ChemicalBook > CAS DataBase List > (+)-10-CAMPHORSULFONIMINE

(+)-10-CAMPHORSULFONIMINE

Product Name: (+)-10-CAMPHORSULFONIMINE
CAS No.: 107869-45-4
Chemical Name: (+)-10-CAMPHORSULFONIMINE
Synonyms: (+)-10-Camphorsulfonimine;(1R)-(+)-CAMPHORSULFONYLIMINE;(+)-10-CAMPHORSULFONIMINE 97+%;(R)-(+)-10-Camphorsulfonylimine;(1R)-(+)-(10-CAMPHORSULFONYL)IMINE;(7R)-10,10-DIMETHYL-3-THIA-4-AZATRICYCLO[5.2.1.01,5]DEC-4-ENE-3,3-DIOXIDE;(7R)-(+)-10,10-DIMETHYL-3-THIA-4-AZATRICYCLO[5.2.1.01,5]DEC-4-ENE 3,3-DIOXIDE;(1R)-(+)-10,10-Dimethyl-3-thia-4-azatricyclo[5.2.1.01,5]dec-4-ene 3,3-dioxide;(7R)-(+)-10,10-DIMETHYL-5-THIA-4-AZATRICYCLO[5.2.1.0(3,7)]DEC-3-ENE-5,5-DIOXIDE;(3aR,6S)-8,8-dimethyl-4,5,6,7-tetrahydro-3a,6-methano-2,1-benzothiazole 2,2-dioxide
CBNumber: CB0459781
Molecular Formula: C10H15NO2S
Formula Weight: 213.3
MOL File: 107869-45-4.mol

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(+)-10-CAMPHORSULFONIMINE Property

Melting point:: 229-230 °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
pka: -1.63±0.40(Predicted)
form: Solid
color: White Cyrstalline
InChI: InChI=1S/C10H15NO2S/c1-9(2)7-3-4-10(9)6-14(12,13)11-8(10)5-7/h7H,3-6H2,1-2H3/t7-,10-/m0/s1
InChIKey: ZAHOEBNYVSWBBW-XVKPBYJWSA-N
SMILES: N1=C2[C@@]3(C(C)(C)[C@]([H])(C2)CC3)CS1(=O)=O
CAS DataBase Reference: 107869-45-4

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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.

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

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N-Bromosuccinimide Price

TCI Chemical

Product number: C1391
Product name: (+)-10-Camphorsulfonimine
Purity: >97.0%(N)
Packaging: 5g
Price: $148
Updated: 2025/07/31

TRC

Product number: C175138
Product name: (+)-10-Camphorsulfonimine
Packaging: 50mg
Price: $45
Updated: 2021/12/16

Biosynth Carbosynth

Product number: FC19654
Product name: (1R)-(+)-(10-Camphorsulfonyl)imine
Packaging: 1g
Price: $80
Updated: 2021/12/16

AK Scientific

Product number: J51512
Product name: (+)-10-Camphorsulfonimine
Packaging: 25g
Price: $180
Updated: 2021/12/16

Chem-Impex

Product number: 39153
Product name: (+)-10-Camphorsulfonimine,≥97%(N)
Purity: ≥97%(N)
Packaging: 5G
Price: $200.35
Updated: 2021/12/16

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(+)-10-CAMPHORSULFONIMINE Chemical Properties,Usage,Production

Chemical Properties

White Cyrstalline Solid

Uses

A useful synthetic intermediate. Used for asymmetric hydroxylation.

Uses

(+)-10-CAMPHORSULFONIMINE is a useful synthetic intermediate,it is used for asymmetric hydroxylation.

Synthesis

72597-34-3

107869-45-4

Example 1; Synthesis of (1R)-(+)-2,10-camphorsulfonamide (Scheme 3,3-1): Thionyl chloride (0.896 kg, 7.5 mol) was slowly added to a solution of (-)-camphorsulfonic acid (1.45 kg, 6.25 mol) in chloroform (7 L) over a period of 1 hour under refluxing conditions. The reaction mixture was refluxed for 16 h and then cooled to 4 °C using an ice bath. The cooled reaction mixture was slowly added to concentrated NH4OH (15 L) while controlling the rate of addition to keep the temperature below 15 °C. After the addition was completed, the mixture was stirred at room temperature for 4 hours. The organic layer was separated and the aqueous layer was extracted with chloroform (2 x 2 L). The combined organic extracts were washed with brine (4 L) and dried over MgSO4. After filtration, the filtrate was concentrated in vacuum and dried to give 1.2 kg (83% yield) of camphorsulfonamide. In another experiment, a comparable yield was obtained using 145 g scale of camphorsulfonamide with dichloromethane replacing chloroform for reaction and extraction. To a suspension of camphorsulfonamide (1.2 kg, 5.2 mol) in toluene (15 L) was added Amberlyst H+ resin (150 g), and the mixture was heated and refluxed for 4 hr while the resulting water was removed by azeotropic boiling using a Dean-Stark water separator. The reaction mixture was hot filtered to remove the resin. Cooling of the filtrate yielded a white solid, which was collected by filtration to give 1.02 kg (92% yield) of the target imine. To an ethanol (0.75 L) solution of the above imine (100 g, 0.47 mol) was added Raney nickel (100 g) and the mixture was hydrogenated at 40 psi for 2 hours. The catalyst was removed by filtration and the filtrate was concentrated in vacuum to give product 3-1 as a white solid.

References

[1] Tetrahedron, 1986, vol. 42, # 14, p. 4035 - 4044
[2] Chemical Communications, 1998, # 15, p. 1549 - 1550
[3] Journal of the American Chemical Society, 1988, vol. 110, p. 8477
[4] Patent: US2006/128789, 2006, A1. Location in patent: Page/Page column 7
[5] Organic Process Research and Development, 2005, vol. 9, # 2, p. 193 - 197

(+)-10-CAMPHORSULFONIMINE Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from (+)-10-CAMPHORSULFONIMINE manufacturers

Career Henan Chemical Co

Product: (+)-10-CAMPHORSULFONIMINE 107869-45-4
Price: US $9.80/KG
Min. Order: 1g
Purity: ≥99%
Supply Ability: 100kg
Release date: 2020-01-13

107869-45-4, (+)-10-CAMPHORSULFONIMINERelated Search:

N-ACETYL-(2S)-BORNANE 10,2-SULTAM (N-Acetyl)-(2S)-bornane-10,2-sultaM (1S)-(+)-(Camphorylsulfonyl)oxaziridine (2S)-Bornane-10,2-sultam (N-CROTONYL)-(2R)-BORNANE-10,2-SULTAM (S)-(+)-(2-BUTENOYL)-2 10-CAMPHORSULTAM (R)-(-)-(2-Methylacryloyl)-2,10-camphorsultam (S)-(+)-(2-Methylacryloyl)-2,10-camphorsultam (+)-10-CAMPHORSULFONIMINE 2-Ethyl-1-hexanethiol (1S)-(-)-(10-CAMPHORSULFONYL)IMINE,(-)-10-CAMPHORSULFONIMINE Ethanesulfonamide PROPANE-1-SULFONAMIDE 1-HEXANESULFONAMIDE 4-04-00-00045 (Beilstein Handbook Reference) 1-PENTANESULFONAMIDE CYCLOHEXYLMETHYL MERCAPTAN 1-HEPTANESULFONAMIDE

(1R)-(+)-CAMPHORSULFONYLIMINE

(1R)-(+)-(10-CAMPHORSULFONYL)IMINE

(3aR,6S)-8,8-Dimethyl-4,5,6,7-tetrahydro-3H-3a,6-methanobenzo[c]isothiazole 2,2-dioxide

(1R)-(+)-10,10-Dimethyl-3-thia-4-azatricyclo[5.2.1.01,5]dec-4-ene 3,3-dioxide

(1R)-(+)-Camphorsulfonylimine, (3aR)-(+)-4,5,6,7-Tetrahydro-8,8-dimethyl-3H-3a,6-methano-2,1-benzisothiazole-2,2-dioxide

(3aR,6S)-4,5,6,7-Tetrahydro-8,8-dimethyl-3H-3a,6-methano-2,1-benzisothiazole 2,2-dioxide

(7R)-(+)-10,10-Dimethyl-3-thia-4-azatricyclo[5.2.1.0(1,5)]dec-4-ene 3,3-Dioxide (3aR)-(+)-4,5,6,7-Tetrahydro-8,8-dimethyl-3H-3a,6-methano-2,1-benzisothiazole 2,2-Dioxide

(3AR)-(+)-4,5,6,7-TETRAHYDRO-8,8-DIMETHYL-3H-3A,6-METHANO-2,1-BENZISOTHIAZOLE 2,2-DIOXIDE

(3AR)-4,5,6,7-TETRAHYDRO-8,8-DIMETHYL-3H-3A,6-METHANO-2,1-BENZISOTHIAZOLE-2,2-DIOXIDE

(7R)-(+)-10,10-DIMETHYL-3-THIA-4-AZATRICYCLO[5.2.1.01,5]DEC-4-ENE 3,3-DIOXIDE

(7R)-10,10-DIMETHYL-3-THIA-4-AZATRICYCLO[5.2.1.01,5]DEC-4-ENE-3,3-DIOXIDE

(7R)-(+)-10,10-DIMETHYL-5-THIA-4-AZATRICYCLO[5.2.1.0(3,7)]DEC-3-ENE-5,5-DIOXIDE

(+)-10-CAMPHORSULFONIMINE 97+%

(R)-(+)-10-Camphorsulfonylimine

3H-3a,6-Methano-2,1-benzisothiazole, 4,5,6,7-tetrahydro-8,8-dimethyl-, 2,2-dioxide, (3aR,6S)-

(+)-10-Camphorsulfonimine

(3aR,6S)-8,8-dimethyl-4,5,6,7-tetrahydro-3a,6-methano-2,1-benzothiazole 2,2-dioxide

107869-45-4

107869-45-5

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