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Bis(2-oxo-3-oxazolidinyl)phosphinic chloride

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Name

Bis(2-oxo-3-oxazolidinyl)phosphinic chloride

EINECS 629-561-5
CAS No. 68641-49-6 Density 1.71 g/cm3
PSA 85.96000 LogP 1.11350
Solubility Hydrolyzes with water. Melting Point 191 °C (dec.)(lit.)
Formula C6H8ClN2O5P Boiling Point 332.8 °C at 760 mmHg
Molecular Weight 254.567 Flash Point 155.1 °C
Transport Information UN 3261 8/PG 2 Appearance White solid
Safety 26-36/37/39-45-27 Risk Codes 34
Molecular Structure Molecular Structure of 68641-49-6 (Bis(2-oxo-3-oxazolidinyl)phosphinic chloride) Hazard Symbols CorrosiveC
Synonyms

Phosphinicchloride, bis(2-oxo-3-oxazolidinyl)- (9CI);BOP-Cl;BOPDC;NSC 377647;

Article Data 7

Bis(2-oxo-3-oxazolidinyl)phosphinic chloride Synthetic route

77349-88-3

C24H24ClN2O9P*C5H5N

62-53-3

aniline

A

68641-49-6

bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride

B

77331-11-4

Phenyl-acetic acid indan-5-yl ester

C

59858-31-0

2,N-Diphenyl-malonamic acid indan-5-yl ester

Conditions
ConditionsYield
A 19%
B 26%
C 73%
497-25-6

dimethylenecyclourethane

68641-49-6

bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride

Conditions
ConditionsYield
With phosphorus pentachloride In nitromethane at 20℃; for 4h; phosphoramidation;60%
With phosphorus pentachloride; water 1.) acetonitrile, 20-25 deg C, 24 h 2.) 15-20 deg C, 30 min; Yield given. Multistep reaction;
With phosphorus pentachloride; water 1.) nitromethane, 20-25 deg C, 4 h; 40-45 deg C, 2 h; 2.) nitromethane, 1,2-dimethoxyethane, 0 deg C, 5 min.; Yield given. Multistep reaction;
With phosphorus pentachloride; water 1.) MeCN, 24 h, room temp. 2.) MeCN, -5 deg C; Yield given. Multistep reaction;
With triethylamine; trichlorophosphate In tetrahydrofuran at 0 - 35℃; for 2h;
68641-49-6

bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride

109-73-9

N-butylamine

91775-41-6

C10H18N3O5P

Conditions
ConditionsYield
In dichloromethane for 0.75h; Ambient temperature;100%
With triethylamine In dichloromethane at 20 - 25℃; for 0.75h;100%
4530-20-5

BOC-glycine

68641-49-6

bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride

(R*)-N-[[2-[N-[(1,1-Dimethylethoxy)carbonyl]glycyl]-1,2,3,4-tetrahydro-3-isoquinolinyl]carbonyl]-L-methionine

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In dichloromethane100%
68641-49-6

bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride

75-64-9

tert-butylamine

91775-43-8

C10H18N3O5P

Conditions
ConditionsYield
In dichloromethane at 20 - 25℃; for 3.5h;99%
15761-38-3

L-N-Boc-Ala

68641-49-6

bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride

(R*)-N-[[2-[N-[(1,1-Dimethylethoxy)carbonyl]-L-alanyl]-1,2,3,4-tetrahydro-3-isoquinolinyl]carbonyl]-L-methionine

Conditions
ConditionsYield
With hydrogenchloride; N-ethyl-N,N-diisopropylamine In 1,4-dioxane; dimethylsulfide; dichloromethane99%

t-Butyloxycarbonyl-L-1,2,3,4-tetrahydroisoquinolin-3-carboxylic acid

68641-49-6

bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride

(R*)-N-[[2-[(1,1-Dimethylethoxy)carbonyl]-1,2,3,4-tetrahydro-3-isoquinolinyl]carbonyl]-N-methyl-L-methionine

Conditions
ConditionsYield
With hydrogenchloride; N-ethyl-N,N-diisopropylamine In 1,4-dioxane; dimethylsulfide; dichloromethane99%
68641-49-6

bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride

81592-01-0

2,6-dichlorobenzoic acid N-ethyl-piperidinium salt

77331-22-7

C13H11Cl2N2O7P

Conditions
ConditionsYield
98%
68641-49-6

bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride

50-30-6

2,6-dichlorobenzoic acid

77331-22-7

C13H11Cl2N2O7P

Conditions
ConditionsYield
With 1-ethyl-piperidine In dichloromethane at 15℃; for 1.5h;98%
1477517-16-0

C13H19BrO3Si

68641-49-6

bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride

1477517-17-1

C19H26BrN2O8PSi

Conditions
ConditionsYield
With triethylamine In dichloromethane at 20℃; for 1h;98%

Bis(2-oxo-3-oxazolidinyl)phosphinic chloride Chemical Properties

Molecule structure of Phosphinic chloride,P,P-bis(2-oxo-3-oxazolidinyl)- (CAS NO.68641-49-6):

IUPAC Name: 3-[chloro-(2-oxo-1,3-oxazolidin-3-yl)phosphoryl]-1,3-oxazolidin-2-one
Molecular Weight: 254.564881 [g/mol]
Molecular Formula: C6H8ClN2O5
Index of Refraction: 1.572
Molar Refractivity: 48.79 cm3
Molar Volume: 148.2 cm3
Surface Tension: 67.6 dyne/cm
Density: 1.71 g/cm
Melting Point: 191 °C (dec.)(lit.)
Flash Point: 155.1 °C
Enthalpy of Vaporization: 57.57 kJ/mol
Boiling Point: 332.8 °C at 760 mmHg
Vapour Pressure: 0.000142 mmHg at 25 °C 
Sensitive Moisture: Sensitive
XLogP3-AA: -0.1
H-Bond Acceptor: 5
Rotatable Bond Count: 2
Exact Mass: 253.985936
MonoIsotopic Mass: 253.985936
Topological Polar Surface Area: 76.2
Heavy Atom Count: 15
Canonical SMILES: C1COC(=O)N1P(=O)(N2CCOC2=O)Cl
InChI: InChI=1S/C6H8ClN2O5P/c7-15(12,8-1-3-13-5(8)10)9-2-4-14-6(9)11/h1-4H2
InChIKey: KLDLRDSRCMJKGM-UHFFFAOYSA-N
Product Categories of Phosphinic chloride,P,P-bis(2-oxo-3-oxazolidinyl)- (CAS NO.68641-49-6): Peptide coupling agents; Coupling Reagent; Biochemistry; Condensation & Active Esterification; Coupling Reactions (Peptide Synthesis); Peptide Synthesis; Synthetic Organic Chemistry

Bis(2-oxo-3-oxazolidinyl)phosphinic chloride Safety Profile

Hazard Codes: CorrosiveC
Risk Statements: 34
R34:Causes burns.
Safety Statements: 26-36/37/39-45-27
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection. 
S45:In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) 
S27:Take off immediately all contaminated clothing.
RIDADR: UN 3261 8/PG 2
WGK Germany: 3
RTECS: SZ5871000
F: 10-21
HazardClass: 8
PackingGroup: II

Bis(2-oxo-3-oxazolidinyl)phosphinic chloride Specification

 Phosphinic chloride,P,P-bis(2-oxo-3-oxazolidinyl)- (CAS NO.68641-49-6) is also called Bis(2-oxo-3-oxazolidinyl)phosphinic chloride ; BOP-Cl ; Phosphinic chloride, bis(2-oxo-3-oxazolidinyl)- ; Bis(2-oxo-1,3-oxazolidin-3-yl)phosphinic chloride .

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