diff --git a/docs/Project.toml b/docs/Project.toml
index 39d5ddb615..df14347ec6 100644
--- a/docs/Project.toml
+++ b/docs/Project.toml
@@ -45,7 +45,7 @@ CairoMakie = "0.15"
 CommonSolve = "0.2"
 ControlSystemsBase = "1.20"
 ControlSystemsMTK = "2.6"
-DataInterpolations = "8"
+DataInterpolations = "8, 9"
 Distributions = "0.25"
 Documenter = "1"
 DynamicQuantities = "1"
diff --git a/lib/ModelingToolkitBase/Project.toml b/lib/ModelingToolkitBase/Project.toml
index f28ef17bfe..915c9e207b 100644
--- a/lib/ModelingToolkitBase/Project.toml
+++ b/lib/ModelingToolkitBase/Project.toml
@@ -40,6 +40,7 @@ OffsetArrays = "6fe1bfb0-de20-5000-8ca7-80f57d26f881"
 OrderedCollections = "bac558e1-5e72-5ebc-8fee-abe8a469f55d"
 PreallocationTools = "d236fae5-4411-538c-8e31-a6e3d9e00b46"
 PrecompileTools = "aea7be01-6a6a-4083-8856-8a6e6704d82a"
+Printf = "de0858da-6303-5e67-8744-51eddeeeb8d7"
 REPL = "3fa0cd96-eef1-5676-8a61-b3b8758bbffb"
 Random = "9a3f8284-a2c9-5f02-9a11-845980a1fd5c"
 ReadOnlyDicts = "795d4caa-f5a7-4580-b5d8-c01d53451803"
@@ -162,6 +163,7 @@ OrdinaryDiffEqTsit5 = "1, 2"
 Pkg = "1"
 PreallocationTools = "0.4.27, 1"
 PrecompileTools = "1.2.1"
+Printf = "1"
 Pyomo = "0.1.0"
 REPL = "1"
 Random = "1"
@@ -172,7 +174,7 @@ ReferenceTests = "0.10"
 RuntimeGeneratedFunctions = "0.5.12"
 SCCNonlinearSolve = "1.13"
 SafeTestsets = "0.1"
-SciMLBase = "3.19"
+SciMLBase = "3.38"
 SciMLPublic = "1.0.0"
 SciMLStructures = "1.7"
 Serialization = "1"
diff --git a/lib/ModelingToolkitBase/src/ModelingToolkitBase.jl b/lib/ModelingToolkitBase/src/ModelingToolkitBase.jl
index 0597d84105..899aab1aa3 100644
--- a/lib/ModelingToolkitBase/src/ModelingToolkitBase.jl
+++ b/lib/ModelingToolkitBase/src/ModelingToolkitBase.jl
@@ -21,6 +21,10 @@ using PrecompileTools, Reexport
     import BandedMatrices: BandedMatrices, BandedMatrix, bandwidths
 end
 
+import SciMLBase
+import SciMLBase: diagnose_symbolic_instability
+using Printf: @sprintf
+
 import SymbolicUtils
 import SymbolicUtils as SU
 import SymbolicUtils: iscall, arguments, operation, maketerm, promote_symtype,
diff --git a/lib/ModelingToolkitBase/src/debugging.jl b/lib/ModelingToolkitBase/src/debugging.jl
index 82e4c80627..bbc410f7a4 100644
--- a/lib/ModelingToolkitBase/src/debugging.jl
+++ b/lib/ModelingToolkitBase/src/debugging.jl
@@ -99,3 +99,122 @@ function get_assertions_expr(sys::AbstractSystem)
     end
     return term
 end
+
+function SciMLBase.diagnose_symbolic_instability(sys::AbstractSystem, u, uprev)
+    diagnosis = String[]
+
+    #check for assertion failures
+    unks = unknowns(sys)
+    curr_substitution_map = Dict{SymbolicT, SymbolicT}(zip(unks, u))
+    prev_substitution_map = Dict{SymbolicT, SymbolicT}(zip(unknowns(sys), uprev))
+
+    for (cond, msg) in assertions(sys)
+        subclauses = String[]
+        find_failing_subterms(cond, prev_substitution_map, curr_substitution_map, subclauses)
+        if !isempty(subclauses)
+            push!(diagnosis, "\n\nAssertion violated: $cond - \"$msg\"")
+            append!(diagnosis, subclauses)
+        end
+    end
+
+    #find singularity causes in equations
+    singularities = String[]
+    visited = IdDict{SymbolicT, Nothing}()
+    subber = SymbolicUtils.IRSubstituter{true}(get_irstructure(sys), prev_substitution_map)
+    for eq in full_equations(sys)
+        find_singular_subterms(eq, eq.rhs, subber, singularities, visited)
+    end
+    if !isempty(singularities)
+        push!(diagnosis, "\nSymbolic Analysis of MTK System:")
+        append!(diagnosis, singularities)
+    end
+
+    return isempty(diagnosis) ? "" : join(diagnosis, "\n")
+end
+
+function find_singular_subterms(eq, expr, sub_map, diagnosis, visited)
+    expr = unwrap(expr)
+    !SymbolicUtils.iscall(expr) && return diagnosis
+    op = SymbolicUtils.operation(expr)
+    args = SymbolicUtils.arguments(expr)
+    haskey(visited, expr) && return diagnosis  
+    visited[expr] = nothing
+
+    if op === (/) #division, singular if we divide by small thing
+        d = Symbolics.value(sub_map(args[2]))
+        if d isa Number && abs(d) < 1e-10
+            push!(diagnosis, "in equation $eq: division by very small value $(args[2]) ≈ $(@sprintf("%.4g", d)) leads to singularity.")
+        end
+    elseif op === log #singular if we log small thing
+        x = Symbolics.value(sub_map(args[1]))
+        if x isa Number && x <= 1e-10
+            push!(diagnosis, "in equation $eq: log of $(args[1]) = $(@sprintf("%.4g", x)) near/at singularity (derivative blows up).")
+        end
+    elseif op === sqrt 
+        x = Symbolics.value(sub_map(args[1]))
+        if x isa Number && x < 1e-10
+            push!(diagnosis, "in equation $eq: sqrt of $(args[1]) = $(@sprintf("%.4g", x)) near/at singularity (derivative blows up).")
+        end
+    elseif op === (^)
+        e = Symbolics.value(sub_map(args[2]))
+        b = Symbolics.value(sub_map(args[1]))
+        if e isa Number && b isa Number #two cases
+            if e < 0 && abs(b) < 1e-10
+                push!(diagnosis, "in equation $eq: ($(args[1])) raised to power $e with base ≈ $(@sprintf("%.4g", b)) going to 0; result diverges.")
+            elseif e > 0 && abs(b) > 1
+                push!(diagnosis, "in equation $eq: ($(args[1]) ≈ $(@sprintf("%.4g", b))) raised to power $e - base magnitude is large and being amplified.")
+            end
+        end
+    end
+
+    for arg in args
+        find_singular_subterms(eq, arg, sub_map, diagnosis, visited)
+    end
+    return diagnosis
+end
+
+function find_failing_subterms(cond, prev_map, curr_map, diagnosis)
+    c = Symbolics.unwrap(cond)
+    !SymbolicUtils.iscall(c) && return diagnosis
+    op = SymbolicUtils.operation(c)
+    args = SymbolicUtils.arguments(c)
+
+    if (op === (<) || op === (>) || op === (<=) || op === (>=)) && length(args) == 2
+        #compare using previous non-nan values to find violating subclauses, then output current values
+        lhs = Symbolics.value(Symbolics.substitute(args[1], prev_map))
+        rhs = Symbolics.value(Symbolics.substitute(args[2], prev_map))
+        if lhs isa Number && rhs isa Number
+            # small margin -> violated
+            margin = (op === (<) || op === (<=)) ? rhs - lhs : lhs - rhs
+            if margin <= 1e-6
+                push!(diagnosis, "   subclause `$c` violated: $(clause_values(c, curr_map))")
+            end
+        end
+    elseif op === (!=) && length(args) == 2
+        lhs = Symbolics.value(Symbolics.substitute(args[1], prev_map))
+        rhs = Symbolics.value(Symbolics.substitute(args[2], prev_map))
+        if lhs isa Number && rhs isa Number && abs(lhs - rhs) <= 1e-6
+            push!(diagnosis, "   subclause `$c` violated: $(clause_values(c, curr_map))")
+        end
+    elseif op === (==) && length(args) == 2
+        lhs = Symbolics.value(Symbolics.substitute(args[1], prev_map))
+        rhs = Symbolics.value(Symbolics.substitute(args[2], prev_map))
+        if lhs isa Number && rhs isa Number && abs(lhs - rhs) > 1e-6
+            push!(diagnosis, "   subclause `$c` violated: $(clause_values(c, curr_map))")
+        end
+    else #recurse
+        for arg in args
+            find_failing_subterms(arg, prev_map, curr_map, diagnosis)
+        end
+    end
+    return diagnosis
+end
+
+function clause_values(c, curr_map)
+    parts = String[]
+    for v in Symbolics.get_variables(c)
+        val = Symbolics.value(Symbolics.substitute(v, curr_map))
+        push!(parts, val isa Number ? "$v = $(@sprintf("%.4g", val))" : "$v = $val")
+    end
+    return join(parts, ", ")
+end
diff --git a/lib/ModelingToolkitBase/test/optimization/Project.toml b/lib/ModelingToolkitBase/test/optimization/Project.toml
index 7c89fb85f8..fa13aadfdc 100644
--- a/lib/ModelingToolkitBase/test/optimization/Project.toml
+++ b/lib/ModelingToolkitBase/test/optimization/Project.toml
@@ -32,7 +32,7 @@ ModelingToolkitBase = {path = "../.."}
 
 [compat]
 CasADi = "1.0.7"
-DataInterpolations = "8.8"
+DataInterpolations = "8.8, 9"
 OrdinaryDiffEqExplicitTableaus = "2"
 OrdinaryDiffEqImplicitTableaus = "2"
 SafeTestsets = "0.1, 1"