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4-Iodobenzaldehyde
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Name

4-Iodobenzaldehyde

 EINECS 627-186-1
CAS No. 15164-44-0 Density 1.883 g/cm3
PSA 17.07000 LogP 2.10370
Solubility Insoluble in water Melting Point 78-82 °C(lit.)
Formula C7H5 I O Boiling Point 264.8 °C at 760 mmHg
Molecular Weight 232.021 Flash Point 114 °C
Transport Information N/A Appearance Yellow crystals
Safety 26-36 37 39 Risk Codes R36/37/38   
Molecular Structure Molecular Structure of 15164-44-0 (4-IODOBENZALDEHYDE) Hazard Symbols
Synonyms

Benzaldehyde,p-iodo- (6CI,7CI,8CI); 4-Formyl-1-iodobenzene; 4-Formyliodobenzene;4-Iodobenzaldehyde; NSC 84301; p-Formylphenyl iodide; p-Iodobenzaldehyde

Article Data 124

4-Iodobenzaldehyde Synthetic route

619-58-9

4-iodobenzoic acid

15164-44-0

p-(iodophenyl)carboxaldehyde

Conditions
ConditionsYield
Stage #1: 4-iodobenzoic acid With borane-THF at 20℃; Inert atmosphere; Cooling with ice;
Stage #2: With pyridinium chlorochromate In dichloromethane at 0 - 20℃; for 3.5h;		100%
Stage #1: 4-iodobenzoic acid With borane-THF
Stage #2: With pyridinium chlorochromate In chloroform		92%
Multi-step reaction with 2 steps
1: 99 percent / BH3*THF / tetrahydrofuran / 16 h / 20 °C
2: 99 percent / MnO2 / CHCl3 / 72 h / Heating
View Scheme
18282-51-4

4-iodo-benzyl alcohol

15164-44-0

p-(iodophenyl)carboxaldehyde

Conditions
ConditionsYield
With manganese(IV) oxide In chloroform for 72h; Heating;99%
With dmap; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; copper diacetate In neat (no solvent) at 80℃; for 18h; Green chemistry;99%
With Iron(III) nitrate nonahydrate; tempol; oxygen; sodium chloride In 1,2-dichloro-ethane at 25℃; for 5h; chemoselective reaction;99%

A

620-94-0

di-(p-tolyl)sulfane

B

15164-44-0

p-(iodophenyl)carboxaldehyde

Conditions
ConditionsYield
With per-rhenic acid In toluene for 17h; Reflux;A 99%
B 88%
87199-17-5

4-formylphenylboronic acid,

15164-44-0

p-(iodophenyl)carboxaldehyde

Conditions
ConditionsYield
With N-iodo-succinimide In acetonitrile at 81℃; for 14h;94%
With iodine; potassium carbonate In acetonitrile at 80℃; for 8h; Inert atmosphere; Schlenk technique; Sealed tube;92%
With copper(I) oxide; ammonium hydroxide; oxygen; potassium iodide In water at 25℃; for 24h;82%

2-amino-4-iodobenzyl alcohol

15164-44-0

p-(iodophenyl)carboxaldehyde

Conditions
ConditionsYield
Stage #1: 2-amino-4-iodobenzyl alcohol With sodium sulfate at 26℃; for 3.83333h;
Stage #2: With palladium (II) nitrate; 5-methyl-dihydro-furan-2-one at 35℃; for 1.83333h; Temperature;		94%
1448723-27-0

C14H13IN2O3S

15164-44-0

p-(iodophenyl)carboxaldehyde

Conditions
ConditionsYield
Stage #1: C14H13IN2O3S With 1H-imidazole; 1-(Trimethylsilyl)imidazole In toluene at 55℃; McFadyen-Stevens Reaction;
Stage #2: With citric acid In methanol at 20℃; McFadyen-Stevens Reaction;		93%
Stage #1: C14H13IN2O3S With 1H-imidazole; 1-(Trimethylsilyl)imidazole In toluene at 55℃; Inert atmosphere;
Stage #2: With citric acid In toluene at 23℃; Inert atmosphere;		93%
201230-82-2

carbon monoxide

1514-50-7

4-iodobenzenediazonium tetrafluoroborate

15164-44-0

p-(iodophenyl)carboxaldehyde

Conditions
ConditionsYield
With palladium diacetate; polymethylhydrosiloxane In diethyl ether; acetonitrile under 7355.08 Torr; for 12h;59%
133746-50-6

4-iodobenzaldiacetate

15164-44-0

p-(iodophenyl)carboxaldehyde

Conditions
ConditionsYield
With sulfuric acid In ethanol; water for 0.5h; Hydrolysis; Heating;58%
556-18-3

4-aminobenzaldehyde

15164-44-0

p-(iodophenyl)carboxaldehyde

Conditions
ConditionsYield
Stage #1: 4-aminobenzaldehyde With sulfuric acid; sodium nitrite
Stage #2: With water; potassium iodide		46%
With nitrosylsulfuric acid; phosphoric acid at 0℃; Behandeln des Reaktionsgemisches mit kalter wss. KI-Loesung;
Stage #1: 4-aminobenzaldehyde With sodium nitrite In hydrogenchloride ice bath;
Stage #2: With potassium iodide In hydrogenchloride at 20℃; Further stages.;
619-66-9

4-Carboxybenzaldehyde

15164-44-0

p-(iodophenyl)carboxaldehyde

Conditions
ConditionsYield
With [bis(acetoxy)iodo]benzene; iodine In tetrachloromethane for 30h; Heating; Irradiation;40%

4-Iodobenzaldehyde Chemical Properties

Product Name: Benzaldehyde, 4-iodo- (CAS NO.15164-44-0)

Molecular Formula: C7H5IO
Molecular Weight: 232.02g/mol
Mol File: 15164-44-0.mol
Appearance: Yellow crystals
Melting Point: 78-82 °C(lit.)
Storage Temperature: Keep Cold
Sensitive: Air & Light Sensitive
Index of Refraction: 1.668 
Molar Refractivity: 45.91 cm3 
Molar Volume: 123.1 cm3  
Surface Tension: 50.2 dyne/cm 
Density: 1.883 g/cm3 
Flash Point: 114 °C 
Enthalpy of Vaporization: 50.27 kJ/mol 
Boiling Point: 264.8 °C at 760 mmHg 
Vapour Pressure: 0.0095 mmHg at 25°C
XLogP3-AA: 2.7
H-Bond Donor: 0
H-Bond Acceptor: 1
Structure Descriptors of Benzaldehyde, 4-iodo- (CAS NO.15164-44-0):
  IUPAC Name: 4-iodobenzaldehyde
  Canonical SMILES: C1=CC(=CC=C1C=O)I
  InChI: InChI=1S/C7H5IO/c8-7-3-1-6(5-9)2-4-7/h1-5H 
  InChIKey: NIEBHDXUIJSHSL-UHFFFAOYSA-N
Product Categories: Aromatic Aldehydes & Derivatives (substituted); Benzaldehyde; Adehydes, Acetals & Ketones; Iodine Compounds; Aldehydes; C7; Carbonyl Compounds

4-Iodobenzaldehyde Safety Profile

Safety Information of Benzaldehyde, 4-iodo- (CAS NO.15164-44-0):
Hazard Codes: XiIrritant
Risk Statements: 36/37/38   
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 26-36
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S36:Wear suitable protective clothing.
WGK Germany: 3
HazardClass: IRRITANT, AIR SENSITIVE, KEEP COLD

4-Iodobenzaldehyde Specification

 Benzaldehyde, 4-iodo- , its CAS NO. is 15164-44-0, the synonyms are 4-Iodobenzaldehyde ; p-Iodobenzaldehyde .

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