[ CAS No. 60211-57-6 ] {[proInfo.proName]}

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2D 3D

Structure of 60211-57-6 * Storage: {[proInfo.prStorage]}

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Quality Control of [ 60211-57-6 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 60211-57-6 ]

SDS Specification

Alternatived Products of [ 60211-57-6 ]

Product Details of [ 60211-57-6 ]

CAS No. :	60211-57-6	MDL No. :	MFCD00004634
Formula :	C₇H₆Cl₂O	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	VSNNLLQKDRCKCB-UHFFFAOYSA-N
M.W :	177.03	Pubchem ID :	43236
Synonyms :

Calculated chemistry of [ 60211-57-6 ] Expand+

Physicochemical Properties

Num. heavy atoms :	10
Num. arom. heavy atoms :	6
Fraction Csp3 :	0.14
Num. rotatable bonds :	1
Num. H-bond acceptors :	1.0
Num. H-bond donors :	1.0
Molar Refractivity :	42.59
TPSA :	20.23 ?2

Pharmacokinetics

GI absorption :	High
BBB permeant :	Yes
P-gp substrate :	No
CYP1A2 inhibitor :	Yes
CYP2C19 inhibitor :	No
CYP2C9 inhibitor :	No
CYP2D6 inhibitor :	No
CYP3A4 inhibitor :	No
Log Kp (skin permeation) :	-5.32 cm/s

Lipophilicity

Log Po/w (iLOGP) :	2.14
Log Po/w (XLOGP3) :	2.9
Log Po/w (WLOGP) :	2.33
Log Po/w (MLOGP) :	2.72
Log Po/w (SILICOS-IT) :	2.96
Consensus Log Po/w :	2.61

Druglikeness

Lipinski :	0.0
Ghose :	None
Veber :	0.0
Egan :	0.0
Muegge :	2.0
Bioavailability Score :	0.55

Water Solubility

Log S (ESOL) :	-3.14
Solubility :	0.127 mg/ml ; 0.00072 mol/l
Class :	Soluble
Log S (Ali) :	-2.99
Solubility :	0.183 mg/ml ; 0.00103 mol/l
Class :	Soluble
Log S (SILICOS-IT) :	-3.46
Solubility :	0.062 mg/ml ; 0.00035 mol/l
Class :	Soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	0.0 alert
Leadlikeness :	1.0
Synthetic accessibility :	1.21

Safety of [ 60211-57-6 ]

Signal Word:	Warning	Class:	N/A
Precautionary Statements:	P261-P305+P351+P338	UN#:	N/A
Hazard Statements:	H315-H319-H335	Packing Group:	N/A
GHS Pictogram:

Application In Synthesis of [ 60211-57-6 ]

* 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 [ 60211-57-6 ]
Downstream synthetic route of [ 60211-57-6 ]

[ 60211-57-6 ] Synthesis Path-Upstream 1~1

1
[ 60211-57-6 ]
[ 52516-37-7 ]

Reference： [1] Phytochemistry (Elsevier), 1988, vol. 27, # l, p. 51 - 72

[ 60211-57-6 ] Synthesis Path-Downstream 1~16

1
[ 60211-57-6 ]
[ 3290-06-0 ]

Yield	Reaction Conditions	Operation in experiment
82%	With thionyl chloride; at 60℃; for 2h;	(3,5-Dichlorophenyl)methanol 6a (7.5 g, 42.6 mmol) was dissolved in 50 mL of thionyl chloride and reacted at 60 ° C for 2 hours. The organic layer was extracted with EtOAc (EtOAc m. Analytical method (eluent: A system) purification,1,3-Dichloro-5-(chloromethyl)benzene 27a (6.8 g, pale yellow liquid) was obtained. Yield: 82percent.
	With pyridine; hydrogenchloride; thionyl chloride; In chloroform; water;	Step A Synthesis of 3,5-dichlorophenylmethyl chloride as an intermediate Under a nitrogen atmosphere, a stirred solution of 25.0 grams (0.141 mole) of 3,5-dichlorophenylmethanol and 11.4 mL (0.141 mole) of pyridine in 200 mL of chloroform was cooled to 5 C., and 15.9 mL (0.218 mole) of thionyl chloride was added dropwise during a 10 minute period. Upon completion of addition, the reaction mixture was allowed to warm to ambient temperature where it was stirred for about 18 hours. After this time, the reaction mixture was poured into 300 mL of water, and the mixture was extracted with 600 mL of diethyl ether. The ether solution was washed with 70 mL of an aqueous 6N hydrochloric acid solution, and then it was concentrated under reduced pressure to a residual oil. The oil was distilled under reduced pressure, yielding 25.6 grams of 3,5-dichlorophenylmethyl chloride, bp 95-100 C./0.1 mm Hg.
	With thionyl chloride; In N,N-dimethyl-formamide;	(i) 3,5-Dichlorophenylacetonitrile A mixture of <strong>[60211-57-6]3,5-dichlorobenzyl alcohol</strong> (Aldrich, 25g), thionyl chloride (100ml) and DMF (0.5ml) was stirred and refluxed for 4 hours. After cooling the mixture was concentrated in vacuo , the residue was taken up in ether, washed with saturated aqueous NaHCO3 and brine, dried (MgSO4) and concentrated in vacuo to give 3,5-dichlorobenzylchloride as a light yellow solid, which was used without further purification, 28g, mp. 32-36C.

Reference： [1]Patent: CN109574927,2019,A .Location in patent: Paragraph 0657; 0659-0663
[2]Monatshefte fur Chemie,1933,vol. 62,p. 344,347
[3]Journal of Heterocyclic Chemistry,1991,vol. 28,p. 301 - 304
[4]Phytochemistry,1988,vol. 27,p. 51 - 72
[5]Pest Management Science,2000,vol. 56,p. 875 - 881
[6]Patent: US5536725,1996,A
[7]Patent: EP459819,1991,A2

2
[ 10203-08-4 ]
[ 60211-57-6 ]
[ 51-36-5 ]

Reference： [1]Monatshefte fur Chemie,1933,vol. 62,p. 344,347
[2]Monatshefte fur Chemie,1933,vol. 62,p. 344,347

3
[ 60211-57-6 ]
[ 71319-53-4 ]
[ 71313-78-5 ]

Reference： [1]Patent: DE2848493,1979,
Chem.Abstr.,1979,vol. 91

4
[ 60211-57-6 ]
[ 60211-54-3 ]

Reference： [1]Canadian Journal of Chemistry,1976,vol. 54,p. 1322 - 1328

5
[ 60211-57-6 ]
[ 5188-07-8 ]
[ 111359-23-0 ]

Reference： [1]Canadian Journal of Chemistry,1987,vol. 65,p. 1845 - 1852

6
[ 60211-57-6 ]
[ 10203-08-4 ]

Reference： [1]Tetrahedron,1993,vol. 49,p. 7267 - 7276
[2]Organic Letters,2015,vol. 17,p. 5048 - 5051

7
[ 60211-57-6 ]
[ 79-08-3 ]
[ 90296-10-9 ]

Reference： [1]Journal of Medicinal Chemistry,1984,vol. 27,p. 967 - 978

8
[ 51-36-5 ]
[ 60211-57-6 ]

Yield	Reaction Conditions	Operation in experiment
86.9%	With borane-THF; In tetrahydrofuran; at 0 - 20℃; for 2h;	3,5-Dichlorobenzoic acid 2a (5.0 g, 26.32 mmol) was dissolved in 50 mL of tetrahydrofuran, and a borane tetrahydrofuran solution (52.6 mL, 52.64 mmol, 1 M/THF) was added dropwise at 0 C, and the mixture was reacted at room temperature for 2 hours. At 0 C, 50 mL of 10% sodium hydroxide solution was added to quench the reaction. The organic layer was washed with a saturated sodium chloride solution (50 mL). Methanol 6a (4.0 g, white solid), yield: 86.9%

Reference： [1]Patent: CN109574927,2019,A .Location in patent: Paragraph 0329; 0331-0335
[2]Canadian Journal of Chemistry,1978,vol. 56,p. 1721 - 1723
[3]Synlett,1997,vol. 1997,p. 989 - 991
[4]Pest Management Science,2000,vol. 56,p. 875 - 881

9
[ 2905-67-1 ]
[ 60211-57-6 ]

Reference： [1]Synlett,1997,vol. 1997,p. 989 - 991

10
[ 60211-57-6 ]
[ 109-92-2 ]
[ 213547-81-0 ]

Reference： [1]Helvetica Chimica Acta,1998,vol. 81,p. 1545 - 1566

11
[ 60211-57-6 ]
C₁₁H₂₃Cl₂O₃PSi [ No CAS ]
6-[bis-(3,5-dichloro-benzyloxy)-phosphoryl]-hexanoic acid 2-trimethylsilanyl-ethyl ester [ No CAS ]

Reference： [1]Angewandte Chemie - International Edition,1999,vol. 38,p. 1793 - 1795

Yield	Reaction Conditions	Operation in experiment
		All the aforementioned filtrates were combined, evaporated, and chromatographed on a column of silica gel eluted in 18 ml fractions with 49:1 (v/v) dichloromethane-methanol. Fractions 22-37 were combined and evaporated under vacuum to provide 1.28 g of solid 4-(4-chlorophenylthio)-3,5-dichlorobenzyl alcohol (B). Fractions 38-60 were combined, evaporated under vacuum, and the residue was triturated with diethyl ether, filtered, washed with diethyl ether, and dried under vacuum to provide 486 mg of A (total yield: 2.37 g); 60 MHz 'H NMR (DMSO-d6) A : 4.56 d (J=5Hs, 2H), 5.56 t (J=5Hz, 1H), 7.50 s (2H), 7.60 s (4H); B : 4.56 d (J=6Hz, 2H), 5.53 t (J=6Hz, 1H), 7.01 dm (J=8.5Hz, 2H), 7.34 dm (3=8.5Hz, 2H), 7.57 s (2H).

14
[ 56961-85-4 ]
[ 7732-18-5 ]
Ca(OH)2 [ No CAS ]
[ 60211-57-6 ]
[ 51-36-5 ]

Reference： [1]Monatshefte fur Chemie,1933,vol. 62,p. 344,347

15
[ 60211-57-6 ]
[ 7778-01-0 ]

Yield	Reaction Conditions	Operation in experiment
95%	With bromine; triphenylphosphine; In tetrachloromethane; for 0.75h;Heating / reflux;	A solution of bromine (3.17ml, 61 mmol) in carbon tetrachloride (50ml) was added to a solution of triphenylphosphine (16.13g, 61 mmol) in carbon tetrachloride (250ml). <strong>[60211-57-6]3,5-Dichlorobenzyl alcohol</strong> (10.0g, 56mmol) was added as a solution in carbon tetrachloride (50ml) and the reaction mixture was heated at reflux for 45 minutes. Hexane was added. The mixture was filtered through silica and washed with hexane. The filtrate was concentrated under reduced pressure to provide the title compound (12.79g, 95%). 1H-NMR (400MHz, CDCl3) : delta = 4.37 (s, 2H), 7.24-7.28 (m, 3H).
86%		Example 12. Benzyl-[l-(3,5-dichloro-benzyl)-lH-imidazol-2-yl]-amine EPO <DP n="72"/>12To a solution of <strong>[60211-57-6]3,5-dichlorobenzylalcohol</strong> in anhydrous THF at -30 0C was added Et3N. Mesyl chloride in THF was added to the solution dropwise. The reaction mixture was stirred at that temperature for 1 h until all the starting material was consumed. Then, LiBr was added to the reaction mixture and stirred for another 2 h. When the reaction was over, the reaction mixture was diluted with EtOAc and washed with water (x3). The organic phase was dried over Na2SO4 and concentrated to afford 1-bromomethy 1-3,5 -dichloro- benzene as a light brown solid (9.3 g, 86%).
	With phosphorus tribromide; In dichloromethane; at 20℃; for 16h;	Reference example 9; (1) To 100 ml of a dichloromethane solution containing 10.0 g of 3, 5-dichlorobenzyl alcohol was added 15.3g of Phosphorus tribromide, and the mixture was stirred at room temperature for 16 hours. To the reaction mixture were added chloroform and water, the mixture was separated, and the organic layer was washed with brine, dried over anhydrous sodium sulfate, and concentrated under reduced pressure to give 13.6 g of 3, 5-dichlorobenzylbromide shown in the following Table 72.

Reference： [1]Patent: WO2006/120544,2006,A1 .Location in patent: Page/Page column 50
[2]Patent: WO2006/107923,2006,A1 .Location in patent: Page/Page column 70-71
[3]Bioorganic and Medicinal Chemistry Letters,2000,vol. 10,p. 821 - 826
[4]Archiv der Pharmazie,2005,vol. 338,p. 299 - 304
[5]Patent: WO2006/30984,2006,A1 .Location in patent: Page/Page column 63; 134

16
[ 156-38-7 ]
[ 60211-57-6 ]
[ 29022-11-5 ]
resin-bound phenol [ No CAS ]
{2-[4-(3,5-dichloro-benzyloxy)-phenyl]-acetylamino}-acetic acid [ No CAS ]

Reference： [1]Tetrahedron Letters,2000,vol. 41,p. 3763 - 3767

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Isomers

Technical Information

? Alkyl Halide Occurrence ? Appel Reaction ? Buchwald-Hartwig C-N Bond and C-O Bond Formation Reactions ? Chugaev Reaction ? Corey-Kim Oxidation ? Dess-Martin Oxidation ? General Reactivity ? Grignard Reaction ? Hiyama Cross-Coupling Reaction ? Hydride Reductions ? Jones Oxidation ? Kinetics of Alkyl Halides ? Kumada Cross-Coupling Reaction ? Martin's Sulfurane Dehydrating Reagent ? Mitsunobu Reaction ? Moffatt Oxidation ? Oxidation of Alcohols by DMSO ? Preparation of Alcohols ? Preparation of Amines ? Reactions of Alcohols ? Reactions of Alkyl Halides with Reducing Metals ? Reactions of Amines ? Reactions of Benzene and Substituted Benzenes ? Reactions with Organometallic Reagents ? Ritter Reaction ? Sharpless Olefin Synthesis ? Stille Coupling ? Substitution and Elimination Reactions of Alkyl Halides ? Suzuki Coupling ? Swern Oxidation

Historical Records

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[ 60211-57-6 ]

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H402	Harmful to aquatic life
H410	Very toxic to aquatic life with long-lasting effects
H411	Toxic to aquatic life with long-lasting effects
H412	Harmful to aquatic life with long-lasting effects
H413	May cause long-lasting harmful effects to aquatic life
H420	Harms public health and the environment by destroying ozone in the upper atmosphere

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[ CAS No. 60211-57-6 ] {[proInfo.proName]}

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Calculated chemistry of [ 60211-57-6 ] Expand+

Physicochemical Properties

Pharmacokinetics

Lipophilicity

Druglikeness

Water Solubility

Medicinal Chemistry

Safety of [ 60211-57-6 ]

Application In Synthesis of [ 60211-57-6 ]

[ 60211-57-6 ] Synthesis Path-Upstream 1~1

[ 60211-57-6 ] Synthesis Path-Downstream 1~16

Technical Information

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Aryls

Chlorides

Alcohols

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Physical hazards

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[ 60211-57-6 ]