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(+)-Diisopinocampheyl chloroborane
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Name

(+)-Diisopinocampheyl chloroborane

 EINECS N/A
CAS No. 112246-73-8 Density 0.99 g/cm3
PSA 0.00000 LogP 6.36130
Solubility N/A Melting Point 53-55 °C(lit.)
Formula C20H34BCl Boiling Point 369.6 °C at 760 mmHg
Molecular Weight 320.754 Flash Point 177.3 °C
Transport Information UN 3261 8/PG 2 Appearance white to light yellow crystal powder
Safety 26-36/37/39-45 Risk Codes 34-37
Molecular Structure Molecular Structure of 112246-73-8 ((+)-Diisopinocampheyl chloroborane) Hazard Symbols CorrosiveC
Synonyms

Borane,chlorobis(2,6,6-trimethylbicyclo[3.1.1]hept-3-yl)-, [1S-[1a,2b,3a(1R*,2S*,3R*,5R*),5a]]-;(+)-B-Chlorodiisopinocampheylborane;(+)-Chlorodiisopinocampheylborane;(+)-DIP-Cl;(+)-DIP-chloride;Borane,chlorobis[(1S,2R,3S,5S)-2,6,6-trimethylbicyclo[3.1.1]hept-3-yl]-;

Article Data 4

(+)-Diisopinocampheyl chloroborane Synthetic route

21947-87-5

L-diisopinocampheylborane

112246-73-8

B-chlorodiisopinocampheylborane

Conditions
ConditionsYield
With hydrogenchloride In pentane 0°C;;
7785-26-4

(-)-α-pinene

112246-73-8

B-chlorodiisopinocampheylborane

Conditions
ConditionsYield
With monochloroborane dimethyl sulfide complex In hexanes at 20 - 30℃; for 2.56667h; Cooling with ice; Inert atmosphere;
80-56-8, 177698-18-9

Pinene

112246-73-8

B-chlorodiisopinocampheylborane

Conditions
ConditionsYield
With monochloroborane dimethyl sulfide complex In tetrahydrofuran at -10 - 20℃; Inert atmosphere;
63348-81-2

monochloroborane dimethyl sulfide complex

7785-70-8

(+)-α-pinene

112246-73-8

B-chlorodiisopinocampheylborane

Conditions
ConditionsYield
In hexane at 30℃; for 3.16667h; Cooling with ice; Inert atmosphere;
112246-73-8

B-chlorodiisopinocampheylborane

1730-25-2

allylmagnesium bromide

106356-53-0

B-allyldiisopinocampheylborane

Conditions
ConditionsYield
In diethyl ether at 0 - 20℃; for 1h;96%
In diethyl ether at 20℃; for 1h;96%
In diethyl ether at -78 - 23℃;
112246-73-8

B-chlorodiisopinocampheylborane

13293-47-5

(1S,2S,3S,5R)-(+)-isopinocampheylamine

Conditions
ConditionsYield
With hydrogenchloride; methanol; sodium hydroxide; trimethylaluminum; hydroxylamine-O-sulfonic acid Yield given. Multistep reaction;
112246-73-8

B-chlorodiisopinocampheylborane

199857-42-6

(S)-3-methyl-4-(triisopropylsiloxy)-butan-2-one

199857-59-5

C34H63BO2Si

Conditions
ConditionsYield
With triethylamine In diethyl ether at 0℃; for 0.5h;
With triethylamine In diethyl ether at -78 - 0℃;
112246-73-8

B-chlorodiisopinocampheylborane

107901-60-0

1,3-dilithio-2-methylenepropane*2TMEDA

222624-76-2

(S,S)-1,3-bis(diisopinocampheylboryl)-2-methylenepropanes

Conditions
ConditionsYield
In diethyl ether at 0℃; for 3h; Substitution;
112246-73-8

B-chlorodiisopinocampheylborane

(CO)5Mo=C(OLi)[(E)-PhCH=CH]

(CO)5Mo=C(OLi)[(E)-PhCH=CH]

(1R,2S,3S,6S,8S)-2,9,9-Trimethyl-3-((E)-styryl)-5-((1S,2R,3S,5S)-2,6,6-trimethyl-bicyclo[3.1.1]hept-3-yl)-4-oxa-5-bora-tricyclo[6.1.1.02,6]decane

Conditions
ConditionsYield
Stage #1: B-chlorodiisopinocampheylborane; (CO)5Mo=C(OLi)[(E)-PhCH=CH] In diethyl ether at -78℃; Substitution;
Stage #2: In diethyl ether at -78 - 20℃; Cyclization;
112246-73-8

B-chlorodiisopinocampheylborane

261968-06-3

methyl (2R,3S,4R)-3-(t-butyldimethylsilyloxy)-2,4-dimethyl-5-oxohexanoate

303964-39-8

C35H63BO4Si

Conditions
ConditionsYield
With triethylamine In diethyl ether at 0℃; for 1h; Condensation;
With triethylamine In diethyl ether at 0℃; for 1h;

(+)-Diisopinocampheyl chloroborane Specification

The (+)-Diisopinocampheyl chloroborane with CAS registry number of 112246-73-8 is also known as (+)-B-Chlorodiisopinocampheylborane. The IUPAC name is Chloro-bis[(1R,3S,4R,5R)-4,6,6-trimethyl-3-bicyclo[3.1.1]heptanyl]borane. It belongs to product categories of Chiral; Asymmetric Synthesis; B (Classes of Boron Compounds); Boranes; Reduction; Synthetic Organic Chemistry. In addition, the formula is C20H34BCl and the molecular weight is 320.75. This chemical is a white to light yellow crystal powder and should be sealed in cool, dry place without air and water.

Physical properties about (+)-Diisopinocampheyl chloroborane are: (1)ACD/LogP: 7.84; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): 7.844; (4)ACD/LogD (pH 7.4): 7.844; (5)ACD/BCF (pH 5.5): 538852.75; (6)ACD/BCF (pH 7.4): 538852.75; (7)ACD/KOC (pH 5.5): 440715.063; (8)ACD/KOC (pH 7.4): 440715.063 ; (9)#Freely Rotating Bonds: 2; (10)Index of Refraction: 1.501; (11)Molar Refractivity: 94.621 cm3; (12)Molar Volume: 321.357 cm3; (13)Surface Tension: 31.697 dyne/cm; (14)Density: 0.998 g/cm3; (15)Flash Point: 177.327 °C; (16)Enthalpy of Vaporization: 59.217 kJ/mol; (17)Boiling Point: 369.598 °C at 760 mmHg; (18)Vapour Pressure: 0 mmHg at 25 °C.

When you are using this chemical, please be cautious about it. As a chemical, it is irritating to respiratory system and it can cause burns. During using it, wear suitable protective clothing, gloves and eye/face protection. If contact with eyes accidently, rinse immediately with plenty of water and seek medical advice. In case of accident or if you feel unwell seek medical advice immediately.

You can still convert the following datas into molecular structure:
1. Canonical SMILES: B(C1CC2CC(C1C)C2(C)C)(C3CC4CC(C3C)C4(C)C)Cl
2. Isomeric SMILES: B([C@H]1C[C@@H]2C[C@H]([C@@H]1C)C2(C)C)([C@H]3C[C@@H]4C[C@H]([C@@H]3C)C4(C)C)Cl
3. InChI: InChI=1S/C20H34BCl/c1-11-15-7-13(19(15,3)4)9-17(11)21(22)18-10-14-8-16(12(18)2)20(14,5)6/h11-18H,7-10H2,1-6H3/t11-,12-,13-,14-,15+,16+,17-,18-/m0/s1
4. InChIKey: PSEHHVRCDVOTID-YYNWCRCSSA-NC20H34BCl

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