Trimethyl phosphonoacetate

HCID 80029CAS 5927-18-4
Substructure searchFind similar structures

Basic information

Standard SMILES
COC(=O)CP(=O)(OC)OC
InChIKey
SIGOIUCRXKUEIG-UHFFFAOYSA-N
Molecular formula
C5H11O5P
Average molar mass
182.11 g/mol
Monoisotopic mass
182.03441008

Overview

Trimethyl phosphonoacetate is a phosphonic ester.

Names & identifiers

Preferred name
Trimethyl phosphonoacetate
IUPAC
methyl 2-dimethoxyphosphorylacetate
English name
Trimethyl phosphonoacetate
Molecular formula
C5H11O5P
Molecular weight
182.11

Names & synonyms

Trimethyl phosphonoacetate5927-18-4methyl 2-dimethoxyphosphorylacetateTrimethylacetyl phosphateAcetic acid, (dimethoxyphosphinyl)-, methyl esterDTXSID3064063RefChem:899798DTXCID5042588227-663-0Methyl 2-(dimethoxyphosphoryl)acetateTrimethyl phosphonacetateMFCD00008452
Show more names
TMPANSC 84262TriMethyl phosphonoacetatTRIMETHYL PHOPHONOACETATETrimethylphosphoroacetateRIMETHYL PHOSPHONOACETATE
C5H11O5PPhosphonoacetic Acid Trimethyl EsterDimethylphosphonoacetic Acid Methyl EsterMethyl DimethylphosphonoacetateMethyl (dimethoxyphosphoryl)acetate(Carboxymethyl)phosphonic acid trimethyl estermethyl-(dimethoxyphosphoryl)acetatEINECS 227-663-0

Database identifiers

CAS
5927-18-4
PubChem CID
80029
DTXSID
DTXSID3064063
ChEBI
CHEBI:195100
EC Number
227-663-0
Nikkaji
J227E

Properties

Computed structural properties

XLogP
-0.6
Topological polar surface area
61.8 Ų
Hydrogen bond donors
0
Hydrogen bond acceptors
5
Rotatable bonds
5
Heavy atoms
11

Physicochemical properties

Melting point
242 °C · 242 °C
Boiling point
118 °C0.85 · 118 °C0.85 mm Hg(lit.)
Density
1.125 g/mL · 1.125 g/mL at 25 °C(lit.)
refractive index
20 · n20/D 1.437(lit.)
Flash point
230 °F · >230 °F
storage temp.
Keep in dark place,Sealed in dry,Room Temperature

Safety & regulation

GHS classification

GHS Classification · 5 items

This chemical does not meet GHS hazard criteria for 87.5% (56 of 64) of all reports.

Warning

H315 (12.5%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 64 reports by companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Regulatory Information · 2 items

Status: Active Update: 28-08-2017 https://echa.europa.eu/registration-dossier/-/registered-dossier/10683

Acetic acid, (dimethoxyphosphinyl)-, methyl ester: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.

Hazard Classes and CategoriesSkin Irrit. 2 (12.5%)

Safety data

F
9
PPE
Eyeshields, Gloves, type ABEK (EN14387) respirator filter
wgk
3
tsca
TSCA listed
hs_code
29310095
Signal word
Warning

Chemistry & industry

Uses & manufacturing

General Manufacturing InformationAcetic acid, 2-(dimethoxyphosphinyl)-, methyl ester: ACTIVE
Applications · 1 item

UsesTrimethyl phosphonoacetate is used in the preparation of sarin A by intramolecular Mannich-type reactions. It is involved in the Horner-Wadsworth-Emmons olefination with aldehydes and ketones to give acrylic esters. It is also involved in oxa-Michael reactions, prenylation of oxindoles and heterocyclization reactions.

Upstream & downstream products

Suppliers50 total

国药集团化学试剂有限公司86-21-63210123 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
衢州润东化工有限公司0570-8789886 18892685668 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
INTATRADE GmbH+49 3493/605464 · [email protected]

Additional notes

DefinitionChEBI: Trimethyl phosphonoacetate is a phosphonic ester.

Related reactions

156 records
New reaction record

Linked notes

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