CAS 4743-17-3 5-Chloroisatoic anhydride (HCID 78480)

Names & identifiers

Preferred name: 5-Chloroisatoic anhydride
IUPAC: 6-chloro-1H-3,1-benzoxazine-2,4-dione
English name: 5-Chloroisatoic anhydride
Molecular formula: C8H4ClNO3
Molecular weight: 197.58

Names & synonyms

5-Chloroisatoic anhydride4743-17-32H-3,1-Benzoxazine-2,4(1H)-dione, 6-chloro-6-chloro-2,4-dihydro-1H-3,1-benzoxazine-2,4-dioneNSC 75847EINECS 225-255-7NSC 139890AI3-61136DTXSID3063592RefChem:102384DTXCID8040565MYQFJMYJVJRSGP-UHFFFAOYSA-N

Show more names

5-ChloroisatoicAKOS BBS-00002892TIMTEC-BB SBB0035705-Chloroisotoic anhydride5-CHLOROISATONIC ANHYDRIDE5-Chloroisatoic anyhydride5-Chloroisatoic anhydride 97%5-Chloroisatoic Anhydride >6-Chloro-1H-3,1-benzoxazine-2,4-dione

6-chloro-1h-benzo[d][1,3]oxazine-2,4-dione5-chloro-isatoic anhydride6-chloro-1H-3,1-benzoxazine-2,4-dioneMFCD000067016-Chloro-4H-3,1-benzoxazine-2,4(1H)-dione6-Chloro-2H-3,1-benzoxazine-2,4(1H)-dioneNSC758476-chloro-2H-benzo[d][1,3]oxazine-2,4(1H)-dione

Database identifiers

CAS: 4743-17-3
PubChem CID: 78480
DTXSID: DTXSID3063592
EC Number: 225-255-7
Nikkaji: J236.703C

Properties

Computed structural properties

XLogP: 1.6
Topological polar surface area: 55.4 Å²
Hydrogen bond donors: 1
Hydrogen bond acceptors: 3
Rotatable bonds: 0
Heavy atoms: 13
Formal charge: 0
Complexity: 256

Physicochemical properties

Melting point: 300 °C · 300 °C (dec.) (lit.)
Density: 1.54 · 1.540±0.06 g/cm3(Predicted)
storage temp.: Inert atmosphere,Room Temperature
solubility: DMSO (Slightly)
form: Solid
pka: 9.76 · 9.76±0.20(Predicted)
color: Off-White
InChI: 1S/C8H4ClNO3/c9-4-1-2-6-5(3-4)7(11)13-8(12)10-6/h1-3H,(H,10,12)
InChIKey: MYQFJMYJVJRSGP-UHFFFAOYSA-N
SMILES: Clc1ccc2NC(=O)OC(=O)c2c1
CAS DataBase Reference: 4743 · 4743-17-3(CAS DataBase Reference)
EPA Substance Registry System: 2 H-3,1-Benzoxazine-2,4 · 2H-3,1-Benzoxazine-2,4(1H)-dione, 6-chloro- (4743-17-3)
UNSPSC Code: 12352100 · 12352100
NACRES: 22 · NA.22
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
Risk Statements: 36 · 36/37/38
Safety Statements: 26 · 26-37/39
WGK Germany: 3 · 3
Hazard Note: Irritant
TSCA: TSCA listed
HS Code: 2934999090 · 2934999090
Storage Class: 11 · 11 - Combustible Solids
Hazard Classifications: 2 Skin · Eye Irrit. 2Skin Irrit. 2STOT SE 3

Safety & regulation

GHS classification

GHS Classification · 5 items

Warning

H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]；H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]；H335 (97.6%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

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

Aggregated GHS information provided per 42 reports by companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.；Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.

Hazard information

Hazard Classes and CategoriesSkin Irrit. 2 (100%)；Eye Irrit. 2 (100%)；STOT SE 3 (97.6%)

Safety data

PPE: dust mask type N95 (US), Eyeshields, Gloves
wgk: 3
tsca: TSCA listed
hs_code: 2934999090
risk_code: 36/37/38
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xi
hazard_note: Irritant
safety_code: 26-37/39
Storage Class: 11 - Combustible Solids
target organs: Respiratory system
Hazard statements: H315-H319-H335
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 Information2H-3,1-Benzoxazine-2,4(1H)-dione, 6-chloro-: ACTIVE

Applications · 1 item

Uses5-Chloroisatoic Anhydride was used as a reagent in the synthesis of 2-acetamidobenzamides bearing the 2-phenoxy functionality which display antiproliferative activity against certain tumor cell lines. Also used in the preparation of inhibitors of delta-5 desaturase.

Preparation methods · 1 item

Preparation5-Chloroisatoic anhydride is prepared from 5-chloro indole (9c) by stirring in a 4:1 mixture of DMF/H2O for 16 h at room temperature. 1 H NMR (DMSO-d6): δ 11.85 (s, br., 1H), 7.96 (dd, J = 0.8, 8.7 Hz, 1H), 7.87 (dd, J = 2.3, 8.7 Hz, 1H), 7.09 (dd, J = 8.8, 0.8 Hz, 1H).