[ CAS No. 999-82-6 ] {[proInfo.proName]}

Name: 999-82-6|(2-Bromoethyl)phosphonic acid|96%
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Quality Control of [ 999-82-6 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 999-82-6 ]

SDS Specification

Alternatived Products of [ 999-82-6 ]

Product Details of [ 999-82-6 ]

CAS No. :	999-82-6	MDL No. :	MFCD00013957
Formula :	C₂H₆BrO₃P	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	BFKXVERGWXHHIH-UHFFFAOYSA-N
M.W :	188.95	Pubchem ID :	3613627
Synonyms :

Calculated chemistry of [ 999-82-6 ]

Physicochemical Properties

Num. heavy atoms :	7
Num. arom. heavy atoms :	0
Fraction Csp3 :	1.0
Num. rotatable bonds :	2
Num. H-bond acceptors :	3.0
Num. H-bond donors :	2.0
Molar Refractivity :	30.59
TPSA :	67.34 Å²

Pharmacokinetics

GI absorption :	High
BBB permeant :	No
P-gp substrate :	No
CYP1A2 inhibitor :	No
CYP2C19 inhibitor :	No
CYP2C9 inhibitor :	No
CYP2D6 inhibitor :	No
CYP3A4 inhibitor :	No
Log Kp (skin permeation) :	-8.05 cm/s

Lipophilicity

Log Po/w (iLOGP) :	0.2
Log Po/w (XLOGP3) :	-0.84
Log Po/w (WLOGP) :	0.56
Log Po/w (MLOGP) :	-0.21
Log Po/w (SILICOS-IT) :	-0.05
Consensus Log Po/w :	-0.07

Druglikeness

Lipinski :	0.0
Ghose :	None
Veber :	0.0
Egan :	0.0
Muegge :	2.0
Bioavailability Score :	0.56

Water Solubility

Log S (ESOL) :	-0.35
Solubility :	84.3 mg/ml ; 0.446 mol/l
Class :	Very soluble
Log S (Ali) :	-0.09
Solubility :	152.0 mg/ml ; 0.806 mol/l
Class :	Very soluble
Log S (SILICOS-IT) :	-0.41
Solubility :	73.2 mg/ml ; 0.387 mol/l
Class :	Soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	2.0 alert
Leadlikeness :	1.0
Synthetic accessibility :	3.91

Safety of [ 999-82-6 ]

Signal Word:	Danger	Class:	8
Precautionary Statements:	P501-P260-P234-P264-P280-P390-P303+P361+P353-P301+P330+P331-P363-P304+P340+P310-P305+P351+P338+P310-P406-P405	UN#:	3261
Hazard Statements:	H314-H290	Packing Group:	Ⅱ
GHS Pictogram:

Application In Synthesis of [ 999-82-6 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

Upstream synthesis route of [ 999-82-6 ]
Downstream synthetic route of [ 999-82-6 ]

[ 999-82-6 ] Synthesis Path-Upstream 1~4

1
[ 5324-30-1 ]
[ 999-82-6 ]

Reference： [1] Synthesis, 2001, # 4, p. 553 - 554
[2] Journal of the American Chemical Society, 1965, vol. 87, p. 679 - 680
[3] Synthetic Communications, 2003, vol. 33, # 21, p. 3781 - 3788

2
[ 69310-54-9 ]
[ 999-82-6 ]

Reference： [1] Tetrahedron Letters, 1988, vol. 29, # 10, p. 1199 - 1202
[2] Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1980, p. 1150 - 1153

3
[ 19247-79-1 ]
[ 999-82-6 ]

Reference： [1] Journal of Organic Chemistry, 1966, vol. 31, p. 3804 - 3806

4
[ 28482-01-1 ]
[ 999-82-6 ]

Reference： [1] Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, 1947, p. 389,394[2] Chem.Abstr., 1948, p. 1558

[ 999-82-6 ] Synthesis Path-Downstream 1~13

1
[ 28482-01-1 ]
[ 999-82-6 ]

Reference： [1]Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya,1947,p. 389,394
Chem.Abstr.,1948,p. 1558

2
[ 5324-30-1 ]
[ 999-82-6 ]

Reference： [1]Synthesis,2001,p. 553 - 554
[2]Journal of the American Chemical Society,1965,vol. 87,p. 679 - 680
[3]Synthetic Communications,2003,vol. 33,p. 3781 - 3788

3
[ 19247-79-1 ]
[ 999-82-6 ]

Reference： [1]Journal of Organic Chemistry,1966,vol. 31,p. 3804 - 3806

4
[ 40653-32-5 ]
[ 999-82-6 ]
(2-Bromo-ethyl)-phosphonic acid mono-((2R,3S,4S,5R,6R)-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-ylmethyl) ester; compound with triethyl-amine [ No CAS ]

Reference： [1]Tetrahedron Letters,1988,vol. 29,p. 1199 - 1202

5
[ 69310-54-9 ]
[ 999-82-6 ]

Reference： [1]Tetrahedron Letters,1988,vol. 29,p. 1199 - 1202
[2]Journal of the Chemical Society. Perkin transactions I,1980,p. 1150 - 1153

Yield	Reaction Conditions	Operation in experiment
		EXAMPLE 71a (2-Bromoethyl)phosphonic acid An about 33 g portion of (2-bromoethyl)phosphonic acid compound with benzeneamine (about 1:1) was dissolved in about 600 ml of about 50% ethanol in water by warming to about 50 C. This warm mixture was passed through a column of about 200 ml of Amberlite IR-120 (H+form) anion exchange resin. The column was then washed with about 135 ml of about 50% ethanol in water, the effluents combined and taken to dryness under reduced pressure at about 40 C. The resulting solid was dissolved in about 400 ml of boiling chloroform, then allowed to stand at room temperature and the solid collected, giving about 19.34 g of the desired reagent, mp 95.5-96.5 C.
		Examples of substituted phosphonic acids useful in the present invention are: ... butylphosphonic acid t-butylphosphonic acid s-butylphosphonic acid 2-chloroethylphosphonic acid 2-bromoethylphosphonic acid N-phosphonomethylglycine

7
[ 999-82-6 ]
[ 10026-13-8 ]
(2-Bromoethyl)phosphonic acid monochloride [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
		EXAMPLE 46 Mono[3-(octadecyloxy)-2-(benzyloxy)propyl](2-bromoethyl)phosphonate (2-Bromoethyl)phosphonic acid monochloride was prepared from phosphorous pentachloride and <strong>[999-82-6](2-bromoethyl)phosphonic acid</strong> according to E. Baer and N. Z. Stanacey, J. BIOL. CHEM., 10: 3754 (1965). A portion of this reagent was dissolved in about 50 ml of anhydrous, ethanol-free chloroform, cooled in an ice-water bath to about 10 C.
	In chloroform;	EXAMPLE 71b (2-Bromoethyl)phosphonic acid monochloride To a solution of about 3.78 g of dry <strong>[999-82-6](2-bromoethyl)phosphonic acid</strong> in about 50 ml of dry alcohol free chloroform was added about 4.16 g of phosphorous pentachloride. The solution was refluxed for about 10 minutes and the solvent was removed, giving the title compound.

Reference： [1]Patent: US4640913,1987,A
[2]Patent: US4640913,1987,A

8
[ 999-82-6 ]
copper(II) nitrate [ No CAS ]
Cu⁽²⁺⁾*O₃PCH₂CH₂Br^(2-)*H₂O=Cu(O₃PCH₂CH₂Br)*H₂O [ No CAS ]

Reference： [1]Inorganic Chemistry,1995,vol. 34,p. 148 - 156
Inorg. Chem.,

9
[ 10196-18-6 ]
[ 999-82-6 ]
Zn⁽²⁺⁾*O₃PCH₂CH₂Br^(2-)*H₂O=Zn(O₃PCH₂CH₂Br)*H₂O [ No CAS ]

Reference： [1]Inorganic Chemistry,1995,vol. 34,p. 148 - 156
Inorg. Chem.,

10
1,4-bis(4-pyridylethenyl)benzene [ No CAS ]
[ 999-82-6 ]
C₂₄H₂₈N₂O₆P₂⁽²⁺⁾*2Br^(1-) [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
0.15 g	In propan-1-ol; water; at 90℃; for 45.0h;	Intermediate 17 0.2g, Bromo-ethyl phosphonic acid diethyl 1.0g, 1-propanol 3ml, and the water 6ml charged, The mixture was stirred for 45 hours at 90 C.. After cooling, the reaction The mixture was discharged into a mixture of water 15ml and ethyl acetate 30ml, the aqueous layer was separated. This water Charged layer to the reaction flask and stirred for 30 hours at 90 C. was added to this concentrated hydrochloric acid 10 ml. After cooling, the reaction mixture water was evaporated under reduced pressure than, dissolve the tar-like residue in methanol, this menu Methanol solution of 2-propanol / ethanol (volume ratio: 2/1) was added dropwise with stirring during The product was crystallized. This filtration Library, washed with 2-propanol and dried to the structural formula 17 . It was obtained 0.15g.

Reference： [1]Patent: JP5900813,2016,B2 .Location in patent: Paragraph 0138

11
[ 999-82-6 ]
1,4-bis[2-(4-pyridyl)ethenyl]-2,3,5,6-tetramethylbenzene [ No CAS ]
C₂₈H₃₆N₂O₆P₂⁽²⁺⁾*2Br^(1-) [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
0.19 g	In propan-1-ol; water; at 90℃; for 35.0h;	Intermediate 25 0.2g, Bromo-ethyl phosphonic acid 1.0g, 1-propanol 3ml, And was charged with water 6ml, The mixture was stirred for 35 hours at 90 C.. After cooling, the reaction mixture was diluted with water 15ml And discharged into a mixture of ethyl acetate 30ml, The aqueous layer was fractionated. G The aqueous layer in the reaction flask, wherein the concentrated hydrochloric acid 10ml It was added stirring for 20 hours at 90 did. After cooling, the reaction mixture water was evaporated under reduced pressure than, dissolve the tar-like residue in methanol, Drop under stirring d? this methanol solution of 2-propanol / ethanol (2/1 volume ratio) Made the product was crystallized. This filtration Library, washed with 2-propanol and dried to Formula 25 was obtained 0.19g

Reference： [1]Patent: JP5900813,2016,B2 .Location in patent: Paragraph 0143

12
[ 999-82-6 ]
bis(pyridylethenyl)tetrafluorobenzene [ No CAS ]
C₂₄H₂₄F₄N₂O₆P₂⁽²⁺⁾*2Br^(1-) [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
0.14 g	In propan-1-ol; water; at 90℃; for 37.0h;	Intermediate 29 0.2g, Bromo-ethyl phosphonic acid 1.0g, 1-propanol 3ml, and the water 6ml charged, The mixture was stirred for 37 hours at 90 C.. After cooling, the reaction The mixture was discharged into a mixture of water 15ml of ethyl acetate 30 ml, The aqueous layer was fractionated. The aqueous layer was charged to a reaction flask and stirred for 22 hours at 90 C. was added to this concentrated hydrochloric acid 10 ml. After cooling, the water was distilled off under reduced pressure from the reaction mixture, Dissolve the tar-like residue in methanol, The methanol solution of 2-propanol / ethanol (Volume ratio; 2/1) was added dropwise with stirring during The product was crystallized. This filtration Library, washed with 2-propanol and dried to structural formula 29. It was obtained 0.14g.

Reference： [1]Patent: JP5900813,2016,B2 .Location in patent: Paragraph 0148

13
[ 999-82-6 ]
1,3-bis[2-(4'-pyridyl)ethenyl]benzene [ No CAS ]
C₂₄H₂₈N₂O₆P₂⁽²⁺⁾*2Br^(1-) [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
0.15 g	In propan-1-ol; water; at 90℃; for 40.0h;	Intermediate 8 synthesized in Example 1 0.2 g, Bromoethyl phosphonic acid 1.0 g, 1-propanol 3 ml, and charged with water 6 ml, and the mixture was stirred for 40 hours at 90 C. After cooling, the reaction mixture was discharged into a mixture of water 15ml and ethyl acetate 30ml, the aqueous layer was separated. G The aqueous layer in the reaction flask, wherein the concentrated hydrochloric acid 10ml It was stirred for 23 hours at 90 in addition. After cooling, the reaction mixture water was evaporated under reduced pressure than, a tar-like residue methanol Dissolved in Le, the methanol solution of 2-propanol / ethanol (volume ratio: 2/1) and the product was crystallized dropwise with stirring during. This filtration Library, washed with 2-propanol, the structural formulas 7 and dried to give 0.15 g.

Reference： [1]Patent: JP5900813,2016,B2 .Location in patent: Paragraph 0132

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P304 + P340	IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P304 + P341	IF INHALED: If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing.
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H301	Toxic if swallowed
H302	Harmful if swallowed
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H316	Causes mild skin irritation
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H411	Toxic to aquatic life with long-lasting effects
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H413	May cause long-lasting harmful effects to aquatic life
H420	Harms public health and the environment by destroying ozone in the upper atmosphere

[ CAS No. 999-82-6 ] {[proInfo.proName]}

Quality Control of [ 999-82-6 ]

Related Doc. of [ 999-82-6 ]

Product Details of [ 999-82-6 ]

Calculated chemistry of [ 999-82-6 ]

Physicochemical Properties

Pharmacokinetics

Lipophilicity

Druglikeness

Water Solubility

Medicinal Chemistry

Safety of [ 999-82-6 ]

Application In Synthesis of [ 999-82-6 ]

[ 999-82-6 ] Synthesis Path-Upstream 1~4

[ 999-82-6 ] Synthesis Path-Downstream 1~13

Precautionary Statements-General

Prevention

Response

Storage

Disposal

Physical hazards

Health hazards

Environmental hazards

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