We show that a structure of alternating dielectric layers with deep subwavelength thicknesses exhibits novel transmission effects that depend on the order of the layers and on nanometer scale variations of the layer widths. OCIS codes: (260.2065) Effective medium theory; (260.6970) Total internal reflection (160.3918) Metamaterials;Homogenization in optics is the process of replacing a complex structure of subwavelength sized components with an "effective medium" with uniform properties. It is a fundamentally important notion which can be traced back to the earliest days of electromagnetic theory, to the Lorentz-Lorenz and Maxwell-Garnet effective medium models [1,2]. While more sophisticated homogenization approaches are being used today to obtain better values of the effective parameters at a variety of geometries [2], the basic concept of smoothing over the subwavelength features of the underlying structure and describing it in terms of effective parameters has remained unchanged.In the context of 1D systems, multilayer structures composed from two types of layers are extremely well researched systems [3]. When both layers are dielectric, the structure exhibits form-birefringence, potentially much larger than birefringence found in nature [3]. The effective description becomes much more intricate when one of the layers is metallic and can support surface plasmons. Surface plasmons have much shorter wavelengths than their parent photons. Accordingly, surface plasmon resonances can lead to a strong and short ranged interaction of light with the structure and can be sensitive to details such as surface termination which are otherwise totally negligible in the effective medium description [4,5]. On the other hand, all-dielectric systems, which fundamentally do not support such surface waves and resonances, are believed to be insensitive to subwavelength structural features and are well described by an effective medium approach [5].Here, we examine a stratified dielectric structure, and show that its transmission can depend on nanometric structural features. We show that even when the layers are 0.02λ thin, impedance matching with the exterior medium (from which the EM waves enter the multilayer structure) is not always possible. The phase of the observed reflection depends on the identity of the last layer. As a result, the transmission of the entire structure can change significantly (in the order of unity) due to the addition of a single 10nm thin layer or by reversing the order of the layers. Both these features stand in complete contradiction to the conventional effective medium approach.Consider a structure made of alternating layers of two types of dielectrics characterized by (real) permittivities ε 1,2 and thickness d (see fig.1a). According to effective-medium theory, for infinitesimally thin layers (or very long wavelengths) the permittivity of the stack for TE-polarized illumination is a simple average ε ത=(ε ଵ +ε ଶ )/2. The effects we show here, which violate effective medium theory, appear when the st...