20 °C (lit.)

functional group

ester
phosphonate

SMILES string

COP(=O)(CC(=O)OC(C)(C)C)OC

InChI

1S/C8H17O5P/c1-8(2,3)13-7(9)6-14(10,11-4)12-5/h6H2,1-5H3

InChI key

SAZYDWOWLRDDRQ-UHFFFAOYSA-N

Related Categories

Application

Reactant for:
  • Preparation of phosphonate terminated PPH dendrimers as anti-HIV-1 agents
  • Preparation of monodehydro diketopiperazines from ketoacyl amino acid amides via acid-catalyzed cyclization
  • Preparation of α,β-unsaturated esters for use in the guanidine-catalyzed oxa-Michael addition
  • Preparation of myxopyronin B and desmethyl myxopyronin B analogs, with antibacterial activity and inhibitory activity against bacterial RNA polymerase
  • Allylation and subsequent ring-closing metathesis in presence of Grubbs′ catalyst or intramolecular rhodium-catalyzed cyclopropanation reactions

Other Notes

Horner-Wittig reagent giving preferentially (E)-α,β-unsat. esters which are mildly saponified with acid. Synthesis of derivatives by reductive alkylation

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

230.0 °F - closed cup

Flash Point(C)

110.0 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
BCBK8197V
1385357
1406137
1237841
1214654

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

A novel synthesis of (+/-)-vermiculine.
Y Fukuyama et al.
Journal of the American Chemical Society, 99(2), 646-647 (1977-01-19)
W.J. Guilford et al.
Journal of the American Chemical Society, 109, 5013-5013 (1987)
C. Kuroda et al.
The Journal of Organic Chemistry, 51, 956-956 (1986)
G.W.J. Fleet et al.
Journal of the Chemical Society. Perkin Transactions 1, 905-905 (1984)

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service