CAS 36727-29-4 3,5,5-Trimethylhexanoyl chloride (HCID 161929)

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Basic information

CAS: 36727-29-4
Standard SMILES: CC(CC(=O)Cl)CC(C)(C)C
InChIKey: GEKPNPPFAYJZRD-UHFFFAOYSA-N
Molecular formula: C9H17ClO
Average molar mass: 176.68 g/mol
Monoisotopic mass: 176.09679284

Names & identifiers

Preferred name: 3,5,5-Trimethylhexanoyl chloride
IUPAC: 3,5,5-trimethylhexanoyl chloride
English name: 3,5,5-Trimethylhexanoyl chloride
Molecular formula: C9H17ClO
Molecular weight: 176.68

Names & synonyms

3,5,5-Trimethylhexanoyl chlorideIsononanoic acid chlorideHexanoyl chloride, 3,5,5-trimethyl-DTXSID0049284EINECS 253-168-4UNII-Z2J193VP5MZ2J193VP5MDTXCID9029140EC 253-168-4Hexanoylchloride,3,5,5-trimethyl-3,5,5-trimethylhexanoic acid chloride2,4,4-TRIMETHYLHEXANOYL CHLORIDE

Show more names

INCLISONONANOYL CHLORIDESKL1275Isonyl chlorideIsononanyl chlorideLSONONANOYL CHLORIDEIsononanoyi chlorideIsononansure Chloride

RefChem:91309253-168-4GEKPNPPFAYJZRD-UHFFFAOYSA-N36727-29-43,5,5-TrimethylhexanoylchlorideMFCD00044028SCHEMBL82660CHEMBL3188000

Database identifiers

CAS: 36727-29-4
PubChem CID: 161929
DTXSID: DTXSID0049284
ChEMBL: CHEMBL3188000
UNII: Z2J193VP5M
EC Number: 253-168-4
Nikkaji: J208.996C

Properties

Computed structural properties

XLogP: 3.8
Topological polar surface area: 17.1 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 1
Rotatable bonds: 4
Heavy atoms: 11
Formal charge: 0
Complexity: 135

Experimental & physicochemical properties

Physical DescriptionLiquid

Physicochemical properties

Boiling point: 188 · 188-190 °C (lit.)
Density: 0.93 g/mL · 0.93 g/mL at 25 °C (lit.)
refractive index: 20 · n20/D 1.436(lit.)
Flash point: 284 °F · 284 °F
form: clear liquid
color: Colorless to Light yellow
Specific Gravity: 0.94 · 0.940
InChI: InChI=1S/C9H17ClO/c1-7(5-8(10)11)6-9(2,3)4/h7H,5-6H2,1-4H3
InChIKey: GEKPNPPFAYJZRD-UHFFFAOYSA-N
SMILES: C(Cl)(=O)CC(C)CC(C)(C)C
CAS DataBase Reference: 36727 · 36727-29-4(CAS DataBase Reference)
EWG's Food Scores: 1 · 1
FDA UNII

Safety & regulation

GHS classification

GHS Classification · 4 items

Danger

H290 (98.7%): May be corrosive to metals [Warning Corrosive to Metals]

P234, P260, P261, P264, P264+P265, P270, P271, P272, P273, P280, P284, P301+P317, P301+P330+P331, P302+P352, P302+P361+P354, P304+P340, P305+P354+P338, P316, P317, P320, P321, P330, P333+P317, P362+P364, P363, P390, P403+P233, P405, P406, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 153 reports by companies from 7 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Regulatory Information · 3 items

Chemical: Hexanoyl chloride, 3,5,5-trimethyl-

Hexanoyl chloride, 3,5,5-trimethyl- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Hexanoyl chloride, 3,5,5-trimethyl- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)

Status: Active Update: 18-11-2021 https://echa.europa.eu/registration-dossier/-/registered-dossier/13160

Other Safety InformationIMAP assessments - Hexanoyl chloride, 3,5,5-trimethyl-: Human health tier I assessment

Hazard Classes and CategoriesMet. Corr. 1 (98.7%)

Safety data

PPE: Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter
wgk: 1
tsca: TSCA listed
rtecs: MP4560000
ridadr: 3389
hs_code: 2915.90.5010
Toxicity: rat,LC50,inhalation,240ppm/4H (240ppm),SKIN AND APPENDAGES (SKIN): HAIR: OTHERGASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDSBEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY),National Technical Information Service. Vol. OTS0539748,

Chemistry & industry

Uses & manufacturing

U.S. Production2023: 250,000 - <550,000 lb

Industry UsesIntermediate

General Manufacturing Information · 2 items

All Other Basic Organic Chemical Manufacturing

Hexanoyl chloride, 3,5,5-trimethyl-: ACTIVE

Applications · 3 items

Description3,5,5-Trimethylhexanoyl chloride (isononanoyl chloride) may be used as a reagent in the synthesis of barbituric acid analogs, as a starting material in the synthesis of alpha-N-fatty acyl colistin nonapeptide derivative, and as a reactant in the synthesis of 3,5,5-trimethylhexanamide1. It is also an intermediate used in the manufacturing of organic peroxides, pharmaceuticals, crop protection agents, pesticides and dyes2.

Uses3,5,5-Trimethylhexanoyl chloride (isononanoyl chloride) may be used:As a reagent in the synthesis of barbituric acid analogs As a starting material in the synthesis of α-N-fattyacyl colistin nonapeptide derivative.As a reactant in the synthesis of 3,5,5-trimethylhexanamide.

General Description3,5,5-Trimethylhexanoyl chloride (isononanoyl chloride) is an acid chloride. Its has been reported to be synthesized by the chlorination of isononanoic acid with thionyl chloride.