Identification | More | [Name]
1,5-Dihydroxy naphthalene | [CAS]
83-56-7 | [Synonyms]
1,5-DIHYDROXYNAPHTHALENE 1,5-NAPHTHALENEDIOL 1,8-NAPHTHALENEDIMETHANOL Naphthalene-1,5-diol C.I. 76625 c.i.76625 CI 76625 Durafur Developer E durafurdevelopere Oxidation Base oxidationbase 1,5-Naphthalindiol 1,5-dihydroxyl-naphthalene 1,5-Dihydroxynaphthylene 1,5-DIHYDROXYNAPHTHALENE pure 1,5-Dihydroxynaphthaline | [EINECS(EC#)]
201-487-4 | [Molecular Formula]
C10H8O2 | [MDL Number]
MFCD00003980 | [Molecular Weight]
160.17 | [MOL File]
83-56-7.mol |
Chemical Properties | Back Directory | [Appearance]
Grey powder | [Melting point ]
259-261 °C (dec.) (lit.) | [Boiling point ]
246.06°C (rough estimate) | [density ]
1.0924 (rough estimate) | [vapor pressure ]
0-0Pa at 25℃ | [refractive index ]
1.5418 (estimate) | [Fp ]
252°C | [storage temp. ]
Inert atmosphere,Room Temperature | [solubility ]
0.6g/l | [form ]
Solid | [pka]
9.28±0.40(Predicted) | [color ]
Pale Beige to Very Dark Brown | [PH]
6 (0.5g/l, H2O, 20℃) | [Water Solubility ]
Soluble in water. | [BRN ]
2044951 | [LogP]
1.7-1.82 at 23℃ | [CAS DataBase Reference]
83-56-7(CAS DataBase Reference) | [NIST Chemistry Reference]
1,5-Naphthalenediol(83-56-7) | [EPA Substance Registry System]
83-56-7(EPA Substance) |
Safety Data | Back Directory | [Hazard Codes ]
Xn,N,Xi | [Risk Statements ]
R22:Harmful if swallowed. R51/53:Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment . R36:Irritating to the eyes. R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S22:Do not breathe dust . S24/25:Avoid contact with skin and eyes . S61:Avoid release to the environment. Refer to special instructions safety data sheet . S39:Wear eye/face protection . S29:Do not empty into drains . S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . | [WGK Germany ]
2
| [RTECS ]
QJ4740000
| [F ]
8-21 | [TSCA ]
Yes | [HS Code ]
29072900 |
Hazard Information | Back Directory | [Chemical Properties]
Grey powder | [Uses]
1,5-Dihydroxynaphthalene is an intermediate of synthetic mordant azo dyes. It is an intermediate used in organic synthesis, pharmaceuticals, dyestuff fields and photograph industry. | [Production Methods]
The sodium salt of naphthalene-1,5-disulfonic acid is added gradually to excess 75 % sodium hydroxide. The mixture is heated under pressure to 276℃ over the course of 7 h and the reaction is completed by heating for a further 5 h at this temperature. After precipitation with sulfuric acid, the product is isolated in 90 % yield. | [Purification Methods]
The diol (~30g) is purified by making into a thick paste with H2O and suspending this in 3L of H2O containing 200mL of EtOH, boiling under reflux for 3hours, cooling to 30o, saturating with SO2, digesting below the boiling point for 1hour and filtering fast through a large hot filter paper. The hot filtrate is poured onto crushed ice whereby the diol (15-20g) separates as colourless needles (m 258o) [Wheeler & Ergle J Am Chem Soc 52 4873 1930]. Recrystallise it from H2O or nitromethane under N2 to avoid oxidation. The dibenzoyl derivative has m 245o (from EtOH). The 5-methoxy-1-naphthol derivative [prepared from the diol in MeOH/HCl (1:30 weight to volume ratio) and set aside at 25o for 9-10days] crystallised from pet ether (m 135-136o) or from CH2Cl2/hexane (needles m 140o) [Bell & McCaffrey Aust J Chem 46 731 1993]. [Beilstein 6 I 477, 6 II 950, 6 III 5265, 6 IV 6554.] |
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