CAS 1660-95-3 Tetraisopropyl methylenediphosphonate (HCID 74266)

Names & identifiers

Preferred name: Tetraisopropyl methylenediphosphonate
IUPAC: 2-[di(propan-2-yloxy)phosphorylmethyl-propan-2-yloxyphosphoryl]oxypropane
English name: Tetraisopropyl methylenediphosphonate
Molecular formula: C13H30O6P2
Molecular weight: 344.32

Names & synonyms

Tetraisopropyl methylenediphosphonate1660-95-3Methylenediphosphonic acid tetraisopropyl esterPhosphonic acid, methylenebis-, tetrakis(1-methylethyl) esterTetraisopropyl methylenebisphosphonateDTXSID7044847Phosphonic acid, P,P'-methylenebis-, P,P,P',P'-tetrakis(1-methylethyl) esterEINECS 216-765-0UNII-K46Y5V9U61DTXCID5024847Phosphonic acid, methylenedi-, tetraisopropyl esterK46Y5V9U61

Show more names

Medronic Acid EP Impurity BMedronic acid impurity B CRSTetraisopropyl MethylenediphonateBis(diisopropoxyphosphinyl)methaneTetrakis(1-methylethyl) MethylenediTETRAISOPROPYL(METHYLENE)BISPHOSPHONATETetraisopropylMethylenediphosphonate>Tetra-isopropyl methyldiphosphate ester

tetra-i-PropylmethylenediphosphonateNSC-226577NSC 226577((DIISOPROPOXYPHOSPHINYL)METHYL)DIISOPROPOXYPHOSPHINE OXIDETETRAKIS(O-ISOPROPYL) METHYLENEDIPHOSPHONATERefChem:188728ODTQUKVFOLFLIQ-UHFFFAOYSA-Ntetraisopropyl methylenebis(phosphonate)

Database identifiers

CAS: 1660-95-3
PubChem CID: 74266
DTXSID: DTXSID7044847
ChEMBL: CHEMBL3183026
UNII: K46Y5V9U61
EC Number: 216-765-0
Nikkaji: J195.300A

Properties

Computed structural properties

XLogP: 2
Topological polar surface area: 71.1 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 6
Rotatable bonds: 10
Heavy atoms: 21
Formal charge: 0
Complexity: 328

Experimental & physicochemical properties

Physical DescriptionLiquid

Collision Cross Section185.0 Å² [M+Na]+ [CCS Type: DT; Buffer gas: N2; Ionization: ESI+; Dataset: TOXCAST; Source Identifier: DTXSID7044847]

Physicochemical properties

Boiling point: 155 °C/0.5 · 155 °C/0.5 mmHg (lit.)
Density: 1.08 g/mL · 1.08 g/mL at 25 °C (lit.)
vapor pressure: 0.017 Pa · 0.017Pa at 20℃
refractive index: 20 · n20/D 1.431(lit.)
Flash point: 320 °F · 320 °F
storage temp.: -20 °C · -20°C
solubility: Chloroform (Slightly), Methanol (Slightly)
form: liquid
color: Clear Colourless to Yellow
Specific Gravity: 1.08 · 1.080
Water Solubility: Insoluble in water.
BRN: 1080180 · 1080180
InChI: 1S/C13H30O6P2/c1-10(2)16-20(14,17-11(3)4)9-21(15,18-12(5)6)19-13(7)8/h10-13H,9H2,1-8H3
InChIKey: FKHXXJRKGVDPQP-UHFFFAOYSA-N
SMILES: CC(C)OP(=O)(CP(=O)(OC(C)C)OC(C)C)OC(C)C
LogP: 1.3 at · 1.3 at 20℃
CAS DataBase Reference: 1660 · 1660-95-3(CAS DataBase Reference)
FDA UNII: 46 Y5V9U61 · K46Y5V9U61
NIST Chemistry Reference: Tetraisopropyl methylenediphosphonate(1660-95-3)
EPA Substance Registry System: Phosphonic acid, methylenebis-, tetrakis(1-methylethyl) ester (1660-95-3)
UNSPSC Code: 41116107 · 41116107
NACRES: 24 · NA.24
Symbol(GHS): 5 · GHS05
Signal word: Danger
Hazard statements: 318 · H318
Precautionary statements: 280 · P280-P305+P351+P338+P310
PPE: Eyeshields, Gloves, type ABEK (EN14387) respirator filter
Hazard Codes: Xi
Risk Statements: 41 · 41
Safety Statements: 26 · 26-36-39
WGK Germany: 3 · 3
TSCA: TSCA listed
HS Code: 29319090 · 29319090
Storage Class: 10 · 10 - Combustible liquids
Hazard Classifications: 1 · Eye Dam. 1
REACH Registrations: Active

Safety & regulation

GHS classification

GHS Classification · 4 items

Danger

H301 (12.6%): Toxic if swallowed [Danger Acute toxicity, oral]

P261, P262, P264, P264+P265, P270, P271, P273, P280, P301+P316, P301+P317, P302+P352, P304+P340, P305+P351+P338, P305+P354+P338, P316, P317, P319, P321, P330, P337+P317, P361+P364, P362+P364, P391, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 111 reports by companies from 8 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Regulatory Information · 4 items

Phosphonic acid, P,P'-methylenebis-, P,P,P',P'-tetrakis(1-methylethyl) ester is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Phosphonic acid, P,P'-methylenebis-, P,P,P',P'-tetrakis(1-methylethyl) ester are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)

PMN - indicates a commenced PMN (Pre-Manufacture Notices) substance.

Status: Active Update: 23-12-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/19418

Phosphonic acid, methylenebis-, tetrakis(1-methylethyl) ester: Does not have an individual approval but may be used under an appropriate group standard

Hazard Classes and CategoriesAcute Tox. 3 (12.6%)

Safety data

PPE: Eyeshields, Gloves, type ABEK (EN14387) respirator filter
wgk: 3
tsca: TSCA listed
hs_code: 29319090
risk_code: 41
Signal word: Danger
Symbol(GHS): GHS05
hazard_code: Xi
safety_code: 26-36-39
Storage Class: 10 - Combustible liquids
Hazard statements: H318
REACH Registrations: Active
Hazard Classifications: Eye Dam. 1
Precautionary statements: P280-P305+P351+P338+P310

Chemistry & industry

Uses & manufacturing

U.S. Production2023: <50,000 lb

Industry UsesIntermediate

General Manufacturing Information · 2 items

Pharmaceutical and Medicine Manufacturing

Phosphonic acid, P,P'-methylenebis-, P,P,P',P'-tetrakis(1-methylethyl) ester: ACTIVE

Applications · 3 items

UsesTetraisopropyl Methylenediphosphonate is used in the preparation of E2-bisphosphonate conjugates as potential anti-osteoporosis agents. Also used in the preparation of AZT 5’-Triphosphate compounds which display inhibitory effects on HIV-1 reverse transcrpitase.

UsesTetraisopropyl methylenediphosphonate [T(iPr)MDP] forms a synergistic mixture with hydrogen dicarbollylcobaltate in nitrobenzene which was used in the extraction of europium and americium.It may be used in the synthesis of the following:tetraisopropyl ethenylidenebisphosphonate.tetraisopropyl 4-acetylthiobutane-1,1-diphosphonatetetraisopropyl 2-(3,5-bis(bromomethyl)phenyl)ethane-1,1-diphosphonate

General DescriptionTetraisopropyl methylenediphosphonate (IPCP) is a tetraisopropyl ester of methylenediphosphonic acid. It is an electroneutral ligand, reported to be synthesized from triisopropyl phosphate. Powder electron paramagnetic resonance (EPR) studies of tris complexes of Cu(II) complexes with IPCP has been analyzed.