Hexadecanolide

HCID 7984CAS 109-29-5
Substructure searchFind similar structures

Basic information

Standard SMILES
O=C1CCCCCCCCCCCCCCCO1
InChIKey
LOKPJYNMYCVCRM-UHFFFAOYSA-N
Molecular formula
C16H30O2
Average molar mass
254.41 g/mol
Monoisotopic mass
254.2245802

Overview

16-Hexadecanolide is a macrolide.

Names & identifiers

Preferred name
Hexadecanolide
IUPAC
oxacycloheptadecan-2-one
English name
16-HEXADECANOLIDE
Molecular formula
C16H30O2
Molecular weight
254.41

Names & synonyms

109-29-5OXACYCLOHEPTADECAN-2-ONECyclohexadecanolidehexadecanolactoneHexadecanolideJuniperic acid lactone16-Hexadecanolactone1,16-HexadecanolideDTXSID4047622NSC-3354664E2HO00C7DTXCID2027622
Show more names
juniper musconeCYCLOHEXADECENOLIDENSC 33546BRN 0148631
RefChem:786039203-662-016-HexadecanolideDihydroambrettolide1-oxacycloheptadecan-2-one1,16-Hexadecanolactone16-Hydroxyhexadecanoic acid lactoneMFCD00039668

Database identifiers

CAS
109-29-5
PubChem CID
7984
DTXSID
DTXSID4047622
ChEMBL
CHEMBL3189021
ChEBI
CHEBI:179821
UNII
64E2HO00C7
EC Number
203-662-0
Nikkaji
J65.679H

Properties

Computed structural properties

XLogP
6.3
Topological polar surface area
26.3 Ų
Hydrogen bond donors
0
Hydrogen bond acceptors
2
Rotatable bonds
0
Heavy atoms
18

Experimental & physicochemical properties

LipidsFatty Acyls [FA] -> Fatty esters [FA07] -> Lactones [FA0704]
CosmeticsCosmetics ingredient -> Fragrance
SpringerMaterials PropertiesBoiling point
FragrancesFragrance Ingredient (Hexadecanolide) -> IFRA transparency List
Flavoring AgentsEU Flavoring substances
Physical DescriptionLiquid

Physicochemical properties

Melting point
34 · 34-38 °C(lit.)
Boiling point
188 °C · 188 °C / 15mmHg
Density
0.94 · 0.94
refractive index
20 · n20/D1.4680-1.4730
FLAVIS Number
10.047 · 10.047 | Hexadecano-1,16-lactone
Flash point
100 °C · >100°C

Safety & regulation

GHS classification

GHS Classification · 5 items

This chemical does not meet GHS hazard criteria for 86.3% (271 of 314) of all reports.

Warning

H315 (13.7%): Causes skin irritation [Warning Skin corrosion/irritation]

P264, P280, P302+P352, P321, P332+P317, and P362+P364 (click each P-code to see the statement)

Aggregated GHS information provided per 314 reports by companies from 4 notifications to the ECHA C&L Inventory.

Hazard information

Regulatory Information · 6 items

Chemical: Oxacycloheptadecan-2-one

Hazard Traits - Fragrance Allergen

Commission Regulation (EC) No 1565/2000 (Repealed by Com. Implementing Reg. (EU) No 872/2012)

Oxacycloheptadecan-2-one is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Oxacycloheptadecan-2-one 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: 20-04-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/24078

Oxacycloheptadecan-2-one: Does not have an individual approval but may be used under an appropriate group standard

Other Safety InformationIMAP assessments - Oxacycloheptadecan-2-one: Human health tier I assessment
Hazard Classes and CategoriesSkin Irrit. 2 (13.7%)

Safety data

wgk
2
tsca
TSCA listed
rtecs
RN9730000
hs_code
2932.99.9090
Toxicity
CYCLOHEXADECANOLIDE DIHYDROAMBRETTOLIDE 1,16-HEXADECANOLACTONE HEXADECANOLIDE 16-HYDROXYHEXADECANOIC ACID LACTONE JUNIPERIC ACID LACTONE
risk_code
38

Chemistry & industry

Uses & manufacturing

U.S. Production2023: 75,044 lb
Consumer UsesFragrance
Industry UsesFragrance
Household Products · 2 items

Cosmetics product ingredient: Oxacyclohepta-decan-2-one (Hexadecanolactone)

Information on 2 consumer products that contain Hexadecanolactone in the following categories is provided:

Use ClassificationFragrance Ingredients
General Manufacturing Information · 2 items

Soap, Cleaning Compound, and Toilet Preparation Manufacturing

Oxacycloheptadecan-2-one: ACTIVE

Applications · 3 items

OccurrenceHas apparently not been reported to occur in nature.

Uses16-Hexadecanolide is used in the manfacturing of perfumes. It acts as masking agents.

Uses16-Hexadecanolide may be used as a starting reagent in the synthesis of caeliferin A 16:0.

Preparation methods

PreparationBy the persulphuric acid (or other peracid) oxidation of cyclohexadecanone.

Upstream & downstream products

Suppliers50 total

梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
上海麦克林生化科技股份有限公司021-50706066 15221275939 · [email protected]
广州佳途科技股份有限公司81960175 18933936954 · [email protected]
成都翰唯生物科技有限公司17360178904 18217049878

Additional notes

DefinitionChEBI: 16-Hexadecanolide is a macrolide.

Related reactions

10 records
New reaction record

Linked notes

Loading…