4-Iodo-2,6-dimethylaniline supplier

Name
4-Iodo-2,6-dimethylaniline
EINECS 609-884-8
CAS No. 4102-53-8
Article Data29
CAS DataBase
Density 1.688 g/cm³
Solubility
Melting Point 52-53oC
Formula C₈H₁₀IN
Boiling Point 290.6 °C at 760 mmHg
Molecular Weight 247.079
Flash Point 129.6 °C
Transport Information
Appearance crystals
Safety
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms 2,6-Xylidine,4-iodo- (6CI,7CI,8CI);2,6-Dimethyl-4-iodoaniline;NSC 128900;
PSA 26.02000
LogP 3.07140

Synthetic route

: 87-62-7
2,6-dimethylaniline

: 4102-53-8
4-iodo-2,6-dimethylaniline

Conditions

Conditions	Yield
With Iodine monochloride In methanol; dichloromethane at 20℃;	99%
With In(OSO2CF3)3; Iodine monochloride In dichloromethane; acetonitrile at 20℃; for 1h;	98%
With C10H14N4Cu(1+)I(1-)*ClI In acetonitrile at 20℃; for 10h; Reagent/catalyst;	98%

: 21436-98-6
2,6-dimethylaniline hydrochloride

: 4102-53-8
4-iodo-2,6-dimethylaniline

Conditions

Conditions	Yield
With iodine; calcium carbonate In water at 60℃; for 0.833333h;	92%

: 87-62-7
2,6-dimethylaniline

A: 4102-53-8
4-iodo-2,6-dimethylaniline

B: 24596-20-1
4-(2,6-dimethylphenylimino)-2,6-dimethylcyclohexa-2,5-dienone

Conditions

Conditions	Yield
With hydrogenchloride; sodium iodine dichloride In methanol; water at 20℃; for 3h; pH=1 - 2;	A 21% B 28%

: 144991-54-8
1,3-dimethyl-5-iodo-4-nitrobenzene

: 4102-53-8
4-iodo-2,6-dimethylaniline

Conditions

Conditions	Yield
With ethanol; ammonium chloride; zinc

: 87-62-7
2,6-dimethylaniline

A: 24596-18-7
4-chloro-2,6-dimethylaniline

B: 4102-53-8
4-iodo-2,6-dimethylaniline

Conditions

Conditions	Yield
With 1-butyl-3-methyl-pyridinium dichloroiodate at 80℃; for 2h; Time; Reagent/catalyst;	A 95 %Chromat. B 98 %Chromat.

: 4102-53-8
4-iodo-2,6-dimethylaniline

: 123-72-8
butyraldehyde

: (4-iodo-2,6-dimethyl-phenyl)-dipropyl-amine

Conditions

Conditions	Yield
With sodium tris(acetoxy)borohydride; acetic acid In 1,2-dichloro-ethane	100%

: 4102-53-8
4-iodo-2,6-dimethylaniline

: 1066-54-2
trimethylsilylacetylene

: 926895-24-1
2,6-dimethyl-4-[(trimethylsilyl)ethynyl]aniline

Conditions

Conditions	Yield
With piperidine; copper(l) iodide; tetrakis(triphenylphosphine) palladium(0) In various solvent(s) at 20℃; for 16h; Sonogashira cross-coupling reaction;	100%

: 4102-53-8
4-iodo-2,6-dimethylaniline

: 98-59-9
p-toluenesulfonyl chloride

: N-(4-iodo-2,6-dimethylphenyl) p-toluenesulfonamide

Conditions

Conditions	Yield
With pyridine at 0℃; for 2h;	95%

: 4102-53-8
4-iodo-2,6-dimethylaniline

: 762-04-9
phosphonic acid diethyl ester

: 1421533-53-0
diethyl (4-amino-3,5-dimethylphenyl)phosphonate

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); triethylamine In toluene for 12h; Reflux; Inert atmosphere;	90%

: 4102-53-8
4-iodo-2,6-dimethylaniline

: 106-45-6
para-thiocresol

: 2,6-dimethyl-4-(p-tolylthio)aniline

Conditions

Conditions	Yield
With copper(l) iodide; potassium carbonate; ethylene glycol In isopropyl alcohol at 80℃; for 96h;	88%

: 4102-53-8
4-iodo-2,6-dimethylaniline

: 2258-42-6
Acetic formic anhydride

: 1210812-13-7
4-iodo-2,6-dimethylformanilide

Conditions

Conditions	Yield
In tetrahydrofuran at -20℃; for 0.25h;	87%

: 4102-53-8
4-iodo-2,6-dimethylaniline

: 149817-60-7
4'-ethynyl-2,2':6',6-terpyridine

: 2,6-dimethyl-4-[2,2';6',2'']terpyridin-4'-ylethynyl-phenylamine

Conditions

Conditions	Yield
With copper(l) iodide; triethylamine; bis-triphenylphosphine-palladium(II) chloride In N,N-dimethyl-formamide at 20℃; for 20h;	85%

: bis(tetrabutylammonium) hexamolybdate

: 4102-53-8
4-iodo-2,6-dimethylaniline

: C6H2IN(CH3)2(Mo6O18)(2-)*2(CH3(CH2)3)4N(1+)=(C6H2IN(CH3)2(Mo6O18))((CH3(CH2)3)4N)2

Conditions

Conditions	Yield
With dicyclohexyl-carbodiimide In acetonitrile Reflux;	80%

: 4102-53-8
4-iodo-2,6-dimethylaniline

: 4-azido-2,6-dimethylaniline

Conditions

Conditions	Yield
With copper(l) iodide; sodium azide; Vitamin C; N,N-dimethylethylenediamine; sodium hydroxide In water; dimethyl sulfoxide at 50℃; for 4h; Inert atmosphere; Schlenk technique;	79%

: 4102-53-8
4-iodo-2,6-dimethylaniline

: 1-(6-(1-((2,6-diisopropylphenyl)imino)ethyl)pyridin-2-yl)ethan-1-one

: 2-[1-(4-iodo-2,6-dimethylphenyl)iminoethyl]-6-[1-(2,6-diisopropylphenyl)iminoethyl]pyridine

Conditions

Conditions	Yield
With silica/alumina In toluene at 45 - 50℃; for 24h; Schlenk technique; Inert atmosphere; Molecular sieve;	78%

: 4102-53-8
4-iodo-2,6-dimethylaniline

A: 22445-41-6
3,5-dimethylphenyl iodide

B: 4102-48-1
1,4-diiodo-2,6-dimethylbenzene

Conditions

Conditions	Yield
Stage #1: 4-iodo-2,6-dimethylaniline Diazotization; Stage #2: iododediazotisation;	A n/a B 75%

: 3739-94-4
2,6-Pyridinedicarbonyl dichloride

: 4102-53-8
4-iodo-2,6-dimethylaniline

: 22657-66-5
1,1-bis(4-amino-3,5-dimethylphenyl)cyclohexane

: 900780-74-7
C52H52I2N6O4

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In dichloromethane at 0 - 20℃;	75%

...Expand

: 1129-30-2
2,6-Diacetylpyridine

: 4102-53-8
4-iodo-2,6-dimethylaniline

: C25H25I2N3

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In toluene Heating;	75%

: hexamolybdate

: 4102-53-8
4-iodo-2,6-dimethylaniline

: C6H2IN(CH3)2(Mo6O18)(2-)*2(CH3(CH2)3)4N(1+)=(C6H2IN(CH3)2(Mo6O18))((CH3(CH2)3)4N)2

Conditions

Conditions	Yield
In acetonitrile Kinetics; molybdate/aniline/DCC at 1:1:1 molar ratio; under N2 in refluxing MeCN for ca. 12 h; single crystal X-ray diffraction;	72%

: ferrocenylzinc(II) chloride

: 4102-53-8
4-iodo-2,6-dimethylaniline

: 884843-65-6
2,6-dimethyl-4-ferrocenylaniline

Conditions

Conditions	Yield
tetrakis(triphenylphosphine) palladium(0) In tetrahydrofuran (N2); using Schlenk techniques; stirring at room temp. overnight in the presence of Pd(PPh3)4; (J. Am. Chem. Soc. 1968, 90, 1878); (Polyhedron 1999, 18, 1815); removal of solvent under vac.; chromy. (silica gel);	72%

: 131543-46-9
Glyoxal

: 4102-53-8
4-iodo-2,6-dimethylaniline

: 1051398-53-8
N,N'-bis(4-iodo-2,6-dimethylphenyl)ethane-1,2-diylidenediamine

Conditions

Conditions	Yield
With formic acid In methanol; water Inert atmosphere;	71%
With formic acid In ethanol; water at 20℃;	68%
With formic acid In ethanol; water at 20℃; for 17h;	60%

: 4102-53-8
4-iodo-2,6-dimethylaniline

: 107-13-1
acrylonitrile

: 500292-94-4
trans-3-(4-amino-3,5-dimethylphenyl)acrylonitrile

Conditions

Conditions	Yield
With palladium 10% on activated carbon; tetrabutylammomium bromide; sodium acetate; tris-(o-tolyl)phosphine In N,N-dimethyl acetamide at 140℃; for 12h; Inert atmosphere;	69%

: tris(4-ferrocenylphenyl)boroxine

: 4102-53-8
4-iodo-2,6-dimethylaniline

: 1210811-86-1
(ferrocenyl)(C6H4)(C6H2Me2)NH2

Conditions

Conditions	Yield
With K2CO3 In water boroxine, 4-iodo-2,6-dimethylformanilide reacted in DMF/water in presence of Pd(PPh3)4; chromy. on silica gel (eluent CHCl3/ether); elem. anal.;	65%
With K2CO3 In water; N,N-dimethyl-formamide boroxine, 4-iodo-2,6-dimethylaniline reacted in DMF/water in presence ofPd(PPh3)4 and K2CO3; chromy. on silica gel (eluent CHCl3/ether); elem. anal.;	55%

: 896712-63-3
1-(6-(1-(4-bromo-2,6-dimethylphenylimino)ethyl)pyridin-2-yl)ethanone

: 4102-53-8
4-iodo-2,6-dimethylaniline

: 2-[1-(4-iodo-2,6-dimethylphenyl)iminoethyl]-6-[1-(4-bromo-2,6-dimethylphenyl)imino-ethyl]pyridine

Conditions

Conditions	Yield
With silica/alumina In toluene at 45 - 50℃; for 24h; Schlenk technique; Inert atmosphere; Molecular sieve;	58%

: 4102-53-8
4-iodo-2,6-dimethylaniline

A: 22445-41-6
3,5-dimethylphenyl iodide

B: 2-chloro-5-iodo-1,3-dimethylbenzene

Conditions

Conditions	Yield
Stage #1: 4-iodo-2,6-dimethylaniline Diazotization; Stage #2: chlorodediazotisation;	A n/a B 56%

: 395656-36-7
2-acetyl-6-[1-((2,6-dimethylphenyl)imino)ethyl]pyridine

: 4102-53-8
4-iodo-2,6-dimethylaniline

: 2-[1-(4-iodo-2,6-dimethylphenyl)iminoethyl]-6-[1-(2,6-dimethylphenyl)iminoethyl]-pyridine

Conditions

Conditions	Yield
With silica/alumina In toluene at 45 - 50℃; for 24h; Schlenk technique; Inert atmosphere; Molecular sieve;	56%

4-Iodo-2,6-dimethylaniline Specification

The Benzenamine,4-iodo-2,6-dimethyl-, with CAS registry number 4102-53-8, belongs to the following product category: Amines. It has the systematic name of 4-iodo-2,6-dimethylaniline. Besides this, it is also called 4-Iod-2,6-dimethylanilin. And the chemical formula of this chemical is C₈H₁₀IN.

Physical properties of Benzenamine,4-iodo-2,6-dimethyl-: (1)ACD/LogP: 3.26; (2)# of Rule of 5 Violations: 0; (3)#H bond acceptors: 1; (4)#H bond donors: 2; (5)#Freely Rotating Bonds: 1; (6)Polar Surface Area: 3.24 Å²; (7)Index of Refraction: 1.644; (8)Molar Refractivity: 53.04 cm³; (9)Molar Volume: 146.3 cm³; (10)Polarizability: 21.02×10^-24cm³; (11)Surface Tension: 47.4 dyne/cm; (12)Density: 1.688 g/cm³; (13)Flash Point: 129.6 °C; (14)Enthalpy of Vaporization: 53 kJ/mol; (15)Boiling Point: 290.6 °C at 760 mmHg; (16)Vapour Pressure: 0.00204 mmHg at 25°C.

You can still convert the following datas into molecular structure:
(1)SMILES: Ic1cc(c(N)c(c1)C)C
(2)InChI: InChI=1/C8H10IN/c1-5-3-7(9)4-6(2)8(5)10/h3-4H,10H2,1-2H3
(3)InChIKey: BJJSUOOEBCCLNY-UHFFFAOYAT
(4)Std. InChI: InChI=1S/C8H10IN/c1-5-3-7(9)4-6(2)8(5)10/h3-4H,10H2,1-2H3
(5)Std. InChIKey: BJJSUOOEBCCLNY-UHFFFAOYSA-N

Product Name

4-Iodo-2,6-dimethylaniline

Synthetic route

4-Iodo-2,6-dimethylaniline Specification

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