CAS 116-17-6|TRIISOPROPYL PHOSPHITE|Triisopropyl phosphite|亚磷酸三异丙酯|tris(propan-2-yl) phosphite|triisopropyl phosphite|Triisopropyl phosphite tech. 90%|Phosphorous acid triisopropyl ester

InChI=1S/C9H21O3P/c1-7(2)10-13(11-8(3)4)12-9(5)6/h7-9H,1-6H3

SJHCUXCOGGKFAI-UHFFFAOYSA-N

CC(OP(OC(C)C)OC(C)C)C

P(OC(C)C)(OC(C)C)OC(C)C

H Acceptors

H Donor

LogD (pH = 5.5)

3.1726868

LogD (pH = 7.4)

3.1727

Log P

3.1727

Molar Refractivity

55.4789

Polarizability

22.123232

Polar Surface Area

27.69

Rotatable Bonds

Lipinski's Rule of Five

true

TRIISOPROPYL PHOSPHITETriisopropyl phosphite亚磷酸三异丙酯Triisopropyl phosphite tech. 90%Phosphorous acid triisopropyl ester

tris(propan-2-yl) phosphite

IUPAC Traditional name

triisopropyl phosphite

Toxic/Flammable/Moisture Sensitive/

Air & Moisture Sensitive

Toxic (T)

Click here to submit data

05219422

MP Biomedicals Rare Chemical collection

T67806

Packaging
100, 500 mL in glass bottle

• Reagent for the preparation of phosphonate esters by the Arbuzov reaction; cf Triethyl phosphite, L00339. Has the advantage over primary phosphites that the bulky alkyl groups minimize the product of self-alkylation. For an example (diisopropyl methanephosphonate), see: Org. Synth. Coll., 4, 325 (1963).

• Convenient means of introduction of an isopropyl group into an aromatic ring by Friedel-Crafts alkylation. Using nitromethane as solvent, rearrangement of existing groups can be avoided: Synthesis, 423 (1972).

• The complex with CuCl, the "Moser" catalyst, promotes the cyclopropanation of alkenes by diazoalkanes: J. Am. Chem. Soc., 91, 1135 (1969). For comparison with other catalysts, see: Synthesis, 787 (1981).

• The combination with Pd(OAc)₂ is reported to be an efficient catalyst system for cross-coupling of arylboronic acids with both aryl bromides and chlorides: Chem. Eur. J., 6, 1830 (2000).

Names and Identifiers

Synonyms

TRIISOPROPYL PHOSPHITETriisopropyl phosphite亚磷酸三异丙酯Triisopropyl phosphite tech. 90%Phosphorous acid triisopropyl ester

IUPAC name

tris(propan-2-yl) phosphite

IUPAC Traditional name

triisopropyl phosphite

Registration numbers

CAS Number

EC Number

MDL Number

Beilstein Number

PubChem SID

PubChem CID

Molecule Details

MP Biomedicals Rare Chemical collection

Sigma Aldrich

T67806

Packaging
100, 500 mL in glass bottle

References

PubChem Literature

From Data Sources

• The combination with Pd(OAc)₂ is reported to be an efficient catalyst system for cross-coupling of arylboronic acids with both aryl bromides and chlorides: Chem. Eur. J., 6, 1830 (2000).

Bioactivity

PubChem BioAssay

Irritant (Xi)

Risk Statements

R:25-27

25-38

10-36/37/38-68

Safety Statements

S:28-29-36/37/39-45

37-46

26-36/37

RTECS

TH2800000

MSDS Link

Download link

GHS Hazard statements

H301-H315

H226-H341-H315-H319-H335

GHS Pictograms

Acute toxicity (oral, dermal, inhalation), categories 1,2,3

Respiratory sensitization, category 1

Germ cell mutagenicity, categories 1A,1B,2

Carcinogenicity, categories 1A,1B,2

Reproductive toxicity, categories 1A,1B,2

Specific Target Organ Toxicity – Single exposure, categories 1,2

Specific Target Organ Toxicity – Repeated exposure, categories 1,2

Aspiration Hazard, category 1

Flammable gases, category 1

Flammable aerosols, categories 1,2

Flammable liquids, categories 1,2,3

Self-reactive substances and mixtures, Types B,C,D,E,F

Pyrophoric liquids, category 1

Pyrophoric solids, category 1

Self-heating substances and mixtures

Substances and mixtures, which in contact with water, emit flammable gases, categories 1,2,3

Organic peroxides, Types B,C,D,E,F

Acute toxicity (oral, dermal, inhalation), category 4

Skin irritation, category 2

Eye irritation, category 2

Skin sensitisation, category 1

Specific Target Organ Toxicity – Single exposure, category 3

RID/ADR

UN 3278 6.1/PG 3

Hazard Class

6.1

Packing Group

III

German water hazard class

Personal Protective Equipment

Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter

UN Number

3278

UN1993

GHS Signal Word

Danger

GHS Precautionary statements

P301+P310

P280H-P305+P351+P338

TSCA Listed

是

European Hazard Symbols

Certificate of Analysis

Molecule

ID:89799