Home > Compound List > Compound details
22422-34-0 molecular structure
click picture or here to close

(1S,2R,3S,5S)-2,6,6-trimethylbicyclo[3.1.1]heptane-2,3-diol

ChemBase ID: 156105
Molecular Formular: C10H18O2
Molecular Mass: 170.24872
Monoisotopic Mass: 170.13067982
SMILES and InChIs

SMILES:
C[C@]1([C@H]2C[C@H](C2(C)C)C[C@@H]1O)O
Canonical SMILES:
O[C@H]1C[C@@H]2C[C@H]([C@@]1(C)O)C2(C)C
InChI:
InChI=1S/C10H18O2/c1-9(2)6-4-7(9)10(3,12)8(11)5-6/h6-8,11-12H,4-5H2,1-3H3/t6-,7-,8-,10+/m0/s1
InChIKey:
MOILFCKRQFQVFS-AZQAYCESSA-N

Cite this record

CBID:156105 http://www.chembase.cn/molecule-156105.html

Collapse All Expand All

NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
(1S,2R,3S,5S)-2,6,6-trimethylbicyclo[3.1.1]heptane-2,3-diol
IUPAC Traditional name
(1S,2R,3S,5S)-2,6,6-trimethylbicyclo[3.1.1]heptane-2,3-diol
Synonyms
(-)-2-Hydroxyisopinocampheol
(1R,2R,3S,5R)-2,3-Pinanediol
(-)-2-羟基异松蒎醇
(1R,2R,3S,5R)-2,3-蒎烷二醇
CAS Number
22422-34-0
MDL Number
MFCD00010365
Beilstein Number
2039144
PubChem SID
162250243
PubChem CID
11859632

DATA SOURCES

DATA SOURCES

All Sources Commercial Sources Non-commercial Sources
Data Source Data ID Price
Sigma Aldrich
80594 external link Add to cart Please log in.
Data Source Data ID
PubChem 11859632 external link

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Acid pKa 13.601064  H Acceptors
H Donor LogD (pH = 5.5) 0.8171301 
LogD (pH = 7.4) 0.81712985  Log P 0.8171301 
Molar Refractivity 46.9159 cm3 Polarizability 18.930742 Å3
Polar Surface Area 40.46 Å2 Rotatable Bonds
Lipinski's Rule of Five true 

PROPERTIES

PROPERTIES

Physical Property Safety Information Product Information Bioassay(PubChem)
Melting Point
54-56 °C expand Show data source
Flash Point
110 °C expand Show data source
230 °F expand Show data source
Optical Rotation
[α]20/D -8.7±0.5°, c = 6.5% in toluene expand Show data source
MSDS Link
Download expand Show data source
German water hazard class
3 expand Show data source
Personal Protective Equipment
Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter expand Show data source
Storage Temperature
2-8°C expand Show data source
Purity
≥98.0% (sum of enantiomers, GC) expand Show data source
Grade
purum expand Show data source
Empirical Formula (Hill Notation)
C10H18O2 expand Show data source

DETAILS

DETAILS

Sigma Aldrich Sigma Aldrich
Sigma Aldrich - 80594 external link
Other Notes
cis-Glycol derived from (1R)-(+)-α-pinene by anti-hydroxylation.; Preparation of boronic esters used in highly enantioselective one-carbon homologations1,2,3

REFERENCES

REFERENCES

From Suppliers Google Scholar IconGoogle Scholar PubMed iconPubMed Google Books IconGoogle Books
    No data available
  • Searching...Please wait...

PATENTS

PATENTS

PubChem iconPubChem Patent Google Patent Search IconGoogle Patent

INTERNET

INTERNET

Baidu iconBaidu google iconGoogle