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(1S)-(-)-CAMPHORSULFONYLIMINE

Product Name
(1S)-(-)-CAMPHORSULFONYLIMINE
CAS No.
60886-80-8
Chemical Name
(1S)-(-)-CAMPHORSULFONYLIMINE
Synonyms
97.0%(N);Bornanesultam;SCamphorsulfonylimine;(-)-10-Camphorsulfonimine;D-(-)-CAMPHORSULFONYL IMINE;(-)-10-Camphorsulfonylimine;(1S)-(-)-CAMPHORSULFONYLIMINE;(IS)-(-)-Camphorsulfonylimine;(-)-10-Camphorsulfonimine >(S)-(-)-10-Camphorsulfonylimine
CBNumber
CB8404363
Molecular Formula
C10H15NO2S
Formula Weight
213.3
MOL File
60886-80-8.mol
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(1S)-(-)-CAMPHORSULFONYLIMINE Property

Melting point:
228-230 °C (lit.)
Boiling point:
337℃
Density 
1.50
refractive index 
-31 ° (C=2, CHCl3)
Flash point:
158℃
storage temp. 
Sealed in dry,Room Temperature
solubility 
Acetone, Dichloromethane, Hot Methanol
form 
Solid
pka
-1.63±0.40(Predicted)
color 
White Cyrstalline
optical activity
[α]19/D 34°, c = 1 in chloroform
BRN 
85296
CAS DataBase Reference
60886-80-8(CAS DataBase Reference)
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Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36
WGK Germany 
3
HS Code 
2934.99.9001
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P405Store locked up.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
318361
Product name
(1S)-(?)-Camphorsulfonylimine
Purity
99%
Packaging
1g
Price
$47.2
Updated
2025/07/31
TCI Chemical
Product number
C1393
Product name
(-)-10-Camphorsulfonimine
Purity
>98.0%(HPLC)(N)
Packaging
5g
Price
$111
Updated
2025/07/31
TRC
Product number
C175085
Product name
(1S)-(-)-(10-Camphorsulfonyl)imine
Packaging
500mg
Price
$50
Updated
2021/12/16
TRC
Product number
C175085
Product name
(1S)-(-)-(10-Camphorsulfonyl)imine
Packaging
2g
Price
$95
Updated
2021/12/16
Biosynth Carbosynth
Product number
FC19655
Product name
(1S)-(-)-(10-Camphorsulfonyl)imine
Packaging
500mg
Price
$65
Updated
2021/12/16
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(1S)-(-)-CAMPHORSULFONYLIMINE Chemical Properties,Usage,Production

Chemical Properties

White Cyrstalline Solid

Uses

A useful synthetic intermediate. Used for asymmetric hydroxylation.

Uses

(1S)-(-)-Camphorsulfonylimine is a useful synthetic intermediate. Used for asymmetric hydroxylation

Synthesis

213914-68-2

213914-70-6

94594-90-8

60886-80-8

In a round bottom flask, 40.00 g (0.105 mol) of (3aS,6R,7aR)-1-[(2S)-2-allyl octanoyl]-8,8-dimethylhexahydro-3a,6-methanol-2,1-benzisothiazole-2,2-dioxide and 160 ml of diethylene glycol dimethyl ether were added, and the mixture was cooled to 17 °C while nitrogen was passed through the mixture to maintain the oxygen concentration below 5% until the end of the reaction. Subsequently, 0.51 g (0.005 mol) of 35% hydrogen peroxide solution was added, followed by the simultaneous dropwise addition of 15.79 g (0.162 mol) of 35% aqueous hydrogen peroxide solution and 19.61 g (0.168 mol) of 48% aqueous potassium hydroxide solution at 17°C. After the reaction lasted for 1 h, stirring was continued for 2 h at 17 °C and the completion of the reaction was monitored by HPLC. Subsequently, 21.14 g (0.168 mol) of sodium sulfite was dissolved in 110 ml of water and added to the reaction mixture, and 58.97 g (0.566 mol) of 35% hydrochloric acid was added dropwise at room temperature, with completion of the dropwise addition within 1 hour at a controlled temperature ranging from 5 to 12 °C. After heating the mixture to 21 °C and stirring for 35 min, 200 ml of methyl tert-butyl ether was added and stirred for 10 min, the aqueous layer was separated and discarded. The organic layer was washed with brine solution (1.60 g NaCl dissolved in 200 ml tap water), then 2.40 g n-heptane and brine solution of the same formulation were added, stirred for 15 min and the aqueous layer was separated and discarded, and the completion of washing was confirmed by GC. The organic layer was concentrated under atmospheric pressure, 240 ml of n-heptane was added and continued to be concentrated under vacuum to about 160 ml. The residue was cooled to 0-10 °C and stirred for 30 min, the crystals were collected by filtration, washed with 40 ml of n-heptane and dried under reduced pressure to give 6.48 g of camphorsulfonylactam (yield 28.7%, GC purity 98.23%). The filtrate was concentrated under reduced pressure and n-heptane was added to give 72.17 g (0.105 mol) of (2S)-2-(2-propenyl)octanoic acid/heptane solution. Further treatment gave 20.29 g of cyclohexylamine salt of (2S)-2-(2-propenyl)octanoic acid (82.1% yield, 100% optical purity).

References

[1] Patent: US2009/118542, 2009, A1. Location in patent: Page/Page column 6

(1S)-(-)-CAMPHORSULFONYLIMINE Preparation Products And Raw materials

Raw materials

Preparation Products

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(1S)-(-)-CAMPHORSULFONYLIMINE Suppliers

J & K SCIENTIFIC LTD.
Tel
18210857532; 18210857532
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86-10-82849933
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jkinfo@jkchemical.com
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China
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Meryer (Shanghai) Chemical Technology Co., Ltd.
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4006356688 18621169109
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86-21-61259102
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market03@meryer.com
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China
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Alfa Aesar
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400-6106006
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021-67582001/03/05
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saleschina@alfa-asia.com
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China
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TCI (Shanghai) Development Co., Ltd.
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021-67121386
Fax
021-67121385
Email
Sales-CN@TCIchemicals.com
Country
China
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24529
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Energy Chemical
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021-021-58432009 400-005-6266
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021-58436166
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sales8178@energy-chemical.com
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China
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Adamas Reagent, Ltd.
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400-6009262 16621234537
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021-64823266
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chenyj@titansci.com
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China
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Shanghai Longsheng chemical Co.,Ltd.
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021-58099652-8005 13585536065
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021-58099609
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bin.wu@shlschem.com
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China
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Chemsky(shanghai)International Co.,Ltd.
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021-50135380
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shchemsky@sina.com
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Beijing Taiya Jie Technology Development Co., Ltd.
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021-33690831-8001 13552411790
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021-33690831
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postmaster@tyjchem.cn
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TOKYO CHEMICAL INDUSTRY CO., LTD.
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03-36680489
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03-3668-0520
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Sales-JP@TCIchemicals.com
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Japan
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View Lastest Price from (1S)-(-)-CAMPHORSULFONYLIMINE manufacturers

Career Henan Chemical Co
Product
(1S)-(-)-CAMPHORSULFONYLIMINE 60886-80-8
Price
US $9.80/KG
Min. Order
1g
Purity
≥99%
Supply Ability
100kg
Release date
2020-01-08

60886-80-8, (1S)-(-)-CAMPHORSULFONYLIMINERelated Search:


  • (7S)-(-)-10,10-DIMETHYL-3-THIA-4-AZATRICYCLO[5.2.1.01,5]DEC-4-ENE 3,3-DIOXIDE
  • (7S)-10,10-DIMETHYL-3-THIA-4-AZATRICYCLO[5.2.1.01,5]DEC-4-ENE-3,3-DIOXIDE
  • (7S)-(-)-10,10-DIMETHYL-5-THIA-4-AZATRICYCLO[5.2.1.0(3,7)]DEC-3-ENE-5,5-DIOXIDE
  • (3AS)-(-)-4,5,6,7-TETRAHYDRO-8,8-DIMETHYL-3H-3A,6-METHANO-2,1-BENZISOTHIAZOLE 2,2-DIOXIDE
  • (3AS)-4,5,6,7-TETRAHYDRO-8,8-DIMETHYL-3H-3A,6-METHANO-2,1-BENZISOTHIAZOLE-2,2-DIOXIDE
  • (1S)-(-)-CAMPHORSULFONYLIMINE
  • (1S)-(-)-(10-CAMPHORSULFONYL)IMINE
  • 3H-3a,6-Methano-2,1-benzisothiazole, 4,5,6,7-tetrahydro-8,8-dimethyl-, 2,2-dioxide, (3aS,6R)-
  • (1s)-(-)-10,10-dimethyl-3-thia-4-azatricyclo[5.2.1.01,5]dec-4-ene 3,3-dioxide
  • D-(-)-CAMPHORSULFONYL IMINE
  • (7S)-10,10-dimethyl-5-thia-4-azatricyclo-(5.2.1.0
  • Bornanesultam
  • SCamphorsulfonylimine
  • (1S)-(-)-10,10-Dimethyl-3-thia-4-azatricyclo[5.2.1.01,5]dec-4-ene 3,3-dioxide, (3aS)-(-)-4,5,6,7-Tetrahydro-8,8-dimethyl-3H-3a,6-methano-2,1-benzisothiazole-2,2-dioxide
  • (1R,7S)-10,10-Dimethyl-5-thia-4-azatricyclo[5.2.1.03,7]deca-3-ene 5,5-dioxide
  • (IS)-(-)-Camphorsulfonylimine
  • (-)-10-Camphorsulfonylimine
  • (3aS,6R)-4,5,6,7-Tetrahydro-8,8-dimethyl-3H-3a,6-methano-2,1-benzisothiazole 2,2-dioxide
  • (7S)-(-)-10,10-Dimethyl-3-thia-4-azatricyclo[5.2.1.0(1,5)]dec-4-ene 3,3-Dioxide (3aS)-(-)-4,5,6,7-Tetrahydro-8,8-dimethyl-3H-3a,6-methano-2,1-benzisothiazole 2,2-Dioxide
  • D-(-)-CAMPHORSULFONYL IMINE FOR SYNTHESI
  • (3aS,6R)-8,8-DiMethyl-4,5,6,7-tetrahydro-3H-3a,6-Methanobenzo[c]isothiazole 2,2-dioxide
  • 6,10-Dibenzyl-N,N'-dimethyl-N,N,N',N'-tetrakis(4-methylbenzyl)-1,4-dioxaspiro[4.5]decane-(2R,3R)-diylbis(methylammonium)Tetrafluoroborate[=(R,R)-TaDiAS-2nd]&gt
  • (-)-10-Camphorsulfonimine &gt
  • (S)-Benzyl-2-[4-(trifluoromethyl)phenyl]-6,7-dihydro-5H-pyrrolo[2,1-c][1,2,4]triazolium Tetrafluoroborate &gt
  • 97.0%(N)
  • (S)-(-)-10-Camphorsulfonylimine
  • (-)-10-Camphorsulfonimine
  • (1<i>S</i>)-(?)-Camphorsulfonylimine
  • 60886-80-8
  • Asymmetric Synthesis
  • Chiral Building Blocks
  • Terpenes
  • Bicyclic Monoterpenes
  • Organic Building Blocks
  • Sulfonimides/Sulfinimides
  • Sulfur & Selenium Compounds
  • Chiral Reagents
  • Bicyclic Monoterpenes
  • Biochemistry
  • Terpenes
  • Chiral Compound
  • Intermediates & Fine Chemicals
  • Pharmaceuticals