o-Phenylene phosphorochloridite

Base Information

• Chemical Name: o-Phenylene phosphorochloridite
• CAS No.: 1641-40-3
• Deprecated CAS: 60480-12-8
• Molecular Formula: C6H4ClO2P
• Molecular Weight: 174.523
• Hs Code.: 2934999090
• European Community (EC) Number: 216-690-3
• DSSTox Substance ID: DTXSID3061843
• Nikkaji Number: J5.192F
• Wikidata: Q81989705
• Mol file: 1641-40-3.mol

Synonyms:1641-40-3;o-Phenylene phosphorochloridite;1,2-Phenylene phosphorochloridite;2-Chloro-1,3,2-benzodioxaphosphole;1,3,2-Benzodioxaphosphole, 2-chloro-;1,2-phenylenephosphorochloridite;EINECS 216-690-3;o-Phenylene chlorophosphite;C6H4ClO2P;SCHEMBL6975;C6-H4-Cl-O2-P;DTXSID3061843;MFCD00005853;o-Phenylene phosphorochloridite, 97%;AKOS015913478;2-Chloro-1,3,2-benzodioxaphosphole #;2-chlorobenzo[d][1,3,2]dioxaphosphole;2-chloro-2H-1,3,2-benzodioxaphosphole;FT-0611679;J-010114

Chemical Property of o-Phenylene phosphorochloridite

Chemical Property:

• Appearance/Colour: Colourless Liquid Which Solidifies at Low Temperature
• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 30-35 °C(lit.)
• Refractive Index: n20/D 1.571(lit.)
• Boiling Point: 182.4 °C at 760 mmHg
• Flash Point: 64.1 °C
• PSA: 26.28000
• Density: 1.466 g/mL at 25 °C(lit.)
• LogP: 3.57650
• Storage Temp.: 0-6°C
• Sensitive.: Moisture Sensitive
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 173.9637441
• Heavy Atom Count: 10
• Complexity: 119

Purity/Quality:

98%,99%, ^*data from raw suppliers

1,2-PhenylenePhosphorochloridite(TechnicalGrade) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)OP(O2)Cl
• Uses: Highly reactive cyclic phosphitylating reagent which provides fast coupling rates, and hydrolytic cleavage occurs more readily than with acyclic analogs Catalyst in synthesis of bakkane sesquiterpenesReactant in reversible halogen-halogen ligand substitution at room temperature, and in irreversible halogen-O substitution at higher temperaturesReactant in preparation of gold(I) trimethoxybenzonitrile phosphine isolated precatalystsReactant for preparation of pyrroles by TMSOTf-catalyzed Arbuzov reactionPhosphorylation agentReactant for reparation of vinyl-substituted spirophosphoranes and vinylphosphonates via Markovnikov addition

Technology Process of o-Phenylene phosphorochloridite

There total 20 articles about o-Phenylene phosphorochloridite which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

N-dichlorophosphinoyltrifluoroacetimidoyl chloride + N,N-diethyl-3-methyl-1,3,2-benzoaxaphosphol-2(3H)-amine (20621-24-3) → pyrocatechol phosphorochloridite (1641-40-3) + N1,N1-diethyl-N2-diethoxyphosphinoyltrifluoroacetamidine

Guidance literature:

In benzene; at 20 ℃; for 0.166667h;

Reference yield: 99.0%

1,2-bis(trimethylsilyloxy)benzene (5075-52-5) → pyrocatechol phosphorochloridite (1641-40-3)

Guidance literature:

With phosphorus trichloride; In acetonitrile; for 2h; Inert atmosphere;

DOI:10.1039/c9dt00893d

Reference yield: 95.0%

4,5-benzo-1,3,2-dioxaphosphol-2-yl 2,2,2-trifluoroacetate (85233-01-8) → pyrocatechol phosphorochloridite (1641-40-3)

Guidance literature:

With hydrogenchloride; In pentane; at 0 - 10 ℃;

upstream raw materials:

2,2'-(o-phenyldioxy)-4,5-benzo-1,3,2-dioxaphospholane-4',5'-benzo-1',3',2'-dioxaphospholane

benzene-1,2-diol

2-(N-butyl-N-isobutenylamino)-4,5-benzo-1,3,2-dioxaphospholane

2-phenoxy-1,3,2-benzodioxaphosphole

Downstream raw materials:

2-Cyclohex-1-enyl-benzo[1,3,2]dioxaphosphole 2-oxide

2-(1-Phenyl-vinyl)-benzo[1,3,2]dioxaphosphole 2-oxide

Refernces

• 1、 Munoz et al.. "-". . p. 631,633. Retrieved 1979.
• 2、 Ould, Darren M. C.,Tran, Thao T. P.,Rawson, Jeremy M.,Melen, Rebecca L.. "Structure-property-reactivity studies on dithiaphospholes". . p. 16922 - 16935. Retrieved 2019/11/26.
• 3、 Costin, Stephen,Widaman, Andria K.,Rath, Nigam P.,Bauer, Eike B.. "Synthesis and structural characterization of a series of new chiral-at-metal ruthenium allenylidene complexes". scheme or table. p. 1269 - 1282. Retrieved 2011/06/09.