[ CAS No. 3268-21-1 ]

Name: 3268-21-1|1,4-Diiodo-2,3,5,6-tetramethylbenzene|95%
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Quality Control of [ 3268-21-1 ]

COA NMR CNMR HPLC LC-MS

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SDS

Alternatived Products of [ 3268-21-1 ]

Product Details of [ 3268-21-1 ]

CAS No. :	3268-21-1	MDL No. :	MFCD00142554
Formula :	C₁₀H₁₂I₂	Boiling Point :	343.2°C at 760 mmHg
Linear Structure Formula :	-	InChI Key :	N/A
M.W :	386.01 g/mol	Pubchem ID :	5182526
Synonyms :

Calculated chemistry of of [ 3268-21-1 ]

Physicochemical Properties

Num. heavy atoms :	12
Num. arom. heavy atoms :	6
Fraction Csp3 :	0.4
Num. rotatable bonds :	0
Num. H-bond acceptors :	0.0
Num. H-bond donors :	0.0
Molar Refractivity :	71.74
TPSA :	0.0 Å²

Pharmacokinetics

GI absorption :	Low
BBB permeant :	Yes
P-gp substrate :	No
CYP1A2 inhibitor :	No
CYP2C19 inhibitor :	No
CYP2C9 inhibitor :	Yes
CYP2D6 inhibitor :	Yes
CYP3A4 inhibitor :	No
Log Kp (skin permeation) :	-5.33 cm/s

Lipophilicity

Log Po/w (iLOGP) :	3.01
Log Po/w (XLOGP3) :	4.68
Log Po/w (WLOGP) :	4.13
Log Po/w (MLOGP) :	5.21
Log Po/w (SILICOS-IT) :	5.62
Consensus Log Po/w :	4.53

Druglikeness

Lipinski :	1.0
Ghose :	None
Veber :	0.0
Egan :	0.0
Muegge :	1.0
Bioavailability Score :	0.55

Water Solubility

Log S (ESOL) :	-5.55
Solubility :	0.00108 mg/ml ; 0.00000281 mol/l
Class :	Moderately soluble
Log S (Ali) :	-4.41
Solubility :	0.0151 mg/ml ; 0.0000391 mol/l
Class :	Moderately soluble
Log S (SILICOS-IT) :	-5.78
Solubility :	0.000641 mg/ml ; 0.00000166 mol/l
Class :	Moderately soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	1.0 alert
Leadlikeness :	2.0
Synthetic accessibility :	1.91

Safety of [ 3268-21-1 ]

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 [ 3268-21-1 ]

* 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.

Downstream synthetic route of [ 3268-21-1 ]

[ 3268-21-1 ] Synthesis Path-Downstream 1~32

1
[ 95-93-2 ]
[ 3268-21-1 ]

Yield	Reaction Conditions	Operation in experiment
74%	With iodine; bis-[(trifluoroacetoxy)iodo]benzene; In tetrachloromethane; at 20℃;	Iodine (127 mmol, 32.4 g, 1.1 equiv.) was dissolved in CCl4 (175 mL). (0275) Durene (114 mmol, 15.3 g, 1 equiv.) and [bis(triuoroacetoxy)iodo]benzene (145 mmol, 62.4 g, 1.3 equiv.) were added and the mixture was stirred at rt overnight. The solvent was evaporated and 0.1 M NaOH-solution (100 (0276) mL) was added. The product was extracted with CH2Cl2 (3 >< 75 mL), followed by washing of the organic layer with H20 (1 >< 100 mL) and brine (1 X100 mL). The organic layer was dried over MgSO4, filtered and concentrated in racuo. The crude product was triturated in MeOH and 1 was collected via vacuum filtration (74%). 1H NMR (400 MHZ, CDClg) 6 2.63 (s, 12H). 13C NMR (400 MHZ, CDClg) 6 138.0, 112.4, 30.0. IR V 1396, 1160, 971, 673 cm'1. HRMS (EI+) m/z caIcuIated for C10H12I2 (0277) 385.9028, found 385.8989. Spectral data in agreement with reported data (Zhdankin et al, 2017).

Reference： [1]Chemistry - A European Journal,2017,vol. 23,p. 691 - 695
[2]Journal of the Brazilian Chemical Society,2012,vol. 23,p. 228 - 235
[3]Journal of Organic Chemistry,2008,vol. 73,p. 295 - 297
[4]Mendeleev Communications,2010,vol. 20,p. 185 - 191
[5]Journal of applied chemistry of the USSR,1984,vol. 57,p. 121 - 123
[6]Journal of Materials Chemistry,2012,vol. 22,p. 19700 - 19708,9
[7]Journal of Chemical Research, Miniprint,1999,p. 2501 - 2517
[8]Bulletin of the Chemical Society of Japan,1989,vol. 62,p. 439 - 443
[9]Russian Chemical Bulletin,2001,vol. 50,p. 2411 - 2415
[10]Russian Journal of Organic Chemistry,2007,vol. 43,p. 1291 - 1296
[11]Angewandte Chemie - International Edition,2018,vol. 57,p. 501 - 505
Angew. Chem.,2018,vol. 130,p. 510 - 514,5
[12]Patent: WO2018/106112,2018,A1 .Location in patent: Page/Page column 76; 77; 78
[13]Synlett,2002,p. 598 - 600
[14]Russian Journal of Organic Chemistry,2000,vol. 36,p. 666 - 670
[15]Synthesis,1980,p. 486 - 487
[16]Journal of Organic Chemistry USSR (English Translation),1981,vol. 17,p. 2320 - 2322
Zhurnal Organicheskoi Khimii,1981,vol. 17,p. 2598 - 2601
[17]Bulletin of the Chemical Society of Japan,1966,vol. 39,p. 128 - 131
[18]Bulletin of the Chemical Society of Japan,1973,vol. 46,p. 589 - 592
[19]Journal of the American Chemical Society,2012,vol. 134,p. 7176 - 7185

2
[ 3268-21-1 ]
[ 15772-82-4 ]
1,4-di(trideuteromethyl)-2,3,5,6-tetramethylbenzene [ No CAS ]

Reference： [1]Bull. Russ. Acad. Sci. Div. Chem. Sci. (Engl. Transl.),1992,vol. 41,p. 1641 - 1645
Izvestiya Akademi Nauk, Seriya Khimicheskaya,1992,p. 2104 - 2109

3
[ 95-93-2 ]
[ 2100-25-6 ]
[ 3268-21-1 ]

Reference： [1]Advanced Synthesis and Catalysis,2013,vol. 355,p. 1243 - 1248
[2]Tetrahedron Letters,1989,vol. 30,p. 3769 - 3772

4
[ 26976-92-1 ]
[ 2100-25-6 ]
[ 3268-21-1 ]

Reference： [1]Chemistry Letters,1991,p. 1391 - 1392
[2]Tetrahedron,1998,vol. 54,p. 13737 - 13750

5
[ 3268-21-1 ]
[ 109-77-3 ]
[ 98321-21-2 ]

Reference： [1]Tetrahedron Letters,1985,vol. 26,p. 2081 - 2084

6
[ 3268-21-1 ]
[ 3425-46-5 ]
[ 64936-50-1 ]

Reference： [1]Synthesis,1977,p. 640 - 641

7
[ 3268-21-1 ]
[ 824-79-3 ]
1-Iodo-2,3,5,6-tetramethyl-4-(toluene-4-sulfonyl)-benzene [ No CAS ]
1,2,4,5-Tetramethyl-3-(toluene-4-sulfonyl)-6-p-tolylsulfanyl-benzene [ No CAS ]
1,2,4,5-Tetramethyl-3,6-bis-(toluene-4-sulfonyl)-benzene [ No CAS ]

Reference： [1]Tetrahedron Letters,1995,vol. 36,p. 6239 - 6242
[2]Tetrahedron Letters,1995,vol. 36,p. 6239 - 6242

8
[ 624-92-0 ]
[ 3268-21-1 ]
[ 225520-06-9 ]

Reference： [1]Journal of Organic Chemistry,1999,vol. 64,p. 3190 - 3195

9
[ 3268-21-1 ]
[ 177500-78-6 ]
1,4-bis[(E)-3,4-bis[(ter-butyl)dimethylsilyloxy]methyl}-6-(trimethylsilyl)hex-3-ene-1,5-diynyl]-2,3,5,6-tetramethylbenzene [ No CAS ]

Reference： [1]Helvetica Chimica Acta,1999,vol. 82,p. 1470 - 1485

11
[ 3268-21-1 ]
2-tert-butyl-2,3-diazabicyclo[2.2.2]oct-2-ene iodide [ No CAS ]
[ 197779-03-6 ]

Reference： [1]Journal of the American Chemical Society,1997,vol. 119,p. 10213 - 10222

12
[ 3268-21-1 ]
[ 1066-54-2 ]
[ 617673-62-8 ]

Yield	Reaction Conditions	Operation in experiment
82%	With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; diethylamine; at 20℃;	To a solution of 1 (3.02 g, 7.82 mmol, 1 equiv), Pd(PPh3)2Cl2 (0.380 g, 0.541 mmol, 0.07 equiv) and CuI (0.101 g, 0.530 mmol, 0.07 equiv) in Et2NH was added ethynyltrimethylsilane (2.45 mL, 17.3 mmol, 2.2 equiv) and the reaction was stirred at RT overnight. The solvent was evaporated followed by extraction with CH2Cl2 (3 >< 100 mL) and washing of the organic layer with H20 (2 >< 200 mL) and brine (250 mL). The combined organic layers were dried over MgSO4 and concentrated in vacuo. The product was (0279) purified via column chromatography (PE) leading to 2 as off-white crystals (82%). 1H NMR (400 MHZ, CDClg) 6 2.38 (s, 12H), 0.27 (s, 18H). 13C NMR (400 MHZ, CDC13)8 136.0, 123.4, 104.2, 103.2, 18.5, 0.27. IRV 2957, 2138, 1270, 1073, 863 cm-1. HRMS (EI+) m/z caIcuIated for C20H30Si2 326.1886, found 326.1870.

Reference： [1]Angewandte Chemie - International Edition,2018,vol. 57,p. 501 - 505
Angew. Chem.,2018,vol. 130,p. 510 - 514,5
[2]Patent: WO2018/106112,2018,A1 .Location in patent: Page/Page column 76; 77; 79
[3]Tetrahedron,2000,vol. 56,p. 7045 - 7049

13
[ 95-93-2 ]
[ 2100-25-6 ]
[ 3268-21-1 ]
[ 2762-20-1 ]
[ 41571-61-3 ]

Reference： [1]Journal of the Chemical Society. Perkin Transactions 2 (2001),2001,p. 1516 - 1521

14
[ 850374-66-2 ]
[ 3268-21-1 ]
[ 850374-69-5 ]

Reference： [1]Synthesis,2005,p. 367 - 373

15
[ 3268-21-1 ]
[ 640297-84-3 ]
[ 850374-68-4 ]

Reference： [1]Synthesis,2005,p. 367 - 373

16
[ 3268-21-1 ]
4-ethynylpyridine hydrochloride [ No CAS ]
4-bis(4'-pyridylethynyl)durene [ No CAS ]

Reference： [1]Chemical Communications,2017,vol. 53,p. 8034 - 8037
[2]Chemistry - A European Journal,2006,vol. 12,p. 8136 - 8149

17
[ 3268-21-1 ]
[ 81833-15-0 ]

Reference： [1]Tetrahedron,2000,vol. 56,p. 7045 - 7049

18
[ 3268-21-1 ]
1,4-bis(3'-ethynylbenzo-18-crown-6)-2,3,5,6-tetramethylbenzene [ No CAS ]

Reference： [1]Tetrahedron,2000,vol. 56,p. 7045 - 7049

19
[ 3268-21-1 ]
[ 225519-95-9 ]

Reference： [1]Journal of Organic Chemistry,1999,vol. 64,p. 3190 - 3195

20
[ 3268-21-1 ]
C₁₂H₁₅⁽²⁾H₃OS₂ [ No CAS ]

Reference： [1]Journal of Organic Chemistry,1999,vol. 64,p. 3190 - 3195

21
[ 3268-21-1 ]
1-<(trifluoroacetoxy)methylthio>-4-(methylthio)-2,3,5,6-tetramethylbenzene [ No CAS ]

Reference： [1]Journal of Organic Chemistry,1999,vol. 64,p. 3190 - 3195

22
[ 3268-21-1 ]
1,4-bis<(trifluoroacetoxy)methylthio>-2,3,5,6-tetramethylbenzene [ No CAS ]

Reference： [1]Journal of Organic Chemistry,1999,vol. 64,p. 3190 - 3195

23
[ 3268-21-1 ]
C₃₀H₅₀N₄⁽¹⁺⁾*NO₃^(1-) [ No CAS ]

Reference： [1]Journal of the American Chemical Society,1997,vol. 119,p. 10213 - 10222

24
[ 3268-21-1 ]
[ 97218-71-8 ]

Reference： [1]Tetrahedron Letters,1985,vol. 26,p. 2081 - 2084

25
[ 443339-44-4 ]
[ 3268-21-1 ]
C₂₆H₃₄N₄ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
82%	With potassium carbonate;tetrakis(triphenylphosphine) palladium(0); In 1,2-dimethoxyethane; ethanol; water;Heating / reflux;	(Step 3) Synthesis of Compound 169; [0096] After 250 mg of <strong>[3268-21-1]1,4-diiodo-2,3,5,6-tetramethylbenzene</strong> (d) (0.648 mmol) was dissolved in 3 ml of 1,2-dimethoxyethane, 0.5 ml of ethanol and 0.5 ml of water were added to the solution. To the solution, 537 mg of potassium carbonate (3.89 mmol) and 350 mg of Boric acid compound (c) (1.943 mmol) were added and 37.4 mg of tetrakis(triphenylphosphine)palladium (0) (0.324 mmol) was added under argon atmosphere. The suspension was refluxed overnight under argon atmosphere. After cooling, water was added to the reaction mixture and the mixture was extracted with ethyl acetate. The extract was washed with water and saturated brine, successively, dried and concentrated. The residue was recrystallized from methanol to obtain Compound 169 (213 mg; 82% yield).

Reference： [1]Patent: EP1354877,2003,A1 .Location in patent: Page/Page column 15

26
[ 3268-21-1 ]
[ 181219-01-2 ]
[ 1124218-83-2 ]

Reference： [1]New Journal of Chemistry,2009,vol. 33,p. 264 - 270

27
[ 3268-21-1 ]
[ 181219-01-2 ]
[ 1138337-70-8 ]

Yield	Reaction Conditions	Operation in experiment
86%	With tetrakis(triphenylphosphine) palladium(0); potassium carbonate; In N,N-dimethyl-formamide; at 90℃; for 72h;Inert atmosphere;	Dry DMF (60 mL) degassed by Freeze-Pump-Thaw cycling was added to a mixture of1,4-diiode-2,3,5,6-tetramethylbenzene (4.44g, 12 mmol), 4-pyridineboronic acid pinacolester (1.07 g, 5.2 mmol), Pd(PPh3)4 (580 mg, 0.52 mmol), and potassium carbonate(8.69 g, 63 mmol) and the resulting mixture was stirred at 90 C for 72 h under Aratmosphere. After reaction completion checked by TLC, the reaction mixture wasfiltered through a celite pad and washed by CHCl3. The filtrate diluted by CHCl3 waswashed by brine, dried over Na2SO4, filtered, and evaporated in vacuo. The residue waspurified by column chromatography on silica gel (ethyl acetate:hexane = 25:75) to givethe titled compound (1.5 g, 86%) as a white solid

Reference： [1]New Journal of Chemistry,2009,vol. 33,p. 264 - 270
[2]Chem,2016,vol. 1,p. 91 - 101

28
[ 3268-21-1 ]
copper(l) cyanide [ No CAS ]
[ 1084886-27-0 ]

Reference： [1]Chemical Communications,2008,p. 4723 - 4725

29
[ 3268-21-1 ]
[ 54663-78-4 ]
[ 1239860-03-7 ]

Reference： [1]Chemical Communications,2010,vol. 46,p. 4529 - 4531

30
[ 3268-21-1 ]
4-ethynylpyridine hydrochloride [ No CAS ]
[ 1255535-41-1 ]

Reference： [1]Journal of the American Chemical Society,2010,vol. 132,p. 15933 - 15935

31
[ 1622-32-8 ]
[ 3268-21-1 ]
C₁₄H₁₆O₆S₂^(2-)*2K⁽¹⁺⁾ [ No CAS ]

Reference： [1]Journal of the American Chemical Society,2011,vol. 133,p. 2140 - 2143

32
[ 460-37-7 ]
[ 3268-21-1 ]
[ 1357615-61-2 ]

Reference： [1]Organic Letters,2012,vol. 14,p. 1146 - 1149

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H200	Unstable explosive
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H203	Explosive; fire, blast or projection hazard
H204	Fire or projection hazard
H205	May mass explode in fire
H220	Extremely flammable gas
H221	Flammable gas
H222	Extremely flammable aerosol
H223	Flammable aerosol
H224	Extremely flammable liquid and vapour
H225	Highly flammable liquid and vapour
H226	Flammable liquid and vapour
H227	Combustible liquid
H228	Flammable solid
H229	Pressurized container: may burst if heated
H230	May react explosively even in the absence of air
H231	May react explosively even in the absence of air at elevated pressure and/or temperature
H240	Heating may cause an explosion
H241	Heating may cause a fire or explosion
H242	Heating may cause a fire
H250	Catches fire spontaneously if exposed to air
H251	Self-heating; may catch fire
H252	Self-heating in large quantities; may catch fire
H260	In contact with water releases flammable gases which may ignite spontaneously
H261	In contact with water releases flammable gas
H270	May cause or intensify fire; oxidizer
H271	May cause fire or explosion; strong oxidizer
H272	May intensify fire; oxidizer
H280	Contains gas under pressure; may explode if heated
H281	Contains refrigerated gas; may cause cryogenic burns or injury
H290	May be corrosive to metals
Health hazards
Code	Phrase
H300	Fatal if swallowed
H301	Toxic if swallowed
H302	Harmful if swallowed
H303	May be harmful if swallowed
H304	May be fatal if swallowed and enters airways
H305	May be harmful if swallowed and enters airways
H310	Fatal in contact with skin
H311	Toxic in contact with skin
H312	Harmful in contact with skin
H313	May be harmful in contact with skin
H314	Causes severe skin burns and eye damage
H315	Causes skin irritation
H316	Causes mild skin irritation
H317	May cause an allergic skin reaction
H318	Causes serious eye damage
H319	Causes serious eye irritation
H320	Causes eye irritation
H330	Fatal if inhaled
H331	Toxic if inhaled
H332	Harmful if inhaled
H333	May be harmful if inhaled
H334	May cause allergy or asthma symptoms or breathing difficulties if inhaled
H335	May cause respiratory irritation
H336	May cause drowsiness or dizziness
H340	May cause genetic defects
H341	Suspected of causing genetic defects
H350	May cause cancer
H351	Suspected of causing cancer
H360	May damage fertility or the unborn child
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

[ CAS No. 3268-21-1 ]

Quality Control of [ 3268-21-1 ]

Related Doc. of [ 3268-21-1 ]

Product Details of [ 3268-21-1 ]

Calculated chemistry of of [ 3268-21-1 ]

Physicochemical Properties

Pharmacokinetics

Lipophilicity

Druglikeness

Water Solubility

Medicinal Chemistry

Safety of [ 3268-21-1 ]

Application In Synthesis of [ 3268-21-1 ]

[ 3268-21-1 ] Synthesis Path-Downstream 1~32

Related Functional Groups of [ 3268-21-1 ]

Iodides

Aryls

Precautionary Statements-General

Prevention

Response

Storage

Disposal

Physical hazards

Health hazards

Environmental hazards

Inquiry

Related Functional Groups of
[ 3268-21-1 ]