Large Language Models Can Follow Instructions, But Not Many at Once: Phase Transitions in Compositional Constraint Satisfaction A new study introduces Constraint Saturation Evaluation (CSE), a benchmark testing large language models' ability to follow multiple simultaneous constraints, and finds that per-constraint pass rates decay gradually while the chance of satisfying all constraints collapses: a model passing individual constraints at ~41% at k=8 succeeds on all eight just 5.7% of the time. The study, covering 15 models, 36 constraint types, and 369,753 checks at k=1-12, shows that structural constraints lose 2x more baseline capability per added constraint than lexical ones, and reliable instruction following breaks down beyond 5-6 simultaneous constraints, with probe-level success falling below 50% at 7 constraints for the strongest model and at 3 or fewer for 12 of 15 models. arXiv:2608.12426v1 Announce Type: new Abstract: Large language models are increasingly deployed in settings that require simultaneous adherence to multiple explicit constraints - reasoning structure, safety boundaries, output schemas. Individual constraints are handled proficiently, but the compositional regime, where many must hold jointly, remains poorly characterized: how rapidly does performance degrade, what governs the degradation, and can the collapse be mitigated? We introduce Constraint Saturation Evaluation CSE , a procedurally generated benchmark that systematically varies the number of simultaneous constraints k , with every constraint scored by a deterministic, rule-based verifier and zero LLM-judge involvement: 15 models, 36 constraint types, 369,753 checks at k=1-12. Three findings emerge. First, per-constraint pass rate decays gradually and predictably, while the chance of satisfying all k constraints collapses - a model passing individual constraints at ~41% at k=8 succeeds on all eight just 5.7% of the time. Second, constraints do not degrade equally: structural constraints lose 2x more baseline capability per added constraint than lexical ones, ordered by a comprehension-maintenance gap that separates constraints requiring sustained tracking from binary decisions immune to composition. Third, failures are nearly independent, which is what makes the accumulation multiplicative; the residual coupling that does exist tracks shared output features rather than pairwise interference - a wrong sentence count fails every constraint that reads it. Reliable instruction following breaks down beyond 5-6 simultaneous constraints: probe-level success falls below 50% at 7 constraints for the strongest model, and at 3 or fewer for 12 of 15.