1-Chloro-4-iodobenzene (HCID 12510)

Names & identifiers

Preferred name: 1-Chloro-4-iodobenzene
IUPAC: 1-chloro-4-iodobenzene
English name: 1-Chloro-4-iodobenzene
Molecular formula: C6H4ClI
Molecular weight: 238.45

Names & synonyms

1-Chloro-4-iodobenzeneBenzene, 1-chloro-4-iodo-EINECS 211-305-5NSC 328624-Chloro-1-iodo-benzeneDTXSID1060928pChloroiodobenzenepIodochlorobenzene4chloroiodobenzene4IodochlorobenzeneBenzene, 1chloro4iodoRefChem:75419

Show more names

P-IODOCHLOROBENZENE4-chloroiodineoro-4-iodobenzeneChloro-4-iodobenz1-Chloro-4-iodobenzep-chlorophenyliodidep-iodophenylchloride

DTXCID0044070211-305-5GWQSENYKCGJTRI-UHFFFAOYSA-NInChI=1/C6H4ClI/c7-5-1-3-6(8)4-2-5/h1-4637-87-64-CHLOROIODOBENZENEp-Chloroiodobenzene4-Iodochlorobenzene

Database identifiers

CAS: 637-87-6
PubChem CID: 12510
DTXSID: DTXSID1060928
UNII: NTZ94E8MNN
EC Number: 211-305-5
Nikkaji: J6.918C

Properties

Computed structural properties

XLogP: 3.6
Topological polar surface area: 0 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 0
Rotatable bonds: 0
Heavy atoms: 8
Formal charge: 0
Complexity: 66

Physicochemical properties

Melting point: 53 · 53-54 °C(lit.)
Boiling point: 226 · 226-227 °C(lit.)
Density: 1.886 · 1.8860
Flash point: 227 °F · 227 °F
storage temp.: Keep in dark place,Sealed in dry,Room Temperature
solubility: Chloroform (Slightly, Heated), Methanol (Slightly, Heated)
form: Crystalline Powder or Crystals
color: Off-white to light beige
Sensitive: Light Sensitive
BRN: 1634414 · 1634414
Henry's Law Constant: 6.9 · 6.9×10-3 mol/(m3Pa) at 25℃, Ebert et al. (2023)
InChI: InChI=1S/C6H4ClI/c7-5-1-3-6(8)4-2-5/h1-4H
InChIKey: GWQSENYKCGJTRI-UHFFFAOYSA-N
SMILES: C1(Cl)=CC=C(I)C=C1
CAS DataBase Reference: 637 · 637-87-6(CAS DataBase Reference)
NIST Chemistry Reference: 1 · Benzene, 1-chloro-4-iodo-(637-87-6)
EPA Substance Registry System: 1 · Benzene, 1-chloro-4-iodo- (637-87-6)
UNSPSC Code: 12352100 · 12352100
NACRES: 22 · NA.22
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 302 · H302+H312+H332
Precautionary statements: 261 · P261-P264-P280-P301+P312-P302+P352+P312-P304+P340+P312
PPE: 95 · dust mask type N95 (US), Eyeshields, Gloves
Hazard Codes: Xn,Xi
Risk Statements: 20 · 20/21/22-36/37/38
Safety Statements: 36 · 36/37-24/25
WGK Germany: 3 · 3
TSCA: TSCA listed
HazardClass: IRRITANT
HS Code: 29039990 · 29039990
Storage Class: 11 · 11 - Combustible Solids
Hazard Classifications: 4 DermalAcute · Acute Tox. 4 DermalAcute Tox. 4 InhalationAcute Tox. 4 Oral

Safety & regulation

Safety data

PPE: dust mask type N95 (US), Eyeshields, Gloves
wgk: 3
tsca: TSCA listed
hs_code: 29039990
risk_code: 20/21/22-36/37/38
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xn,Xi
safety_code: 36/37-24/25
hazard_class: IRRITANT
Storage Class: 11 - Combustible Solids
Hazard statements: H302+H312+H332
Hazard Classifications: Acute Tox. 4 DermalAcute Tox. 4 InhalationAcute Tox. 4 Oral
Precautionary statements: P261-P264-P280-P301+P312-P302+P352+P312-P304+P340+P312

Chemistry & industry

Applications

Usessuzuki reaction

Uses4-Chloroiodobenzene is used as a reagent in the synthesis of Clothiapine (C588550); an atypical antipsychotic of the dibenzothiazepine chemical class that has shown efficacy in treatment-resistant schizophrenic patients.

Preparation methods · 1 item

PreparationThe methods for synthesizing 1-Chloro-4-iodobenzene reported in the literature are mainly as follows: (1) p-iodoaniline is used as a raw material and then chlorinated and deamined. p-iodoaniline is expensive and the overall yield is low. (2) p-chloroaniline is used as a raw material and azidation and iodomethane are used to obtain the product. In this process, the operation of aryl azidoalkane is dangerous and can easily cause explosion, which is not conducive to industrial production. (3) p-chloroaniline is used as a raw material and diazotization and iodation are used to obtain the product. Due to the large number of by-products, column chromatography separation is required, and the operation is complicated and not easy to industrialize.