CAS 2111-53-7 (S)-(-)-Citronellic acid (HCID 6999955)

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Basic information

CAS: 2111-53-7
Standard SMILES: CC(C)=CCC[C@H](C)CC(=O)O
InChIKey: GJWSUKYXUMVMGX-VIFPVBQESA-N
Molecular formula: C10H18O2
Average molar mass: 170.25 g/mol
Monoisotopic mass: 170.13067982

Overview

(S)-citronellic acid is a citronellic acid that has (S)-configuration. It is a conjugate acid of a (S)-citronellate. It is an enantiomer of a (R)-citronellic acid.

Names & identifiers

Preferred name: (S)-(-)-Citronellic acid
IUPAC: (3S)-3,7-dimethyloct-6-enoic acid
English name: (S)-(-)-3,7-Dimethyl-6-octenoic acid
Molecular formula: C10H18O2
Molecular weight: 170.25

Names & synonyms

(S)-(-)-Citronellic acid2111-53-7(3S)-3,7-dimethyloct-6-enoic acid(S)-(-)-3,7-Dimethyl-6-octenoic acid(s)-citronellic acidCHEBI:1445756-Octenoic acid, 3,7-dimethyl-, (3S)-(-)-CitronellateRefChem:70373(S)-(-)-3,7-Dimethyl-6-octenoate623-663-3GJWSUKYXUMVMGX-VIFPVBQESA-N

Show more names

(s)-(-)-citronellic(S)-(-)-Citronellic acid 98%(S)-(?)-Citronellic acid(3S)-3,7-dimethyloct-6-enoicaci

(S)-3,7-dimethyl-6-octenoic acid(-)-citronellic acid(S)-3,7-Dimethyloct-6-enoic acid(3S)-3,7-dimethyl-6-octenoic acidSCHEMBL714852orb3237474DTXSID001369271(S)-(-)-Citronellic acid, 98%

Database identifiers

CAS: 2111-53-7
PubChem CID: 6999955
DTXSID: DTXSID001369271
ChEBI: CHEBI:144575
EC Number: 623-663-3

Properties

Computed structural properties

XLogP: 3
Topological polar surface area: 37.3 Å²
Hydrogen bond donors: 1
Hydrogen bond acceptors: 2
Rotatable bonds: 5
Heavy atoms: 12
Formal charge: 0
Complexity: 167

Physicochemical properties

Boiling point: 115 · 115-120 °C/0.4 mmHg (lit.)
Density: 0.926 g/mL · 0.926 g/mL at 25 °C (lit.)
refractive index: 20 · n20/D 1.453(lit.)
Flash point: 230 °F · >230 °F
pka: 4.78 · 4.78±0.10(Predicted)
form: liquid
optical activity: 25 · [α]25/D 8°, neat
Stability: Stable. Combustible. Incompatible with strong oxidizing agents.
InChI: 1S/C10H18O2/c1-8(2)5-4-6-9(3)7-10(11)12/h5,9H,4,6-7H2,1-3H3,(H,11,12)/t9-/m0/s1
InChIKey: GJWSUKYXUMVMGX-VIFPVBQESA-N
SMILES: C[C@@H](CC\C=C(/C)C)CC(O)=O
UNSPSC Code: 12352002 · 12352002
NACRES: 22 · NA.22
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 315 · H315

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H315 (100%): 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 39 reports by companies from 1 notifications to the ECHA C&L Inventory.

Hazard information

Hazard Classes and CategoriesSkin Irrit. 2 (100%)

Safety data

PPE: Eyeshields, Gloves, type ABEK (EN14387) respirator filter
wgk: 3
risk_code: 38
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xi
Storage Class: 10 - Combustible liquids
Hazard statements: H315
Hazard Classifications: Skin Irrit. 2
Precautionary statements: P280

Chemistry & industry

Applications

Uses(S)-(-)-Citronellic acid may be used in the synthesis of trisubstituted piperidine substructures of the veratramine and jervine type, that can be building blocks for developing cyclopamine analogs.

Suppliers15 total

苏州驰瑞智合生物科技有限公司0512-13626191578 13626191578 · [email protected]

上海麦克林生化科技股份有限公司021-50706066 15221275939 · [email protected]

Aladdin Scientific[email protected]

江苏艾康生物医药研发有限公司025-5885952 15955137747 · [email protected]

Sigma-Aldrich西格玛奥德里奇(上海)贸易有限公司021-61415566 800-8193336 · [email protected]

Related reactions

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Compound notes

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