[ CAS No. 86-52-2 ] {[proInfo.proName]}

,{[proInfo.pro_purity]}

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Structure of 86-52-2 * Storage: {[proInfo.prStorage]}

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Quality Control of [ 86-52-2 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 86-52-2 ]

SDS Specification

Alternatived Products of [ 86-52-2 ]

Product Details of [ 86-52-2 ]

CAS No. :	86-52-2	MDL No. :	MFCD00004042
Formula :	C₁₁H₉Cl	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	XMWGTKZEDLCVIG-UHFFFAOYSA-N
M.W :	176.64	Pubchem ID :	6845
Synonyms :

Calculated chemistry of [ 86-52-2 ] Expand+

Physicochemical Properties

Num. heavy atoms :	12
Num. arom. heavy atoms :	10
Fraction Csp3 :	0.09
Num. rotatable bonds :	1
Num. H-bond acceptors :	0.0
Num. H-bond donors :	0.0
Molar Refractivity :	53.71
TPSA :	0.0 ?2

Pharmacokinetics

GI absorption :	Low
BBB permeant :	Yes
P-gp substrate :	No
CYP1A2 inhibitor :	Yes
CYP2C19 inhibitor :	Yes
CYP2C9 inhibitor :	No
CYP2D6 inhibitor :	No
CYP3A4 inhibitor :	No
Log Kp (skin permeation) :	-4.79 cm/s

Lipophilicity

Log Po/w (iLOGP) :	2.24
Log Po/w (XLOGP3) :	3.65
Log Po/w (WLOGP) :	3.43
Log Po/w (MLOGP) :	3.92
Log Po/w (SILICOS-IT) :	3.97
Consensus Log Po/w :	3.44

Druglikeness

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

Water Solubility

Log S (ESOL) :	-3.79
Solubility :	0.029 mg/ml ; 0.000164 mol/l
Class :	Soluble
Log S (Ali) :	-3.34
Solubility :	0.081 mg/ml ; 0.000458 mol/l
Class :	Soluble
Log S (SILICOS-IT) :	-5.09
Solubility :	0.00144 mg/ml ; 0.00000813 mol/l
Class :	Moderately soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	1.0 alert
Leadlikeness :	2.0
Synthetic accessibility :	1.05

Safety of [ 86-52-2 ]

Signal Word:	Danger	Class:	8
Precautionary Statements:	P280-P305+P351+P338-P310	UN#:	3265
Hazard Statements:	H302-H312-H314	Packing Group:	Ⅱ
GHS Pictogram:

Application In Synthesis of [ 86-52-2 ]

* 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 [ 86-52-2 ]
Downstream synthetic route of [ 86-52-2 ]

[ 86-52-2 ] Synthesis Path-Upstream 1~2

1
[ 68-12-2 ]
[ 86-52-2 ]
[ 16413-71-1 ]

Yield	Reaction Conditions	Operation in experiment
95%	With NHC-Pd(II)-Im; sodium hydroxide In water at 50℃; for 3 h; Inert atmosphere; Schlenk technique	General procedure: Under a N₂ atmosphere, NaOH (3.0 equiv), NHC-Pd(II)-Im complex 1 (1.0 molpercent), water (1.0 mL), benzyl chloride 2a (0.8 mmol), and N-formylmorpholine 3a (2.0 equiv) were successively added into a Schlenk reaction tube. The mixture was stirred at 50 °C for 3 h. After cooling to room temperature, the reaction mixture was extracted with EtOAc, washed with brine, and dried over anhydrous Na₂SO₄. Then the solvent was removed under reduced pressure and the residue was purified by flash column chromatography on silica gel (eluent: PE/EA = 5:1) to give the pure products 4a. Dimethyl-naphthalen-1-yl-methyl-amine (4t):²⁴ Colourless liquid; 1H NMR (300 MHz): δ 8.24 (d, J = 7.8 Hz, 1H), 7.83–7.75 (m, 2H), 7.51–7.36 (m, 4H), 3.79 (s, 2H), 2.27 (s, 6H); 13C NMR (75 MHz): δ 134.6, 133.8, 132.4, 128.4, 127.9, 127.4, 125.9, 125.5, 125.0, 124.4, 62.4, 45.6.
91%	With potassium hydroxide In water at 80℃; for 3 h; Green chemistry	General procedure: KOH (2.4mmol), H₂O (1.0mL), (pseudo)halides 1 (0.8mmol), and formamides 2 (1.6mmol) were successively added into a reaction tube. Then the reaction mixture was stirred under the conditions shown in Tables 1–5. After the reactions were completed, the mixture was extracted by ethyl acetate, dried over anhydrous Na₂SO₄, filtered, concentrated under reduced pressure, and purified by flash chromatography to give products 3.

Reference： [1] Journal of Chemical Research, 2013, vol. 37, # 10, p. 611 - 614
[2] Tetrahedron, 2014, vol. 70, # 4, p. 880 - 885

2
[ 124-40-3 ]
[ 86-52-2 ]
[ 16413-71-1 ]

Reference： [1] Tetrahedron Letters, 1999, vol. 40, # 45, p. 7883 - 7887
[2] Journal of the American Chemical Society, 1967, vol. 89, p. 2297 - 2303
[3] Journal of the American Chemical Society, 1988, vol. 110, # 19, p. 6579 - 6581

[ 86-52-2 ] Synthesis Path-Downstream 1~7

1
[ 2986-17-6 ]
[ 86-52-2 ]
[ 14122-41-9 ]

Reference： [1]Journal of Medicinal Chemistry,1967,vol. 10,p. 649 - 652

2
[ 124-40-3 ]
[ 86-52-2 ]
[ 16413-71-1 ]

Reference： [1]Tetrahedron Letters,1999,vol. 40,p. 7883 - 7887
[2]Journal of the American Chemical Society,1967,vol. 89,p. 2297 - 2303
[3]Journal of the American Chemical Society,1988,vol. 110,p. 6579 - 6581

3
[ 6374-91-0 ]
[ 86-52-2 ]
[ 1020265-00-2 ]

Yield	Reaction Conditions	Operation in experiment
62%		Example 41; 5, 7-Dibromo-l-(l-naphthylmefhyl)-lH-indole-2, 3-dione (41); <n="58"/>A mixture of 5,7-dibromoisatin (101 mg, 0.33 mmol) and NaH (18.0 mg, 0.46 mmol) was dissolved in anhydrous DMF (2.5 mL) and stirred under nitrogen at RT for 20 min before the addition of KI (l l.O mg, 0.066 mmol) and 1 -chloromethylnaphthalene (128 mg, 0.11 mL, 0.73 mmol). The reaction mixture was heated at 60 C and stirred at this temperature for 19 h. After cooling, ethyl acetate (5O mL) was added and the resulting solution was extracted with 0.5 M HCl (50 mL) followed by brine (50 mL). The orange organic layer was dried over MgSO4 and the solvent was removed to yield a sticky red/orange residue. The resulting solid was purified by flash chromatography on silica gel [DCM:PS (3:2)] to yield the title compound (90.8 mg, 62 %) as dark red crystals, m.p. 218-219 0C5 Rf 0.35 (silica, DCM). 1H NMR (500 MHz): δ 5.81 (s, 2H, Hl'), 7.06 (d, J= 7 Hz, IH, H2"), 7.34 (t, J= 7.5 Hz5 IH, H3"), 7.53 (t, J= 7 Hz5 IH5 H6"), 7.58 (t, J= 7 Hz5 IH, H7"), 7.76 (m, 3H5 H4, H6, H4") 7.88 (d, J= 8.5 Hz, IH, H5"), 7.93 (d5 J= 8.5 Hz5 IH5 H8"). 13C NMR (126 MHz): 5 42.8, 105.5, 117.1, 121.3, 121.4, 122.I5 125.3, 126.0, 126.6, 127.5, 128.0, 129.0, 129.8, 130.7, 133.8, 145.3, 146.8, 158.1, 181.2. HREI-MS: m/z calcd for C19HnNO279Br81Br [M+]: 444.9136; found 444.9131.

Reference： [1]Bioorganic and Medicinal Chemistry,2008,vol. 16,p. 3118 - 3124
[2]Patent: WO2008/74078,2008,A1 .Location in patent: Page/Page column 56-57

4
[ 68631-52-7 ]
[ 86-52-2 ]
[ 1245504-00-0 ]

Reference： [1]Tetrahedron,2010,vol. 66,p. 6070 - 6077

5
[ 117011-70-8 ]
[ 86-52-2 ]
[ 1338359-23-1 ]

Yield	Reaction Conditions	Operation in experiment
	With potassium carbonate; In ethanol; for 24h;Reflux;	Example 6; 4-(1-napthylmethlaminophenoxyisobutyric acid)A mixture of 1.76 g (0.01) of 1-chloromethylnapthalene, 1.95 g (0.01 mole) of <strong>[117011-70-8]4-aminophenoxyisobutyric acid</strong>, 2.76 g (0.01 mole) potassium carbonate and 30 ml ethanol was refluxed and stirred for 24 hours. The structure of the resulting compound is shown below as Formula EX6

Reference： [1]Patent: US8034966,2011,B1 .Location in patent: Page/Page column 14

6
[ 68-12-2 ]
[ 86-52-2 ]
[ 16413-71-1 ]

Yield	Reaction Conditions	Operation in experiment
95%	With NHC-Pd(II)-Im; sodium hydroxide; In water; at 50℃; for 3h;Inert atmosphere; Schlenk technique;	General procedure: Under a N2 atmosphere, NaOH (3.0 equiv), NHC-Pd(II)-Im complex 1 (1.0 mol%), water (1.0 mL), benzyl chloride 2a (0.8 mmol), and N-formylmorpholine 3a (2.0 equiv) were successively added into a Schlenk reaction tube. The mixture was stirred at 50 C for 3 h. After cooling to room temperature, the reaction mixture was extracted with EtOAc, washed with brine, and dried over anhydrous Na2SO4. Then the solvent was removed under reduced pressure and the residue was purified by flash column chromatography on silica gel (eluent: PE/EA = 5:1) to give the pure products 4a. Dimethyl-naphthalen-1-yl-methyl-amine (4t):24 Colourless liquid; 1H NMR (300 MHz): delta 8.24 (d, J = 7.8 Hz, 1H), 7.83-7.75 (m, 2H), 7.51-7.36 (m, 4H), 3.79 (s, 2H), 2.27 (s, 6H); 13C NMR (75 MHz): delta 134.6, 133.8, 132.4, 128.4, 127.9, 127.4, 125.9, 125.5, 125.0, 124.4, 62.4, 45.6.
91%	With potassium hydroxide; In water; at 80℃; for 3h;Green chemistry;	General procedure: KOH (2.4mmol), H2O (1.0mL), (pseudo)halides 1 (0.8mmol), and formamides 2 (1.6mmol) were successively added into a reaction tube. Then the reaction mixture was stirred under the conditions shown in Tables 1-5. After the reactions were completed, the mixture was extracted by ethyl acetate, dried over anhydrous Na2SO4, filtered, concentrated under reduced pressure, and purified by flash chromatography to give products 3.

Reference： [1]Journal of Chemical Research,2013,vol. 37,p. 611 - 614
[2]Tetrahedron,2014,vol. 70,p. 880 - 885

7
[ 931-34-0 ]
[ 86-52-2 ]
2-bromo-1-(naphthalen-1-ylmethyl)-1H-pyrrole-5-carbaldehyde [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
0.9 g	With potassium carbonate; In N,N-dimethyl-formamide; at 80.0℃; for 1h;	(1) 2-Bromo-1H-pyrrole-5-carbaldehyde (0.53 g, 3.05 mmol) described in literature (for example, Canadian Journal of Chemistry, 1995, 73, 675-684) and 1-chloromethyl-naph- thalene (0.6 mL, 4.0 mmol) were dissolved in DMF (5 mL), and potassium carbonate (0.69 g, 5 mmol) was added thereto, and then the mixture was heated and stirred at 80 C. for 1 hout Afier cooling, ethyl acetate was added and the mixture was washed with saturated aqueous sodium chloride. The organic layer was dried over anhydrous magnesium sulfate and was concentrated under reduced pressure. The residue obtained was purified by column chromatography to obtain 2-bromo-1 -(naphthalen- 1 -ylmethyl)- 1H-pyrrole-5-carbal- dehyde (0.90 g):10292] ?H-NMR (CDC13) oe: 9.41 (1H, s), 8.04 (1H, d, J=8.3Hz), 7.89 (1H, d, J=7.8 Hz), 7.74 (1H, d, J=8.3 Hz), 7.63-7.59(1H, m), 7.57-7.52 (1H, m), 7.29 (1H, t, J=7.8 Hz), 7.08 (1H,d, J=4.4 Hz), 6.50 (1H, d, J=3.9 Hz), 6.29 (1H, d, J=7.3 Hz),6.20 (2H, s);10293] ESI-MS mlz=314 (M+H).

Reference： [1]Patent: US2015/284358,2015,A1 .Location in patent: Paragraph 0291

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Isomers

Technical Information

? Alkyl Halide Occurrence ? General Reactivity ? Grignard Reaction ? Hiyama Cross-Coupling Reaction ? Kinetics of Alkyl Halides ? Kumada Cross-Coupling Reaction ? Reactions of Alkyl Halides with Reducing Metals ? Reactions of Amines ? Reactions of Benzene and Substituted Benzenes ? Stille Coupling ? Substitution and Elimination Reactions of Alkyl Halides ? Suzuki Coupling

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[ 86-52-2 ]

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H361	Suspected of damaging fertility or the unborn child
H361d	Suspected of damaging the unborn child
H362	May cause harm to breast-fed children
H370	Causes damage to organs
H371	May cause damage to organs
H372	Causes damage to organs through prolonged or repeated exposure
H373	May cause damage to organs through prolonged or repeated exposure
Environmental hazards
Code	Phrase
H400	Very toxic to aquatic life
H401	Toxic to aquatic life
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. 86-52-2 ] {[proInfo.proName]}

Quality Control of [ 86-52-2 ]

Related Doc. of [ 86-52-2 ]

Product Details of [ 86-52-2 ]

Calculated chemistry of [ 86-52-2 ] Expand+

Physicochemical Properties

Pharmacokinetics

Lipophilicity

Druglikeness

Water Solubility

Medicinal Chemistry

Safety of [ 86-52-2 ]

Application In Synthesis of [ 86-52-2 ]

[ 86-52-2 ] Synthesis Path-Upstream 1~2

[ 86-52-2 ] Synthesis Path-Downstream 1~7

Technical Information

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Aryls

Chlorides

Benzyl Chlorides

Precautionary Statements-General

Prevention

Response

Storage

Disposal

Physical hazards

Health hazards

Environmental hazards

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[ 86-52-2 ]