Basic information
- CAS
13716-10-4- Standard SMILES
CC(C)(C)P(Cl)C(C)(C)C- InChIKey
MCRSZLVSRGTMIH-UHFFFAOYSA-N- Molecular formula
- C8H18ClP
- Average molar mass
- 180.65 g/mol
- Monoisotopic mass
- 180.08346489
Names & identifiers
- Preferred name
- Di-tert-butylchlorophosphine
- IUPAC
- ditert-butyl(chloro)phosphane
- English name
- Di-tert-butylchlorophosphane
- Molecular formula
- C8H18ClP
- Molecular weight
- 180.66
Names & synonyms
Di-tert-butylchlorophosphine13716-10-4Phosphinous chloride, bis(1,1-dimethylethyl)-Chlorodi-tert-butylphosphinePhosphinous chloride, di-tert-butyl-Di-tert-Butylphosphinous chloride(tert-C4H9)2PClDTXSID70160089RefChem:132522DTXCID9082580604-003-3MCRSZLVSRGTMIH-UHFFFAOYSA-N
Show more names
Di-t-butyLAURORA KA-131998% [(CH3)3C]2PClDI-TERT-BUTYLCHLOROPHOPhosphonous dichloride
Di-tert-butylchlorophosphanedi-t-Butylchlorophosphineditert-butyl(chloro)phosphaneClPtBu2MFCD00008815Phosphinous chloride, P,P-bis(1,1-dimethylethyl)-P(tBu)2Cl(Me3C)2P-Cl
Database identifiers
- CAS
13716-10-4- PubChem CID
- 139566
- DTXSID
DTXSID70160089- EC Number
- 604-003-3
- Nikkaji
- J101.881G
Properties
Computed structural properties
- XLogP
- 2.7
- Topological polar surface area
- 0 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 0
- Rotatable bonds
- 2
- Heavy atoms
- 10
- Formal charge
- 0
- Complexity
- 93.4
Experimental & physicochemical properties
SpringerMaterials PropertiesSchoenflies notation
Physicochemical properties
- Melting point
- 2 · 2-3°C
- Boiling point
- 48 °C/3 · 48 °C/3 mmHg (lit.)
- Density
- 0.951 g/mL · 0.951 g/mL at 25 °C (lit.)
- refractive index
- 20 · n20/D 1.482(lit.)
- Flash point
- 142 °F · 142 °F
- solubility
- Miscible with terahydrofuran.
- form
- Liquid
- Specific Gravity
- 0.951 · 0.951
- color
- Clear colorless
- Sensitive
- Air & Moisture Sensitive
- InChI
- InChI=1S/C8H18ClP/c1-7(2,3)10(9)8(4,5)6/h1-6H3
- InChIKey
- MCRSZLVSRGTMIH-UHFFFAOYSA-N
- SMILES
- P(C(C)(C)C)(C(C)(C)C)Cl
Safety & regulation
GHS classification
GHS Classification
Danger
H314 (100%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]
P260, P264, P280, P301+P330+P331, P302+P361+P354, P304+P340, P305+P354+P338, P316, P321, P363, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 48 reports by companies from 5 notifications to the ECHA C&L Inventory.
Hazard information
Hazard Classes and CategoriesSkin Corr. 1B (100%)
Safety data
- PPE
- Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter
- wgk
- 3
- tsca
- No
- ridadr
- UN 3265 8/PG 2
- hs_code
- 29310099
- risk_code
- 34
- Signal word
- Danger
- Symbol(GHS)
- GHS05
- hazard_code
- C
- safety_code
- 26-36/37/39-45-25
- hazard_class
- 8
- Storage Class
- 8A - Combustible corrosive hazardous materials
- packing_group
- II
- Hazard statements
- H314
- Hazard Classifications
- Skin Corr. 1B
- Precautionary statements
- P280-P303+P361+P353-P304+P340+P310-P305+P351+P338-P363-P405
Chemistry & industry
Applications
UsesDi-tert-butylchlorophosphine is associated with palladium(II) acetate and used in Suzuki-Miyaura cross-couplings of arylboronic acids with aryl bromides and chlorides. It serves as a ligand and used in the preparation of mono- and bidentate phosphine ligands in metal complexes for catalytic chiral asymmetric hydrogenations. Further, it is used in asymmetric and transition metal coupling reactions. In addition to this, it plays an important role in the preparation of other phosphines in catalytic polymerization reactions.
UsesDi-tert-butylchlorophosphine is used as a catalyst in organic synthesis.
UsesBulky ligand used with Pd(OAc)2 in efficient Suzuki-Miyaura cross-couplings of arylboronic acids with aryl bromides and chlorides.
Upstream & downstream products
Upstream raw materials
Downstream products
Related reactions
72 records
Compound notes
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