CAS 770-71-8 Tricyclo(3.3.1.1'3,7)dec-1-ylmethanol (HCID 64556)

Names & identifiers

Preferred name: Tricyclo(3.3.1.1'3,7)dec-1-ylmethanol
IUPAC: 1-adamantylmethanol
English name: 1-Adamantanemethanol
Molecular formula: C11H18O
Molecular weight: 166.26

Names & synonyms

770-71-8Tricyclo(3.3.1.1'3,7)dec-1-ylmethanolEINECS 212-225-3DTXSID20227818RefChem:899306DTXCID70150309212-225-31-Adamantanemethanoladamantan-1-ylmethanol1-Adamantylmethanol1-(Hydroxymethyl)adamantaneMFCD00074751

Show more names

AKOS BC-06681-amantadinolAdamantanemethanol1-Adamantlcarbinol1-adamantanemetholRARECHEM AQ TC 1004CHEMBRDG-BB 40139301-Adamantylcarbinol

Tricyclo[3.3.1.13,7]decane-1-methanol1-Hydroxymethyladamantane(ADAMANTAN-1-YL)METHANOL3-(Hydroxymethyl)adamantane1-Adamantane Methanoladamantanylmethan-1-oltricyclo[3.3.1.1~3,7~]decane-1-methanol1-Adamantanemethanol (6CI,7CI,8CI); (Adamantan-1-yl)methanol; 1-(Hydroxymethyl)adamantane; 1-Adamantylcarbinol; 1-Adamantylmethanol

Database identifiers

CAS: 770-71-8
PubChem CID: 64556
DTXSID: DTXSID20227818
EC Number: 212-225-3
Nikkaji: J79.946G

Properties

Computed structural properties

XLogP: 2.4
Topological polar surface area: 20.2 Å²
Hydrogen bond donors: 1
Hydrogen bond acceptors: 1
Rotatable bonds: 1
Heavy atoms: 12
Formal charge: 0
Complexity: 156

Physicochemical properties

Melting point: 114 · 114-117 °C (lit.)
Boiling point: 234.5 °C · 234.5°C (rough estimate)
Density: 0.8802 · 0.8802 (rough estimate)
refractive index: 1.5 · 1.5000 (estimate)
storage temp.: Sealed in dry,Room Temperature
pka: 15.51 · 15.51±0.10(Predicted)
form: Crystalline Powder
color: White
Water Solubility: Insoluble in water. Solubility in methanol (almost transparency).
BRN: 1853339 · 1853339
InChI: InChI=1S/C11H18O/c12-7-11-4-8-1-9(5-11)3-10(2-8)6-11/h8-10,12H,1-7H2
InChIKey: MDVGOOIANLZFCP-UHFFFAOYSA-N
SMILES: C12(CO)CC3CC(CC(C3)C1)C2
CAS DataBase Reference: 770 · 770-71-8(CAS DataBase Reference)
UNSPSC Code: 12352100 · 12352100
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 302 · H302
Precautionary statements: 280 · P280-P305+P351+P338
PPE: 95 · Eyeshields, Gloves, type N95 (US)
Hazard Codes: Xi
Risk Statements: 36 · 36/37/38
Safety Statements: 22 · 22-24/25-36-26
WGK Germany: 3 · 3
HazardClass: IRRITANT
HS Code: 29061900 · 29061900
Storage Class: 11 · 11 - Combustible Solids

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 3 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Regulatory InformationTricyclo3.3.1.13,7decane-1-methanol: Does not have an individual approval but may be used under an appropriate group standard

Hazard Classes and CategoriesSkin Irrit. 2 (100%)

Safety data

PPE: Eyeshields, Gloves, type N95 (US)
wgk: 3
hs_code: 29061900
risk_code: 36/37/38
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xi
safety_code: 22-24/25-36-26
hazard_class: IRRITANT
Storage Class: 11 - Combustible Solids
Hazard statements: H302
Precautionary statements: P280-P305+P351+P338

Chemistry & industry

Applications · 2 items

Description1-Adamantanemethanol acts as guest molecule and forms β-cyclodextrin complexes. It reacts with 3,4,5,6-tetrafluorophthalonitrile to yield 3,4,5,6-tetra-(1-adamantylmethoxy)phthalonitrile.

Uses1-Adamantanemethanol was used in the synthesis of axially disubstituted silicon(IV) phthalocyanines. It is used as a reagent in the synthesis of adamantane and noradamantane based histone deacetylase (HDAC) inhibitors for the treatment of cancer. It is also used as a reagent in the synthesis of (1-adamantyl)methyl glycidyl ether, a versatile building block for living polymerization. References Gopalan, B., et al.: Bioorg. Med. Chem. Lett., 23, 2532 (2013); Suzuki, T., et al.: J. Med. Chem., 55, 9562 (2012); Moers, C., et al.: Macromol. Rapid Comm., 35, 1075 (2014)