organic compounds
1,6-Diacetyl-2-isopropyl-4,7-dimethylnaphthalene
aLaboratoire de Chimie des Substances Naturelles, "Unité Associé au CNRST (URAC16)", Faculté des Sciences Semlalia, BP 2390 Bd My Abdellah, Université Cadi Ayyad, 40000 Marrakech, Morocco, and bLaboratoire de Chimie du Solide, Appliquée, Faculté des Sciences, Université Mohammed V-Agdal, BP 1014, Avenue Ibn Battouta, Rabat, Morocco
*Correspondence e-mail: berraho@uca.ac.ma
The title compound, C19H22O2, was synthesized in three steps from a mixture of α-, β- and γ-himachalene, which was isolated from an essential oil of the Atlas cedar (Cedrus atlantica). In the crystal, molecules are linked by C—H⋯O hydrogen bonds into chains running parallel to the b axis.
CCDC reference: 1476547
Structure description
Our work lies within the framework of the valorization of the most abundant essential oils in Morocco, such as Cedrus atlantica. This oil is made up mainly (75%) of bicyclic sesquiterpene hydrocarbons (α-,β- and γ -himachalene; El Haib et al., 2010). The reactivity of these sesquiterpenes and their derivatives has been studied extensively by our team in order to prepare new products with biological properties (Chekroun et al., 2000; El Jamili et al., 2002; Dakir et al., 2004; El Haib et al., 2011; Zaki et al.,2014; Benharref et al., 2015). Indeed, these compounds have been tested, using the food-poisoning technique, for their potential antifungal activity against the phytopathogen Botrytis cinerea (Daoubi et al., 2004). We present in this paper the of the title compound, namely 1,6-diacetyl-2-isopropyl-4,7-dimethylnaphthalene (Fig. 1).
In the crystal, molecules are linked by C—H⋯O hydrogen bonds into chains running parallel to [010] (Fig. 2 and Table 1).
Synthesis and crystallization
6 g (30 mmol) of aryl himachalene (Daunis et al., 1980)) solubilized in 80 ml of cyclohexane with an equivalent of aluminium chloride (AlCl3) was stirred at room temperature for 48 h. After addition of 50 ml of water, the reaction mixture was extracted three times with 50 ml of cyclohexane. The organic phases were combined, then dried over sodium sulfate and concentrated in vacuo. of the residue obtained on silica with hexane allowed the isolation of 1,6-dimethyl-4-isopropylenaphtalene. 3 g (10 mmol) of the latter were treated with two equivalents of acetyl chloride in the presence of two aluminium chloride equivalents in 50 ml dichloromethane with stirring at room temperature for 6 h. After addition of 30 ml water, the reaction mixture was extracted three times with 20 ml of dichloromethane. The organic phases were combined, dried over sodium sulfate and then concentrated in vacuo. on silica gel column with hexane–ethyl acetate (97/3) as of the residue obtained allowed us to obtain the title product in 60% yield (1.5 g; 6 mmol), which was recrystallized from cyclohexane.
Refinement
Crystal data, data collection and structure .
details are summarized in Table 2Structural data
CCDC reference: 1476547
10.1107/S2414314616007033/bt4006sup1.cif
contains datablocks I, global. DOI:Structure factors: contains datablock I. DOI: 10.1107/S2414314616007033/bt4006Isup2.hkl
Supporting information file. DOI: 10.1107/S2414314616007033/bt4006Isup3.cml
6 g (30 mmol) of aryl himachalene (Daunis et al., 1980)) solubilized in 80 ml of cyclohexane with an equivalent of aluminium chloride (AlCl3) was brought to a stir at room temperature for 48 h. After addition of 50 ml of water, the reaction mixture was extracted three times with 50 ml of cyclohexane. The organic phases were combined, then dried over sodium sulfate and concentrated in vacuo.
of the residue obtained on silica with hexane allowed the isolation of 1,6-dimethyl-4- isopropylenaphtalene. 3 g (10 mmol) of the latter were treated with two equivalents of acetyl chloride in the presence of two aluminium chloride equivalents in 50 ml dichloromethane with stirring at room temperature for 6 h. After addition of 30 ml water, the reaction mixture was extracted three times with 20 ml of dichloromethane. The organic phases were combined and then dried over sodium sulfate and concentrated in vacuo. on silica gel column with hexane–ethyl acetate (97/3) as of the residue obtained allowed us to obtain, in 60% yield (1.5 g; 6 mmol), the title product which was recrystallized from cyclohexane.Our work lies within the framework of the valorization of the most abundant essential oils in Morocco, such as Cedrus atlantica. This oil is made up mainly (75%) of bicyclic sesquiterpene hydrocarbons (α-,β- and γ -himachalene; El Haib et al., 2010). The reactivity of these sesquiterpenes and their derivatives has been studied extensively by our team in order to prepare new products having biological proprieties (Chekroun et al., 2000; El Jamili et al., 2002; Dakir et al., 2004; El Haib et al., 2011; Zaki et al.,2014; Benharref et al., 2015). Indeed, these compounds have been tested, using the food-poisoning technique, for their potential antifungal activity against the phytopathogen Botrytis cinerea (Daoubi et al., 2004). We present in this paper the of the title compound, namely 1,6-diacetyl-2-isopropyl-4,7-dimethylnaphthalene (Fig. 1).
In the crystal, molecules are linked by C—H···O hydrogen bonds into chains running parallel to [010] (Fig. 2 and Table 1).
Data collection: APEX2 (Bruker, 2009); cell
SAINT (Bruker, 2009); data reduction: SAINT (Bruker, 2009); program(s) used to solve structure: SHELXS2014 (Sheldrick, 2008); program(s) used to refine structure: SHELXL2014 (Sheldrick, 2008); molecular graphics: ORTEP-3 for Windows (Farrugia, 2012); software used to prepare material for publication: SHELXL2014 (Sheldrick, 2015) and PLATON (Spek, 2009).Fig. 1. A view of the molecular structure of the molecule of the title compound, with atom labelling. Displacement ellipsoids are drawn at the 30% probability level. | |
Fig. 2. A partial packing diagram of the title compound with view along the a axis, showing the C—H···O hydrogen bonds as dashed lines (see Table 1). H atoms not involved in these interactions have been omitted for clarity. |
C19H22O2 | F(000) = 608 |
Mr = 282.36 | Dx = 1.148 Mg m−3 |
Monoclinic, P21/n | Mo Kα radiation, λ = 0.71073 Å |
a = 10.8316 (14) Å | Cell parameters from 2882 reflections |
b = 8.7542 (11) Å | θ = 2.4–25° |
c = 17.959 (2) Å | µ = 0.07 mm−1 |
β = 106.322 (5)° | T = 296 K |
V = 1634.3 (4) Å3 | Prism, colourless |
Z = 4 | 0.30 × 0.26 × 0.18 mm |
Bruker X8 APEX diffractometer | 2882 independent reflections |
Radiation source: fine-focus sealed tube | 2283 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.035 |
φ and ω scans | θmax = 25.0°, θmin = 2.4° |
Absorption correction: multi-scan (SADABS; Sheldrick, 2003) | h = −12→12 |
Tmin = 0.661, Tmax = 0.746 | k = −10→10 |
22755 measured reflections | l = −14→21 |
Refinement on F2 | Hydrogen site location: inferred from neighbouring sites |
Least-squares matrix: full | H-atom parameters constrained |
R[F2 > 2σ(F2)] = 0.047 | w = 1/[σ2(Fo2) + (0.0632P)2 + 0.4554P] where P = (Fo2 + 2Fc2)/3 |
wR(F2) = 0.139 | (Δ/σ)max < 0.001 |
S = 1.03 | Δρmax = 0.19 e Å−3 |
2882 reflections | Δρmin = −0.19 e Å−3 |
197 parameters | Extinction correction: SHELXL2014 (Sheldrick, 2015), Fc*=kFc[1+0.001xFc2λ3/sin(2θ)]-1/4 |
0 restraints | Extinction coefficient: 0.017 (2) |
C19H22O2 | V = 1634.3 (4) Å3 |
Mr = 282.36 | Z = 4 |
Monoclinic, P21/n | Mo Kα radiation |
a = 10.8316 (14) Å | µ = 0.07 mm−1 |
b = 8.7542 (11) Å | T = 296 K |
c = 17.959 (2) Å | 0.30 × 0.26 × 0.18 mm |
β = 106.322 (5)° |
Bruker X8 APEX diffractometer | 2882 independent reflections |
Absorption correction: multi-scan (SADABS; Sheldrick, 2003) | 2283 reflections with I > 2σ(I) |
Tmin = 0.661, Tmax = 0.746 | Rint = 0.035 |
22755 measured reflections |
R[F2 > 2σ(F2)] = 0.047 | 0 restraints |
wR(F2) = 0.139 | H-atom parameters constrained |
S = 1.03 | Δρmax = 0.19 e Å−3 |
2882 reflections | Δρmin = −0.19 e Å−3 |
197 parameters |
Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. |
x | y | z | Uiso*/Ueq | ||
C1 | 0.81936 (14) | 0.56149 (17) | 0.49024 (8) | 0.0473 (4) | |
C2 | 0.80033 (16) | 0.60153 (18) | 0.56311 (9) | 0.0531 (4) | |
C3 | 0.74085 (17) | 0.4994 (2) | 0.59860 (9) | 0.0577 (4) | |
H3 | 0.7301 | 0.5250 | 0.6467 | 0.069* | |
C4 | 0.69453 (16) | 0.35631 (19) | 0.56601 (9) | 0.0545 (4) | |
C5 | 0.71358 (15) | 0.31607 (18) | 0.49623 (9) | 0.0510 (4) | |
C6 | 0.77757 (14) | 0.41725 (17) | 0.45708 (8) | 0.0472 (4) | |
C7 | 0.79785 (15) | 0.38130 (19) | 0.38449 (9) | 0.0537 (4) | |
H7 | 0.7729 | 0.2853 | 0.3634 | 0.064* | |
C8 | 0.85203 (15) | 0.4801 (2) | 0.34377 (9) | 0.0544 (4) | |
C9 | 0.88969 (14) | 0.6273 (2) | 0.37626 (9) | 0.0527 (4) | |
C10 | 0.87436 (14) | 0.66239 (19) | 0.44775 (9) | 0.0513 (4) | |
H10 | 0.9017 | 0.7576 | 0.4690 | 0.062* | |
C11 | 0.94266 (17) | 0.7471 (2) | 0.33456 (11) | 0.0670 (5) | |
C12 | 0.9756 (2) | 0.9008 (3) | 0.37039 (14) | 0.0879 (7) | |
H12A | 1.0462 | 0.8917 | 0.4165 | 0.132* | |
H12B | 0.9023 | 0.9424 | 0.3834 | 0.132* | |
H12C | 0.9995 | 0.9674 | 0.3343 | 0.132* | |
C13 | 0.8432 (2) | 0.7548 (2) | 0.59917 (11) | 0.0700 (5) | |
H13A | 0.8246 | 0.7619 | 0.6482 | 0.105* | |
H13B | 0.7984 | 0.8342 | 0.5654 | 0.105* | |
H13C | 0.9341 | 0.7661 | 0.6069 | 0.105* | |
C14 | 0.8693 (2) | 0.4276 (3) | 0.26730 (11) | 0.0768 (6) | |
H14A | 0.8407 | 0.3238 | 0.2578 | 0.115* | |
H14B | 0.9586 | 0.4340 | 0.2691 | 0.115* | |
H14C | 0.8197 | 0.4916 | 0.2264 | 0.115* | |
C15 | 0.6621 (2) | 0.1680 (2) | 0.45720 (10) | 0.0640 (5) | |
C16 | 0.5265 (2) | 0.1683 (3) | 0.40725 (12) | 0.0859 (7) | |
H16A | 0.5187 | 0.2372 | 0.3646 | 0.129* | |
H16B | 0.4706 | 0.2009 | 0.4372 | 0.129* | |
H16C | 0.5030 | 0.0672 | 0.3878 | 0.129* | |
C17 | 0.62188 (19) | 0.2547 (2) | 0.60792 (10) | 0.0651 (5) | |
H17 | 0.5931 | 0.1649 | 0.5750 | 0.078* | |
C18 | 0.5033 (2) | 0.3321 (4) | 0.61719 (19) | 0.1212 (11) | |
H18A | 0.4498 | 0.2584 | 0.6327 | 0.182* | |
H18B | 0.4567 | 0.3772 | 0.5687 | 0.182* | |
H18C | 0.5277 | 0.4103 | 0.6561 | 0.182* | |
C19 | 0.7058 (2) | 0.1975 (3) | 0.68441 (13) | 0.0956 (8) | |
H19A | 0.7348 | 0.2824 | 0.7187 | 0.143* | |
H19B | 0.7787 | 0.1448 | 0.6763 | 0.143* | |
H19C | 0.6574 | 0.1287 | 0.7070 | 0.143* | |
O1 | 0.95852 (19) | 0.7233 (2) | 0.27178 (9) | 0.1080 (6) | |
O2 | 0.72864 (19) | 0.05639 (17) | 0.46404 (10) | 0.1089 (6) |
U11 | U22 | U33 | U12 | U13 | U23 | |
C1 | 0.0479 (8) | 0.0495 (8) | 0.0422 (8) | −0.0013 (7) | 0.0092 (6) | 0.0018 (7) |
C2 | 0.0615 (10) | 0.0526 (9) | 0.0432 (8) | −0.0014 (7) | 0.0116 (7) | −0.0018 (7) |
C3 | 0.0730 (11) | 0.0621 (10) | 0.0393 (8) | −0.0039 (8) | 0.0180 (8) | −0.0014 (7) |
C4 | 0.0630 (10) | 0.0563 (10) | 0.0436 (9) | −0.0037 (8) | 0.0140 (7) | 0.0056 (7) |
C5 | 0.0604 (9) | 0.0476 (9) | 0.0434 (8) | −0.0014 (7) | 0.0119 (7) | 0.0034 (7) |
C6 | 0.0501 (8) | 0.0485 (9) | 0.0411 (8) | 0.0026 (7) | 0.0099 (6) | 0.0024 (6) |
C7 | 0.0598 (9) | 0.0538 (9) | 0.0470 (9) | −0.0026 (7) | 0.0142 (7) | −0.0049 (7) |
C8 | 0.0503 (9) | 0.0702 (11) | 0.0431 (8) | −0.0009 (8) | 0.0138 (7) | 0.0000 (8) |
C9 | 0.0445 (8) | 0.0652 (10) | 0.0463 (9) | −0.0043 (7) | 0.0095 (7) | 0.0049 (7) |
C10 | 0.0503 (8) | 0.0523 (9) | 0.0486 (9) | −0.0050 (7) | 0.0095 (7) | 0.0008 (7) |
C11 | 0.0593 (10) | 0.0865 (13) | 0.0543 (11) | −0.0131 (9) | 0.0142 (8) | 0.0092 (9) |
C12 | 0.0964 (15) | 0.0813 (14) | 0.0904 (15) | −0.0289 (12) | 0.0336 (12) | 0.0106 (12) |
C13 | 0.0930 (14) | 0.0613 (11) | 0.0572 (11) | −0.0128 (10) | 0.0235 (10) | −0.0111 (9) |
C14 | 0.0855 (13) | 0.0956 (15) | 0.0561 (11) | −0.0134 (11) | 0.0312 (10) | −0.0097 (10) |
C15 | 0.0930 (13) | 0.0500 (10) | 0.0506 (10) | −0.0097 (9) | 0.0229 (9) | 0.0041 (8) |
C16 | 0.0970 (16) | 0.0872 (15) | 0.0702 (13) | −0.0348 (12) | 0.0183 (11) | −0.0142 (11) |
C17 | 0.0790 (12) | 0.0675 (11) | 0.0509 (10) | −0.0125 (9) | 0.0217 (9) | 0.0079 (8) |
C18 | 0.0802 (15) | 0.135 (2) | 0.165 (3) | 0.0122 (15) | 0.0611 (17) | 0.065 (2) |
C19 | 0.0925 (15) | 0.123 (2) | 0.0755 (14) | −0.0023 (14) | 0.0300 (12) | 0.0447 (14) |
O1 | 0.1458 (15) | 0.1222 (14) | 0.0704 (10) | −0.0479 (12) | 0.0536 (10) | −0.0013 (9) |
O2 | 0.1494 (16) | 0.0535 (9) | 0.1100 (13) | 0.0131 (10) | 0.0139 (11) | −0.0042 (8) |
C1—C10 | 1.405 (2) | C12—H12B | 0.9600 |
C1—C6 | 1.415 (2) | C12—H12C | 0.9600 |
C1—C2 | 1.425 (2) | C13—H13A | 0.9600 |
C2—C3 | 1.360 (2) | C13—H13B | 0.9600 |
C2—C13 | 1.506 (2) | C13—H13C | 0.9600 |
C3—C4 | 1.414 (2) | C14—H14A | 0.9600 |
C3—H3 | 0.9300 | C14—H14B | 0.9600 |
C4—C5 | 1.372 (2) | C14—H14C | 0.9600 |
C4—C17 | 1.520 (2) | C15—O2 | 1.200 (2) |
C5—C6 | 1.426 (2) | C15—C16 | 1.490 (3) |
C5—C15 | 1.505 (2) | C16—H16A | 0.9600 |
C6—C7 | 1.417 (2) | C16—H16B | 0.9600 |
C7—C8 | 1.367 (2) | C16—H16C | 0.9600 |
C7—H7 | 0.9300 | C17—C18 | 1.502 (3) |
C8—C9 | 1.426 (2) | C17—C19 | 1.504 (3) |
C8—C14 | 1.509 (2) | C17—H17 | 0.9800 |
C9—C10 | 1.375 (2) | C18—H18A | 0.9600 |
C9—C11 | 1.494 (2) | C18—H18B | 0.9600 |
C10—H10 | 0.9300 | C18—H18C | 0.9600 |
C11—O1 | 1.205 (2) | C19—H19A | 0.9600 |
C11—C12 | 1.491 (3) | C19—H19B | 0.9600 |
C12—H12A | 0.9600 | C19—H19C | 0.9600 |
C10—C1—C6 | 117.83 (14) | C2—C13—H13A | 109.5 |
C10—C1—C2 | 122.49 (14) | C2—C13—H13B | 109.5 |
C6—C1—C2 | 119.63 (14) | H13A—C13—H13B | 109.5 |
C3—C2—C1 | 118.59 (15) | C2—C13—H13C | 109.5 |
C3—C2—C13 | 120.90 (15) | H13A—C13—H13C | 109.5 |
C1—C2—C13 | 120.50 (15) | H13B—C13—H13C | 109.5 |
C2—C3—C4 | 123.22 (15) | C8—C14—H14A | 109.5 |
C2—C3—H3 | 118.4 | C8—C14—H14B | 109.5 |
C4—C3—H3 | 118.4 | H14A—C14—H14B | 109.5 |
C5—C4—C3 | 118.60 (15) | C8—C14—H14C | 109.5 |
C5—C4—C17 | 122.25 (15) | H14A—C14—H14C | 109.5 |
C3—C4—C17 | 119.12 (15) | H14B—C14—H14C | 109.5 |
C4—C5—C6 | 120.64 (15) | O2—C15—C16 | 121.70 (19) |
C4—C5—C15 | 121.03 (15) | O2—C15—C5 | 121.36 (18) |
C6—C5—C15 | 118.26 (14) | C16—C15—C5 | 116.89 (17) |
C1—C6—C7 | 118.13 (14) | C15—C16—H16A | 109.5 |
C1—C6—C5 | 119.28 (14) | C15—C16—H16B | 109.5 |
C7—C6—C5 | 122.56 (14) | H16A—C16—H16B | 109.5 |
C8—C7—C6 | 123.54 (15) | C15—C16—H16C | 109.5 |
C8—C7—H7 | 118.2 | H16A—C16—H16C | 109.5 |
C6—C7—H7 | 118.2 | H16B—C16—H16C | 109.5 |
C7—C8—C9 | 117.99 (15) | C18—C17—C19 | 111.40 (19) |
C7—C8—C14 | 118.41 (16) | C18—C17—C4 | 111.62 (17) |
C9—C8—C14 | 123.59 (16) | C19—C17—C4 | 112.53 (16) |
C10—C9—C8 | 119.22 (15) | C18—C17—H17 | 107.0 |
C10—C9—C11 | 118.40 (16) | C19—C17—H17 | 107.0 |
C8—C9—C11 | 122.37 (15) | C4—C17—H17 | 107.0 |
C9—C10—C1 | 123.22 (15) | C17—C18—H18A | 109.5 |
C9—C10—H10 | 118.4 | C17—C18—H18B | 109.5 |
C1—C10—H10 | 118.4 | H18A—C18—H18B | 109.5 |
O1—C11—C12 | 118.70 (18) | C17—C18—H18C | 109.5 |
O1—C11—C9 | 121.54 (19) | H18A—C18—H18C | 109.5 |
C12—C11—C9 | 119.75 (17) | H18B—C18—H18C | 109.5 |
C11—C12—H12A | 109.5 | C17—C19—H19A | 109.5 |
C11—C12—H12B | 109.5 | C17—C19—H19B | 109.5 |
H12A—C12—H12B | 109.5 | H19A—C19—H19B | 109.5 |
C11—C12—H12C | 109.5 | C17—C19—H19C | 109.5 |
H12A—C12—H12C | 109.5 | H19A—C19—H19C | 109.5 |
H12B—C12—H12C | 109.5 | H19B—C19—H19C | 109.5 |
D—H···A | D—H | H···A | D···A | D—H···A |
C16—H16A···O1i | 0.96 | 2.53 | 3.300 (3) | 137 |
C13—H13B···O2ii | 0.96 | 2.63 | 3.565 (3) | 166 |
Symmetry codes: (i) −x+3/2, y−1/2, −z+1/2; (ii) x, y+1, z. |
D—H···A | D—H | H···A | D···A | D—H···A |
C16—H16A···O1i | 0.96 | 2.532 | 3.300 (3) | 137 |
C13—H13B···O2ii | 0.96 | 2.625 | 3.565 (3) | 166 |
Symmetry codes: (i) −x+3/2, y−1/2, −z+1/2; (ii) x, y+1, z. |
Experimental details
Crystal data | |
Chemical formula | C19H22O2 |
Mr | 282.36 |
Crystal system, space group | Monoclinic, P21/n |
Temperature (K) | 296 |
a, b, c (Å) | 10.8316 (14), 8.7542 (11), 17.959 (2) |
β (°) | 106.322 (5) |
V (Å3) | 1634.3 (4) |
Z | 4 |
Radiation type | Mo Kα |
µ (mm−1) | 0.07 |
Crystal size (mm) | 0.30 × 0.26 × 0.18 |
Data collection | |
Diffractometer | Bruker X8 APEX |
Absorption correction | Multi-scan (SADABS; Sheldrick, 2003) |
Tmin, Tmax | 0.661, 0.746 |
No. of measured, independent and observed [I > 2σ(I)] reflections | 22755, 2882, 2283 |
Rint | 0.035 |
(sin θ/λ)max (Å−1) | 0.595 |
Refinement | |
R[F2 > 2σ(F2)], wR(F2), S | 0.047, 0.139, 1.03 |
No. of reflections | 2882 |
No. of parameters | 197 |
H-atom treatment | H-atom parameters constrained |
Δρmax, Δρmin (e Å−3) | 0.19, −0.19 |
Computer programs: APEX2 (Bruker, 2009), SAINT (Bruker, 2009), SHELXS2014 (Sheldrick, 2008), SHELXL2014 (Sheldrick, 2008), ORTEP-3 for Windows (Farrugia, 2012), SHELXL2014 (Sheldrick, 2015) and PLATON (Spek, 2009).
Acknowledgements
The authors thank the Unit of Support for Technical and Scientific Research (UATRS, CNRST) for the X-ray measurements.
References
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Our work lies within the framework of the valorization of the most abundant essential oils in Morocco, such as Cedrus atlantica. This oil is made up mainly (75%) of bicyclic sesquiterpenes hydrocarbon(α-,β- and γ -himachalene) (El Haib et al., 2010). The reactivity of these sesquiterpenes and their derivatives has been studied extensively by our team in order to prepare new products having biological proprieties(Chekroun et al., 2000; El Jamili et al., 2002; Dakir et al., 2004; El Haib et al., 2011 ; Zaki et al.,2014; Benharref et al., 2015). Indeed, these compounds were tested, using the food poisoning technique, for their potential antifungal activity against phytopathogen Botrytis cinerea (Daoubi et al., 2004). We present in this paper the crystal structure of the title compound, namely 1,6-diacetyl-4,7-dimethyl-2-isopropylnaphtalene In the crystal, molecules are linked by C-H···O hydrogen bonds into chains running parallel to [010] (Fig. 2 and Table 1).