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Iodobenzenes

Organic compounds considered aryl halides that consist of a phenyl group with an iodine atom substitution in the following structure: C₆H₅I.

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1

3-Ethyl-2-iodotoluene, 98%

CAS: 175277-95-9 Molecular Formula: C9H11I Molecular Weight (g/mol): 246.091 MDL Number: MFCD00052855 InChI Key: PCSPENCTMKMGFE-UHFFFAOYSA-N Synonym: 2-ethyl-6-methyliodobenzene,3-ethyl-2-iodotoluene,acmc-1c540,1-methyl-2-iodo-3-ethylbenzene,3-ethyl-2-iodo-1-methylbenzene,benzene, 1-ethyl-3-methyl-2-iodo PubChem CID: 2734195 IUPAC Name: 1-ethyl-2-iodo-3-methylbenzene SMILES: CCC1=CC=CC(=C1I)C

PubChem CID 2734195
CAS 175277-95-9
Molecular Weight (g/mol) 246.091
MDL Number MFCD00052855
SMILES CCC1=CC=CC(=C1I)C
Synonym 2-ethyl-6-methyliodobenzene,3-ethyl-2-iodotoluene,acmc-1c540,1-methyl-2-iodo-3-ethylbenzene,3-ethyl-2-iodo-1-methylbenzene,benzene, 1-ethyl-3-methyl-2-iodo
IUPAC Name 1-ethyl-2-iodo-3-methylbenzene
InChI Key PCSPENCTMKMGFE-UHFFFAOYSA-N
Molecular Formula C9H11I
2

Pentafluoroiodobenzene, 97%

CAS: 827-15-6 Molecular Formula: C6F5I Molecular Weight (g/mol): 293.962 MDL Number: MFCD00001032 InChI Key: OPYHNLNYCRZOGY-UHFFFAOYSA-N Synonym: iodopentafluorobenzene,pentafluoroiodobenzene,benzene, pentafluoroiodo,2,3,4,5,6-pentafluoroiodobenzene,iodoperfluorobenzene,pentafluorophenyl iodide,1,2,3,4,5-pentafluoro-6-iodo-benzene,perfluoroiodobenzene,ibf,pubchem19982 PubChem CID: 70008 IUPAC Name: 1,2,3,4,5-pentafluoro-6-iodobenzene SMILES: C1(=C(C(=C(C(=C1F)F)I)F)F)F

PubChem CID 70008
CAS 827-15-6
Molecular Weight (g/mol) 293.962
MDL Number MFCD00001032
SMILES C1(=C(C(=C(C(=C1F)F)I)F)F)F
Synonym iodopentafluorobenzene,pentafluoroiodobenzene,benzene, pentafluoroiodo,2,3,4,5,6-pentafluoroiodobenzene,iodoperfluorobenzene,pentafluorophenyl iodide,1,2,3,4,5-pentafluoro-6-iodo-benzene,perfluoroiodobenzene,ibf,pubchem19982
IUPAC Name 1,2,3,4,5-pentafluoro-6-iodobenzene
InChI Key OPYHNLNYCRZOGY-UHFFFAOYSA-N
Molecular Formula C6F5I
3

Iodopentafluorobenzene, 99%, stabilised over copper

CAS: 827-15-6 Molecular Formula: C6F5I Molecular Weight (g/mol): 293.96 InChI Key: OPYHNLNYCRZOGY-UHFFFAOYSA-N Synonym: iodopentafluorobenzene,pentafluoroiodobenzene,benzene, pentafluoroiodo,2,3,4,5,6-pentafluoroiodobenzene,iodoperfluorobenzene,pentafluorophenyl iodide,1,2,3,4,5-pentafluoro-6-iodo-benzene,perfluoroiodobenzene,ibf,pubchem19982 PubChem CID: 70008 IUPAC Name: 1,2,3,4,5-pentafluoro-6-iodobenzene SMILES: C1(=C(C(=C(C(=C1F)F)I)F)F)F

PubChem CID 70008
CAS 827-15-6
Molecular Weight (g/mol) 293.96
SMILES C1(=C(C(=C(C(=C1F)F)I)F)F)F
Synonym iodopentafluorobenzene,pentafluoroiodobenzene,benzene, pentafluoroiodo,2,3,4,5,6-pentafluoroiodobenzene,iodoperfluorobenzene,pentafluorophenyl iodide,1,2,3,4,5-pentafluoro-6-iodo-benzene,perfluoroiodobenzene,ibf,pubchem19982
IUPAC Name 1,2,3,4,5-pentafluoro-6-iodobenzene
InChI Key OPYHNLNYCRZOGY-UHFFFAOYSA-N
Molecular Formula C6F5I
4

4,4'-Diiodobiphenyl, 99%

CAS: 3001-15-8 Molecular Formula: C12H8I2 Molecular Weight (g/mol): 406.005 MDL Number: MFCD00001057 InChI Key: GPYDMVZCPRONLW-UHFFFAOYSA-N Synonym: 4,4'-diiodobiphenyl,4,4'-diiodo-1,1'-biphenyl,4,4'-diiododiphenyl,1,1'-biphenyl, 4,4'-diiodo,1-iodo-4-4-iodophenyl benzene,4,4-diiodobiphenyl,4-4'-iodophenyl iodobenzene,4,4;-diiodobiphenyl,4,4'-diiododophenyl, pract,4-iodo-1-4-iodophenyl benzene PubChem CID: 76348 IUPAC Name: 1-iodo-4-(4-iodophenyl)benzene SMILES: C1=CC(=CC=C1C2=CC=C(C=C2)I)I

PubChem CID 76348
CAS 3001-15-8
Molecular Weight (g/mol) 406.005
MDL Number MFCD00001057
SMILES C1=CC(=CC=C1C2=CC=C(C=C2)I)I
Synonym 4,4'-diiodobiphenyl,4,4'-diiodo-1,1'-biphenyl,4,4'-diiododiphenyl,1,1'-biphenyl, 4,4'-diiodo,1-iodo-4-4-iodophenyl benzene,4,4-diiodobiphenyl,4-4'-iodophenyl iodobenzene,4,4;-diiodobiphenyl,4,4'-diiododophenyl, pract,4-iodo-1-4-iodophenyl benzene
IUPAC Name 1-iodo-4-(4-iodophenyl)benzene
InChI Key GPYDMVZCPRONLW-UHFFFAOYSA-N
Molecular Formula C12H8I2
5

1-Chloro-2-iodobenzene, 99%

CAS: 615-41-8 Molecular Formula: C6H4ClI Molecular Weight (g/mol): 238.45 MDL Number: MFCD00001033 InChI Key: MPEOPBCQHNWNFB-UHFFFAOYSA-N Synonym: 2-chloroiodobenzene,o-chloroiodobenzene,o-iodochlorobenzene,2-iodochlorobenzene,benzene, 1-chloro-2-iodo,2-chlorophenyl iodide,2-chloro-1-iodobenzene,1-chloro-2-iodo-benzene,chlorjodbenzol,iodochlorobenzene PubChem CID: 11993 IUPAC Name: 1-chloro-2-iodobenzene SMILES: ClC1=CC=CC=C1I

PubChem CID 11993
CAS 615-41-8
Molecular Weight (g/mol) 238.45
MDL Number MFCD00001033
SMILES ClC1=CC=CC=C1I
Synonym 2-chloroiodobenzene,o-chloroiodobenzene,o-iodochlorobenzene,2-iodochlorobenzene,benzene, 1-chloro-2-iodo,2-chlorophenyl iodide,2-chloro-1-iodobenzene,1-chloro-2-iodo-benzene,chlorjodbenzol,iodochlorobenzene
IUPAC Name 1-chloro-2-iodobenzene
InChI Key MPEOPBCQHNWNFB-UHFFFAOYSA-N
Molecular Formula C6H4ClI
6

2-Chloro-4-fluoro-1-iodobenzene, 98%

CAS: 101335-11-9 Molecular Formula: C6H3ClFI Molecular Weight (g/mol): 256.44 MDL Number: MFCD00051774 InChI Key: POTCKVPDYXEGSV-UHFFFAOYSA-N Synonym: 2-chloro-4-fluoroiodobenzene,1-chloro-5-fluoro-2-iodobenzene,benzene, 2-chloro-4-fluoro-1-iodo,2-chloro-4-fluoro-1-iodo-benzene,pubchem3434,acmc-1bu0g,ksc494m4h,4-fluoro-2-chloro-iodobenzene,2-chloro-4-fluoro-iodobenzene,2-chloro-4-fluoro-1-iodobenzol PubChem CID: 2736559 IUPAC Name: 2-chloro-4-fluoro-1-iodobenzene SMILES: FC1=CC=C(I)C(Cl)=C1

PubChem CID 2736559
CAS 101335-11-9
Molecular Weight (g/mol) 256.44
MDL Number MFCD00051774
SMILES FC1=CC=C(I)C(Cl)=C1
Synonym 2-chloro-4-fluoroiodobenzene,1-chloro-5-fluoro-2-iodobenzene,benzene, 2-chloro-4-fluoro-1-iodo,2-chloro-4-fluoro-1-iodo-benzene,pubchem3434,acmc-1bu0g,ksc494m4h,4-fluoro-2-chloro-iodobenzene,2-chloro-4-fluoro-iodobenzene,2-chloro-4-fluoro-1-iodobenzol
IUPAC Name 2-chloro-4-fluoro-1-iodobenzene
InChI Key POTCKVPDYXEGSV-UHFFFAOYSA-N
Molecular Formula C6H3ClFI
7

3-Iodoaniline, 98%

CAS: 626-01-7 Molecular Formula: C6H6IN Molecular Weight (g/mol): 219.025 MDL Number: MFCD00007781 InChI Key: FFCSRWGYGMRBGD-UHFFFAOYSA-N Synonym: m-iodoaniline,benzenamine, 3-iodo,aniline, m-iodo,m-aminoiodobenzene,3-iodobenzenamine,1-amino-3-iodobenzene,3-iodo-phenylamine,3iodoaniline,3-iodo-aniline,3-iodophenylamine PubChem CID: 12271 IUPAC Name: 3-iodoaniline SMILES: C1=CC(=CC(=C1)I)N

PubChem CID 12271
CAS 626-01-7
Molecular Weight (g/mol) 219.025
MDL Number MFCD00007781
SMILES C1=CC(=CC(=C1)I)N
Synonym m-iodoaniline,benzenamine, 3-iodo,aniline, m-iodo,m-aminoiodobenzene,3-iodobenzenamine,1-amino-3-iodobenzene,3-iodo-phenylamine,3iodoaniline,3-iodo-aniline,3-iodophenylamine
IUPAC Name 3-iodoaniline
InChI Key FFCSRWGYGMRBGD-UHFFFAOYSA-N
Molecular Formula C6H6IN
8

1-Iodo-4-(trifluoromethoxy)benzene, 98%

CAS: 103962-05-6 Molecular Formula: C7H4F3IO Molecular Weight (g/mol): 288.01 MDL Number: MFCD00042411 InChI Key: RTUDBROGOZBBIC-UHFFFAOYSA-N Synonym: 1-iodo-4-trifluoromethoxy benzene,4-trifluoromethoxy iodobenzene,4-iodotrifluoromethoxybenzene,1-iado-4-trifluoromethoxy benzene,p-trifluoromethoxy iodobenzene,4-trifluoromethoxy-iodobenzene,1-iodo-4-trifluoromethoxy-benzene,benzene, 1-iodo-4-trifluoromethoxy,alpha,alpha,alpha-trifluoro-4-iodoanisole,4-iodo-alpha,alpha,alpha-trifluoromethoxybenzene PubChem CID: 2777294 IUPAC Name: 1-iodo-4-(trifluoromethoxy)benzene SMILES: FC(F)(F)OC1=CC=C(I)C=C1

PubChem CID 2777294
CAS 103962-05-6
Molecular Weight (g/mol) 288.01
MDL Number MFCD00042411
SMILES FC(F)(F)OC1=CC=C(I)C=C1
Synonym 1-iodo-4-trifluoromethoxy benzene,4-trifluoromethoxy iodobenzene,4-iodotrifluoromethoxybenzene,1-iado-4-trifluoromethoxy benzene,p-trifluoromethoxy iodobenzene,4-trifluoromethoxy-iodobenzene,1-iodo-4-trifluoromethoxy-benzene,benzene, 1-iodo-4-trifluoromethoxy,alpha,alpha,alpha-trifluoro-4-iodoanisole,4-iodo-alpha,alpha,alpha-trifluoromethoxybenzene
IUPAC Name 1-iodo-4-(trifluoromethoxy)benzene
InChI Key RTUDBROGOZBBIC-UHFFFAOYSA-N
Molecular Formula C7H4F3IO
9

2-Chloro-1-fluoro-4-iodobenzene, 98%

CAS: 156150-67-3 Molecular Formula: C6H3ClFI Molecular Weight (g/mol): 256.443 MDL Number: MFCD00042210 InChI Key: OMASDGWBVAVFQZ-UHFFFAOYSA-N Synonym: 3-chloro-4-fluoroiodobenzene,1-chloro-2-fluoro-5-iodobenzene,2-chloro4-iodofluorobenzene,3-chloro-4-fluoro-1-iodobenzene,1-fluoro-2-chloro-4-iodobenzene,benzene, 2-chloro-1-fluoro-4-iodo,benzene,2-chloro-1-fluoro-4-iodo,2-chloro-1-fluoro-4-iodo-benzene,pubchem3433,acmc-20an6s PubChem CID: 2724605 IUPAC Name: 2-chloro-1-fluoro-4-iodobenzene SMILES: C1=CC(=C(C=C1I)Cl)F

PubChem CID 2724605
CAS 156150-67-3
Molecular Weight (g/mol) 256.443
MDL Number MFCD00042210
SMILES C1=CC(=C(C=C1I)Cl)F
Synonym 3-chloro-4-fluoroiodobenzene,1-chloro-2-fluoro-5-iodobenzene,2-chloro4-iodofluorobenzene,3-chloro-4-fluoro-1-iodobenzene,1-fluoro-2-chloro-4-iodobenzene,benzene, 2-chloro-1-fluoro-4-iodo,benzene,2-chloro-1-fluoro-4-iodo,2-chloro-1-fluoro-4-iodo-benzene,pubchem3433,acmc-20an6s
IUPAC Name 2-chloro-1-fluoro-4-iodobenzene
InChI Key OMASDGWBVAVFQZ-UHFFFAOYSA-N
Molecular Formula C6H3ClFI
10
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[Bis(trifluoroacetoxy)iodo]benzene, 98%

CAS: 2712-78-9 Molecular Formula: C10H5F6IO4 Molecular Weight (g/mol): 430.03 MDL Number: MFCD00009672 InChI Key: PEZNEXFPRSOYPL-UHFFFAOYSA-N Synonym: bis trifluoroacetoxy iodo benzene,pifa,unii-659sfv27xs,bis-trifluoroacetoxyiodobenzene,phenylbis trifluoroacetato-o iodine,bis i,i-trifluoroacetoxy iodobenzene,iodine, phenylbis trifluoroacetato-o,bis trifluoracetoxy-iodobenzene,bis trifluoroacetoxy phenyl iodane PubChem CID: 102317 IUPAC Name: [phenyl-(2,2,2-trifluoroacetyl)oxy-$l^{3}-iodanyl] 2,2,2-trifluoroacetate SMILES: C1=CC=C(C=C1)I(OC(=O)C(F)(F)F)OC(=O)C(F)(F)F

PubChem CID 102317
CAS 2712-78-9
Molecular Weight (g/mol) 430.03
MDL Number MFCD00009672
SMILES C1=CC=C(C=C1)I(OC(=O)C(F)(F)F)OC(=O)C(F)(F)F
Synonym bis trifluoroacetoxy iodo benzene,pifa,unii-659sfv27xs,bis-trifluoroacetoxyiodobenzene,phenylbis trifluoroacetato-o iodine,bis i,i-trifluoroacetoxy iodobenzene,iodine, phenylbis trifluoroacetato-o,bis trifluoracetoxy-iodobenzene,bis trifluoroacetoxy phenyl iodane
IUPAC Name [phenyl-(2,2,2-trifluoroacetyl)oxy-$l^{3}-iodanyl] 2,2,2-trifluoroacetate
InChI Key PEZNEXFPRSOYPL-UHFFFAOYSA-N
Molecular Formula C10H5F6IO4
11

4,4'-Diiodobiphenyl, 99%

CAS: 3001-15-8 Molecular Formula: C12H8I2 Molecular Weight (g/mol): 406 MDL Number: MFCD00001057 InChI Key: GPYDMVZCPRONLW-UHFFFAOYSA-N Synonym: 4,4'-diiodobiphenyl,4,4'-diiodo-1,1'-biphenyl,4,4'-diiododiphenyl,1,1'-biphenyl, 4,4'-diiodo,1-iodo-4-4-iodophenyl benzene,4,4-diiodobiphenyl,4-4'-iodophenyl iodobenzene,4,4;-diiodobiphenyl,4,4'-diiododophenyl, pract,4-iodo-1-4-iodophenyl benzene PubChem CID: 76348 IUPAC Name: 1-iodo-4-(4-iodophenyl)benzene SMILES: C1=CC(=CC=C1C2=CC=C(C=C2)I)I

PubChem CID 76348
CAS 3001-15-8
Molecular Weight (g/mol) 406
MDL Number MFCD00001057
SMILES C1=CC(=CC=C1C2=CC=C(C=C2)I)I
Synonym 4,4'-diiodobiphenyl,4,4'-diiodo-1,1'-biphenyl,4,4'-diiododiphenyl,1,1'-biphenyl, 4,4'-diiodo,1-iodo-4-4-iodophenyl benzene,4,4-diiodobiphenyl,4-4'-iodophenyl iodobenzene,4,4;-diiodobiphenyl,4,4'-diiododophenyl, pract,4-iodo-1-4-iodophenyl benzene
IUPAC Name 1-iodo-4-(4-iodophenyl)benzene
InChI Key GPYDMVZCPRONLW-UHFFFAOYSA-N
Molecular Formula C12H8I2
12

4-Chloro-2-iodoanisole, 98%, Thermo Scientific™

CAS: 52807-27-9 Molecular Formula: C7H6ClIO Molecular Weight (g/mol): 268.48 MDL Number: MFCD00052858 InChI Key: CXXXAGIYCFOGHA-UHFFFAOYSA-N Synonym: 4-chloro-2-iodoanisole,5-chloro-2-methoxyiodobenzene,4-chloro-2-iodo-1-methoxy-benzene,4-chloroiodoanisole,pubchem14310,2-iodo-4-chloroanisole,acmc-209l1x,4-chloro-2-iodo-1-methoxybenzen,benzene,4-chloro-2-iodo-1-methoxy,4-chloro-2-iodoanisol;chloro-2-iodoanisole PubChem CID: 2800978 IUPAC Name: 4-chloro-2-iodo-1-methoxybenzene SMILES: COC1=CC=C(Cl)C=C1I

PubChem CID 2800978
CAS 52807-27-9
Molecular Weight (g/mol) 268.48
MDL Number MFCD00052858
SMILES COC1=CC=C(Cl)C=C1I
Synonym 4-chloro-2-iodoanisole,5-chloro-2-methoxyiodobenzene,4-chloro-2-iodo-1-methoxy-benzene,4-chloroiodoanisole,pubchem14310,2-iodo-4-chloroanisole,acmc-209l1x,4-chloro-2-iodo-1-methoxybenzen,benzene,4-chloro-2-iodo-1-methoxy,4-chloro-2-iodoanisol;chloro-2-iodoanisole
IUPAC Name 4-chloro-2-iodo-1-methoxybenzene
InChI Key CXXXAGIYCFOGHA-UHFFFAOYSA-N
Molecular Formula C7H6ClIO
13

2-Chloro-6-iodotoluene, 98%, Thermo Scientific™

CAS: 42048-11-3 Molecular Formula: C7H6ClI Molecular Weight (g/mol): 252.479 MDL Number: MFCD00019013 InChI Key: OEHHXVIJMCMYGM-UHFFFAOYSA-N Synonym: 2-chloro-6-iodotoluene,6-chloro-2-iodotoluene,1-chloro-3-iodo-2-methyl-benzene,pubchem3654,2-iodo-6-chlorotoluene,acmc-1aru0,ksc491k9p,3-chloro-1-iodo-2-methylbenzene,buttpark 121\11-22,3-chloro-2-methyliodobenzene PubChem CID: 2757617 IUPAC Name: 1-chloro-3-iodo-2-methylbenzene SMILES: CC1=C(C=CC=C1I)Cl

PubChem CID 2757617
CAS 42048-11-3
Molecular Weight (g/mol) 252.479
MDL Number MFCD00019013
SMILES CC1=C(C=CC=C1I)Cl
Synonym 2-chloro-6-iodotoluene,6-chloro-2-iodotoluene,1-chloro-3-iodo-2-methyl-benzene,pubchem3654,2-iodo-6-chlorotoluene,acmc-1aru0,ksc491k9p,3-chloro-1-iodo-2-methylbenzene,buttpark 121\11-22,3-chloro-2-methyliodobenzene
IUPAC Name 1-chloro-3-iodo-2-methylbenzene
InChI Key OEHHXVIJMCMYGM-UHFFFAOYSA-N
Molecular Formula C7H6ClI
14

3-Iodo-4,5-dimethoxybenzaldehyde, 98%, Thermo Scientific™

CAS: 32024-15-0 Molecular Formula: C9H9IO3 Molecular Weight (g/mol): 292.07 MDL Number: MFCD00674091 InChI Key: MVPNBXPAUYYZAF-UHFFFAOYSA-N Synonym: 4,5-dimethoxy-3-iodobenzaldehyde,3,4-dimethoxy-5-iodobenzaldehyde,5-iodo-3,4-dimethoxybenzaldehyde,3-iodo-4,5-dimethoxy-benzaldehyde,5-iodoveratraldehyde,acmc-1adyn,4,5-dimethoxy-3-iodo-benzaldehyde,3,4-dimethoxy-5-iodo-benzaldehyde,benzaldehyde,3-iodo-4,5-dimethoxy,3-iodo-4,5-dimethoxybenzaldehyde PubChem CID: 2778113 IUPAC Name: 3-iodo-4,5-dimethoxybenzaldehyde SMILES: COC1=C(OC)C(I)=CC(C=O)=C1

PubChem CID 2778113
CAS 32024-15-0
Molecular Weight (g/mol) 292.07
MDL Number MFCD00674091
SMILES COC1=C(OC)C(I)=CC(C=O)=C1
Synonym 4,5-dimethoxy-3-iodobenzaldehyde,3,4-dimethoxy-5-iodobenzaldehyde,5-iodo-3,4-dimethoxybenzaldehyde,3-iodo-4,5-dimethoxy-benzaldehyde,5-iodoveratraldehyde,acmc-1adyn,4,5-dimethoxy-3-iodo-benzaldehyde,3,4-dimethoxy-5-iodo-benzaldehyde,benzaldehyde,3-iodo-4,5-dimethoxy,3-iodo-4,5-dimethoxybenzaldehyde
IUPAC Name 3-iodo-4,5-dimethoxybenzaldehyde
InChI Key MVPNBXPAUYYZAF-UHFFFAOYSA-N
Molecular Formula C9H9IO3
15

5-Chloro-2-iodotoluene, 97%, Thermo Scientific™

CAS: 23399-70-4 Molecular Formula: C7H6ClI Molecular Weight (g/mol): 252.479 MDL Number: MFCD00060665 InChI Key: ZZNUQVQAJVZRKW-UHFFFAOYSA-N Synonym: 5-chloro-2-iodotoluene,benzene, 4-chloro-1-iodo-2-methyl,4-chloro-1-iodo-2-methyl-benzene,4-chloro-2-methyl-iodobenzene,acmc-20aich,2-iodo-5-chlorotoluene,4-chloro-2-methyliodobenzene,ksc493k6n,1-iodo-2-methyl-4-chlorobenzene,benzene, 4-chloro-2-methyl-1-iodo PubChem CID: 2735744 IUPAC Name: 4-chloro-1-iodo-2-methylbenzene SMILES: CC1=C(C=CC(=C1)Cl)I

PubChem CID 2735744
CAS 23399-70-4
Molecular Weight (g/mol) 252.479
MDL Number MFCD00060665
SMILES CC1=C(C=CC(=C1)Cl)I
Synonym 5-chloro-2-iodotoluene,benzene, 4-chloro-1-iodo-2-methyl,4-chloro-1-iodo-2-methyl-benzene,4-chloro-2-methyl-iodobenzene,acmc-20aich,2-iodo-5-chlorotoluene,4-chloro-2-methyliodobenzene,ksc493k6n,1-iodo-2-methyl-4-chlorobenzene,benzene, 4-chloro-2-methyl-1-iodo
IUPAC Name 4-chloro-1-iodo-2-methylbenzene
InChI Key ZZNUQVQAJVZRKW-UHFFFAOYSA-N
Molecular Formula C7H6ClI