3,7,7-Trimethylbicyclo[4.1.0]heptane-3,4-diol

Base Information

• Chemical Name: 3,7,7-Trimethylbicyclo[4.1.0]heptane-3,4-diol
• CAS No.: 57526-47-3
• Molecular Formula: C10H18 O2
• Molecular Weight: 170.252
• European Community (EC) Number: 243-418-0,243-417-5,260-788-9,243-415-4,243-414-9
• DSSTox Substance ID: DTXSID30862517
• Nikkaji Number: J296.721I
• ChEMBL ID: CHEMBL3039109
• Mol file: 57526-47-3.mol

Synonyms:3,7,7-trimethylbicyclo[4.1.0]heptane-3,4-diol;3,4-DIHYDROXYCARANE;57526-47-3;19898-58-9;EINECS 243-414-9;EINECS 243-415-4;EINECS 243-417-5;EINECS 243-418-0;EINECS 245-075-2;EINECS 260-745-4;EINECS 260-788-9;carane-3,4-diol;(1alpha,3beta,4alpha,6alpha)-3,7,7-trimethylbicyclo[4.1.0]heptane-3,4-diol;3,7,7-Trimethylbicyclo(4.1.0)heptane-3,4-diol;3,4-caranediol;(1alpha,3alpha,4beta,6alpha)-3,7,7-Trimethylbicyclo(4.1.0)heptane-3,4-diol;(1alpha,3beta,4alpha,6alpha)-3,7,7-Trimethylbicyclo(4.1.0)heptane-3,4-diol;19898-59-0;19898-60-3;(1S-(1alpha,3alpha,4alpha,6alpha))-3,7,7-Trimethylbicyclo(4.1.0)heptane-3,4-diol;(1S-(1alpha,3beta,4alpha,6alpha))-3,7,7-Trimethylbicyclo(4.1.0)heptane-3,4-diol;19898-61-4;SPBio_001682;(1alpha,3beta,4beta,6alpha)-3,7,7-Trimethylbicyclo(4.1.0)heptane-3,4-diol;(1alpha,3alpha,4beta,6alpha)-3,7,7-trimethylbicyclo[4.1.0]heptane-3,4-diol;[1S-(1alpha,3alpha,4alpha,6alpha)]-3,7,7-trimethylbicyclo[4.1.0]heptane-3,4-diol;[1S-(1alpha,3beta,4alpha,6alpha)]-3,7,7-trimethylbicyclo[4.1.0]heptane-3,4-diol;(1alpha,3alpha,4alpha,6alpha)-3,7,7-Trimethylbicyclo(4.1.0)heptane-3,4-diol;trans-3,4-caranediol;Spectrum2_001701;Spectrum3_001142;Spectrum4_001992;SCHEMBL76167;BSPBio_002663;KBioGR_002551;SPECTRUM1505274;CHEMBL3039109;KBio3_002163;DTXSID30862517;(1alpha,3alpha,4alpha,6alpha)-3,7,7-trimethylbicyclo[4.1.0]heptane-3,4-diol;(1alpha,3beta,4beta,6alpha)-3,7,7-trimethylbicyclo[4.1.0]heptane-3,4-diol;CCG-38783;AKOS006272464;SDCCGMLS-0066905.P001;NCGC00095704-01;NCGC00095704-02;SR-05000002403;SR-05000002403-1

Chemical Property of 3,7,7-Trimethylbicyclo[4.1.0]heptane-3,4-diol

Chemical Property:

• Boiling Point: 135 - 140 °C (5 mmHg)
• PSA: 40.46000
• LogP: 1.16430
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 170.130679813
• Heavy Atom Count: 12
• Complexity: 212

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(C2C1CC(C(C2)O)(C)O)C

Technology Process of 3,7,7-Trimethylbicyclo[4.1.0]heptane-3,4-diol

There total 26 articles about 3,7,7-Trimethylbicyclo[4.1.0]heptane-3,4-diol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 70.4%

3-carene (13466-78-9,19079-29-9) → 4-hydroxy-3-hydroperoxycarene + carane-3,4-diol (57526-47-3)

Guidance literature:

With dihydrogen peroxide; magnesium sulfate; tert-butyl alcohol; tungsten boride; In water; at 25 - 40 ℃; for 25.5h;

Reference yield: 70.0%

3-carene (13466-78-9,19079-29-9) → carane-3,4-diol (57526-47-3)

Guidance literature:

With dihydrogen peroxide; tert-butyl alcohol; tungsten; In water; at 25 ℃; for 25.5h;

Reference yield: 70.0%

3-carene epoxide (936-91-4) → carane-3,4-diol (57526-47-3) + (1S,3S,4S,6R)-4-azido-3,7,7-trimethylbicyclo[4.1.0]heptan-3-ol (144450-02-2) + (1R,3R,4R,6S)-4-azido-4,7,7-trimethylbicyclo[4.1.0]heptan-3-ol (144450-01-1)

Guidance literature:

With sodium azide; acetic acid; at 30 ℃; for 48h; pH 4.2;

DOI:10.1021/jo990368i

upstream raw materials:

peracetic acid

(+)-Δ³-carene

acetic acid

3-carene

Downstream raw materials:

4-methylisopropylbenzene

trans-3,4-caranediol

(1S,3R)-(+)-3-hydroxy-4-isocaranyl tosylate

(+)-3α,4β-caranediol