Neryl chloride

HCID 5874259CAS 5389-87-7

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Basic information

Standard SMILES: CC(C)=CCC/C(C)=C\CCl
InChIKey: WLAUCMCTKPXDIY-JXMROGBWSA-N
Molecular formula: C10H17Cl
Average molar mass: 172.69 g/mol

Names & identifiers

Preferred name: Neryl chloride
IUPAC: (2Z)-1-chloro-3,7-dimethylocta-2,6-diene
English name: GERANYL CHLORIDE
Molecular formula: C10H17Cl
Molecular weight: 172.7

Names & synonyms

neryl chlorideNSC177220(2Z)-1-chloro-3,7-dimethylocta-2,6-dieneSCHEMBL6655197WLAUCMCTKPXDIY-YFHOEESVSA-NNSC-17722020536-36-1(Z)-8-Chloro-2,6-dimethyl-2,6-octadieneTRANS-1-CHLORO-3,7-DIMETHYL-2,6-OCTADIENEGERANYL CHLORIDEGeranyl chloride 95%alpha,omega-octadiene

Show more names

Geranyl chloride ≥96%1-CHLORO-3,7-DIMETHYL-2,6-OCTADIENE7-dimethyl-6-octadien(e)-1-chloro-3(E)-8-Chloro-2,6-dimethyl-2,6-octadiene(e)-1-chloro-3,7-dimethyl-2,6-octadiene(E)-1-CHLORO-3,7-DIMETHYL-OCTA-2,6-DIENE

Database identifiers

CAS: 5389-87-7
PubChem CID: 5874259
Nikkaji: J396.223G

Properties

Computed structural properties

XLogP: 4.2
Topological polar surface area: 0 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 0
Rotatable bonds: 4
Heavy atoms: 11
Formal charge: 0
Complexity: 150

Physicochemical properties

Boiling point: 102 · 102-104 °C/12 mmHg (lit.)
Density: 0.931 g/mL · 0.931 g/mL at 25 °C (lit.)
refractive index: 20 · n20/D 1.4808(lit.)
Flash point: 194 °F · 194 °F
storage temp.: Sealed in dry,Room Temperature
form: liquid
Appearance: Colorless to light yellow Liquid
InChI: InChI=1S/C10H17Cl/c1-9(2)5-4-6-10(3)7-8-11/h5,7H,4,6,8H2,1-3H3/b10-7+
InChIKey: WLAUCMCTKPXDIY-JXMROGBWSA-N
SMILES: C(Cl)/C=C(\C)/CC/C=C(/C)\C
CAS DataBase Reference: 5389 · 5389-87-7
UNSPSC Code: 12352100 · 12352100
NACRES: 22 · NA.22
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 315 · H315-H319-H335
Precautionary statements: 261 · P261-P264-P271-P280-P302+P352-P305+P351+P338
target organs: Respiratory system
PPE: Eyeshields, Gloves, type ABEK (EN14387) respirator filter
Hazard Codes: Xi
Risk Statements: 36 · 36/37/38
Safety Statements: 26 · 26-36/37/39
RIDADR: 2810 · 2810
WGK Germany: 3 · 3
RTECS: 5275000 · RG5275000
HazardClass: 6.1 · 6.1(b)
PackingGroup: III
Storage Class: 10 · 10 - Combustible liquids
Hazard Classifications: 2 Skin · Eye Irrit. 2Skin Irrit. 2STOT SE 3

Safety & regulation

Safety data

PPE: Eyeshields, Gloves, type ABEK (EN14387) respirator filter
wgk: 3
rtecs: RG5275000
ridadr: 2810
risk_code: 36/37/38
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xi
safety_code: 26-36/37/39
hazard_class: 6.1(b)
Storage Class: 10 - Combustible liquids
packing_group: III
target organs: Respiratory system
Hazard statements: H315-H319-H335
Hazard Classifications: Eye Irrit. 2Skin Irrit. 2STOT SE 3
Precautionary statements: P261-P264-P271-P280-P302+P352-P305+P351+P338

Chemistry & industry

Applications

UsesGeranyl chloride was used as starting reagent in the synthesis of:C25 compound moenocinol2-methyl-6-geranylphenolmanoalide and seco-manoalide analogs

General DescriptionGeranyl chloride undergoes palladium-catalyzed cross-coupling reaction with aryl and alkenylgold(I) phosphanes to afford the α-substitution product.