// question

A Linux host executed a native utility to overwrite and then remove a temporary file in one step. Identify the name of the file that was securely deleted by this action.

Reference KQL answer and model-by-model comparison.

039b4b10-2900-404b-b67f-4b6d49aa6499
question id
11/23
models correct
1
valid answer
48%
success rate
// reference answer

Human-validated correct answer for this question.

victim-shred.txt
// model comparison
ModelAnswerKQL queryStatusTriesTimeCost
gemini-2.5-flash-preview-04-17
tmphy457btj
DeviceFileEvents
| join DeviceInfo on DeviceId
| where ActionType == "FileDeleted"
| where OSPlatform == "Linux"
| distinct FileName
fail112.93s0.0066
gpt-35-turbo
no answer
no query generatedfail50.00s0.0110
gpt-4-turbo-2024-04-09
victim-shred.txt
DeviceFileEvents
| where ActionType == 'FileDeleted'
| where InitiatingProcessCommandLine contains 'shred' or InitiatingProcessCommandLine contains '/bin/rm'
| where FolderPath startswith '/tmp/'
| project DeviceName, FileName, FolderPath, InitiatingProcessCommandLine, TimeGenerated
pass111.66s0.0536
gpt-4.1
no answer
no query generatedfail50.00s0.0475
gpt-4.1-finetuned
no answer
no query generatedfail50.00s0.0512
gpt-4.1-mini
no answer
no query generatedfail50.00s0.0075
gpt-4.1-nano
no answer
no query generatedfail50.00s0.0017
gpt-4o
no answer
no query generatedfail50.00s0.0526
gpt-5-high
no answer
no query generatedfail50.00s0.2317
gpt-5-mini-high
no answer
no query generatedfail50.00s0.0176
gpt-5-mini-low
victim-shred.txt
// Identify files securely deleted by Linux native utilities (shred, srm, wipe, scrub, wipefs, secure-delete, srm.sh, srm-ls)
let lookback = 30d; // fallback if external time range not applied
let toolsRegex = @"\b(shred|srm|wipe|scrub|wipefs|secure-delete|srm\.sh|srm-ls)\b";

// Events that explicitly show file delete/removal and were initiated by candidate tools
let fileEvents = (
    union DeviceFileEvents, DeviceEvents
    | where TimeGenerated >= ago(lookback)
    | extend iproc = tolower(tostring(InitiatingProcessFileName)), icmd = tolower(tostring(InitiatingProcessCommandLine))
    | where iproc matches regex toolsRegex or icmd matches regex toolsRegex
    | where ActionType has_any ("Delete","Removed","RemovedFile","FileDelete","FileDeleted","Deleted","Remove")
    | extend FullPath = iif(isnotempty(FolderPath) and isnotempty(FileName), strcat(FolderPath, "/", FileName), coalesce(FileName, ""))
    | project TimeGenerated, DeviceName, FullPath, SourceFileName = FileName, FolderPath, InitiatingProcessFileName, InitiatingProcessCommandLine, ActionType, ReportId
);

// Process executions where the tool was invoked and command line contains file path tokens (common temp locations)
let procEvents = (
    DeviceProcessEvents
    | where TimeGenerated >= ago(lookback)
    | extend pcmd = tostring(ProcessCommandLine), iproc = tostring(InitiatingProcessFileName), icmd = tostring(InitiatingProcessCommandLine)
    | where tolower(pcmd) matches regex toolsRegex or tolower(iproc) matches regex toolsRegex or tolower(icmd) matches regex toolsRegex
    // split command line into tokens and inspect for path-like tokens
    | mv-expand token = split(pcmd, ' ')
    | extend token = trim('\"\'\t', tostring(token))
    | where token startswith '/' or token startswith './' or token contains '/tmp/' or token contains '/var/tmp/' or token contains '/run/'
    | extend FullPath = token
    | extend SourceFileName = extract(@"([^/]+)$", 1, FullPath), FolderPath = extract(@"(.*/)[^/]+$", 1, FullPath)
    | project TimeGenerated, DeviceName, FullPath, SourceFileName, FolderPath, InitiatingProcessFileName = iproc, InitiatingProcessCommandLine = pcmd, ActionType = "ProcessExecution", ReportId
);

union fileEvents, procEvents
| where isnotempty(FullPath) and FullPath != ''
| summarize arg_max(TimeGenerated, *) by FullPath
| extend DeletedFileName = extract(@"([^/]+)$", 1, FullPath)
| project TimeGenerated, DeviceName, FullPath, DeletedFileName, InitiatingProcessFileName, InitiatingProcessCommandLine, ActionType, ReportId
| sort by TimeGenerated desc
| take 50
pass570.43s0.0178
gpt-5-mini-medium
/tmp/victim-shred.txt
// Identify Linux devices
let linuxDeviceIds = DeviceInfo
| where tolower(tostring(OSPlatform)) contains "linux"
| distinct DeviceId;

// Candidate secure-delete processes and the file paths they were given on the command line
let procCandidates = DeviceProcessEvents
| join kind=inner (linuxDeviceIds) on DeviceId
| extend ProcName = tolower(tostring(split(FileName, "/")[-1]))
| where ProcName in ('shred','srm','wipe','sfill','scrub')
| extend Cmd = tostring(ProcessCommandLine)
// split command line and keep tokens that look like file paths
| mv-expand Token = split(Cmd, ' ')
| where Token startswith '/' or Token startswith './' or Token startswith '~/'
| extend DeletedFileFromCmd = trim('"', tostring(Token))
| summarize arg_max(ProcessCreationTime, *) by DeviceId, ProcessId, DeletedFileFromCmd
| project DeviceId, DeviceName, ProcessId, ProcessCreationTime, Tool = FileName, ProcessCommandLine = Cmd, DeletedFileFromCmd;

// File delete events that may correspond to a secure-delete
let fileDeletes = DeviceFileEvents
| where tolower(tostring(ActionType)) has 'delete' or tolower(tostring(ActionType)) has 'unlink' or tolower(tostring(ActionType)) has 'remove' or tolower(tostring(ActionType)) has 'deleted' or tolower(tostring(ActionType)) has 'removed'
| project DeviceId, TimeGenerated, DeletedFileEventName = FileName, FolderPath, InitiatingProcessId, ActionType;

procCandidates
| join kind=leftouter (fileDeletes) on DeviceId, $left.ProcessId == $right.InitiatingProcessId
| extend DeletedFile = coalesce(DeletedFileEventName, DeletedFileFromCmd)
| where isnotempty(DeletedFile)
| extend Time = coalesce(TimeGenerated, ProcessCreationTime)
| project Time, DeviceName, InitiatingTool = Tool, ProcessCommandLine, DeletedFile = tostring(DeletedFile), FolderPath, ActionType
| summarize arg_max(Time, *) by DeletedFile
| order by Time desc
| take 50
pass5106.47s0.0233
gpt-5-nano-high
victim-shred.txt
let SecureDeleteCandidates = DeviceFileEvents
| where TimeGenerated >= ago(1d)
| where ActionType contains "Delete" // deletion events
| where InitiatingProcessCommandLine has_any ("shred", "shred -u", "/usr/bin/shred", "wipe", "secure-delete", "srm")
| where InitiatingProcessCommandLine contains "-u" // securely remove after overwrite
| where FolderPath startswith "/tmp" or FolderPath startswith "/var/tmp" or FolderPath contains "/tmp/"
| extend DeletedPath = strcat(FolderPath, FileName)
| project TimeGenerated, DeviceName, DeviceId, FileName, FolderPath, DeletedPath, InitiatingProcessCommandLine
| sort by TimeGenerated desc
| take 100;
SecureDeleteCandidates
| distinct FileName, FolderPath, DeletedPath, InitiatingProcessCommandLine
pass134.74s0.0023
gpt-5-nano-medium
no answer
no query generatedfail50.00s0.0086
grok-3-beta
victim-shred.txt
DeviceProcessEvents
| where ProcessCommandLine contains 'shred'
| join kind=inner (
    DeviceInfo
    | where OSPlatform contains 'Linux'
) on DeviceId
| project Timestamp, DeviceName, FileName, ProcessCommandLine
| order by Timestamp desc
pass215.39s0.0483
grok-3-mini-beta
no answer
no query generatedfail50.00s0.0072
o1-high
victim-shred.txt
let LinuxDevices = DeviceInfo
| where OSPlatform == "Linux"
| distinct DeviceId;
DeviceFileEvents
| where ActionType == "FileDeleted"
| join kind=inner LinuxDevices on DeviceId
| where InitiatingProcessCommandLine has_any ("shred", "srm", "wipe")
| project TimeGenerated, DeviceName, FolderPath, FileName, InitiatingProcessCommandLine
pass133.11s0.2316
o1-low
victim-shred.txt
DeviceProcessEvents
| where ActionType == "ProcessCreated"
| where FileName in~ ("shred", "srm")
| project TimeGenerated, DeviceId, DeviceName, ProcessId, SecureDeletionCommand = ProcessCommandLine
| join kind=inner (
    DeviceFileEvents
    | where ActionType in~ ("FileDeleted", "FileRemoved")
    | project DeviceId, InitiatingProcessId, DeletedFileName = FileName, DeletedFolderPath = FolderPath
) on DeviceId
| where ProcessId == InitiatingProcessId
| project TimeGenerated, DeviceName, SecureDeletionCommand, DeletedFileName, DeletedFolderPath
| order by TimeGenerated desc
pass156.51s0.2933
o3-high
victim-shred.txt
// Secure deletion of a temporary file with shred -u / --remove
let linux_devices = DeviceInfo
| where OSPlatform startswith_cs "Linux"
| project DeviceId, DeviceName;
DeviceProcessEvents
| where FileName =~ "shred"
| where ProcessCommandLine has_any (" -u", " --remove")
| join kind=inner (linux_devices) on DeviceId
| extend TargetFilePath = extract(@"(/tmp/[^\s]+)", 1, ProcessCommandLine)
| where isnotempty(TargetFilePath)
| extend SecurelyDeletedFileName = tostring(split(TargetFilePath, "/")[-1])
| summarize LastSeen = max(TimeGenerated) by DeviceName, SecurelyDeletedFileName, TargetFilePath
| project DeviceName, SecurelyDeletedFileName, TargetFilePath, LastSeen
| order by LastSeen desc
pass3135.13s0.0717
o3-mini-high
victim-shred.txt
DeviceProcessEvents
| where InitiatingProcessCommandLine has "shred" and InitiatingProcessCommandLine has "-u"
| extend TempFile = strcat(FolderPath, "/", FileName)
| project TimeGenerated, DeviceName, TempFile, InitiatingProcessCommandLine
| order by TimeGenerated desc
| take 1
pass114.34s0.0111
o3-mini-low
/tmp/victim-shred.txt
DeviceProcessEvents
| where InitiatingProcessCommandLine has "shred" and InitiatingProcessCommandLine has "-u"
| extend SecurelyDeletedFile = extract(@"(?:shred\s+-u\s+)(\S+)", 1, InitiatingProcessCommandLine)
| project TimeGenerated, DeviceName, SecurelyDeletedFile, InitiatingProcessCommandLine
pass115.16s0.0118
o4-mini-high
/tmp/victim-shred.txt
DeviceProcessEvents
| where FileName == "shred" or FileName endswith "/shred"
| where ProcessCommandLine contains "-u" or ProcessCommandLine contains "--remove"
| extend DeletedFile = extract(@"(?:-u|--remove)\s+([^\s]+)", 1, ProcessCommandLine)
| where isnotempty(DeletedFile)
| project TimeGenerated, DeviceName, InitiatingProcessAccountName, ProcessCommandLine, DeletedFile
pass499.91s0.0409
o4-mini-low
no answer
no query generatedfail50.00s0.0427