85116-38-7

Basic information

• Product Name: (-)-IPC2B(ALLYL), 1M IN PENTANE
• Synonyms: (-)-B-Allyldiisopinocampheylborane solution;(-)-Ipc2B(allyl)borane solution;(-) - Ipc2B (allyl) borane;(-)-B-ALLYLDIISOPINOCAMPHEYLBORANE 1 M IN DIOXANE
• CAS NO: 85116-38-7
• Molecular Formula: C₂₃H₃₉B
• Molecular Weight: 326.37
• Mol File: 85116-38-7.mol
• Article Data: 52

Chemical Properties

• Boiling Point: 35-36 °C
• Flash Point: -49 °C
• Appearance: /
• Density: 0.638 g/mL at 25 °C
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.496
• Storage Temp.: ?20°C
• CAS DataBase Reference: (-)-IPC2B(ALLYL), 1M IN PENTANE(CAS DataBase Reference)
• NIST Chemistry Reference: (-)-IPC2B(ALLYL), 1M IN PENTANE(85116-38-7)
• EPA Substance Registry System: (-)-IPC2B(ALLYL), 1M IN PENTANE(85116-38-7)

Safety Data

• Hazard Codes: F+,Xn,N,F
• Statements: 12-51/53-65-66-67-40-36/37-19-11-36/37/38
• Safety Statements: 9-16-29-33-61-62-36/37-26
• RIDADR: UN 1265 3/PG 2
• WGK Germany: 3
• Hazardous Substances Data: 85116-38-7(Hazardous Substances Data)

Usage

InChI:InChI=1/C23H39B/c1-8-9-24(20-12-16-10-18(14(20)2)22(16,4)5)21-13-17-11-19(15(21)3)23(17,6)7/h8,14-21H,1,9-13H2,2-7H3/t14-,15-,16+,17+,18-,19-,20-,21-/m1/s1

Upstream product

• 85116-37-6 (-)-diisopinocamphenylborane chloride 
• 1730-25-2 allylmagnesium bromide 
• 21932-54-7 diisopinocampheylborane 
• 106-95-6 allyl bromide 
• 7785-70-8 (+)-α-pinene 
• 99438-28-5 (+)-B-methoxydiisocamphenylborane 
• 7103-09-5 4-but-1-enylmagnesium bromide 
• 85134-98-1 (-)-B-methoxydiisopinocampheylborane 
• 2622-05-1 allylmagnesium bromide 

Downstream Products

• 6398-51-2 (S)-1-(2-furyl)-3-buten-1-ol 
• 96488-05-0 (R)-2-Hydroxy-pent-4-enoic acid methyl ester 
• 108794-64-5 (S)-methyl 2-hydroxyvalerate 
• 273733-89-4 (4S,6R)-7-(benzyloxy)-6-methylhept-1-en-4-ol 
• 517906-86-4 (4R,8R)-6-(4-Methoxy-benzyloxy)-undeca-1,10-diene-4,8-diol 
• 683209-00-9 [4-((S)-1-Hydroxy-but-3-enyl)-benzyl]-phosphonic acid diethyl ester 
• 651747-98-7 Benzoic acid (1S,3S)-1-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-3-hydroxy-hex-5-enyl ester 
• 674336-05-1 2-[(2S,4R,6S)-4-Benzyloxy-6-((S)-2-hydroxy-pent-4-enyl)-tetrahydro-pyran-2-ylmethyl]-6-(tert-butyl-diphenyl-silanyloxy)-benzoic acid methyl ester 
• 335022-67-8 (R)-1-(pentafluorophenyl)-3-buten-1-ol 
• 122332-15-4 (R)-1-phenylpent-4-en-2-ol 
• 4743-74-2 (R)-2-phenyl-pent-4-en-2-ol 
• 4743-74-2 (S)-(-)-2-phenyl-4-penten-2-ol 

Relevant articles and documents

Double diastereoselection in asymmetric [2+3] cycloaddition of chiral oxazoline N-oxides: Application to the kinetic resolution of a racemic α,β-unsaturated δ-lactone

The asymmetric [2+3] cycloaddition reaction between chiral oxazoline N-oxide 1 and α,β-unsaturated lactone 2 was studied. A double diastereoselection was observed, (1R)-1 and (R)-2 gave a mismatched pair with almost no cycloadduct obtained. A transition state model is proposed, accounting for the destabilization of transition state in the cycloaddition reaction. This result has led to kinetic resolution studies, in which both enantiomers of 1 were reacted with racemic lactone 2. The enantiomeric excess of the recovered lactone 2 was determined to be up to 70% ee, by 13C-{1H} NMR analysis in a chiral liquid crystalline solvent. The experimental results are in agreement with predicted enantiomeric excesses and consistent with the transition state models.

Approach to the Core Structure of 15- epi -Exiguolide

The synthesis of seco acid 41 of the macrolactone part of 15- epi -exiguolide, containing a bis-pyran subunit and a trans double bond, is described. Key features of the synthetic strategy include a Feringa-Minnaard asymmetric organocuprate addition to uns

Structural variants of mycolactones for use in modulating inflammation, immunity and pain

The present invention is related to variants of mycolactones of formula (I), processes for the preparation thereof, pharmaceutical compositions thereof and their use in modulating inflammation, immunity and pain. ???????? Y-O-W?????(I) wherein Y and W are as defined in claim 1.

Direct synthesis of B-allyl and B-allenyldiisopinocampheylborane reagents using allyl or propargyl halides and indium metal under Barbier-type conditions

We report the first one-pot process for the asymmetric addition of allyl, methallyl, and propargyl groups to aldehydes and ketones using B-chlorodiisopinocampheylborane (dDIP-Cl) and indium metal. Under Barbier-type conditions, indium metal was