| Identification | More | [Name]
4-Methyl-3-nitrophenol | [CAS]
2042-14-0 | [Synonyms]
3-NITRO-4-METHYLPHENOL
3-NITRO-P-CRESOL
4-HYDROXY-1-METHYL-2-NITROBENZENE
4-HYDROXY-2-NITROTOLUENE
4-METHYL-3-NITROPHENOL
NITRO-4-CRESOL
TIMTEC-BB SBB008513
2-Nitro-4-hydroxytoluene
3-Nitro-p-cresol(4-Methyl-3-nitrophenol)
p-Cresol, 3-nitro-
Phenol, 4-methyl-3-nitro-
Nitropcresol
4-Hydroxy-2-nitrotoluene 97%
4-METHYL-3-NITROPHENOL/3-NITRO-P-CRESOL
3-Nitro-p-cresol (OH=1)
4-METHYL-3-NITROPHENOL 98%
4-Methyl-5-nitrophenol | [EINECS(EC#)]
218-044-6 | [Molecular Formula]
C7H7NO3 | [MDL Number]
MFCD00007244 | [Molecular Weight]
153.14 | [MOL File]
2042-14-0.mol |
| Chemical Properties | Back Directory | [Appearance]
Pale Yellow Crystalline Solid | [Melting point ]
78-81 °C (lit.) | [Boiling point ]
266.03°C (rough estimate) | [density ]
1.2744 (estimate) | [vapor pressure ]
0.084Pa at 25℃ | [refractive index ]
1.5744 (estimate) | [storage temp. ]
Sealed in dry,Room Temperature | [solubility ]
Ethyl Acetate, Methanol | [form ]
Powder | [pka]
8.66±0.10(Predicted) | [color ]
Pale Yellow Crystalline | [Water Solubility ]
Slightly soluble in water. | [InChI]
InChI=1S/C7H7NO3/c1-5-2-3-6(9)4-7(5)8(10)11/h2-4,9H,1H3 | [InChIKey]
BQEXDUKMTVYBRK-UHFFFAOYSA-N | [SMILES]
C1(O)=CC=C(C)C([N+]([O-])=O)=C1 | [LogP]
2.18 at 25℃ | [CAS DataBase Reference]
2042-14-0(CAS DataBase Reference) | [NIST Chemistry Reference]
4-Methyl-3-nitrophenol(2042-14-0) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S37/39:Wear suitable gloves and eye/face protection .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing . | [RIDADR ]
2446 | [WGK Germany ]
3 | [Hazard Note ]
Irritant | [HazardClass ]
6.1 | [PackingGroup ]
III | [HS Code ]
29089990 |
| Hazard Information | Back Directory | [Chemical Properties]
Pale Yellow Crystalline Solid | [Uses]
3-Nitro-4-methylphenol (cas# 2042-14-0) is a compound useful in organic synthesis. | [Synthesis Reference(s)]
Synthesis, p. 735, 1986 DOI: 10.1055/s-1986-31759 | [Synthesis]
General procedure for the synthesis of 4-methyl-3-nitrophenol from 4-methyl-3-nitroaniline: 4-methyl-3-nitroaniline (200 mg, 1.31 mmol) was dissolved in a 3:1 mixture of H2SO4-H2O. The resulting mixture was heated to 100 °C and kept for 30 min. Upon completion of the reaction, the reaction mixture was cooled to 0 °C and NaNO2 solution was added slowly and dropwise. After the dropwise addition was completed, the reaction was continued for 1 hour, after which the mixture was heated to reflux. After the reaction was complete, the reaction mixture was extracted several times with EtOAc, the organic phases were combined and dried with anhydrous Na2SO4, and subsequently concentrated. The crude product was purified by fast column chromatography (eluent ratio: petroleum ether-ethyl acetate 9:1) to give a yellow solid in 70% yield. The structure of the product was confirmed by 1H NMR (400 MHz, CDCl3): δ 7.48 (s, 1H), 7.17 (d, J = 8.4 Hz, 1H), 7.01 (dd, J = 8.4, 2.4 Hz, 1H), 5.84 (s, 1H), 2.48 (s, 3H) ppm. | [References]
[1] Chemistry - A European Journal, 2009, vol. 15, # 12, p. 2742 - 2746
[2] Patent: WO2016/128541, 2016, A1. Location in patent: Page/Page column 92; 93
[3] Patent: WO2017/162834, 2017, A1. Location in patent: Page/Page column 85
[4] Justus Liebigs Annalen der Chemie, 1882, vol. 215, p. 83
[5] Chemische Berichte, 1882, vol. 15, p. 2992 |
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