Dehydrolinalool

HCID 62842
NotesReactions
Substructure searchFind similar structures

Basic information

CAS
29171-20-8
Standard SMILES
C#CC(C)(O)CCC=C(C)C
InChIKey
YWTIDNZYLFTNQQ-UHFFFAOYSA-N
Molecular formula
C10H16O
Average molar mass
152.23 g/mol
Monoisotopic mass
152.12011513

Overview

Dehydrolinalool is a ynone.

Names & identifiers

Preferred name
Dehydrolinalool
IUPAC
3,7-dimethyloct-6-en-1-yn-3-ol
English name
3,7-dimethyloct-6-en-1-yn-3-ol
Molecular formula
C10H16O
Molecular weight
152.23

Names & synonyms

3,7-Dimethyloct-6-en-1-yn-3-ol29171-20-8Dehydrolinalool3,7-Dimethyl-6-octen-1-yn-3-ol6-Octen-1-yn-3-ol, 3,7-dimethyl-L06OT2435MDTXSID6057588DEHYDRO-BETA-LINALOOLRefChem:585657DTXCID20813876249-482-6Linalool, dehydro-
Show more names
(±)-Dehydrolinalool3,7-dimethyl-6-octen-1-yn-3-o3,7-dimethyloct-6-en-1-yn-3-o(+/-)-3,7-Dimethyl-6-octen-1-yn-3-ol
(+/-)-dehydrolinalool2-DehydrolinaloolMFCD00129075Linalool, dehydro- (6CI)(E)-3,7-Dimethyl-1,5,7-octatrien-3-olDehydro-.beta.-linalool2,7-Dimethyl-7-octen-5-yn-4-olDehydrolinalool, (+/-)-

Database identifiers

CAS
29171-20-8
PubChem CID
62842
DTXSID
DTXSID6057588
ChEBI
CHEBI:171913
UNII
L06OT2435M
EC Number
249-482-6
Nikkaji
J37.640J

Properties

Computed structural properties

XLogP
2.2
Topological polar surface area
20.2 Ų
Hydrogen bond donors
1
Hydrogen bond acceptors
1
Rotatable bonds
4
Heavy atoms
11

Experimental & physicochemical properties

Chemical ClassesOther Classes -> Other Organic Compounds
LogP2.610
Food AdditivesFLAVORING AGENT OR ADJUVANT -> FDA Substance added to food
Flash Point85 °C
Boiling Point198.00 to 199.00 °C. @ 760.00 mm Hg
Melting Point-58.00 to -56.00 °C. @ 760.00 mm Hg

Physicochemical properties

Boiling point
198 °C · 198 °C
Density
0.879 at · 0.879 at 20℃
vapor pressure
3.8 Pa · 3.8Pa at 25℃
refractive index
1.46 · 1.46
storage temp.
2 · 2-8°C
solubility
Chloroform (Slightly), Methanol (Slightly)

Safety & regulation

GHS classification

GHS Classification · 6 items

Warning

H315 (99.6%): Causes skin irritation [Warning Skin corrosion/irritation]

P264, P264+P265, P280, P302+P352, P305+P351+P338, P321, P332+P317, P337+P317, and P362+P364 (click each P-code to see the statement)

Aggregated GHS information provided per 266 reports by companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Warning

H319: Causes serious eye irritation [Warning Serious eye damage/eye irritation]

Hazard information

Regulatory Information · 3 items

Chemical: 6-Octen-1-yn-3-ol, 3,7-dimethyl-

Status: Active Update: 05-03-2021 https://echa.europa.eu/registration-dossier/-/registered-dossier/12800

6-Octen-1-yn-3-ol, 3,7-dimethyl-: Does not have an individual approval but may be used under an appropriate group standard

Hazards SummaryA skin and eye irritant; [eChemPortal: SIDSUNEP] An irritant; Not a sensitizer; No known chronic effects; [MSDSonline] No deaths in a lethal concentration study for 7 hours at 11,000 ppm; No data found on human exposures; [AIHA]
Hazard Classes and Categories · 3 items

Skin Irrit. 2 (99.6%)

Flammable liquids - Category 4

Serious eye damage/eye irritation - Category 2A

Safety data

tsca
TSCA listed
hs_code
2905299090
Toxicity
mouse,LD50,intraperitoneal,200mg/kg (200mg/kg),BEHAVIORAL: ATAXIABEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)LUNGS, THORAX, OR RESPIRATION: DYSPNEA,National Technical Information Service. Vol. OTS0543729,
Signal word
Warning
Symbol(GHS)
GHS07
Hazard statements
H315-H319-H335

Chemistry & industry

Pharmacology

Cellular LocationsCytoplasm

Uses & manufacturing

UsesUsed as an intermediate in organic synthesis; [eChemPortal: SIDSUNEP]
Use ClassificationFlavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes
General Manufacturing Information6-Octen-1-yn-3-ol, 3,7-dimethyl-: ACTIVE
Applications · 2 items

Description3,7-dimethyl-6-octen-1-yn-3-ol, also known as Dehydrolinalool, is a derivative of methyl heptenone and acetylene. It is used in small amounts for the production of chemical fragrances for daily use. Industrial-grade dehydrolinalool (content 92–96%) is mainly used to synthesize a series of perfumes such as linalool, nerolidol, citral and ionone, which are also important intermediates for the synthesis of vitamin A, E and K. Dehydrolinalool has a strong ability to mask bad odors, especially for disgusting hydrogen sulfide, garlic preparations and polysulfide odors. In addition, it also has the role of mosquito repellent. A sterol compound such as dehydrolinalool has excellent antibacterial activity against Escherichia coli, Enterobacter faecalis, Proteus and the like. Dehydrolinalool has high added value and is a fine chemical product with broad market prospects.

Uses3,7-Dimethyl-6-octen-1-yn-3-ol is a useful synthetic intermediate in the synthesis of Methylisopseudoionone (M314920); a derivative of Ionone (I731275) which is an aroma compound found in essential oils such as rose oil, and thus can be used in the perfumery industry.

Upstream & downstream products

Suppliers39 total

上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
南京凯美西化工有限公司02558748998 18951874644 · [email protected]
毕佳索（上海毕得医药科技股份有限公司）400-6005915 · [email protected]
武汉欣扬瑞和化学科技有限公司153-07155313 15307155313 · [email protected]
重庆诺森医药有限公司15310618205 · [email protected]

Additional notes

DefinitionChEBI: Dehydrolinalool is a ynone.

Related reactions

9 records
New reaction record

Compound notes

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