| Identification | More | [Name]
2-Chlorobenzoxazole | [CAS]
615-18-9 | [Synonyms]
2-CHLOROBENZOXAZOLE
OTAVA-BB BB7020204750
2-Chloro-1,3-benzoxazole
2-chloro-benzoxazol
2-chlorobenzo[d]oxazole | [EINECS(EC#)]
210-414-5 | [Molecular Formula]
C7H4ClNO | [MDL Number]
MFCD00005766 | [Molecular Weight]
153.57 | [MOL File]
615-18-9.mol |
| Chemical Properties | Back Directory | [Appearance]
clear yellow liquid | [Melting point ]
7 °C(lit.)
| [Boiling point ]
201-202 °C(lit.)
| [density ]
1.345 g/mL at 25 °C(lit.)
| [refractive index ]
n20/D 1.566(lit.)
| [Fp ]
185 °F
| [storage temp. ]
2-8°C
| [form ]
Powder | [pka]
0.62±0.10(Predicted) | [color ]
White | [Water Solubility ]
Not miscible in water. | [BRN ]
115982 | [InChI]
InChI=1S/C7H4ClNO/c8-7-9-5-3-1-2-4-6(5)10-7/h1-4H | [InChIKey]
BBVQDWDBTWSGHQ-UHFFFAOYSA-N | [SMILES]
O1C2=CC=CC=C2N=C1Cl | [CAS DataBase Reference]
615-18-9(CAS DataBase Reference) | [NIST Chemistry Reference]
Benzoxazole, 2-chloro-(615-18-9) | [EPA Substance Registry System]
615-18-9(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
Xn,Xi | [Risk Statements ]
R22:Harmful if swallowed.
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S37/39:Wear suitable gloves and eye/face protection .
S36:Wear suitable protective clothing . | [WGK Germany ]
3
| [RTECS ]
DM4680000
| [F ]
10 | [TSCA ]
Yes | [HS Code ]
29349990 | [Storage Class]
10 - Combustible liquids | [Hazard Classifications]
Acute Tox. 4 Oral
Eye Irrit. 2
Skin Irrit. 2
STOT SE 3 |
| Hazard Information | Back Directory | [Chemical Properties]
clear yellow liquid | [Uses]
2-Chlorobenzoxazole was used in the synthesis of 2-(2-naphthylamino)benzoxazole via reaction with 2-amino-1-naphthalenesulfonic acid. | [Synthesis]
General procedure for the synthesis of 2-chlorobenzoxazole from 2-mercaptobenzoxazole: 2-mercaptobenzoxazole (10 mmol, 1.51 g) was suspended in SOCl2 (50 mL), and a few drops of DMF were added as catalyst. The reaction mixture was heated to reflux for 5 hours. After completion of the reaction, the solvent was removed by evaporation. The crude product was purified by silica gel column chromatography (eluent: petroleum ether/EtOAc, 10:1) to afford the target compound as a colorless oil in 69.7% yield. | [Purification Methods]
Purify it by fractional distillation, preferably in a vacuum. [Siedel J Prakt Chem 42 456 1890, Katz J Am Chem Soc 75 712 1953, Meyer & Sigel J Org Chem 42 2769 1977, Beilstein 27 H 43, 27 II 17.] | [References]
[1] Patent: US4517370, 1985, A
[2] Heteroatom Chemistry, 2001, vol. 12, # 3, p. 151 - 155
[3] Bioorganic and Medicinal Chemistry, 2016, vol. 24, # 21, p. 5374 - 5379
[4] Patent: CN108794421, 2018, A. Location in patent: Paragraph 0028-0030
[5] Tetrahedron, 1986, vol. 42, # 14, p. 3905 - 3912 |
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