| Identification | More | [Name]
8-Bromo-1-naphthoic acid | [CAS]
1729-99-3 | [Synonyms]
8-BROMO-1-NAPHTHOIC ACID
8-BROMO-1-NAPHTHOIC ACID: TECH.
8-Bromonaphthalene-1-carboxylic acid | [EINECS(EC#)]
217-045-9 | [Molecular Formula]
C11H7BrO2 | [MDL Number]
MFCD00029357 | [Molecular Weight]
251.08 | [MOL File]
1729-99-3.mol |
| Chemical Properties | Back Directory | [Melting point ]
162-164 | [Boiling point ]
421.2±18.0 °C(Predicted) | [density ]
1.648±0.06 g/cm3(Predicted) | [storage temp. ]
Sealed in dry,Room Temperature | [pka]
2.02±0.10(Predicted) | [Appearance]
Off-white to yellow Solid | [InChI]
InChI=1S/C11H7BrO2/c12-9-6-2-4-7-3-1-5-8(10(7)9)11(13)14/h1-6H,(H,13,14) | [InChIKey]
DMEZDDHJCUHENA-UHFFFAOYSA-N | [SMILES]
C1(C(O)=O)=C2C(C=CC=C2Br)=CC=C1 | [CAS DataBase Reference]
1729-99-3(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
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 .
S24/25:Avoid contact with skin and eyes . | [Hazard Note ]
Irritant | [HS Code ]
2916399090 |
| Hazard Information | Back Directory | [Synthesis]
Under stirring conditions, 1.0 g (2.70 mmol) of dehydrated-8-hydroxymercuric-1-naphthalenecarboxylic acid 26 was added to a mixture of 1.0 mL (67 mmol) acetic acid and 0.40 mL (22.2 mmol) H2O, and the suspension was stirred for 10 min at 0 °C. Subsequently, 0.89 g (8.66 mmol) of NaBr dissolved in 3.2 mL of water and 0.43 g (2.70 mmol) of bromine were added sequentially and the reaction system was slowly heated to 100 °C. After completion of the reaction, it was cooled to room temperature and the mixture was poured into ice and filtered to give 0.57 g (84% yield) of 8-bromo-1-naphthalenecarboxylic acid as a cream-colored solid with a melting point of 173-174 °C (literature value: 174-175 °C). The product was characterized by 1H NMR (500 MHz, DMSO-d6) and 13C NMR (125.77 MHz, DMSO-d6) with the following data: 1H NMR δ 7.49 (t, J = 7.8 Hz, 1H), 7.61 (t, J = 7.3 Hz, 1H), 7.68 (d, J = 7.0 Hz, 1H), 7.96 (d, J = 7.3 Hz, 1H), 8.07 (d, J=8.0 Hz, 1H), 8.11 (d, J=8.0 Hz, 1H), 13.32 (s, 1H); 13C NMR δ119.3,126.3,127.6,128.0,128.3,129.4,131.2,133.6,133.9,135.7, 171.3. | [References]
[1] Bioorganic and Medicinal Chemistry, 2012, vol. 20, # 6, p. 2067 - 2081
[2] Journal of Organic Chemistry, 1983, vol. 48, # 17, p. 2926 - 2928 |
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