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31387-97-0

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31387-97-0 Usage

General Description

Butyl D-glucoside is a chemical compound derived from glucose and butanol, and it is commonly used as a surfactant and solvent in various industrial and household products. It is known for its strong solubilizing properties and can be used as a non-ionic surfactant in a wide range of applications, including in cosmetics, detergents, and cleaning products. Butyl D-glucoside is biodegradable and generally considered to be environmentally friendly, making it a preferred choice in many formulations. It is also non-toxic and non-irritating, making it suitable for use in personal care products and cosmetics. Additionally, Butyl D-glucoside has shown potential for use as a renewable and sustainable alternative to traditional petroleum-based surfactants, and it is under investigation for its potential use in environmentally friendly and biocompatible products. Overall, Butyl D-glucoside is a versatile and effective compound with a wide range of applications in various industries.

Check Digit Verification of cas no

The CAS Registry Mumber 31387-97-0 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 3,1,3,8 and 7 respectively; the second part has 2 digits, 9 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 31387-97:
(7*3)+(6*1)+(5*3)+(4*8)+(3*7)+(2*9)+(1*7)=120
120 % 10 = 0
So 31387-97-0 is a valid CAS Registry Number.
InChI:InChI=1/C10H20O6/c1-2-3-4-15-10-9(14)8(13)7(12)6(5-11)16-10/h6-14H,2-5H2,1H3

31387-97-0SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 15, 2017

Revision Date: Aug 15, 2017

1.Identification

1.1 GHS Product identifier

Product name (3R,4S,5S,6R)-2-butoxy-6-(hydroxymethyl)oxane-3,4,5-triol

1.2 Other means of identification

Product number -
Other names EINECS 250-608-7

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only. Surfactants
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:31387-97-0 SDS

31387-97-0Synthetic route

4-nitrophenyl-β-D-glucoside
2492-87-7

4-nitrophenyl-β-D-glucoside

butan-1-ol
71-36-3

butan-1-ol

n-butyl D-glucoside
31387-97-0

n-butyl D-glucoside

Conditions
ConditionsYield
With Dalbergia cochinchinensis Pierre dalcochinase N189F mutant; sodium acetate In water at 30℃; for 0.0833333h; pH=5; Kinetics; Reagent/catalyst; Enzymatic reaction;96%
D-Glucose
2280-44-6

D-Glucose

butan-1-ol
71-36-3

butan-1-ol

n-butyl D-glucoside
31387-97-0

n-butyl D-glucoside

Conditions
ConditionsYield
With montmorillonite K-10 at 90℃; for 0.166667h; Fischer glycosylation; microwave irradiation;82%
With toluene-4-sulfonic acid at 100℃;64%
With amyloglucosidase of Rhizopus mold In di-isopropyl ether; acetate buffer at 68℃; for 72h; pH=4.0;28 % Turnov.
cellulose

cellulose

butan-1-ol
71-36-3

butan-1-ol

n-butyl D-glucoside
31387-97-0

n-butyl D-glucoside

Conditions
ConditionsYield
Stage #1: cellulose With sulfuric acid for 2h; Milling;
Stage #2: butan-1-ol at 150℃; for 0.25h; Catalytic behavior; Reagent/catalyst; Temperature; Autoclave;
66%
alpha-D-glucopyranose
492-62-6

alpha-D-glucopyranose

butan-1-ol
71-36-3

butan-1-ol

A

n-butyl D-glucoside
31387-97-0

n-butyl D-glucoside

B

butyl-D-glucofuranoside

butyl-D-glucofuranoside

Conditions
ConditionsYield
Al-MCM-41 at 119.85℃; for 4h; Kinetics; Product distribution; Further Variations:; Catalysts; Alkylation;A 52%
B 48%
alpha-D-glucopyranose
492-62-6

alpha-D-glucopyranose

butan-1-ol
71-36-3

butan-1-ol

A

n-butyl D-glucoside
31387-97-0

n-butyl D-glucoside

B

butyl glucofuranoside

butyl glucofuranoside

Conditions
ConditionsYield
With zeolite H-beta at 119.9℃; for 4h; Product distribution; zeolite composition and properties, var. temp.;
Conditions
ConditionsYield
Stage #1: α-cellulose With water; 1-butyl-3-methylimidazolium chloride at 99.84℃; for 5h; Acidic conditions;
Stage #2: butan-1-ol at 89.84℃; under 760.051 Torr; for 24h;
A 6.9 %Chromat.
B 16.4 %Chromat.
C 5 %Chromat.
oat spelt xylan

oat spelt xylan

butan-1-ol
71-36-3

butan-1-ol

A

1-O-n-butyl-L-arabinoside
914491-29-5

1-O-n-butyl-L-arabinoside

B

n-butyl D-xyloside
1238180-83-0

n-butyl D-xyloside

C

n-butyl D-glucoside
31387-97-0

n-butyl D-glucoside

Conditions
ConditionsYield
With sulfuric acid; water at 90℃; for 3h; Kinetics; Concentration; Time;A 100 %Chromat.
B 96 %Chromat.
C 100 %Chromat.
cellulose

cellulose

butan-1-ol
71-36-3

butan-1-ol

A

n-butyl D-xyloside
1238180-83-0

n-butyl D-xyloside

B

n-butyl D-glucoside
31387-97-0

n-butyl D-glucoside

Conditions
ConditionsYield
Stage #1: cellulose With water at 99.84℃; for 1.5h; Ionic liquid;
Stage #2: butan-1-ol at 89.84℃; under 300.03 Torr; for 24h; Fischer glycosylation; Ionic liquid;
A 7.1 %Chromat.
B 46.1 %Spectr.
Conditions
ConditionsYield
In water at 50℃; for 18h; acetate buffer (pH 5), almond meal;83%
Multi-step reaction with 2 steps
1: pyridine / Ambient temperature
2: Na / methanol / Ambient temperature
View Scheme
lauric acid
143-07-7

lauric acid

n-butyl D-glucoside
31387-97-0

n-butyl D-glucoside

butyl 6-O-dodecanoylglucoside

butyl 6-O-dodecanoylglucoside

Conditions
ConditionsYield
With lipase from Candida antarctica at 70℃; under 7.5 Torr; for 6h; Yield given;
acetic anhydride
108-24-7

acetic anhydride

n-butyl D-glucoside
31387-97-0

n-butyl D-glucoside

A

1-butyl 2,3,4,6-tetra-O-acetyl-α-D-glucopyranoside
63119-23-3

1-butyl 2,3,4,6-tetra-O-acetyl-α-D-glucopyranoside

B

2,3,4,6-tetra-O-acetyl-1-n-butyl-β-D-glucopyranoside
6697-88-7

2,3,4,6-tetra-O-acetyl-1-n-butyl-β-D-glucopyranoside

Conditions
ConditionsYield
In pyridine Ambient temperature;
at 60℃; for 2h;
1-Decanol
112-30-1

1-Decanol

n-butyl D-glucoside
31387-97-0

n-butyl D-glucoside

A

decyl α-D-glucopyranoside, anhydrous
29781-81-5

decyl α-D-glucopyranoside, anhydrous

B

n-decyl β-D-glucopyranoside
58846-77-8

n-decyl β-D-glucopyranoside

Conditions
ConditionsYield
With acetyl chloride at 120℃; for 0.5h; microwave irradiation;
n-butyl D-glucoside
31387-97-0

n-butyl D-glucoside

n-butyl-6-O-trityl-α-glucopyranoside
252190-07-1

n-butyl-6-O-trityl-α-glucopyranoside

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: pyridine / Ambient temperature
2: Na / methanol / Ambient temperature
3: pyridine / Ambient temperature
View Scheme
n-butyl D-glucoside
31387-97-0

n-butyl D-glucoside

butyl 2,3,4-tri-O-benzyl-α-D-glucopyranoside
252190-08-2

butyl 2,3,4-tri-O-benzyl-α-D-glucopyranoside

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: pyridine / Ambient temperature
2: Na / methanol / Ambient temperature
3: pyridine / Ambient temperature
4: NaH / dimethylformamide / Ambient temperature
5: pyridinium chloride / ethanol / 2 h / Heating
View Scheme
n-butyl D-glucoside
31387-97-0

n-butyl D-glucoside

1,5-bis-[6-O-(n-butyl-α-glucopyranoside)] glutarate

1,5-bis-[6-O-(n-butyl-α-glucopyranoside)] glutarate

Conditions
ConditionsYield
Multi-step reaction with 7 steps
1: pyridine / Ambient temperature
2: Na / methanol / Ambient temperature
3: pyridine / Ambient temperature
4: NaH / dimethylformamide / Ambient temperature
5: pyridinium chloride / ethanol / 2 h / Heating
6: Et3N / toluene / Ambient temperature
7: H2 / Pd/C / ethyl acetate
View Scheme
n-butyl D-glucoside
31387-97-0

n-butyl D-glucoside

n-butyl-2,3,4-tri-O-benzyl-6-O-trityl-α-glucopyranoside
192518-99-3

n-butyl-2,3,4-tri-O-benzyl-6-O-trityl-α-glucopyranoside

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: pyridine / Ambient temperature
2: Na / methanol / Ambient temperature
3: pyridine / Ambient temperature
4: NaH / dimethylformamide / Ambient temperature
View Scheme
n-butyl D-glucoside
31387-97-0

n-butyl D-glucoside

1,5-bis-[6-O-(n-butyl-2,3,4-tri-O-benzyl-α-glucopyranoside)] glutarate
252190-10-6

1,5-bis-[6-O-(n-butyl-2,3,4-tri-O-benzyl-α-glucopyranoside)] glutarate

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1: pyridine / Ambient temperature
2: Na / methanol / Ambient temperature
3: pyridine / Ambient temperature
4: NaH / dimethylformamide / Ambient temperature
5: pyridinium chloride / ethanol / 2 h / Heating
6: Et3N / toluene / Ambient temperature
View Scheme
n-butyl D-glucoside
31387-97-0

n-butyl D-glucoside

butyl 6-O-lauroyl-α-D-glucopyranoside

butyl 6-O-lauroyl-α-D-glucopyranoside

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 83 percent / H2O / 18 h / 50 °C / acetate buffer (pH 5), almond meal
2: 80 percent / hexane / 72 h / 70 °C / Lipozyme
View Scheme
n-butyl D-glucoside
31387-97-0

n-butyl D-glucoside

butyl 6-O-palmitoyl-α-D-glucopyranoside

butyl 6-O-palmitoyl-α-D-glucopyranoside

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 83 percent / H2O / 18 h / 50 °C / acetate buffer (pH 5), almond meal
2: 78 percent / hexane / 72 h / 70 °C / Lipozyme
View Scheme
n-butyl D-glucoside
31387-97-0

n-butyl D-glucoside

butyl 6-O-stearoyl-α-D-glucopyranoside
153323-26-3

butyl 6-O-stearoyl-α-D-glucopyranoside

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 83 percent / H2O / 18 h / 50 °C / acetate buffer (pH 5), almond meal
2: 78 percent / hexane / 72 h / 70 °C / Lipozyme
View Scheme
n-butyl D-glucoside
31387-97-0

n-butyl D-glucoside

butyl 6-O-oleoyl-α-D-glucopyranoside

butyl 6-O-oleoyl-α-D-glucopyranoside

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 83 percent / H2O / 18 h / 50 °C / acetate buffer (pH 5), almond meal
2: 80.5 percent / hexane / 72 h / 70 °C / Lipozyme
View Scheme
n-butyl D-glucoside
31387-97-0

n-butyl D-glucoside

butyl 2-O-lauroyl-6-O-stearoyl-α-D-glucopyranoside

butyl 2-O-lauroyl-6-O-stearoyl-α-D-glucopyranoside

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 83 percent / H2O / 18 h / 50 °C / acetate buffer (pH 5), almond meal
2: 78 percent / hexane / 72 h / 70 °C / Lipozyme
3: 96 percent / hexane / 72 h / 70 °C / Lipozyme
View Scheme
n-butyl D-glucoside
31387-97-0

n-butyl D-glucoside

butyl 2,6-di-O-stearoyl-α-D-glucopyranoside

butyl 2,6-di-O-stearoyl-α-D-glucopyranoside

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 83 percent / H2O / 18 h / 50 °C / acetate buffer (pH 5), almond meal
2: 78 percent / hexane / 72 h / 70 °C / Lipozyme
3: 96 percent / hexane / 72 h / 70 °C / Lipozyme
View Scheme
lauric acid
143-07-7

lauric acid

n-butyl D-glucoside
31387-97-0

n-butyl D-glucoside

6-lauryl-1-n-butylglucoside

6-lauryl-1-n-butylglucoside

cis-Octadecenoic acid
112-80-1

cis-Octadecenoic acid

n-butyl D-glucoside
31387-97-0

n-butyl D-glucoside

6-oleyl-1-n-butylglucoside

6-oleyl-1-n-butylglucoside

Conditions
ConditionsYield
In methanol; chloroform

31387-97-0Relevant articles and documents

Beta Zeolite as a Catalyst for the Preparation of Alkyl Glucoside Surfactants: The Role of Crystal Size and Hydrophobicity

Camblor,Corma,Iborra,Miquel,Primo,Valencia

, p. 76 - 84 (1997)

Zeolite H-beta is an active and selective catalyst for the acetalization of the glucose to form alkyl glucoside nonionic surfactants. The characteristics of size and polarity of reactants, intermediates, and products determine the strong influence of the textural properties of the catalyst (crystal size and adsorption properties) on activity, selectivity, and deactivation. For two series of zeolites with different concentrations of Si-O-Si connectivity defects an optimum in activity is found for intermediate Si/Al ratios, this optimum being reached at lower Si/Al ratios in the series with the lower defect concentration, i.e., in the more hydrophobic series. Thus, the optimum catalyst of the hydrophobic series is more active than that of the hydrophilic series, and it also shows a better resistance to deactivation.

Bio-based Surfactants

-

, (2022/03/31)

Bio-based surfactants have great opportunity for use in a variety of applications such as laundry detergents, industrial cleaners, adjuvants, and oil and gas. Surfactants in these applications can be nonionic, anionic, cationic, or amphoteric. Utilizing high oleic soybean oil as a platform chemical, a variety of surfactants and properties can be produced. While early work focused solely on surfactant use in laundry cleaning and fracking, recent work has expanded functional groups and application evaluations in hard surface cleaning. The current invention expands on Battelle's high oleic soybean oil (HOSO) surfactant technology. Use of HOSO overcomes the limitations of regular soybean oil and significantly reduces or eliminates undesirable byproducts in most chemistries. However, with use of select reagents, a few candidates were achievable with regular epoxidized soybean oil (ESO). The HOSO surfactant platform offers several key advantages including: a highly water miscible (not typical of C18 surfactants) and water stable surfactant; ability to adjust and vary hydrophilic-lipophilic (HLB) values for stain removal performance; and increased biodegradability without toxic or persistent by-products.

Transformation of cellulose into biodegradable alkyl glycosides by following two different chemical routes

Villandier, Nicolas,Corma, Avelino

experimental part, p. 508 - 513 (2012/03/08)

The transformation of cellulose into long-chain alkyl glycoside surfactants has been carried out following two different routes: (1) Direct transformation of cellulose to butyl-, hexyl-, octyl-, decyl- and dodecyl-α,β- glycosides in an ionic liquid media and Amberlyst-15Dry as catalysts, with mass yield of up to 82%; and (2) two steps reaction with transformation of cellulose into methyl glucosides, with a procedure described by Zhang et al., followed by transacetalation with 1-octanol and 1-decanol in the presence of Amberlyst-15Dry. A kinetic study for the direct transformation of cellulose using 1-octanol has shown that depolymerisation of cellulose continues during the Fischer glycosidation. Increasing the chain length of the alcohol decreases the global reaction rate owing to an increase in the lipophilicity of the alcohol that decreases its contact with the carbohydrates. Finally, several acid catalysts were tested and the best results were obtained with Amberlyst-15Dry.

One pot catalytic conversion of cellulose into biodegradable surfactants

Villandier, Nicolas,Corma, Avelino

supporting information; scheme or table, p. 4408 - 4410 (2010/09/15)

Cellulose has been directly converted into environmentally friendly alkyl glycoside surfactants in a one pot transformation. By working in ionic liquid media with Amberlyst 15Dry (A15) as catalyst and coupling the rate of cellulose hydrolysis and the rate of glycosidation of the monosaccharides formed with C4 to C8 alcohols, it was possible to obtain 82% mass yield of octyl-α,β-glucoside plus octyl-α,β-xyloside.

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