CAS 2958-36-3 2-Amino-2',5-dichlorobenzophenone (HCID 18069)

Overview

structure given in first source

Names & identifiers

Preferred name: 2-Amino-2',5-dichlorobenzophenone
IUPAC: (2-amino-5-chlorophenyl)-(2-chlorophenyl)methanone
English name: 2-Amino-2',5-dichlorobenzophenone
Molecular formula: C13H9Cl2NO
Molecular weight: 266.12

Names & synonyms

2-Amino-2',5-dichlorobenzophenone2958-36-3Methanone, (2-amino-5-chlorophenyl)(2-chlorophenyl)-Adb, benzophenoneG806VEO3KEDTXSID7062742NSC-611905RefChem:463297DTXCID7038020220-985-2(2-Amino-5-chlorophenyl)(2-chlorophenyl)methanone(2-amino-5-chlorophenyl)-(2-chlorophenyl)methanone

Show more names

(2-amino-5-chlorophenyl)(2-chlorophenyl)-methanonNSC 611905LORAZEPAM IMP ATIMTEC-BB SBB003068IFLAB-BB F1386-0354LORAZEPAM IMPURITY ALorazepam impurity BLorazepam Impurity 4LABOTEST-BB LT00080738

4-chloro-2-(2-chlorobenzoyl)aniline2-amino-5-chloro-2'-chlorobenzophenoneMFCD00007840Lorazepam EP Impurity AEINECS 220-985-22-Amino-5,2'-dichlorobenzophenoneOprea1_589897KWZYIAJRFJVQDO-UHFFFAOYSA-

Database identifiers

CAS: 2958-36-3
PubChem CID: 18069
DTXSID: DTXSID7062742
ChEMBL: CHEMBL1488083
UNII: G806VEO3KE
EC Number: 220-985-2
Nikkaji: J23.028F

Properties

Computed structural properties

XLogP: 4.4
Topological polar surface area: 43.1 Å²
Hydrogen bond donors: 1
Hydrogen bond acceptors: 2
Rotatable bonds: 2
Heavy atoms: 17
Formal charge: 0
Complexity: 285

Experimental & physicochemical properties

Endocrine DisruptorsPotential endocrine disrupting compound

Physicochemical properties

Melting point: 87 · 87-89 °C(lit.)
Boiling point: 453.6 · 453.6±40.0 °C(Predicted)
Density: 1.3134 · 1.3134 (rough estimate)
vapor pressure: 0 Pa · 0Pa at 25℃
refractive index: 1.549 · 1.5490 (estimate)
storage temp.: Keep in dark place,Inert atmosphere,Room temperature
solubility: methanol: soluble
pka: -0.97 · -0.97±0.10(Predicted)
form: Solid
color: Yellow to Green
Water Solubility: Insoluble in water.
BRN: 652774 · 652774
InChI: 1S/C13H9Cl2NO/c14-8-5-6-12(16)10(7-8)13(17)9-3-1-2-4-11(9)15/h1-7H,16H2
InChIKey: KWZYIAJRFJVQDO-UHFFFAOYSA-N
SMILES: Nc1ccc(Cl)cc1C(=O)c2ccccc2Cl
LogP: 3.1 · 3.1
CAS DataBase Reference: 2958 · 2958-36-3(CAS DataBase Reference)
EWG's Food Scores: 1 · 1
FDA UNII: 806 VEO3KE · G806VEO3KE
NIST Chemistry Reference: Methanone, (2-amino-5-chlorophenyl)(2-chlorophenyl)-(2958-36-3)
EPA Substance Registry System: Methanone, (2-amino-5-chlorophenyl)(2-chlorophenyl)- (2958-36-3)
UNSPSC Code: 41116107 · 41116107
NACRES: 24 · NA.24
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 315 · H315-H319-H335
Precautionary statements: 261 · P261-P264-P271-P280-P302+P352-P305+P351+P338
target organs: Respiratory system
PPE: 95 · dust mask type N95 (US), Eyeshields, Gloves
Hazard Codes: Xi,Xn
Risk Statements: 36 · 36/37/38-20/21/22
Safety Statements: 26 · 26-37/39-24/25-36
WGK Germany: 3 · 3
RTECS: 200000 · DJ0200000
Hazard Note: Irritant
TSCA: TSCA listed
HS Code: 29223900 · 29223900
Storage Class: 11 · 11 - Combustible Solids
Hazard Classifications: 2 Skin · Eye Irrit. 2Skin Irrit. 2STOT SE 3
REACH Registrations: Active

Safety & regulation

GHS classification

GHS Classification · 5 items

This chemical does not meet GHS hazard criteria for 14.3% (8 of 56) of reports.

Warning

H302 (12.5%): Harmful if swallowed [Warning Acute toxicity, oral]

P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 56 reports by companies from 9 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Regulatory Information · 2 items

Status: Active Update: 01-03-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/18388

Methanone, (2-amino-5-chlorophenyl)(2-chlorophenyl)-: Does not have an individual approval but may be used under an appropriate group standard

Hazard Classes and CategoriesAcute Tox. 4 (12.5%)

Safety data

PPE: dust mask type N95 (US), Eyeshields, Gloves
wgk: 3
tsca: TSCA listed
rtecs: DJ0200000
hs_code: 29223900
risk_code: 36/37/38-20/21/22
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xi,Xn
hazard_note: Irritant
safety_code: 26-37/39-24/25-36
Storage Class: 11 - Combustible Solids
target organs: Respiratory system
Hazard statements: H315-H319-H335
REACH Registrations: Active
Hazard Classifications: Eye Irrit. 2Skin Irrit. 2STOT SE 3
Precautionary statements: P261-P264-P271-P280-P302+P352-P305+P351+P338

Chemistry & industry

Uses & manufacturing

General Manufacturing InformationMethanone, (2-amino-5-chlorophenyl)(2-chlorophenyl)-: ACTIVE

Applications · 3 items

Uses2-Amino-2',5-dichlorobenzophenone is used to produce lorazepam a drug of the benzodiazepine group, used especially to treat anxiety.

UsesLorazepam Impurity A.

General Description2-Amino-2′,5-dichlorobenzophenone can be synthesized from a precursor diazepine, Iorazepam.

Preparation methods · 1 item

PreparationAt room temperature, 2-amino-5-chlorobenzonitrile (0.4 mmol), 2-chlorophenylboronic acid (0.8 mmol), Pd(O2CCF3)2 (5 mol%), MsOH (10 eq), ligand 5,5'-dimethyl-2,2'-bipyridine (7.5 mol%), 2-methyltetrahydrofuran (2 mL), and H2O (1 mL) were added to a Schlenk tube. The reaction mixture was stirred vigorously at 80 °C for 36 h. The mixture was poured into ethyl acetate, washed with saturated NaHCO3 (2 × 10 mL), and then washed with brine (1 × 10 mL). The aqueous layer was extracted with ethyl acetate, the organic layers were combined and dried over anhydrous Na2SO4, and concentrated under vacuum. The residue was purified by flash column chromatography (using hexane/ethyl acetate as eluent) to give the desired yellow solid product 2-amino-2',5-dichlorobenzophenone (55.3 mg, 52% yield).