Adipoyl chloride supplier | CasNO.111-50-2

Name
Adipoyl chloride
EINECS 203-876-4
CAS No. 111-50-2
Article Data110
CAS DataBase
Density 1.265 g/cm³
Solubility Reacts with water
Melting Point 262-264 °C
Formula C₆H₈Cl₂O₂
Boiling Point 273.9 °C at 760 mmHg
Molecular Weight 183.034
Flash Point 99.4 °C
Transport Information UN 3265 8/PG 2
Appearance colourless to dark brown liquid with a pungent odour
Safety 26-36/37/39-45-8
Risk Codes 34-29-20/21/22-14
Molecular Structure
Hazard Symbols C
Synonyms Hexanedioyl dichloride;Adipoylchloride (6CI,8CI);1,4-Bis(chlorocarbonyl)butane;Adipic acid dichloride;Adipoyl dichloride;Adipyl chloride;Adipyl dichloride;Hexanedioic aciddichloride;Hexanedioic dichloride;
PSA 34.14000
LogP 2.07760

Synthetic route

: 124-04-9
Adipic acid

: 111-50-2
Adipic acid dichloride

Conditions

Conditions	Yield
With phosgene; N,N-dimethyl-formamide In toluene at 50 - 55℃;	98.2%
With oxalyl dichloride In dichloromethane; N,N-dimethyl-formamide at 0 - 20℃; for 4h;	91%
With thionyl chloride at 120℃; for 4h;	81.2%

: 6066-82-6
1-hydroxy-pyrrolidine-2,5-dione

: 627-91-8
adipic acid monomethyl ester

A: 111-50-2
Adipic acid dichloride

B: 118380-06-6
1-methyl 6-succinimidyl adipate

Conditions

Conditions	Yield
With triethylamine In thionyl chloride; dichloromethane	A n/a B 87.5%
With triethylamine In thionyl chloride; dichloromethane	A n/a B 87.5%

...Expand

: 124-04-9
Adipic acid

A: 102939-46-8
adipic acid monomethyl ester

B: 111-50-2
Adipic acid dichloride

Conditions

Conditions	Yield
With phosgene; N,N-dimethyl-formamide In toluene at 50 - 55℃; Product distribution / selectivity;	A n/a B 78.3%

: 3-dimethylamino-5-piperidinophenol

: butylene-1,4-di[N-carbonyl-L-alanyl chloride]

A: butylene-1,4-di[N-carbonyl-L-alanyloxy-3-dimethylamino-5-piperidinophenol]

B: 111-50-2
Adipic acid dichloride

Conditions

Conditions	Yield
With sodium hydrogencarbonate In pyridine; chloroform	A 65.8% B n/a

...Expand

: 124-04-9
Adipic acid

: 4885-02-3
Dichloromethyl methyl ether

: 111-50-2
Adipic acid dichloride

Conditions

Conditions	Yield
With zinc(II) chloride

: 32564-25-3
bis(4-nitrophenyl)adipate

A: 100-02-7
4-nitro-phenol

B: 73430-11-2
mono-p-nitrophenyl adipate

C: 111-50-2
Adipic acid dichloride

Conditions

Conditions	Yield
With water at 25℃; Rate constant; hydrolysis in the presence or absence of human serum albumin in buffered soln.;

...Expand

: 111-20-6
1,10-decanedioic acid

: 111-50-2
Adipic acid dichloride

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: nitric acid 2: phosphorus pentachloride View Scheme

: 110-94-1
1,5-pentanedioic acid

: 124-04-9
Adipic acid

: 110-15-6
succinic acid

A: 2873-74-7
gloutaric dichloride

B: 543-20-4
succinoyl dichloride

C: 111-50-2
Adipic acid dichloride

Conditions

Conditions	Yield
With thionyl chloride at 20℃;

...Expand

: 773837-37-9
sodium cyanide

: 110-56-5
1,4-dichlorobutane

A: 1575-61-7
5-Chlorovaleroyl chloride

B: 111-50-2
Adipic acid dichloride

Conditions

Conditions	Yield
Stage #1: sodium cyanide; 1,4-dichlorobutane With tetrabutylammomium bromide In water at 80 - 85℃; for 6h; Large scale; Stage #2: With hydrogenchloride In water at 55 - 70℃; for 5h; Large scale; Stage #3: With thionyl chloride at 20 - 30℃; for 18h; Large scale;	A 422 kg B 163 kg

...Expand

: 111-50-2
Adipic acid dichloride

: 71-43-2
benzene

: 3375-38-0
1,4-dibenzoylbutane

Conditions

Conditions	Yield
With zinc(II) chloride In dichloromethane at 20℃; for 24h;	100%
With aluminium trichloride	58%
With aluminum (III) chloride at 50 - 60℃; for 2h;	50%

: 111-50-2
Adipic acid dichloride

: 868-85-9
Dimethyl phosphite

: 121-45-9
phosphorous acid trimethyl ester

: [6-(Dimethoxy-phosphoryl)-1,6-bis-(dimethoxy-phosphoryloxy)-hexyl]-phosphonic acid dimethyl ester

Conditions

Conditions	Yield
at 130 - 135℃; for 6h;	100%

...Expand

: 623-33-6
glycine ethyl ester hydrochloride

: 111-50-2
Adipic acid dichloride

: 92377-71-4
N,N'-adipoyl-bis-glycine diethyl ester

Conditions

Conditions	Yield
With triethylamine In chloroform	99%

: 89-83-8
thymol

: 111-50-2
Adipic acid dichloride

: hexanedioic acid bis-(2-isopropyl-5-methyl-phenyl) ester

Conditions

Conditions	Yield
With sodium hydroxide for 0.05h; microwave irradiation;	99%

: 111-50-2
Adipic acid dichloride

: 785-80-8, 1614-00-2, 40339-49-9
p-nitrobenzylideneaniline

: 2,3,6,7-tetrahydro-2-(4-nitrophenyl)-3-phenylcyclopenta-[e][1,3]oxazin-4(5H)-one

Conditions

Conditions	Yield
With triethylamine In toluene at 20℃; for 3h; Inert atmosphere;	99%

: 68003-55-4, 21064-27-7
benzylidene allylamine

: 111-50-2
Adipic acid dichloride

: 3-allyl-2,3,6,7-tetrahydro-2-phenylcyclopenta[e][1,3]-oxazin-4(5H)-one

Conditions

Conditions	Yield
With triethylamine In toluene at 20℃; for 3h; Inert atmosphere;	99%

: N-methyl-4-(5-methyl-1,2,4-oxadiazol-3-yl)aniline

: 111-50-2
Adipic acid dichloride

: N1,N6-dimethyl-N1,N6-bis[4-(5-methyl-1,2,4-oxadiazol-3-yl)phenyl]hexanediamide

Conditions

Conditions	Yield
With 4-methyl-morpholine In dichloromethane at 0 - 20℃; for 12h;	99%

: 108-98-5
thiophenol

: 111-50-2
Adipic acid dichloride

: 41117-90-2
di-S-phenyl thioadipate

Conditions

Conditions	Yield
With tetrabutyl-ammonium chloride; sodium hydroxide In dichloromethane; water at 0℃; for 0.0833333h;	98%

: 53250-82-1
p-(methylsulfonamido)aniline

: 111-50-2
Adipic acid dichloride

: 106003-98-9
4,4'-adipolyldiaminobismethanesulfonanilide

Conditions

Conditions	Yield
In pyridine	98%

: 10141-46-5
N-(4-aminophenyl)-N'-phenylurea

: 111-50-2
Adipic acid dichloride

: N1,N6-bis(4-(3-phenylureido)phenyl)adipamide

Conditions

Conditions	Yield
With triethylamine In tetrahydrofuran at 20℃; for 24h; Inert atmosphere;	98%

: 111-50-2
Adipic acid dichloride

: 868-85-9
Dimethyl phosphite

: 121-45-9
phosphorous acid trimethyl ester

: 123746-93-0
octamethyl 1,6-dihydroxyhexan-1,1,6,6-tetrakisphosphonate

Conditions

Conditions	Yield
at 60℃; for 8h;	97%

...Expand

: 111-50-2
Adipic acid dichloride

: 121-45-9
phosphorous acid trimethyl ester

: 91009-81-3
Tetramethyl adipoylbisphosphonate

Conditions

Conditions	Yield
for 2h; Ambient temperature;	97%
at 20℃; for 4h;

: 96-36-6, 868-85-9
methyl phosphite

: 111-50-2
Adipic acid dichloride

: 121-45-9
phosphorous acid trimethyl ester

A: 91009-81-3
Tetramethyl adipoylbisphosphonate

B: 123746-93-0
octamethyl 1,6-dihydroxyhexan-1,1,6,6-tetrakisphosphonate

Conditions

Conditions	Yield
at 60℃; for 20h; Condensation;	A n/a B 97%

...Expand

: 111-50-2
Adipic acid dichloride

: 159146-73-3
12-(p-aminophenyl)-9,9-dimethyl-8,9,10,11-tetrahydrobenzacridin-11-one

: hexanedioic acid bis-{[4-(9,9-dimethyl-11-oxo-8,9,10,11-tetrahydro-benzo[a]acridin-12-yl)-phenyl]-amide}

Conditions

Conditions	Yield
In acetone at 5℃; for 0.25h;	97%

: 89-83-8
thymol

: 111-50-2
Adipic acid dichloride

Amberlite IRA-400 (chloride form) resin: Amberlite IRA-400 (chloride form) resin

: hexanedioic acid bis-(2-isopropyl-5-methyl-phenyl) ester

Conditions

Conditions	Yield
Stage #1: thymol; Amberlite IRA-400 (chloride form) resin With sodium hydroxide Stage #2: Adipic acid dichloride In benzene	97%

...Expand

: 119-30-2
2-hydroxy-5-iodobenzoic acid

: 111-50-2
Adipic acid dichloride

: 959987-52-1
C20H16I2O8

Conditions

Conditions	Yield
With pyridine In tetrahydrofuran at 20℃; for 2h;	97%

: 111-50-2
Adipic acid dichloride

: 71-43-2
benzene

A: 1601-09-8
phenyl(2-phenylcyclopent-2-en-1-yl)methanone

B: 3375-38-0
1,4-dibenzoylbutane

Conditions

Conditions	Yield
With aluminum (III) chloride In dichloromethane at 20℃; for 24h;	A 96.6% B 2%
With tetrachlorosilane In dichloromethane at 20℃; for 24h;	A 6.3% B 84.5%

...Expand

: 111-50-2
Adipic acid dichloride

: 149-30-4
2-Mercaptobenzothiazole

: hexane-bis-thioic acid di-S-benzothiazol-2-yl ester

Conditions

Conditions	Yield
With sodium hydroxide; Amberlite IRA-400 chloride form In water; acetone	96%
Stage #1: 2-Mercaptobenzothiazole With aluminum oxide; silica gel; sodium carbonate; fly ash microwave oven; Stage #2: Adipic acid dichloride microwave irradiation;

: 111-50-2
Adipic acid dichloride

: 75-36-5
acetyl chloride

: 3195-37-7
diphenyl 1,6-hexanedioate

Conditions

Conditions	Yield
With tetrabutyl-ammonium chloride; sodium hydroxide In dichloromethane; water at 0℃; for 0.0833333h;	96%

: 72581-32-9, 1679-51-2
cyclohex-3-enylmethanol

: 111-50-2
Adipic acid dichloride

: bis((3-cyclohexenyl)methyl) adipate

Conditions

Conditions	Yield
With triethylamine In tetrahydrofuran at 40℃; for 0.5h; Solvent; Reagent/catalyst;	95.2%

: 111-50-2
Adipic acid dichloride

: 117358-75-5
7-(p-Aminophenyl)-10,10-dimethyl-8,9,10,11-tetrahydrobenz[c]acridin-8-one

: hexanedioic acid bis-{[4-(10,10-dimethyl-8-oxo-8,9,10,11-tetrahydro-benzo[c]acridin-7-yl)-phenyl]-amide}

Conditions

Conditions	Yield
In acetone at 5℃; for 0.25h;	95%

: 3761-92-0
n-hexylmagnesium bromide

: 111-50-2
Adipic acid dichloride

: 31335-03-2
octadecane-7,12-dione

Conditions

Conditions	Yield
With iron(III)-acetylacetonate In tetrahydrofuran at -78℃;	95%

: 524-38-9
N-hydroxyphthalimide

: 111-50-2
Adipic acid dichloride

: bis(1,3-dioxoisoindolin-2-yl)hexanedioate

Conditions

Conditions	Yield
Stage #1: N-hydroxyphthalimide With sodium hydroxide; Amberlite IRA-400 chloride form Stage #2: Adipic acid dichloride In tetrahydrofuran at 20℃;	95%

: 107-03-9
1-thiopropane

: 111-50-2
Adipic acid dichloride

: 36211-77-5
di-S-propyl thioadipate

Conditions

Conditions	Yield
With tetrabutyl-ammonium chloride; sodium hydroxide In dichloromethane; water at 0℃; for 0.0833333h;	95%

: 111-50-2
Adipic acid dichloride

: 17929-90-7
3-aminoazepan-2-one

: 1347705-47-8
bis-N(2-oxo-3-azepanyl)-1,6-tetramethylenediamide

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 20℃; for 16.5h;	95%
With triethylamine In chloroform at 20℃; Inert atmosphere; Cooling with ice;

: 5,11,17-tris[(tert-butoxycarbonyl)-amino]-23-amino-25, 26, 27,28 tetrabutoxycalix [4]arene

: 111-50-2
Adipic acid dichloride

: C124H174N8O22

Conditions

Conditions	Yield
With dmap; N-ethyl-N,N-diisopropylamine at 20℃; for 24h;	95%

: 61-54-1
tryptamine

: 111-50-2
Adipic acid dichloride

: 96234-80-9
N,N'-bis-(2-indol-3-yl-ethyl)-adipamide

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 20℃; for 1h; Inert atmosphere;	95%
Stage #1: Adipic acid dichloride With pyridine In chloroform Inert atmosphere; Stage #2: tryptamine at 18 - 24℃; for 19.5h; Reflux; Inert atmosphere;	0.85 g

: 54-85-3
isoniazid

: 111-50-2
Adipic acid dichloride

: 39642-76-7
N,N'-diisonicotinoylhexandioic acid dihydrazide

Conditions

Conditions	Yield
In acetonitrile for 1h; Heating;	94%
With pyridine In acetone Reflux;	78.55%

: 111-50-2
Adipic acid dichloride

: 292140-08-0
Nε-lauroyl-L-lysine ethyl ester

: Nα,Nα'-adipoyl-bis(Nε-lauroyl-L-lysine ethyl ester)

Conditions

Conditions	Yield
With triethylamine In tetrahydrofuran at 20℃; for 24h;	94%

Adipoyl chloride Specification

The Hexanedioyl dichloride, with the CAS registry number 111-50-2 and EINECS registry number 203-876-4, is also called 1,4-Butanedicarbonyl chloride. It belongs to the product category of Industrial/Fine Chemicals. And it should be stored in the refrigerator. The molecular formula of the chemical is C₆H₈Cl₂O₂.

The characteristics of Hexanedioyl dichloride are as followings: (1)ACD/LogP: 1.52; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.52; (4)ACD/LogD (pH 7.4): 1.52; (5)ACD/BCF (pH 5.5): 8.48; (6)ACD/BCF (pH 7.4): 8.48; (7)ACD/KOC (pH 5.5): 160.75; (8)ACD/KOC (pH 7.4): 160.75; (9)#H bond acceptors: 2; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 5; (12)Polar Surface Area: 34.14 Å²; (13)Index of Refraction: 1.46; (14)Molar Refractivity: 39.6 cm³; (15)Molar Volume: 144.5 cm³; (16)Polarizability: 15.7×10^-24cm³; (17)Surface Tension: 37.5 dyne/cm; (18)Density: 1.265 g/cm³; (19)Flash Point: 99.4 °C; (20)Enthalpy of Vaporization: 51.23 kJ/mol; (21)Boiling Point: 273.9 °C at 760 mmHg; (22)Vapour Pressure: 0.00557 mmHg at 25°C.

Preparation of Hexanedioyl dichloride: This chemical can be prepared by hexanedioic acid. The reaction will need reagent SOCl₂. The reaction time is 4 hours with temperature of 120°C, and the yield is about 81.2%.

Uses of Hexanedioyl dichloride: It can react with 4-methyl-aniline to produce N,N'-di-p-tolyl-adipamide. This reaction will need reagent pyridine. The reaction time is 24 hours with temperature of 20°C, and the yield is about 67%.

You should be cautious while dealing with this chemical. It reacts violently with water, and will liberates toxic gas. It is also harmful by inhalation, in contact with skin and if swallowed, and may cause burns. Therefore, you had better take the following instructions: Keep container dry; Wear suitable protective clothing, gloves and eye/face protection; In case of contacting with eyes, rinse immediately with plenty of water and seek medical advice; In case of accident or if you feel unwell, seek medical advice immediately (show label where possible).

Addtionally, the following datas could be converted into the molecular structure:
(1)SMILES: O=C(Cl)CCCCC(Cl)=O
(2)InChI: InChI=1/C6H8Cl2O2/c7-5(9)3-1-2-4-6(8)10/h1-4H2
(3)InChIKey: PWAXUOGZOSVGBO-UHFFFAOYAI

Product Name

Adipoyl chloride

Synthetic route

Adipoyl chloride Specification

Related Products

Hot Products